Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Kenneth W. Henderson' _publ_contact_author_email khenders@nd.edu loop_ _publ_author_name J.J.Morris D.J.MacDougall B.C.Noll K.W.Henderson data_dmd23sq _database_code_depnum_ccdc_archive 'CCDC 671775' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common 'Lithium 2,4,6-trimethylphenoxide dioxane' _chemical_melting_point ? _chemical_formula_moiety 'C11 H15 Li O2, (C4 H8 O2)' _chemical_formula_sum 'C15 H23 Li O4' _chemical_formula_weight 274.27 _chemical_absolute_configuration unk 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' _symmetry_space_group_name_Hall '-I 4ad' _symmetry_int_tables_number 88 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 15.2748(10) _cell_length_b 15.2748(10) _cell_length_c 24.129(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5629.8(9) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6873 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 30.30 _exptl_crystal_description octahedron _exptl_crystal_colour 'clear colourless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 0.09 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9824 _exptl_absorpt_correction_T_max 0.9824 _exptl_absorpt_process_details 'Blessing, R. H. (1995) Acta Cryst. A51, 33-38.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'Siemens KFFMO2K-90' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11437 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0618 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2867 _reflns_number_gt 2008 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'APEX2/SAINT (Bruker, 2004)' _computing_data_reduction 'SAINT/XPREP (Bruker, 2004; Sheldrick, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Sheldrick, 1998)' _computing_publication_material 'XCIF (Sheldrick, 2001)' _refine_special_details ; The absolute structure could not be reliably determined. The asymmetric unit contains a lithium 2,46-trimethylphenoxide monomer of a 3-dimensional polymer plus 1 disordered molecule of dioxane. After conventional attempts to describe the disorder failed, the disorder was modeled using the SQUEEZE routine of PLATON. SQUEEZE found total solvent accessible volume of 1956.0 \%A^3^ and 623 e^-^ in the unit cell, or 122.25 \%A^3^ and 38.93 e^-^ in the asymmetric unit. One dioxane requires approximately 48 e^-^ in the asymmetric unit. The refinement was much more stable after modeling with SQUEEZE. The molecule of dioxane, though absent from the atom list, was included in calculations of molecular formula and dependent metrics. Hydrogens were placed at idealized geometries and allowed to ride on the position of the parent atom. Hydrogen thermal parameters were set to 1.2\\times the equivalent isotropic U of the parent atom, 1.5\\times for methyl hydrogens. 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^)+(0.1467P)^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 2867 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0866 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.2159 _refine_ls_wR_factor_gt 0.2077 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _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 Li1 Li -0.0363(2) 0.3269(2) 0.08444(13) 0.0253(7) Uani 1 1 d . . . O1 O 0.08900(8) 0.29306(9) 0.08292(5) 0.0217(3) Uani 1 1 d . . . O2 O -0.02969(9) 0.42894(10) 0.03304(5) 0.0295(4) Uani 1 1 d . . . C1 C 0.15291(12) 0.34176(13) 0.05959(8) 0.0245(4) Uani 1 1 d . . . C2 C 0.19627(13) 0.31431(15) 0.01051(8) 0.0307(5) Uani 1 1 d . . . C3 C 0.26246(14) 0.36640(17) -0.01261(10) 0.0394(6) Uani 1 1 d . . . H3 H 0.2905 0.3469 -0.0455 0.047 Uiso 1 1 calc R . . C4 C 0.28848(14) 0.44479(16) 0.01041(11) 0.0411(6) Uani 1 1 d . . . C5 C 0.24590(14) 0.47107(15) 0.05859(10) 0.0347(5) Uani 1 1 d . . . H5 H 0.2634 0.5244 0.0756 0.042 Uiso 1 1 calc R . . C6 C 0.17917(13) 0.42304(13) 0.08296(8) 0.0272(5) Uani 1 1 d . . . C7 C 0.17024(16) 0.23034(17) -0.01752(9) 0.0385(6) Uani 1 1 d . . . H7A H 0.1122 0.2372 -0.0342 0.058 Uiso 1 1 calc R . . H7B H 0.1686 0.1830 0.0099 0.058 Uiso 1 1 calc R . . H7C H 0.2130 0.2161 -0.0464 0.058 Uiso 1 1 calc R . . C8 C 0.36073(16) 0.5001(2) -0.01549(14) 0.0577(8) Uani 1 1 d . . . H8A H 0.4172 0.4840 0.0009 0.087 Uiso 1 1 calc R . . H8B H 0.3490 0.5622 -0.0084 0.087 Uiso 1 1 calc R . . H8C H 0.3624 0.4896 -0.0555 0.087 Uiso 1 1 calc R . . C9 C 0.13339(14) 0.45954(14) 0.13346(8) 0.0300(5) Uani 1 1 d . . . H9A H 0.1623 0.4379 0.1670 0.045 Uiso 1 1 calc R . . H9B H 0.0720 0.4408 0.1334 0.045 Uiso 1 1 calc R . . H9C H 0.1361 0.5236 0.1327 0.045 Uiso 1 1 calc R . . C10 C -0.00688(14) 0.41770(15) -0.02456(8) 0.0308(5) Uani 1 1 d . . . H10A H -0.0599 0.4247 -0.0477 0.037 Uiso 1 1 calc R . . H10B H 0.0160 0.3578 -0.0304 0.037 Uiso 1 1 calc R . . C11 C -0.06120(13) 0.51642(15) 0.04222(9) 0.0320(5) Uani 1 1 d . . . H11A H -0.0748 0.5245 0.0820 0.038 Uiso 1 1 calc R . . H11B H -0.1157 0.5258 0.0208 0.038 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 Li1 0.0271(17) 0.0265(17) 0.0225(15) 0.0067(12) -0.0027(12) -0.0031(13) O1 0.0171(7) 0.0263(7) 0.0218(6) 0.0019(5) 0.0011(5) -0.0015(5) O2 0.0193(7) 0.0396(9) 0.0296(7) 0.0194(6) -0.0001(5) -0.0035(6) C1 0.0154(9) 0.0281(10) 0.0299(10) 0.0090(7) -0.0033(7) -0.0020(7) C2 0.0210(10) 0.0407(12) 0.0304(10) 0.0050(8) 0.0021(8) 0.0003(8) C3 0.0209(10) 0.0499(14) 0.0474(13) 0.0133(11) 0.0063(9) 0.0027(9) C4 0.0167(10) 0.0423(14) 0.0643(15) 0.0221(11) 0.0012(10) -0.0037(9) C5 0.0250(11) 0.0293(11) 0.0498(13) 0.0144(9) -0.0132(9) -0.0049(8) C6 0.0193(9) 0.0271(10) 0.0353(11) 0.0116(8) -0.0107(8) 0.0003(7) C7 0.0342(12) 0.0474(14) 0.0340(11) -0.0058(10) 0.0127(9) -0.0032(10) C8 0.0225(12) 0.0578(17) 0.093(2) 0.0372(15) 0.0012(12) -0.0099(11) C9 0.0346(11) 0.0225(10) 0.0329(10) 0.0054(8) -0.0116(8) -0.0009(8) C10 0.0255(10) 0.0389(12) 0.0280(10) 0.0132(8) 0.0001(8) 0.0000(8) C11 0.0223(10) 0.0418(13) 0.0319(10) 0.0166(9) 0.0022(8) -0.0006(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Li1 O1 1.984(4) . ? Li1 O2 1.994(3) . ? Li1 O1 2.002(4) 6_454 ? Li1 O1 2.005(4) 12_666 ? Li1 Li1 2.599(7) 6_454 ? Li1 Li1 2.685(5) 12_666 ? Li1 Li1 2.685(5) 15 ? O1 C1 1.350(2) . ? O1 Li1 2.002(4) 6_454 ? O1 Li1 2.005(4) 15 ? O2 C11 1.437(3) . ? O2 C10 1.443(3) . ? C1 C2 1.420(3) . ? C1 C6 1.421(3) . ? C2 C3 1.402(3) . ? C2 C7 1.503(3) . ? C3 C4 1.378(4) . ? C3 H3 0.9500 . ? C4 C5 1.391(4) . ? C4 C8 1.524(3) . ? C5 C6 1.387(3) . ? C5 H5 0.9500 . ? C6 C9 1.512(3) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.509(3) 9_565 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C10 1.509(3) 9_565 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Li1 O2 98.23(15) . . ? O1 Li1 O1 98.55(15) . 6_454 ? O2 Li1 O1 136.42(17) . 6_454 ? O1 Li1 O1 95.26(13) . 12_666 ? O2 Li1 O1 123.32(17) . 12_666 ? O1 Li1 O1 94.70(13) 6_454 12_666 ? O1 Li1 Li1 49.59(12) . 6_454 ? O2 Li1 Li1 133.21(15) . 6_454 ? O1 Li1 Li1 48.99(11) 6_454 6_454 ? O1 Li1 Li1 96.02(10) 12_666 6_454 ? O1 Li1 Li1 93.91(10) . 12_666 ? O2 Li1 Li1 165.6(2) . 12_666 ? O1 Li1 Li1 47.98(9) 6_454 12_666 ? O1 Li1 Li1 47.35(13) 12_666 12_666 ? Li1 Li1 Li1 61.05(7) 6_454 12_666 ? O1 Li1 Li1 48.03(9) . 15 ? O2 Li1 Li1 126.94(19) . 15 ? O1 Li1 Li1 93.49(10) 6_454 15 ? O1 Li1 Li1 47.87(13) 12_666 15 ? Li1 Li1 Li1 61.05(7) 6_454 15 ? Li1 Li1 Li1 57.90(14) 12_666 15 ? C1 O1 Li1 124.18(15) . . ? C1 O1 Li1 143.38(15) . 6_454 ? Li1 O1 Li1 81.42(15) . 6_454 ? C1 O1 Li1 120.60(15) . 15 ? Li1 O1 Li1 84.62(14) . 15 ? Li1 O1 Li1 84.15(14) 6_454 15 ? C11 O2 C10 109.87(14) . . ? C11 O2 Li1 127.83(15) . . ? C10 O2 Li1 121.22(16) . . ? O1 C1 C2 121.46(18) . . ? O1 C1 C6 121.33(17) . . ? C2 C1 C6 117.21(17) . . ? C3 C2 C1 120.0(2) . . ? C3 C2 C7 119.7(2) . . ? C1 C2 C7 120.25(18) . . ? C4 C3 C2 122.7(2) . . ? C4 C3 H3 118.6 . . ? C2 C3 H3 118.6 . . ? C3 C4 C5 116.9(2) . . ? C3 C4 C8 121.7(3) . . ? C5 C4 C8 121.4(3) . . ? C6 C5 C4 123.0(2) . . ? C6 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? C5 C6 C1 120.1(2) . . ? C5 C6 C9 119.1(2) . . ? C1 C6 C9 120.76(18) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 C11 111.05(18) . 9_565 ? O2 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 9_565 . ? O2 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 9_565 . ? H10A C10 H10B 108.0 . . ? O2 C11 C10 110.23(17) . 9_565 ? O2 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 9_565 . ? O2 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 9_565 . ? H11A C11 H11B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.890 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.890 _refine_diff_density_max 0.324 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.061 _chemical_compound_source synthesized # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.101 -0.041 0.421 1956 623 ' ' _platon_squeeze_details ; ; # END data_jjm47 _database_code_depnum_ccdc_archive 'CCDC 671776' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Lithium 2,4,6-trimethylphenoxide dimethylaminoethoxide dioxane' _chemical_melting_point ? _chemical_formula_moiety 'C41.32 H65.08 Li4 N O7' _chemical_formula_sum 'C41.32 H65.08 Li4 N O7' _chemical_formula_weight 711.734 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-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 30.8616(7) _cell_length_b 15.0818(3) _cell_length_c 21.7116(5) _cell_angle_alpha 90.00 _cell_angle_beta 123.0290(10) _cell_angle_gamma 90.00 _cell_volume 8472.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9131 _cell_measurement_theta_min 2.402 _cell_measurement_theta_max 26.995 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.122 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3104 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_process_details ; (SADABS; Sheldrick, 2004) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_source_type 'Siemens KFFMO2K-90' _diffrn_measurement_device_type 'Bruker SMART Apex2 CCD diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 53338 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 39 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 27.45 _reflns_number_total 9500 _reflns_number_gt 6872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 / SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT/ XPREP (Bruker, 2006; Sheldrick, 2003)' _computing_structure_solution 'XS (Sheldrick, 2001)' _computing_structure_refinement 'XL (Sheldrick, 2001)' _computing_molecular_graphics 'XP (Sheldrick, 2001)' _computing_publication_material 'XCIF (Sheldrick, 2001)' _refine_special_details ; The asymmetric unit contains a tetrameric lithium aggregate with three 2,4,6-trimethylphenoxide anions and one dimethylaminoethoxide anion. Three of the lithium atoms are coordinated by 1,4-dioxane. The dioxane links to other tetrameric aggregates to give a two-dimensional network. There is disordered solvent in the network lattice. After conventional attempts to describe the disorder failed, the disorder was modeled using the SQUEEZE routine of PLATON. SQUEEZE found total solvent accessible volume of 1404.4 \%A^3^ and 289 e^-^ in the unit cell, or 175.6 \%A^3^ and 36.13 e^-^ in the asymmetric unit. One hexane molecule, which was used in the recrystallization, contributes 50 e^-^ to the asymmetric unit. Hydrogens were placed at idealized geometries and allowed to ride on the position of the parent atom. Hydrogen thermal parameters were set to 1.2\\times the equivalent isotropic U of the parent atom, 1.5\\times for methyl hydrogens. 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^)+(0.0614P)^2^+11.3642P] 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 9500 _refine_ls_number_parameters 453 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0791 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1541 _refine_ls_wR_factor_gt 0.1420 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li1 Li 0.18696(13) 0.3380(2) 0.28823(19) 0.0255(7) Uani 1 1 d . . . Li2 Li 0.19769(12) 0.4701(2) 0.37354(18) 0.0258(7) Uani 1 1 d . . . Li3 Li 0.19215(12) 0.4968(2) 0.25180(17) 0.0241(7) Uani 1 1 d . . . Li4 Li 0.10813(12) 0.4468(2) 0.24705(18) 0.0230(6) Uani 1 1 d . . . N1 N 0.27115(6) 0.45316(10) 0.48109(9) 0.0255(3) Uani 1 1 d . . . O1 O 0.23729(5) 0.43045(8) 0.33468(7) 0.0234(3) Uani 1 1 d . . . O2 O 0.14838(5) 0.36799(8) 0.33334(7) 0.0222(3) Uani 1 1 d . . . O3 O 0.15103(5) 0.54994(7) 0.28911(7) 0.0198(3) Uani 1 1 d . . . O4 O 0.14168(5) 0.40254(8) 0.19540(7) 0.0205(3) Uani 1 1 d . . . O5 O 0.22312(5) 0.59357(8) 0.22842(7) 0.0266(3) Uani 1 1 d . . . O6 O 0.21775(6) 0.22316(9) 0.28712(8) 0.0326(3) Uani 1 1 d . . . O7 O 0.04002(5) 0.46148(8) 0.23623(7) 0.0234(3) Uani 1 1 d . . . C1 C 0.28968(7) 0.41826(13) 0.38550(11) 0.0265(4) Uani 1 1 d . . . H1A H 0.3090 0.4408 0.3655 0.032 Uiso 1 1 calc R . . H1B H 0.2969 0.3554 0.3948 0.032 Uiso 1 1 calc R . . C2 C 0.30751(7) 0.46551(13) 0.45763(11) 0.0282(4) Uani 1 1 d . . . H2A H 0.3412 0.4430 0.4956 0.034 Uiso 1 1 calc R . . H2B H 0.3111 0.5284 0.4519 0.034 Uiso 1 1 calc R . . C3 C 0.26746(8) 0.35865(13) 0.49510(11) 0.0293(4) Uani 1 1 d . . . H3A H 0.3014 0.3358 0.5296 0.044 Uiso 1 1 calc R . . H3B H 0.2522 0.3261 0.4499 0.044 Uiso 1 1 calc R . . H3C H 0.2464 0.3525 0.5149 0.044 Uiso 1 1 calc R . . C4 C 0.28954(9) 0.50355(14) 0.54846(11) 0.0365(5) Uani 1 1 d . . . H4A H 0.2650 0.4986 0.5624 0.055 Uiso 1 1 calc R . . H4B H 0.2934 0.5648 0.5402 0.055 Uiso 1 1 calc R . . H4C H 0.3223 0.4804 0.5870 0.055 Uiso 1 1 calc R . . C5 C 0.12842(7) 0.32425(12) 0.36617(10) 0.0218(4) Uani 1 1 d . . . C6 C 0.10882(7) 0.23775(12) 0.34467(11) 0.0240(4) Uani 1 1 d . . . C7 C 0.08902(8) 0.19387(12) 0.38057(11) 0.0282(4) Uani 1 1 d . . . H7 H 0.0759 0.1369 0.3654 0.034 Uiso 1 1 calc R . . C8 C 0.08810(8) 0.23168(13) 0.43822(11) 0.0297(4) Uani 1 1 d . . . C9 C 0.10618(7) 0.31824(13) 0.45745(11) 0.0270(4) Uani 1 1 d . . . H9 H 0.1054 0.3457 0.4952 0.032 Uiso 1 1 calc R . . C10 C 0.12530(7) 0.36494(12) 0.42210(10) 0.0237(4) Uani 1 1 d . . . C11 C 0.10884(9) 0.19223(13) 0.28302(12) 0.0324(5) Uani 1 1 d . . . H11A H 0.1425 0.1678 0.3012 0.049 Uiso 1 1 calc R . . H11B H 0.1004 0.2344 0.2449 0.049 Uiso 1 1 calc R . . H11C H 0.0837 0.1455 0.2636 0.049 Uiso 1 1 calc R . . C12 C 0.06803(10) 0.18142(15) 0.47795(14) 0.0416(6) Uani 1 1 d . . . H12A H 0.0966 0.1594 0.5237 0.062 Uiso 1 1 calc R . . H12B H 0.0471 0.1326 0.4481 0.062 Uiso 1 1 calc R . . H12C H 0.0476 0.2203 0.4872 0.062 Uiso 1 1 calc R . . C13 C 0.14076(8) 0.46111(13) 0.44117(12) 0.0306(4) Uani 1 1 d . . . H13A H 0.1776 0.4664 0.4661 0.046 Uiso 1 1 calc R . . H13B H 0.1300 0.4822 0.4726 0.046 Uiso 1 1 calc R . . H13C H 0.1244 0.4958 0.3970 0.046 Uiso 1 1 calc R . . C14 C 0.14333(7) 0.63687(11) 0.27621(10) 0.0200(4) Uani 1 1 d . . . C15 C 0.16949(7) 0.69778(12) 0.33451(10) 0.0216(4) Uani 1 1 d . . . C16 C 0.16265(8) 0.78888(12) 0.32002(11) 0.0268(4) Uani 1 1 d . . . H16 H 0.1799 0.8282 0.3592 0.032 Uiso 1 1 calc R . . C17 C 0.13121(8) 0.82279(12) 0.24965(12) 0.0300(4) Uani 1 1 d . . . C18 C 0.10510(8) 0.76152(13) 0.19283(12) 0.0286(4) Uani 1 1 d . . . H18 H 0.0833 0.7825 0.1452 0.034 Uiso 1 1 calc R . . C19 C 0.11025(7) 0.67007(12) 0.20432(10) 0.0224(4) Uani 1 1 d . . . C20 C 0.20604(8) 0.66476(13) 0.41082(11) 0.0283(4) Uani 1 1 d . . . H20A H 0.2199 0.7141 0.4441 0.042 Uiso 1 1 calc R . . H20B H 0.2337 0.6329 0.4129 0.042 Uiso 1 1 calc R . . H20C H 0.1880 0.6260 0.4246 0.042 Uiso 1 1 calc R . . C21 C 0.12730(10) 0.92139(13) 0.23500(14) 0.0434(6) Uani 1 1 d . . . H21A H 0.1288 0.9525 0.2747 0.065 Uiso 1 1 calc R . . H21B H 0.0952 0.9343 0.1899 0.065 Uiso 1 1 calc R . . H21C H 0.1555 0.9400 0.2311 0.065 Uiso 1 1 calc R . . C22 C 0.08177(7) 0.60800(13) 0.14016(11) 0.0263(4) Uani 1 1 d . . . H22A H 0.1051 0.5633 0.1434 0.039 Uiso 1 1 calc R . . H22B H 0.0680 0.6406 0.0953 0.039 Uiso 1 1 calc R . . H22C H 0.0540 0.5804 0.1408 0.039 Uiso 1 1 calc R . . C23 C 0.12907(7) 0.37607(11) 0.12838(10) 0.0209(4) Uani 1 1 d . . . C24 C 0.16747(7) 0.36591(11) 0.11217(11) 0.0232(4) Uani 1 1 d . . . C25 C 0.15339(8) 0.33696(14) 0.04289(12) 0.0318(5) Uani 1 1 d . . . H25 H 0.1791 0.3291 0.0333 0.038 Uiso 1 1 calc R . . C26 C 0.10263(9) 0.31935(16) -0.01251(12) 0.0404(5) Uani 1 1 d . . . C27 C 0.06532(8) 0.32986(16) 0.00427(12) 0.0374(5) Uani 1 1 d . . . H27 H 0.0310 0.3179 -0.0319 0.045 Uiso 1 1 calc R . . C28 C 0.07750(7) 0.35747(13) 0.07289(11) 0.0264(4) Uani 1 1 d . . . C29 C 0.22332(7) 0.38650(13) 0.16878(11) 0.0266(4) Uani 1 1 d . . . H29A H 0.2447 0.3605 0.1541 0.040 Uiso 1 1 calc R . . H29B H 0.2326 0.3625 0.2154 0.040 Uiso 1 1 calc R . . H29C H 0.2283 0.4496 0.1730 0.040 Uiso 1 1 calc R . . C30 C 0.08814(11) 0.2895(2) -0.08820(14) 0.0682(9) Uani 1 1 d . . . H30A H 0.0979 0.3344 -0.1098 0.102 Uiso 1 1 calc R . . H30B H 0.0515 0.2799 -0.1187 0.102 Uiso 1 1 calc R . . H30C H 0.1059 0.2353 -0.0840 0.102 Uiso 1 1 calc R . . C31 C 0.03579(8) 0.36565(14) 0.08859(11) 0.0297(4) Uani 1 1 d . . . H31A H 0.0027 0.3553 0.0443 0.045 Uiso 1 1 calc R . . H31B H 0.0365 0.4242 0.1066 0.045 Uiso 1 1 calc R . . H31C H 0.0415 0.3227 0.1249 0.045 Uiso 1 1 calc R . . C32 C 0.26058(8) 0.64619(13) 0.28959(12) 0.0312(5) Uani 1 1 d . . . H32A H 0.2748 0.6123 0.3346 0.037 Uiso 1 1 calc R . . H32B H 0.2440 0.6986 0.2936 0.037 Uiso 1 1 calc R . . C33 C 0.19659(8) 0.17345(14) 0.22035(12) 0.0330(5) Uani 1 1 d . . . H33A H 0.1715 0.2094 0.1790 0.040 Uiso 1 1 calc R . . H33B H 0.1791 0.1212 0.2223 0.040 Uiso 1 1 calc R . . C34 C 0.25507(8) 0.17088(13) 0.34813(12) 0.0312(5) Uani 1 1 d . . . H34A H 0.2384 0.1188 0.3523 0.037 Uiso 1 1 calc R . . H34B H 0.2693 0.2050 0.3930 0.037 Uiso 1 1 calc R . . C35 C 0.20187(8) 0.64257(13) 0.16121(12) 0.0315(5) Uani 1 1 d . . . H35A H 0.1837 0.6944 0.1624 0.038 Uiso 1 1 calc R . . H35B H 0.1774 0.6059 0.1200 0.038 Uiso 1 1 calc R . . C36 C 0.01026(8) 0.53947(12) 0.22528(12) 0.0280(4) Uani 1 1 d . . . H36A H -0.0185 0.5424 0.1744 0.034 Uiso 1 1 calc R . . H36B H 0.0316 0.5915 0.2355 0.034 Uiso 1 1 calc R . . C37 C 0.00907(7) 0.38376(12) 0.22418(11) 0.0232(4) Uani 1 1 d . . . H37A H 0.0294 0.3309 0.2321 0.028 Uiso 1 1 calc R . . H37B H -0.0205 0.3831 0.1738 0.028 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 Li1 0.0300(17) 0.0226(14) 0.0303(18) 0.0014(13) 0.0206(16) 0.0040(13) Li2 0.0268(17) 0.0294(16) 0.0222(17) 0.0009(13) 0.0140(15) 0.0016(13) Li3 0.0246(16) 0.0281(15) 0.0220(17) -0.0011(13) 0.0144(15) -0.0032(13) Li4 0.0213(16) 0.0261(15) 0.0242(17) 0.0002(13) 0.0141(14) 0.0003(12) N1 0.0279(9) 0.0275(8) 0.0190(8) 0.0003(7) 0.0114(8) -0.0001(7) O1 0.0178(6) 0.0328(7) 0.0198(7) 0.0017(6) 0.0104(6) 0.0021(5) O2 0.0243(7) 0.0237(6) 0.0242(7) 0.0040(5) 0.0168(6) 0.0025(5) O3 0.0222(7) 0.0193(6) 0.0201(7) -0.0011(5) 0.0130(6) -0.0011(5) O4 0.0201(6) 0.0246(6) 0.0183(7) -0.0019(5) 0.0114(6) -0.0002(5) O5 0.0319(8) 0.0261(6) 0.0280(8) -0.0004(6) 0.0202(7) -0.0067(6) O6 0.0465(9) 0.0252(7) 0.0422(9) 0.0069(6) 0.0346(8) 0.0125(6) O7 0.0189(6) 0.0261(6) 0.0299(8) -0.0009(6) 0.0162(6) 0.0002(5) C1 0.0190(9) 0.0338(10) 0.0258(11) 0.0032(8) 0.0117(9) 0.0020(8) C2 0.0196(10) 0.0339(10) 0.0253(11) 0.0027(8) 0.0084(9) -0.0013(8) C3 0.0317(11) 0.0300(10) 0.0246(11) 0.0061(8) 0.0143(10) 0.0035(8) C4 0.0419(13) 0.0375(11) 0.0223(11) -0.0017(9) 0.0125(10) -0.0017(10) C5 0.0167(9) 0.0271(9) 0.0210(10) 0.0070(8) 0.0099(8) 0.0056(7) C6 0.0216(10) 0.0249(9) 0.0252(10) 0.0051(8) 0.0127(9) 0.0054(7) C7 0.0287(11) 0.0231(9) 0.0340(12) 0.0079(8) 0.0179(10) 0.0039(8) C8 0.0270(11) 0.0379(11) 0.0288(11) 0.0144(9) 0.0183(10) 0.0096(8) C9 0.0247(10) 0.0383(10) 0.0195(10) 0.0034(8) 0.0130(9) 0.0048(8) C10 0.0188(9) 0.0306(9) 0.0197(10) 0.0022(8) 0.0093(8) 0.0018(7) C11 0.0402(12) 0.0248(9) 0.0420(13) -0.0007(9) 0.0287(11) 0.0009(8) C12 0.0524(15) 0.0415(12) 0.0476(15) 0.0163(11) 0.0380(13) 0.0076(11) C13 0.0306(11) 0.0363(10) 0.0301(11) -0.0069(9) 0.0199(10) -0.0055(8) C14 0.0196(9) 0.0219(8) 0.0246(10) -0.0001(7) 0.0160(9) 0.0005(7) C15 0.0220(9) 0.0240(8) 0.0236(10) -0.0016(7) 0.0155(9) -0.0013(7) C16 0.0288(11) 0.0263(9) 0.0307(11) -0.0073(8) 0.0197(10) -0.0046(8) C17 0.0357(11) 0.0223(9) 0.0387(12) 0.0018(9) 0.0245(11) 0.0038(8) C18 0.0289(11) 0.0306(10) 0.0270(11) 0.0064(8) 0.0157(10) 0.0050(8) C19 0.0213(9) 0.0247(8) 0.0237(10) -0.0006(8) 0.0138(9) 0.0007(7) C20 0.0324(11) 0.0292(9) 0.0218(10) -0.0047(8) 0.0139(9) -0.0049(8) C21 0.0540(15) 0.0233(10) 0.0503(15) 0.0015(10) 0.0267(13) 0.0020(10) C22 0.0250(10) 0.0304(9) 0.0218(10) 0.0026(8) 0.0118(9) 0.0028(8) C23 0.0251(10) 0.0201(8) 0.0199(9) 0.0011(7) 0.0138(9) 0.0027(7) C24 0.0276(10) 0.0214(8) 0.0251(10) 0.0023(7) 0.0173(9) 0.0039(7) C25 0.0326(11) 0.0410(11) 0.0302(11) -0.0007(9) 0.0225(10) 0.0064(9) C26 0.0409(13) 0.0558(14) 0.0269(12) -0.0086(11) 0.0199(11) 0.0064(11) C27 0.0255(11) 0.0551(13) 0.0245(11) -0.0107(10) 0.0090(10) 0.0010(10) C28 0.0237(10) 0.0324(10) 0.0242(11) -0.0047(8) 0.0136(9) 0.0012(8) C29 0.0260(10) 0.0300(9) 0.0316(11) 0.0001(8) 0.0207(10) 0.0004(8) C30 0.0501(17) 0.119(3) 0.0342(15) -0.0227(16) 0.0219(14) 0.0130(17) C31 0.0228(10) 0.0393(11) 0.0252(11) -0.0086(9) 0.0119(9) -0.0034(8) C32 0.0438(13) 0.0296(10) 0.0304(12) -0.0078(9) 0.0268(11) -0.0125(9) C33 0.0392(12) 0.0316(10) 0.0346(12) 0.0087(9) 0.0244(11) 0.0139(9) C34 0.0463(13) 0.0258(9) 0.0347(12) 0.0033(9) 0.0305(11) 0.0072(9) C35 0.0360(12) 0.0308(10) 0.0326(12) 0.0052(9) 0.0218(10) -0.0018(9) C36 0.0282(10) 0.0261(9) 0.0389(12) 0.0029(9) 0.0242(10) 0.0008(8) C37 0.0200(9) 0.0253(9) 0.0253(10) -0.0028(8) 0.0129(9) -0.0014(7) _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 Li1 O1 1.914(3) . ? Li1 O2 1.963(3) . ? Li1 O4 1.973(4) . ? Li1 O6 1.983(3) . ? Li2 O1 1.920(3) . ? Li2 O2 2.001(3) . ? Li2 O3 2.001(3) . ? Li2 N1 2.211(4) . ? Li3 O1 1.857(3) . ? Li3 O5 1.957(3) . ? Li3 O4 1.967(3) . ? Li3 O3 2.007(3) . ? Li4 O3 1.920(3) . ? Li4 O2 1.982(3) . ? Li4 O7 1.996(3) . ? Li4 O4 2.010(3) . ? N1 C4 1.461(3) . ? N1 C3 1.475(2) . ? N1 C2 1.475(2) . ? O1 C1 1.386(2) . ? O2 C5 1.342(2) . ? O3 C14 1.335(2) . ? O4 C23 1.346(2) . ? O5 C32 1.434(2) . ? O5 C35 1.436(2) . ? O6 C34 1.428(2) . ? O6 C33 1.435(3) . ? O7 C36 1.430(2) . ? O7 C37 1.443(2) . ? C1 C2 1.524(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.406(3) . ? C5 C10 1.410(3) . ? C6 C7 1.392(3) . ? C6 C11 1.505(3) . ? C7 C8 1.390(3) . ? C7 H7 0.9300 . ? C8 C9 1.391(3) . ? C8 C12 1.511(3) . ? C9 C10 1.388(3) . ? C9 H9 0.9300 . ? C10 C13 1.512(3) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.409(3) . ? C14 C19 1.411(3) . ? C15 C16 1.400(3) . ? C15 C20 1.493(3) . ? C16 C17 1.386(3) . ? C16 H16 0.9300 . ? C17 C18 1.393(3) . ? C17 C21 1.512(3) . ? C18 C19 1.395(3) . ? C18 H18 0.9300 . ? C19 C22 1.502(3) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C28 1.405(3) . ? C23 C24 1.417(2) . ? C24 C25 1.389(3) . ? C24 C29 1.506(3) . ? C25 C26 1.385(3) . ? C25 H25 0.9300 . ? C26 C27 1.393(3) . ? C26 C30 1.517(3) . ? C27 C28 1.387(3) . ? C27 H27 0.9300 . ? C28 C31 1.506(3) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.508(3) 4 ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C32 1.508(3) 4_545 ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.511(3) 4_545 ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C34 1.511(3) 4 ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C36 1.514(4) 2 ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C37 1.502(4) 2 ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Li1 O2 96.21(15) . . ? O1 Li1 O4 95.66(14) . . ? O2 Li1 O4 96.41(14) . . ? O1 Li1 O6 112.70(16) . . ? O2 Li1 O6 129.24(17) . . ? O4 Li1 O6 119.73(17) . . ? O1 Li2 O2 94.77(14) . . ? O1 Li2 O3 95.59(14) . . ? O2 Li2 O3 93.84(15) . . ? O1 Li2 N1 84.04(13) . . ? O2 Li2 N1 118.03(16) . . ? O3 Li2 N1 148.09(18) . . ? O1 Li3 O5 116.02(17) . . ? O1 Li3 O4 97.75(15) . . ? O5 Li3 O4 135.29(18) . . ? O1 Li3 O3 97.44(15) . . ? O5 Li3 O3 108.21(15) . . ? O4 Li3 O3 94.56(14) . . ? O3 Li4 O2 97.00(15) . . ? O3 Li4 O7 112.03(15) . . ? O2 Li4 O7 104.77(14) . . ? O3 Li4 O4 95.91(13) . . ? O2 Li4 O4 94.59(13) . . ? O7 Li4 O4 143.20(18) . . ? C4 N1 C3 109.13(16) . . ? C4 N1 C2 109.06(16) . . ? C3 N1 C2 110.61(15) . . ? C4 N1 Li2 127.76(15) . . ? C3 N1 Li2 100.35(14) . . ? C2 N1 Li2 98.97(14) . . ? C1 O1 Li3 140.94(15) . . ? C1 O1 Li1 125.61(15) . . ? Li3 O1 Li1 85.25(14) . . ? C1 O1 Li2 115.93(15) . . ? Li3 O1 Li2 86.38(14) . . ? Li1 O1 Li2 86.02(14) . . ? C5 O2 Li1 136.95(14) . . ? C5 O2 Li4 124.34(14) . . ? Li1 O2 Li4 84.53(13) . . ? C5 O2 Li2 127.36(14) . . ? Li1 O2 Li2 82.59(14) . . ? Li4 O2 Li2 83.47(14) . . ? C14 O3 Li4 134.27(15) . . ? C14 O3 Li2 137.72(15) . . ? Li4 O3 Li2 85.06(14) . . ? C14 O3 Li3 112.77(13) . . ? Li4 O3 Li3 84.75(13) . . ? Li2 O3 Li3 80.33(13) . . ? C23 O4 Li3 123.49(14) . . ? C23 O4 Li1 125.78(14) . . ? Li3 O4 Li1 80.85(14) . . ? C23 O4 Li4 140.22(14) . . ? Li3 O4 Li4 83.48(13) . . ? Li1 O4 Li4 83.53(13) . . ? C32 O5 C35 110.33(14) . . ? C32 O5 Li3 115.70(14) . . ? C35 O5 Li3 129.06(15) . . ? C34 O6 C33 109.98(14) . . ? C34 O6 Li1 128.36(15) . . ? C33 O6 Li1 120.78(15) . . ? C36 O7 C37 109.65(13) . . ? C36 O7 Li4 130.57(14) . . ? C37 O7 Li4 118.80(13) . . ? O1 C1 C2 111.53(15) . . ? O1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? O1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N1 C2 C1 112.28(15) . . ? N1 C2 H2A 109.1 . . ? C1 C2 H2A 109.1 . . ? N1 C2 H2B 109.1 . . ? C1 C2 H2B 109.1 . . ? H2A C2 H2B 107.9 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 C6 121.23(16) . . ? O2 C5 C10 120.67(16) . . ? C6 C5 C10 118.07(16) . . ? C7 C6 C5 119.72(17) . . ? C7 C6 C11 119.63(17) . . ? C5 C6 C11 120.65(16) . . ? C8 C7 C6 122.68(18) . . ? C8 C7 H7 118.7 . . ? C6 C7 H7 118.7 . . ? C7 C8 C9 116.96(17) . . ? C7 C8 C12 121.60(19) . . ? C9 C8 C12 121.43(19) . . ? C10 C9 C8 122.14(18) . . ? C10 C9 H9 118.9 . . ? C8 C9 H9 118.9 . . ? C9 C10 C5 120.30(17) . . ? C9 C10 C13 120.06(17) . . ? C5 C10 C13 119.59(16) . . ? C6 C11 H11A 109.5 . . ? C6 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C6 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C8 C12 H12A 109.5 . . ? C8 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C8 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O3 C14 C15 120.19(16) . . ? O3 C14 C19 121.28(16) . . ? C15 C14 C19 118.51(16) . . ? C16 C15 C14 119.73(18) . . ? C16 C15 C20 120.47(17) . . ? C14 C15 C20 119.75(16) . . ? C17 C16 C15 122.63(18) . . ? C17 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? C16 C17 C18 116.79(17) . . ? C16 C17 C21 121.51(19) . . ? C18 C17 C21 121.6(2) . . ? C17 C18 C19 122.87(19) . . ? C17 C18 H18 118.6 . . ? C19 C18 H18 118.6 . . ? C18 C19 C14 119.45(17) . . ? C18 C19 C22 119.90(18) . . ? C14 C19 C22 120.63(16) . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C17 C21 H21A 109.5 . . ? C17 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C17 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O4 C23 C28 120.75(15) . . ? O4 C23 C24 120.85(16) . . ? C28 C23 C24 118.39(17) . . ? C25 C24 C23 119.52(18) . . ? C25 C24 C29 119.47(16) . . ? C23 C24 C29 121.02(16) . . ? C26 C25 C24 122.63(18) . . ? C26 C25 H25 118.7 . . ? C24 C25 H25 118.7 . . ? C25 C26 C27 117.13(19) . . ? C25 C26 C30 121.6(2) . . ? C27 C26 C30 121.3(2) . . ? C28 C27 C26 122.4(2) . . ? C28 C27 H27 118.8 . . ? C26 C27 H27 118.8 . . ? C27 C28 C23 119.89(17) . . ? C27 C28 C31 120.21(18) . . ? C23 C28 C31 119.89(17) . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 H30A 109.5 . . ? C26 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C26 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O5 C32 C33 110.21(15) . 4 ? O5 C32 H32A 109.6 . . ? C33 C32 H32A 109.6 4 . ? O5 C32 H32B 109.6 . . ? C33 C32 H32B 109.6 4 . ? H32A C32 H32B 108.1 . . ? O6 C33 C32 109.59(18) . 4_545 ? O6 C33 H33A 109.8 . . ? C32 C33 H33A 109.8 4_545 . ? O6 C33 H33B 109.8 . . ? C32 C33 H33B 109.8 4_545 . ? H33A C33 H33B 108.2 . . ? O6 C34 C35 110.79(16) . 4_545 ? O6 C34 H34A 109.5 . . ? C35 C34 H34A 109.5 4_545 . ? O6 C34 H34B 109.5 . . ? C35 C34 H34B 109.5 4_545 . ? H34A C34 H34B 108.1 . . ? O5 C35 C34 109.50(17) . 4 ? O5 C35 H35A 109.8 . . ? C34 C35 H35A 109.8 4 . ? O5 C35 H35B 109.8 . . ? C34 C35 H35B 109.8 4 . ? H35A C35 H35B 108.2 . . ? O7 C36 C36 111.15(13) . 2 ? O7 C36 H36A 109.4 . . ? C36 C36 H36A 109.4 2 . ? O7 C36 H36B 109.4 . . ? C36 C36 H36B 109.4 2 . ? H36A C36 H36B 108.0 . . ? O7 C37 C37 110.11(13) . 2 ? O7 C37 H37A 109.6 . . ? C37 C37 H37A 109.6 2 . ? O7 C37 H37B 109.6 . . ? C37 C37 H37B 109.6 2 . ? H37A C37 H37B 108.2 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.350 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.052 _chemical_compound_source synthesized _exptl_crystal_recrystallization_method 'crystallized on cooling in hexane / dioxane from 293 K to 263 K.' # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.005 697.7 144.7 2 0.500 0.500 0.280 697.7 144.7 _platon_squeeze_details ; ? ; # END data_jjm52 _database_code_depnum_ccdc_archive 'CCDC 671777' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Lithium 2,4,6-trimethylphenoxide dimethylaminoethoxide dioxane' _chemical_melting_point ? _chemical_formula_moiety 'C82 H134 Li12 N6 O14, 2(C6 H14)' _chemical_formula_sum 'C94 H162 Li12 N6 O14' _chemical_formula_weight 1683.58 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0932(3) _cell_length_b 13.5887(4) _cell_length_c 18.7141(5) _cell_angle_alpha 98.3290(10) _cell_angle_beta 97.972(2) _cell_angle_gamma 109.9100(10) _cell_volume 2570.25(12) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9743 _cell_measurement_theta_min 2.377 _cell_measurement_theta_max 30.438 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.088 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_process_details ; (SADABS; Sheldrick, 2004) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_source_type 'Siemens KFFMO2K-90' _diffrn_measurement_device_type 'Bruker SMART Apex2 CCD diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52006 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0162 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.33 _reflns_number_total 10338 _reflns_number_gt 8944 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 / SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT/ XPREP (Bruker, 2006; Sheldrick, 2003)' _computing_structure_solution 'XS (Sheldrick, 2001)' _computing_structure_refinement 'XL (Sheldrick, 2001)' _computing_molecular_graphics 'XP (Sheldrick, 2001)' _computing_publication_material 'XCIF (Sheldrick, 2001)' _refine_special_details ; The asymmetric unit contains a hexameric lithium aggregate with three 2,4,6-trimethylphenoxide anions and three dimethylaminoethoxide anions. One of the lithium atoms that is not coordinated by the nitrogen atom of a dimethylaminoethoxide anion is coordinated by 1,4-dioxane. Symmetry expansion gives two hexameric aggregates that are bridged through the dioxane molecule to give a supramolecular dumbell molecule. In addition, there is one non-disordered hexane molecule per hexamer in the open space between the supramolecular dumbells. Three of the carbon atoms in one of the dimethylaminoethoxide anions are disordered over two sites, with the site occupancy refined to 0.512(2) for the major component. Hydrogens were placed at idealized geometries and allowed to ride on the position of the parent atom. Hydrogen thermal parameters were set to 1.2\\times the equivalent isotropic U of the parent atom, 1.5\\times for methyl hydrogens. 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^)+(0.0570P)^2^+0.9343P] 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 10338 _refine_ls_number_parameters 615 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1153 _refine_ls_wR_factor_gt 0.1085 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Li1 Li 0.4008(2) 0.09119(16) 0.27568(11) 0.0254(4) Uani 1 1 d . B . Li2 Li 0.6438(2) 0.22267(16) 0.40253(11) 0.0258(4) Uani 1 1 d . B . Li3 Li 0.6463(2) 0.03612(16) 0.27834(12) 0.0268(4) Uani 1 1 d . B . Li4 Li 0.5295(2) 0.09632(16) 0.17466(11) 0.0245(4) Uani 1 1 d . B . Li5 Li 0.53258(19) 0.29145(16) 0.30017(11) 0.0242(4) Uani 1 1 d . B . Li6 Li 0.7904(2) 0.22963(16) 0.30960(11) 0.0261(4) Uani 1 1 d . B . N1 N 0.69681(11) 0.19915(9) 0.51278(6) 0.0304(2) Uani 1 1 d . . . N2 N 0.44015(10) 0.39121(8) 0.26170(6) 0.0244(2) Uani 1 1 d . B . N3 N 0.97578(10) 0.35306(10) 0.34316(7) 0.0342(3) Uani 1 1 d . B . O1 O 0.46366(8) -0.01548(6) 0.23862(4) 0.02287(18) Uani 1 1 d . . . O2 O 0.45604(8) 0.19245(6) 0.36537(4) 0.02303(18) Uani 1 1 d . . . O3 O 0.72817(8) 0.12575(7) 0.36819(5) 0.02653(19) Uani 1 1 d . . . O4 O 0.71281(8) 0.12749(7) 0.21288(4) 0.02377(18) Uani 1 1 d . . . O5 O 0.44291(8) 0.18411(6) 0.20947(4) 0.02164(17) Uani 1 1 d . . . O6 O 0.70867(8) 0.32752(6) 0.34252(4) 0.02307(18) Uani 1 1 d . . . O7 O 0.48021(9) 0.02654(7) 0.07156(5) 0.0286(2) Uani 1 1 d . . . C1 C 0.39398(11) -0.11963(9) 0.21015(6) 0.0215(2) Uani 1 1 d . . . C2 C 0.43886(12) -0.19845(10) 0.23222(7) 0.0269(3) Uani 1 1 d . . . C3 C 0.36999(14) -0.30545(11) 0.20008(9) 0.0357(3) Uani 1 1 d . . . H3 H 0.4014 -0.3574 0.2157 0.043 Uiso 1 1 calc R . . C4 C 0.25672(14) -0.33969(10) 0.14591(9) 0.0366(3) Uani 1 1 d . . . C5 C 0.21157(13) -0.26188(10) 0.12647(7) 0.0301(3) Uani 1 1 d . . . H5 H 0.1337 -0.2833 0.0901 0.036 Uiso 1 1 calc R . . C6 C 0.27544(12) -0.15376(9) 0.15805(7) 0.0243(2) Uani 1 1 d . . . C7 C 0.56104(13) -0.16553(11) 0.29080(8) 0.0330(3) Uani 1 1 d . . . H7A H 0.5658 -0.2284 0.3091 0.049 Uiso 1 1 calc R . . H7B H 0.5587 -0.1126 0.3316 0.049 Uiso 1 1 calc R . . H7C H 0.6381 -0.1341 0.2698 0.049 Uiso 1 1 calc R . . C8 C 0.18384(18) -0.45707(12) 0.11099(12) 0.0562(5) Uani 1 1 d . . . H8A H 0.2468 -0.4905 0.1007 0.084 Uiso 1 1 calc R . . H8B H 0.1250 -0.4639 0.0648 0.084 Uiso 1 1 calc R . . H8C H 0.1326 -0.4927 0.1449 0.084 Uiso 1 1 calc R . . C9 C 0.21481(13) -0.07544(10) 0.13734(7) 0.0293(3) Uani 1 1 d . . . H9A H 0.1694 -0.0992 0.0855 0.044 Uiso 1 1 calc R . . H9B H 0.2835 -0.0046 0.1443 0.044 Uiso 1 1 calc R . . H9C H 0.1521 -0.0715 0.1687 0.044 Uiso 1 1 calc R . . C10 C 0.38050(11) 0.20067(10) 0.41393(6) 0.0223(2) Uani 1 1 d . B . C11 C 0.25921(12) 0.11815(10) 0.40913(7) 0.0253(3) Uani 1 1 d . . . C12 C 0.18568(12) 0.12440(11) 0.46303(7) 0.0307(3) Uani 1 1 d . B . H12 H 0.1052 0.0673 0.4597 0.037 Uiso 1 1 calc R . . C13 C 0.22649(13) 0.21166(12) 0.52150(7) 0.0329(3) Uani 1 1 d . . . C14 C 0.34253(13) 0.29509(11) 0.52328(7) 0.0308(3) Uani 1 1 d . B . H14 H 0.3701 0.3569 0.5616 0.037 Uiso 1 1 calc R . . C15 C 0.42024(12) 0.29206(10) 0.47125(7) 0.0261(3) Uani 1 1 d . . . C16 C 0.21052(12) 0.02425(11) 0.34488(7) 0.0305(3) Uani 1 1 d . B . H16A H 0.1272 -0.0273 0.3502 0.046 Uiso 1 1 calc R . . H16B H 0.2750 -0.0102 0.3438 0.046 Uiso 1 1 calc R . . H16C H 0.1978 0.0492 0.2989 0.046 Uiso 1 1 calc R . . C17 C 0.14799(15) 0.21646(16) 0.58110(8) 0.0480(4) Uani 1 1 d . B . H17A H 0.0602 0.1611 0.5647 0.072 Uiso 1 1 calc R . . H17B H 0.1411 0.2870 0.5908 0.072 Uiso 1 1 calc R . . H17C H 0.1919 0.2045 0.6263 0.072 Uiso 1 1 calc R . . C18 C 0.54647(13) 0.38382(10) 0.47595(7) 0.0319(3) Uani 1 1 d . B . H18A H 0.5572 0.4418 0.5170 0.048 Uiso 1 1 calc R . . H18B H 0.5443 0.4097 0.4298 0.048 Uiso 1 1 calc R . . H18C H 0.6200 0.3596 0.4842 0.048 Uiso 1 1 calc R . . C19 C 0.78540(15) 0.09503(12) 0.42819(7) 0.0352(3) Uani 1 1 d . B . H19A H 0.8781 0.1438 0.4446 0.042 Uiso 1 1 calc R A 1 H19B H 0.7841 0.0219 0.4119 0.042 Uiso 1 1 calc R A 1 C20 C 0.7221(3) 0.0963(2) 0.48818(14) 0.0306(6) Uani 0.512(3) 1 d P B 1 H20A H 0.7757 0.0846 0.5306 0.037 Uiso 0.512(3) 1 calc PR B 1 H20B H 0.6371 0.0354 0.4751 0.037 Uiso 0.512(3) 1 calc PR B 1 C21 C 0.8290(3) 0.2804(2) 0.55238(16) 0.0423(8) Uani 0.512(3) 1 d P B 1 H21A H 0.8613 0.2561 0.5953 0.063 Uiso 0.512(3) 1 calc PR B 1 H21B H 0.8209 0.3493 0.5687 0.063 Uiso 0.512(3) 1 calc PR B 1 H21C H 0.8906 0.2887 0.5188 0.063 Uiso 0.512(3) 1 calc PR B 1 C22 C 0.6125(3) 0.1833(2) 0.56298(14) 0.0319(6) Uani 0.512(3) 1 d P B 1 H22A H 0.6477 0.1563 0.6035 0.048 Uiso 0.512(3) 1 calc PR B 1 H22B H 0.5258 0.1313 0.5378 0.048 Uiso 0.512(3) 1 calc PR B 1 H22C H 0.6049 0.2514 0.5827 0.048 Uiso 0.512(3) 1 calc PR B 1 C23 C 0.79925(11) 0.14636(9) 0.16819(6) 0.0220(2) Uani 1 1 d . B . C24 C 0.88241(11) 0.08775(10) 0.16327(7) 0.0245(2) Uani 1 1 d . . . C25 C 0.97046(12) 0.10751(11) 0.11591(7) 0.0283(3) Uani 1 1 d . B . H25 H 1.0247 0.0667 0.1125 0.034 Uiso 1 1 calc R . . C26 C 0.98171(12) 0.18502(11) 0.07339(7) 0.0293(3) Uani 1 1 d . . . C27 C 0.90068(12) 0.24333(10) 0.07983(7) 0.0283(3) Uani 1 1 d . B . H27 H 0.9073 0.2973 0.0518 0.034 Uiso 1 1 calc R . . C28 C 0.81020(12) 0.22554(10) 0.12579(7) 0.0253(2) Uani 1 1 d . . . C29 C 0.87385(13) 0.00465(11) 0.20963(8) 0.0321(3) Uani 1 1 d . B . H29A H 0.9419 -0.0247 0.2033 0.048 Uiso 1 1 calc R . . H29B H 0.7876 -0.0530 0.1941 0.048 Uiso 1 1 calc R . . H29C H 0.8865 0.0376 0.2616 0.048 Uiso 1 1 calc R . . C30 C 1.08017(13) 0.20671(14) 0.02350(8) 0.0392(3) Uani 1 1 d . B . H30A H 1.1651 0.2577 0.0520 0.059 Uiso 1 1 calc R . . H30B H 1.0498 0.2368 -0.0167 0.059 Uiso 1 1 calc R . . H30C H 1.0894 0.1397 0.0030 0.059 Uiso 1 1 calc R . . C31 C 0.72467(13) 0.29101(11) 0.13171(8) 0.0314(3) Uani 1 1 d . B . H31A H 0.7559 0.3515 0.1075 0.047 Uiso 1 1 calc R . . H31B H 0.7284 0.3178 0.1838 0.047 Uiso 1 1 calc R . . H31C H 0.6341 0.2462 0.1077 0.047 Uiso 1 1 calc R . . C32 C 0.36383(12) 0.22335(10) 0.16677(7) 0.0248(2) Uani 1 1 d . B . H32A H 0.2839 0.1631 0.1391 0.030 Uiso 1 1 calc R . . H32B H 0.4114 0.2577 0.1305 0.030 Uiso 1 1 calc R . . C33 C 0.32479(12) 0.30427(10) 0.21367(7) 0.0271(3) Uani 1 1 d . . . H33A H 0.2762 0.3353 0.1810 0.033 Uiso 1 1 calc R B . H33B H 0.2658 0.2674 0.2446 0.033 Uiso 1 1 calc R . . C34 C 0.52262(14) 0.45613(11) 0.21847(8) 0.0331(3) Uani 1 1 d . . . H34A H 0.4700 0.4834 0.1860 0.050 Uiso 1 1 calc R B . H34B H 0.5590 0.4122 0.1886 0.050 Uiso 1 1 calc R . . H34C H 0.5942 0.5163 0.2518 0.050 Uiso 1 1 calc R . . C35 C 0.39486(13) 0.45819(11) 0.31137(8) 0.0329(3) Uani 1 1 d . . . H35A H 0.4704 0.5186 0.3416 0.049 Uiso 1 1 calc R B . H35B H 0.3467 0.4157 0.3435 0.049 Uiso 1 1 calc R . . H35C H 0.3372 0.4852 0.2823 0.049 Uiso 1 1 calc R . . C36 C 0.80510(13) 0.42929(10) 0.36024(8) 0.0334(3) Uani 1 1 d . B . H36A H 0.7806 0.4761 0.3963 0.040 Uiso 1 1 calc R . . H36B H 0.8116 0.4597 0.3153 0.040 Uiso 1 1 calc R . . C37 C 0.93703(13) 0.42677(12) 0.39257(8) 0.0407(3) Uani 1 1 d . . . H37A H 1.0043 0.4997 0.4018 0.049 Uiso 1 1 calc R B . H37B H 0.9331 0.4042 0.4404 0.049 Uiso 1 1 calc R . . C38 C 1.02530(13) 0.40138(12) 0.28297(8) 0.0373(3) Uani 1 1 d . . . H38A H 1.1039 0.4656 0.3033 0.056 Uiso 1 1 calc R B . H38B H 0.9581 0.4209 0.2554 0.056 Uiso 1 1 calc R . . H38C H 1.0471 0.3500 0.2499 0.056 Uiso 1 1 calc R . . C39 C 1.07749(15) 0.32564(17) 0.38473(11) 0.0574(5) Uani 1 1 d . . . H39A H 1.0995 0.2740 0.3521 0.086 Uiso 1 1 calc R B . H39B H 1.0453 0.2942 0.4256 0.086 Uiso 1 1 calc R . . H39C H 1.1557 0.3904 0.4044 0.086 Uiso 1 1 calc R . . C40 C 0.40370(13) 0.04292(11) 0.00905(7) 0.0302(3) Uani 1 1 d . . . H40A H 0.3786 0.1050 0.0241 0.036 Uiso 1 1 calc R . . H40B H 0.3226 -0.0210 -0.0100 0.036 Uiso 1 1 calc R . . C41 C 0.51806(14) -0.06286(11) 0.05036(7) 0.0312(3) Uani 1 1 d . . . H41A H 0.4390 -0.1287 0.0321 0.037 Uiso 1 1 calc R . . H41B H 0.5712 -0.0732 0.0937 0.037 Uiso 1 1 calc R . . C20' C 0.8010(3) 0.1704(3) 0.50397(15) 0.0340(7) Uani 0.488(3) 1 d P B 2 H20C H 0.8183 0.1340 0.5442 0.041 Uiso 0.488(3) 1 calc PR B 2 H20D H 0.8790 0.2363 0.5096 0.041 Uiso 0.488(3) 1 calc PR B 2 C21' C 0.7191(3) 0.2770(3) 0.58395(16) 0.0445(8) Uani 0.488(3) 1 d P B 2 H21D H 0.7354 0.2442 0.6258 0.067 Uiso 0.488(3) 1 calc PR B 2 H21E H 0.6414 0.2955 0.5858 0.067 Uiso 0.488(3) 1 calc PR B 2 H21F H 0.7950 0.3420 0.5865 0.067 Uiso 0.488(3) 1 calc PR B 2 C22' C 0.5735(3) 0.1075(2) 0.51398(15) 0.0306(7) Uani 0.488(3) 1 d P B 2 H22D H 0.5420 0.0589 0.4656 0.046 Uiso 0.488(3) 1 calc PR B 2 H22E H 0.5063 0.1354 0.5255 0.046 Uiso 0.488(3) 1 calc PR B 2 H22F H 0.5923 0.0687 0.5517 0.046 Uiso 0.488(3) 1 calc PR B 2 C1S C 0.51306(19) 0.64973(14) 0.01982(10) 0.0530(4) Uani 1 1 d . . . H1A H 0.5425 0.6272 -0.0246 0.079 Uiso 1 1 calc R . . H1B H 0.4657 0.6969 0.0097 0.079 Uiso 1 1 calc R . . H1C H 0.4550 0.5866 0.0341 0.079 Uiso 1 1 calc R . . C2S C 0.63062(16) 0.70915(12) 0.08197(9) 0.0421(3) Uani 1 1 d . . . H2A H 0.6004 0.7340 0.1261 0.051 Uiso 1 1 calc R . . H2B H 0.6885 0.7731 0.0673 0.051 Uiso 1 1 calc R . . C3S C 0.70864(14) 0.64083(11) 0.10187(8) 0.0358(3) Uani 1 1 d . . . H3A H 0.6490 0.5746 0.1131 0.043 Uiso 1 1 calc R . . H3B H 0.7433 0.6199 0.0585 0.043 Uiso 1 1 calc R . . C4S C 0.82196(15) 0.69600(12) 0.16717(8) 0.0374(3) Uani 1 1 d . . . H4A H 0.8827 0.7613 0.1554 0.045 Uiso 1 1 calc R . . H4B H 0.7876 0.7187 0.2101 0.045 Uiso 1 1 calc R . . C5S C 0.89800(15) 0.62709(12) 0.18845(9) 0.0405(3) Uani 1 1 d . . . H5A H 0.9354 0.6066 0.1462 0.049 Uiso 1 1 calc R . . H5B H 0.8370 0.5607 0.1987 0.049 Uiso 1 1 calc R . . C6S C 1.00784(16) 0.68259(14) 0.25543(9) 0.0468(4) Uani 1 1 d . . . H6A H 1.0676 0.7493 0.2461 0.070 Uiso 1 1 calc R . . H6B H 1.0559 0.6357 0.2651 0.070 Uiso 1 1 calc R . . H6C H 0.9710 0.6986 0.2983 0.070 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 Li1 0.0286(10) 0.0237(10) 0.0242(10) 0.0031(8) 0.0076(8) 0.0099(8) Li2 0.0257(10) 0.0269(10) 0.0241(10) 0.0060(8) 0.0055(8) 0.0080(8) Li3 0.0268(10) 0.0249(10) 0.0294(10) 0.0073(8) 0.0035(8) 0.0106(8) Li4 0.0282(10) 0.0275(10) 0.0216(10) 0.0035(8) 0.0066(8) 0.0148(8) Li5 0.0247(10) 0.0248(10) 0.0242(10) 0.0045(8) 0.0057(8) 0.0101(8) Li6 0.0239(10) 0.0272(10) 0.0288(10) 0.0075(8) 0.0072(8) 0.0100(8) N1 0.0346(6) 0.0270(6) 0.0214(5) 0.0045(4) 0.0028(4) 0.0023(5) N2 0.0253(5) 0.0218(5) 0.0278(5) 0.0019(4) 0.0067(4) 0.0115(4) N3 0.0217(5) 0.0406(7) 0.0403(6) 0.0116(5) 0.0075(5) 0.0096(5) O1 0.0250(4) 0.0185(4) 0.0239(4) 0.0028(3) 0.0025(3) 0.0081(3) O2 0.0235(4) 0.0245(4) 0.0205(4) 0.0028(3) 0.0078(3) 0.0075(3) O3 0.0292(4) 0.0274(4) 0.0245(4) 0.0084(3) 0.0016(3) 0.0125(4) O4 0.0242(4) 0.0274(4) 0.0238(4) 0.0061(3) 0.0087(3) 0.0128(3) O5 0.0256(4) 0.0222(4) 0.0205(4) 0.0039(3) 0.0042(3) 0.0134(3) O6 0.0216(4) 0.0206(4) 0.0260(4) 0.0049(3) 0.0058(3) 0.0061(3) O7 0.0392(5) 0.0322(5) 0.0201(4) 0.0014(3) 0.0055(4) 0.0221(4) C1 0.0253(6) 0.0196(6) 0.0212(5) 0.0042(4) 0.0095(4) 0.0083(5) C2 0.0274(6) 0.0253(6) 0.0325(7) 0.0094(5) 0.0111(5) 0.0117(5) C3 0.0358(7) 0.0223(6) 0.0541(9) 0.0115(6) 0.0124(6) 0.0142(6) C4 0.0363(7) 0.0208(6) 0.0497(8) 0.0012(6) 0.0118(6) 0.0079(6) C5 0.0287(6) 0.0270(6) 0.0292(6) 0.0003(5) 0.0061(5) 0.0059(5) C6 0.0268(6) 0.0228(6) 0.0238(6) 0.0048(5) 0.0085(5) 0.0086(5) C7 0.0315(7) 0.0292(7) 0.0439(8) 0.0171(6) 0.0079(6) 0.0142(6) C8 0.0504(10) 0.0233(7) 0.0836(13) -0.0037(8) 0.0054(9) 0.0087(7) C9 0.0273(6) 0.0263(6) 0.0306(6) 0.0053(5) -0.0009(5) 0.0082(5) C10 0.0231(6) 0.0282(6) 0.0187(5) 0.0063(4) 0.0052(4) 0.0123(5) C11 0.0234(6) 0.0313(7) 0.0221(6) 0.0084(5) 0.0036(5) 0.0104(5) C12 0.0228(6) 0.0431(8) 0.0284(6) 0.0136(6) 0.0074(5) 0.0116(6) C13 0.0285(6) 0.0523(8) 0.0254(6) 0.0105(6) 0.0099(5) 0.0215(6) C14 0.0330(7) 0.0413(7) 0.0219(6) 0.0015(5) 0.0057(5) 0.0205(6) C15 0.0269(6) 0.0309(6) 0.0222(6) 0.0039(5) 0.0050(5) 0.0135(5) C16 0.0256(6) 0.0326(7) 0.0267(6) 0.0061(5) 0.0046(5) 0.0029(5) C17 0.0367(8) 0.0812(12) 0.0332(8) 0.0108(8) 0.0164(6) 0.0273(8) C18 0.0342(7) 0.0281(7) 0.0288(6) -0.0040(5) 0.0082(5) 0.0092(5) C19 0.0423(8) 0.0346(7) 0.0302(7) 0.0089(5) -0.0035(6) 0.0194(6) C20 0.0411(16) 0.0289(15) 0.0275(13) 0.0117(10) 0.0071(11) 0.0174(13) C21 0.0329(15) 0.0431(17) 0.0361(15) -0.0056(12) -0.0005(12) 0.0041(12) C22 0.0378(14) 0.0354(15) 0.0266(13) 0.0110(11) 0.0109(11) 0.0151(12) C23 0.0208(5) 0.0236(6) 0.0202(5) 0.0017(4) 0.0038(4) 0.0079(5) C24 0.0223(6) 0.0259(6) 0.0251(6) 0.0030(5) 0.0040(5) 0.0099(5) C25 0.0214(6) 0.0352(7) 0.0289(6) 0.0026(5) 0.0050(5) 0.0129(5) C26 0.0206(6) 0.0397(7) 0.0224(6) 0.0026(5) 0.0043(5) 0.0063(5) C27 0.0278(6) 0.0304(7) 0.0234(6) 0.0075(5) 0.0036(5) 0.0066(5) C28 0.0258(6) 0.0258(6) 0.0235(6) 0.0035(5) 0.0033(5) 0.0099(5) C29 0.0307(7) 0.0332(7) 0.0405(7) 0.0121(6) 0.0111(6) 0.0185(6) C30 0.0252(7) 0.0606(10) 0.0297(7) 0.0110(6) 0.0092(5) 0.0111(6) C31 0.0363(7) 0.0294(7) 0.0342(7) 0.0111(5) 0.0088(6) 0.0167(6) C32 0.0291(6) 0.0246(6) 0.0230(6) 0.0024(5) 0.0021(5) 0.0148(5) C33 0.0248(6) 0.0270(6) 0.0305(6) 0.0021(5) 0.0028(5) 0.0133(5) C34 0.0356(7) 0.0280(7) 0.0421(8) 0.0114(6) 0.0151(6) 0.0154(6) C35 0.0313(7) 0.0308(7) 0.0373(7) -0.0006(5) 0.0092(6) 0.0144(6) C36 0.0322(7) 0.0233(6) 0.0429(8) 0.0041(5) 0.0156(6) 0.0062(5) C37 0.0271(7) 0.0399(8) 0.0387(8) -0.0034(6) 0.0067(6) -0.0032(6) C38 0.0262(7) 0.0405(8) 0.0438(8) 0.0102(6) 0.0115(6) 0.0081(6) C39 0.0286(8) 0.0850(14) 0.0676(12) 0.0380(10) 0.0116(7) 0.0224(8) C40 0.0352(7) 0.0355(7) 0.0240(6) 0.0007(5) 0.0034(5) 0.0211(6) C41 0.0458(8) 0.0308(7) 0.0243(6) 0.0038(5) 0.0075(5) 0.0238(6) C20' 0.0242(14) 0.0434(18) 0.0298(14) 0.0174(12) -0.0008(11) 0.0052(13) C21' 0.0492(19) 0.0433(18) 0.0255(14) 0.0001(12) 0.0016(13) 0.0030(14) C22' 0.0271(13) 0.0320(15) 0.0286(14) 0.0139(12) 0.0030(10) 0.0038(11) C1S 0.0640(11) 0.0449(9) 0.0507(10) 0.0115(7) -0.0023(8) 0.0256(8) C2S 0.0501(9) 0.0381(8) 0.0415(8) 0.0100(6) 0.0092(7) 0.0197(7) C3S 0.0426(8) 0.0328(7) 0.0354(7) 0.0133(6) 0.0146(6) 0.0132(6) C4S 0.0442(8) 0.0361(8) 0.0364(7) 0.0102(6) 0.0140(6) 0.0168(6) C5S 0.0375(8) 0.0374(8) 0.0489(9) 0.0138(7) 0.0119(7) 0.0133(6) C6S 0.0447(9) 0.0566(10) 0.0436(9) 0.0139(7) 0.0119(7) 0.0216(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Li1 O2 1.886(2) . ? Li1 O5 1.887(2) . ? Li1 O1 1.897(2) . ? Li2 O3 1.945(2) . ? Li2 O6 1.949(2) . ? Li2 O2 1.981(2) . ? Li2 N1 2.165(2) . ? Li3 O3 1.834(2) . ? Li3 O1 1.901(2) . ? Li3 O4 1.911(2) . ? Li4 O5 1.871(2) . ? Li4 O7 1.935(2) . ? Li4 O4 1.936(2) . ? Li4 O1 2.071(2) . ? Li5 O6 1.868(2) . ? Li5 O5 1.956(2) . ? Li5 O2 2.001(2) . ? Li5 N2 2.105(2) . ? Li6 O3 1.915(2) . ? Li6 O6 1.926(2) . ? Li6 O4 1.993(2) . ? Li6 N3 2.103(2) . ? N1 C20' 1.363(3) . ? N1 C22 1.404(3) . ? N1 C21 1.509(3) . ? N1 C21' 1.509(3) . ? N1 C22' 1.510(3) . ? N1 C20 1.536(3) . ? N2 C34 1.4603(16) . ? N2 C35 1.4632(16) . ? N2 C33 1.4782(16) . ? N3 C38 1.4635(18) . ? N3 C39 1.4643(19) . ? N3 C37 1.4758(19) . ? O1 C1 1.3441(14) . ? O2 C10 1.3365(14) . ? O3 C19 1.3988(15) . ? O4 C23 1.3423(14) . ? O5 C32 1.3930(14) . ? O6 C36 1.3885(15) . ? O7 C41 1.4366(15) . ? O7 C40 1.4376(15) . ? C1 C6 1.4117(17) . ? C1 C2 1.4142(17) . ? C2 C3 1.3864(19) . ? C2 C7 1.5073(18) . ? C3 C4 1.391(2) . ? C3 H3 0.9500 . ? C4 C5 1.387(2) . ? C4 C8 1.5158(19) . ? C5 C6 1.3904(17) . ? C5 H5 0.9500 . ? C6 C9 1.5067(17) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.4091(17) . ? C10 C15 1.4133(17) . ? C11 C12 1.3930(17) . ? C11 C16 1.5072(18) . ? C12 C13 1.389(2) . ? C12 H12 0.9500 . ? C13 C14 1.388(2) . ? C13 C17 1.5144(18) . ? C14 C15 1.3922(17) . ? C14 H14 0.9500 . ? C15 C18 1.5061(18) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.405(3) . ? C19 C20' 1.575(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.4097(17) . ? C23 C24 1.4130(16) . ? C24 C25 1.3935(17) . ? C24 C29 1.5068(18) . ? C25 C26 1.3925(19) . ? C25 H25 0.9500 . ? C26 C27 1.3921(19) . ? C26 C30 1.5148(17) . ? C27 C28 1.3928(17) . ? C27 H27 0.9500 . ? C28 C31 1.5098(17) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.5221(16) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.518(2) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.5026(18) 2_655 ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C40 1.5026(18) 2_655 ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C20' H20C 0.9900 . ? C20' H20D 0.9900 . ? C21' H21D 0.9800 . ? C21' H21E 0.9800 . ? C21' H21F 0.9800 . ? C22' H22D 0.9800 . ? C22' H22E 0.9800 . ? C22' H22F 0.9800 . ? C1S C2S 1.515(2) . ? C1S H1A 0.9800 . ? C1S H1B 0.9800 . ? C1S H1C 0.9800 . ? C2S C3S 1.519(2) . ? C2S H2A 0.9900 . ? C2S H2B 0.9900 . ? C3S C4S 1.517(2) . ? C3S H3A 0.9900 . ? C3S H3B 0.9900 . ? C4S C5S 1.516(2) . ? C4S H4A 0.9900 . ? C4S H4B 0.9900 . ? C5S C6S 1.517(2) . ? C5S H5A 0.9900 . ? C5S H5B 0.9900 . ? C6S H6A 0.9800 . ? C6S H6B 0.9800 . ? C6S H6C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Li1 O5 99.74(10) . . ? O2 Li1 O1 131.46(12) . . ? O5 Li1 O1 101.01(10) . . ? O3 Li2 O6 97.34(10) . . ? O3 Li2 O2 121.81(11) . . ? O6 Li2 O2 95.50(9) . . ? O3 Li2 N1 87.83(9) . . ? O6 Li2 N1 138.25(11) . . ? O2 Li2 N1 116.74(10) . . ? O3 Li3 O1 125.36(12) . . ? O3 Li3 O4 101.05(10) . . ? O1 Li3 O4 100.79(10) . . ? O5 Li4 O7 118.63(11) . . ? O5 Li4 O4 122.05(11) . . ? O7 Li4 O4 111.02(10) . . ? O5 Li4 O1 95.46(9) . . ? O7 Li4 O1 109.74(10) . . ? O4 Li4 O1 94.25(9) . . ? O6 Li5 O5 123.38(11) . . ? O6 Li5 O2 97.44(9) . . ? O5 Li5 O2 93.61(9) . . ? O6 Li5 N2 128.28(11) . . ? O5 Li5 N2 89.23(9) . . ? O2 Li5 N2 121.49(10) . . ? O3 Li6 O6 99.16(10) . . ? O3 Li6 O4 95.46(10) . . ? O6 Li6 O4 119.68(11) . . ? O3 Li6 N3 121.55(11) . . ? O6 Li6 N3 90.39(9) . . ? O4 Li6 N3 128.60(11) . . ? C22 N1 C21 108.61(18) . . ? C20' N1 C21' 114.0(2) . . ? C20' N1 C22' 114.49(19) . . ? C21' N1 C22' 103.72(18) . . ? C22 N1 C20 110.07(16) . . ? C21 N1 C20 104.81(18) . . ? C20' N1 Li2 98.98(14) . . ? C22 N1 Li2 123.95(14) . . ? C21 N1 Li2 111.57(15) . . ? C21' N1 Li2 126.34(16) . . ? C22' N1 Li2 98.86(12) . . ? C20 N1 Li2 95.62(12) . . ? C34 N2 C35 109.91(10) . . ? C34 N2 C33 111.36(10) . . ? C35 N2 C33 108.70(10) . . ? C34 N2 Li5 108.07(9) . . ? C35 N2 Li5 121.82(10) . . ? C33 N2 Li5 96.16(9) . . ? C38 N3 C39 109.11(11) . . ? C38 N3 C37 110.98(12) . . ? C39 N3 C37 110.01(13) . . ? C38 N3 Li6 113.70(10) . . ? C39 N3 Li6 115.48(12) . . ? C37 N3 Li6 97.02(9) . . ? C1 O1 Li1 127.71(9) . . ? C1 O1 Li3 122.09(9) . . ? Li1 O1 Li3 107.16(10) . . ? C1 O1 Li4 123.29(9) . . ? Li1 O1 Li4 78.62(9) . . ? Li3 O1 Li4 80.46(9) . . ? C10 O2 Li1 124.97(10) . . ? C10 O2 Li2 118.83(9) . . ? Li1 O2 Li2 108.15(9) . . ? C10 O2 Li5 130.16(9) . . ? Li1 O2 Li5 81.88(9) . . ? Li2 O2 Li5 81.19(9) . . ? C19 O3 Li3 124.03(10) . . ? C19 O3 Li6 135.06(11) . . ? Li3 O3 Li6 83.56(10) . . ? C19 O3 Li2 109.90(10) . . ? Li3 O3 Li2 115.20(10) . . ? Li6 O3 Li2 81.94(9) . . ? C23 O4 Li3 142.09(10) . . ? C23 O4 Li4 120.27(9) . . ? Li3 O4 Li4 83.76(9) . . ? C23 O4 Li6 109.68(9) . . ? Li3 O4 Li6 79.56(9) . . ? Li4 O4 Li6 116.11(9) . . ? C32 O5 Li4 126.50(9) . . ? C32 O5 Li1 130.00(10) . . ? Li4 O5 Li1 84.11(9) . . ? C32 O5 Li5 108.00(9) . . ? Li4 O5 Li5 117.13(9) . . ? Li1 O5 Li5 83.08(9) . . ? C36 O6 Li5 126.48(10) . . ? C36 O6 Li6 106.93(9) . . ? Li5 O6 Li6 116.91(10) . . ? C36 O6 Li2 131.69(10) . . ? Li5 O6 Li2 85.47(9) . . ? Li6 O6 Li2 81.56(9) . . ? C41 O7 C40 110.33(9) . . ? C41 O7 Li4 117.53(9) . . ? C40 O7 Li4 132.05(9) . . ? O1 C1 C6 121.77(10) . . ? O1 C1 C2 120.06(11) . . ? C6 C1 C2 118.17(11) . . ? C3 C2 C1 119.84(12) . . ? C3 C2 C7 120.44(12) . . ? C1 C2 C7 119.73(11) . . ? C2 C3 C4 122.52(12) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C5 C4 C3 117.02(12) . . ? C5 C4 C8 121.39(14) . . ? C3 C4 C8 121.57(14) . . ? C4 C5 C6 122.75(12) . . ? C4 C5 H5 118.6 . . ? C6 C5 H5 118.6 . . ? C5 C6 C1 119.57(11) . . ? C5 C6 C9 119.22(11) . . ? C1 C6 C9 121.19(10) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 C11 120.65(11) . . ? O2 C10 C15 120.90(11) . . ? C11 C10 C15 118.44(11) . . ? C12 C11 C10 120.02(12) . . ? C12 C11 C16 120.92(11) . . ? C10 C11 C16 119.06(11) . . ? C13 C12 C11 122.00(12) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C14 C13 C12 117.36(12) . . ? C14 C13 C17 120.94(13) . . ? C12 C13 C17 121.70(13) . . ? C13 C14 C15 122.76(12) . . ? C13 C14 H14 118.6 . . ? C15 C14 H14 118.6 . . ? C14 C15 C10 119.24(12) . . ? C14 C15 C18 120.96(11) . . ? C10 C15 C18 119.79(11) . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C13 C17 H17A 109.5 . . ? C13 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C13 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O3 C19 C20 113.36(15) . . ? O3 C19 C20' 112.57(14) . . ? O3 C19 H19A 108.9 . . ? C20 C19 H19A 108.9 . . ? C20' C19 H19A 71.1 . . ? O3 C19 H19B 108.9 . . ? C20 C19 H19B 108.9 . . ? C20' C19 H19B 136.3 . . ? H19A C19 H19B 107.7 . . ? C19 C20 N1 115.65(18) . . ? C19 C20 H20A 108.4 . . ? N1 C20 H20A 108.4 . . ? C19 C20 H20B 108.4 . . ? N1 C20 H20B 108.4 . . ? H20A C20 H20B 107.4 . . ? N1 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? N1 C21 H21C 109.5 . . ? N1 C22 H22A 109.5 . . ? N1 C22 H22B 109.5 . . ? N1 C22 H22C 109.5 . . ? O4 C23 C28 120.96(10) . . ? O4 C23 C24 120.52(10) . . ? C28 C23 C24 118.52(11) . . ? C25 C24 C23 119.73(11) . . ? C25 C24 C29 121.23(11) . . ? C23 C24 C29 119.04(11) . . ? C26 C25 C24 122.32(12) . . ? C26 C25 H25 118.8 . . ? C24 C25 H25 118.8 . . ? C27 C26 C25 117.23(11) . . ? C27 C26 C30 121.38(12) . . ? C25 C26 C30 121.38(12) . . ? C26 C27 C28 122.46(12) . . ? C26 C27 H27 118.8 . . ? C28 C27 H27 118.8 . . ? C27 C28 C23 119.72(11) . . ? C27 C28 C31 120.91(11) . . ? C23 C28 C31 119.36(11) . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 H30A 109.5 . . ? C26 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C26 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O5 C32 C33 111.88(10) . . ? O5 C32 H32A 109.2 . . ? C33 C32 H32A 109.2 . . ? O5 C32 H32B 109.2 . . ? C33 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? N2 C33 C32 111.75(10) . . ? N2 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? N2 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 107.9 . . ? N2 C34 H34A 109.5 . . ? N2 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N2 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N2 C35 H35A 109.5 . . ? N2 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N2 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O6 C36 C37 111.30(11) . . ? O6 C36 H36A 109.4 . . ? C37 C36 H36A 109.4 . . ? O6 C36 H36B 109.4 . . ? C37 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? N3 C37 C36 112.11(11) . . ? N3 C37 H37A 109.2 . . ? C36 C37 H37A 109.2 . . ? N3 C37 H37B 109.2 . . ? C36 C37 H37B 109.2 . . ? H37A C37 H37B 107.9 . . ? N3 C38 H38A 109.5 . . ? N3 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N3 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N3 C39 H39A 109.5 . . ? N3 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N3 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? O7 C40 C41 109.71(10) . 2_655 ? O7 C40 H40A 109.7 . . ? C41 C40 H40A 109.7 2_655 . ? O7 C40 H40B 109.7 . . ? C41 C40 H40B 109.7 2_655 . ? H40A C40 H40B 108.2 . . ? O7 C41 C40 109.74(11) . 2_655 ? O7 C41 H41A 109.7 . . ? C40 C41 H41A 109.7 2_655 . ? O7 C41 H41B 109.7 . . ? C40 C41 H41B 109.7 2_655 . ? H41A C41 H41B 108.2 . . ? N1 C20' C19 115.74(19) . . ? N1 C20' H20C 108.3 . . ? C19 C20' H20C 108.3 . . ? N1 C20' H20D 108.3 . . ? C19 C20' H20D 108.3 . . ? H20C C20' H20D 107.4 . . ? N1 C21' H21D 109.5 . . ? N1 C21' H21E 109.5 . . ? H21D C21' H21E 109.5 . . ? N1 C21' H21F 109.5 . . ? H21D C21' H21F 109.5 . . ? H21E C21' H21F 109.5 . . ? N1 C22' H22D 109.5 . . ? N1 C22' H22E 109.5 . . ? H22D C22' H22E 109.5 . . ? N1 C22' H22F 109.5 . . ? H22D C22' H22F 109.5 . . ? H22E C22' H22F 109.5 . . ? C2S C1S H1A 109.5 . . ? C2S C1S H1B 109.5 . . ? H1A C1S H1B 109.5 . . ? C2S C1S H1C 109.5 . . ? H1A C1S H1C 109.5 . . ? H1B C1S H1C 109.5 . . ? C1S C2S C3S 112.81(13) . . ? C1S C2S H2A 109.0 . . ? C3S C2S H2A 109.0 . . ? C1S C2S H2B 109.0 . . ? C3S C2S H2B 109.0 . . ? H2A C2S H2B 107.8 . . ? C4S C3S C2S 113.95(12) . . ? C4S C3S H3A 108.8 . . ? C2S C3S H3A 108.8 . . ? C4S C3S H3B 108.8 . . ? C2S C3S H3B 108.8 . . ? H3A C3S H3B 107.7 . . ? C5S C4S C3S 114.13(12) . . ? C5S C4S H4A 108.7 . . ? C3S C4S H4A 108.7 . . ? C5S C4S H4B 108.7 . . ? C3S C4S H4B 108.7 . . ? H4A C4S H4B 107.6 . . ? C4S C5S C6S 113.17(13) . . ? C4S C5S H5A 108.9 . . ? C6S C5S H5A 108.9 . . ? C4S C5S H5B 108.9 . . ? C6S C5S H5B 108.9 . . ? H5A C5S H5B 107.8 . . ? C5S C6S H6A 109.5 . . ? C5S C6S H6B 109.5 . . ? H6A C6S H6B 109.5 . . ? C5S C6S H6C 109.5 . . ? H6A C6S H6C 109.5 . . ? H6B C6S H6C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.33 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.371 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.036 _chemical_compound_source synthesized _exptl_crystal_recrystallization_method 'crystallized on cooling in hexane / dioxane from 293 K to 263 K.' # END data_jjm49 _database_code_depnum_ccdc_archive 'CCDC 671778' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Lithium 2,4,6-trimethylphenoxide dimethylaminoethoxide dioxane' _chemical_melting_point ? _chemical_formula_moiety 'C19 H35 Li3 N2 O4' _chemical_formula_sum 'C19 H35 Li3 N2 O4' _chemical_formula_weight 376.31 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6238(6) _cell_length_b 11.3639(6) _cell_length_c 11.4918(7) _cell_angle_alpha 65.516(3) _cell_angle_beta 88.273(4) _cell_angle_gamma 62.920(3) _cell_volume 1102.48(11) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7044 _cell_measurement_theta_min 2.196 _cell_measurement_theta_max 24.758 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.134 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_process_details ; (SADABS; Sheldrick, 2004) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_source_type 'Siemens KFFMO2K-90' _diffrn_measurement_device_type 'Bruker SMART Apex2 CCD diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15828 _diffrn_reflns_av_R_equivalents 0.0332 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 24.84 _reflns_number_total 3773 _reflns_number_gt 2922 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 / SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT/ XPREP (Bruker, 2006; Sheldrick, 2003)' _computing_structure_solution 'XS (Sheldrick, 2001)' _computing_structure_refinement 'XL (Sheldrick, 2001)' _computing_molecular_graphics 'XP (Sheldrick, 2001)' _computing_publication_material 'XCIF (Sheldrick, 2001)' _refine_special_details ; The asymmetric unit contains a trimeric lithium aggregate with one 2,4,6-trimethylphenoxide anion and three dimethylaminoethoxide anions. One of the lithium atoms is coordinated by 1,4-dioxane. Symmetry expansion gives a hexameric aggregate that is coordinated by two dioxane molecules that bridge to other aggregates to give a one-dimensional polymeric chain. Three of the carbon atoms in one of the dimethylaminoethoxide anions are disordered over two sites, with the site occupancy refined to 0.755(6) for the major component. In addition, the nitrogen-methyl bonds of the disordered dimethylaminoethoxide anion were restrained using the SADI restraint. Hydrogens were placed at idealized geometries and allowed to ride on the position of the parent atom. Hydrogen thermal parameters were set to 1.2\\times the equivalent isotropic U of the parent atom, 1.5\\times for methyl hydrogens. 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^)+(0.0698P)^2^+0.9789P] 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 3773 _refine_ls_number_parameters 290 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1651 _refine_ls_wR_factor_gt 0.1482 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.111 _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 Li1 Li 0.1894(4) 0.9999(4) 0.9757(4) 0.0298(9) Uani 1 1 d . . . Li2 Li -0.0272(4) 1.1837(4) 1.0395(4) 0.0242(8) Uani 1 1 d . . . Li3 Li -0.0135(4) 1.0768(4) 0.8088(4) 0.0278(9) Uani 1 1 d . . . N1 N -0.0186(3) 1.2216(3) 0.6216(2) 0.0471(7) Uani 1 1 d D . . N2 N 0.1840(2) 0.6139(2) 0.9338(2) 0.0274(5) Uani 1 1 d . . . O1 O 0.15873(17) 0.98761(17) 1.14740(15) 0.0284(4) Uani 1 1 d . . . O2 O 0.02061(17) 1.19327(16) 0.87812(15) 0.0248(4) Uani 1 1 d . . . O3 O 0.37041(19) 1.0122(2) 0.9540(3) 0.0558(7) Uani 1 1 d . . . O4 O 0.15868(17) 0.89063(17) 0.89912(16) 0.0280(4) Uani 1 1 d . . . C1 C 0.2648(3) 0.9249(3) 1.2494(2) 0.0318(6) Uani 1 1 d . . . C2 C 0.3782(3) 0.7779(3) 1.2936(3) 0.0396(7) Uani 1 1 d . . . C3 C 0.4821(3) 0.7147(3) 1.4037(3) 0.0463(8) Uani 1 1 d . . . H3 H 0.5564 0.6151 1.4332 0.056 Uiso 1 1 calc R . . C4 C 0.4817(3) 0.7906(3) 1.4718(3) 0.0458(8) Uani 1 1 d . . . C5 C 0.3732(3) 0.9374(3) 1.4234(3) 0.0408(7) Uani 1 1 d . . . H5 H 0.3716 0.9936 1.4664 0.049 Uiso 1 1 calc R . . C6 C 0.2676(3) 1.0043(3) 1.3149(2) 0.0343(6) Uani 1 1 d . . . C7 C 0.3850(3) 0.6915(3) 1.2217(3) 0.0473(8) Uani 1 1 d . . . H7A H 0.4218 0.7244 1.1420 0.071 Uiso 1 1 calc R . . H7B H 0.2883 0.7080 1.1990 0.071 Uiso 1 1 calc R . . H7C H 0.4494 0.5859 1.2773 0.071 Uiso 1 1 calc R . . C8 C 0.5902(4) 0.7188(3) 1.5949(3) 0.0598(10) Uani 1 1 d . . . H8A H 0.5799 0.6374 1.6620 0.090 Uiso 1 1 calc R . . H8B H 0.5735 0.7922 1.6258 0.090 Uiso 1 1 calc R . . H8C H 0.6879 0.6802 1.5767 0.090 Uiso 1 1 calc R . . C9 C 0.1522(3) 1.1638(3) 1.2646(3) 0.0414(7) Uani 1 1 d . . . H9A H 0.1722 1.2075 1.3145 0.062 Uiso 1 1 calc R . . H9B H 0.0581 1.1688 1.2743 0.062 Uiso 1 1 calc R . . H9C H 0.1512 1.2186 1.1723 0.062 Uiso 1 1 calc R . . C10 C 0.0187(3) 1.3140(3) 0.7713(2) 0.0410(7) Uani 1 1 d . B . H10A H 0.1185 1.2888 0.7578 0.049 Uiso 1 1 calc R A 1 H10B H -0.0197 1.4001 0.7904 0.049 Uiso 1 1 calc R A 1 C14 C 0.5022(3) 0.9425(3) 0.9135(4) 0.0604(10) Uani 1 1 d . . . H14A H 0.5083 1.0165 0.8320 0.072 Uiso 1 1 calc R . . H14B H 0.5034 0.8640 0.8957 0.072 Uiso 1 1 calc R . . C15 C 0.3721(3) 1.1228(3) 0.9832(4) 0.0616(11) Uani 1 1 d . . . H15A H 0.2820 1.1703 1.0124 0.074 Uiso 1 1 calc R . . H15B H 0.3760 1.2002 0.9033 0.074 Uiso 1 1 calc R . . C16 C 0.2783(3) 0.7928(3) 0.8720(3) 0.0392(7) Uani 1 1 d . . . H16A H 0.3578 0.7322 0.9489 0.047 Uiso 1 1 calc R . . H16B H 0.3101 0.8500 0.7984 0.047 Uiso 1 1 calc R . . C17 C 0.2497(3) 0.6904(3) 0.8377(3) 0.0387(7) Uani 1 1 d . . . H17A H 0.1849 0.7489 0.7512 0.046 Uiso 1 1 calc R B . H17B H 0.3419 0.6155 0.8310 0.046 Uiso 1 1 calc R . . C18 C 0.1571(3) 0.5223(3) 0.8894(3) 0.0349(6) Uani 1 1 d . . . H18A H 0.0944 0.5848 0.8029 0.052 Uiso 1 1 calc R B . H18B H 0.1101 0.4737 0.9509 0.052 Uiso 1 1 calc R . . H18C H 0.2488 0.4471 0.8846 0.052 Uiso 1 1 calc R . . C19 C 0.2800(3) 0.5177(3) 1.0609(3) 0.0442(7) Uani 1 1 d . . . H19A H 0.3730 0.4479 1.0523 0.066 Uiso 1 1 calc R B . H19B H 0.2370 0.4628 1.1212 0.066 Uiso 1 1 calc R . . H19C H 0.2947 0.5778 1.0946 0.066 Uiso 1 1 calc R . . C11 C -0.0743(5) 1.3564(4) 0.6457(3) 0.0442(11) Uani 0.755(6) 1 d P B 1 H11A H -0.1763 1.3908 0.6551 0.053 Uiso 0.755(6) 1 calc PR B 1 H11B H -0.0688 1.4376 0.5711 0.053 Uiso 0.755(6) 1 calc PR B 1 C12 C 0.1215(5) 1.1747(5) 0.5979(4) 0.0562(13) Uani 0.755(6) 1 d PD B 1 H12A H 0.1490 1.0940 0.5740 0.084 Uiso 0.755(6) 1 calc PR B 1 H12B H 0.1881 1.1396 0.6766 0.084 Uiso 0.755(6) 1 calc PR B 1 H12C H 0.1258 1.2575 0.5263 0.084 Uiso 0.755(6) 1 calc PR B 1 C13 C -0.1244(6) 1.2670(6) 0.5092(4) 0.0592(14) Uani 0.755(6) 1 d PD B 1 H13A H -0.1257 1.3500 0.4330 0.089 Uiso 0.755(6) 1 calc PR B 1 H13B H -0.2206 1.2975 0.5310 0.089 Uiso 0.755(6) 1 calc PR B 1 H13C H -0.0968 1.1835 0.4893 0.089 Uiso 0.755(6) 1 calc PR B 1 C11' C 0.1003(12) 1.2465(12) 0.6711(9) 0.033(3) Uani 0.245(6) 1 d P B 2 H11C H 0.1198 1.3182 0.5987 0.039 Uiso 0.245(6) 1 calc PR B 2 H11D H 0.1914 1.1525 0.7174 0.039 Uiso 0.245(6) 1 calc PR B 2 C12' C 0.0731(17) 1.1241(13) 0.5634(12) 0.068(5) Uani 0.245(6) 1 d PD B 2 H12D H 0.0236 1.0764 0.5467 0.102 Uiso 0.245(6) 1 calc PR B 2 H12E H 0.1651 1.0483 0.6240 0.102 Uiso 0.245(6) 1 calc PR B 2 H12F H 0.0908 1.1836 0.4813 0.102 Uiso 0.245(6) 1 calc PR B 2 C13' C -0.1361(12) 1.3472(12) 0.5291(11) 0.047(4) Uani 0.245(6) 1 d PD B 2 H13D H -0.1024 1.3977 0.4540 0.070 Uiso 0.245(6) 1 calc PR B 2 H13E H -0.1897 1.4139 0.5673 0.070 Uiso 0.245(6) 1 calc PR B 2 H13F H -0.1992 1.3186 0.5007 0.070 Uiso 0.245(6) 1 calc PR B 2 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 Li1 0.025(2) 0.024(2) 0.046(2) -0.0174(19) 0.0116(18) -0.0145(16) Li2 0.0261(19) 0.0220(19) 0.0245(19) -0.0091(16) 0.0073(15) -0.0131(16) Li3 0.036(2) 0.029(2) 0.024(2) -0.0095(17) 0.0087(17) -0.0222(18) N1 0.090(2) 0.0548(16) 0.0244(12) -0.0192(12) 0.0252(13) -0.0565(15) N2 0.0271(10) 0.0223(10) 0.0362(12) -0.0132(9) 0.0071(9) -0.0145(9) O1 0.0279(9) 0.0247(9) 0.0303(9) -0.0060(7) -0.0030(7) -0.0160(7) O2 0.0327(9) 0.0206(8) 0.0237(8) -0.0074(7) 0.0094(7) -0.0175(7) O3 0.0272(10) 0.0370(11) 0.127(2) -0.0491(13) 0.0318(11) -0.0238(9) O4 0.0296(9) 0.0243(9) 0.0399(10) -0.0183(8) 0.0160(7) -0.0178(7) C1 0.0318(13) 0.0247(13) 0.0352(14) -0.0029(11) -0.0046(11) -0.0198(11) C2 0.0391(15) 0.0253(13) 0.0517(17) -0.0068(12) -0.0064(13) -0.0222(12) C3 0.0406(15) 0.0208(13) 0.0606(19) 0.0012(13) -0.0154(14) -0.0180(12) C4 0.0483(17) 0.0302(14) 0.0472(17) 0.0028(13) -0.0176(13) -0.0266(13) C5 0.0504(16) 0.0316(14) 0.0395(16) -0.0042(12) -0.0104(13) -0.0287(13) C6 0.0400(14) 0.0251(13) 0.0339(14) -0.0037(11) -0.0056(11) -0.0207(11) C7 0.0376(15) 0.0237(13) 0.073(2) -0.0148(14) -0.0107(14) -0.0136(12) C8 0.064(2) 0.0350(16) 0.059(2) 0.0066(14) -0.0280(16) -0.0296(15) C9 0.0492(16) 0.0289(14) 0.0411(16) -0.0107(12) -0.0101(13) -0.0185(13) C10 0.075(2) 0.0381(15) 0.0310(14) -0.0152(12) 0.0202(14) -0.0445(15) C14 0.0331(16) 0.0474(18) 0.134(3) -0.058(2) 0.0381(19) -0.0304(14) C15 0.0318(15) 0.0343(16) 0.141(3) -0.052(2) 0.0339(18) -0.0233(13) C16 0.0382(15) 0.0375(15) 0.0642(19) -0.0332(14) 0.0292(14) -0.0275(12) C17 0.0407(15) 0.0359(15) 0.0599(18) -0.0320(14) 0.0306(14) -0.0263(13) C18 0.0375(14) 0.0252(13) 0.0478(16) -0.0189(12) 0.0103(12) -0.0177(11) C19 0.0367(15) 0.0259(14) 0.0605(19) -0.0128(13) -0.0080(13) -0.0128(12) C11 0.076(3) 0.036(2) 0.0255(19) -0.0061(16) 0.0176(18) -0.038(2) C12 0.094(4) 0.062(3) 0.046(3) -0.031(2) 0.040(2) -0.059(3) C13 0.103(4) 0.058(3) 0.020(2) -0.006(2) 0.013(2) -0.052(3) C11' 0.044(6) 0.036(6) 0.020(5) -0.006(4) 0.008(4) -0.027(5) C12' 0.126(14) 0.062(9) 0.021(6) -0.008(6) 0.022(8) -0.059(10) C13' 0.074(9) 0.041(7) 0.028(6) -0.003(6) 0.005(6) -0.041(7) _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 Li1 O4 1.927(4) . ? Li1 O2 1.947(4) . ? Li1 O1 1.948(5) . ? Li1 O3 1.992(4) . ? Li1 Li3 3.131(5) 2_577 ? Li1 Li2 3.308(5) 2_577 ? Li2 O2 1.880(4) . ? Li2 O4 1.919(4) 2_577 ? Li2 O1 2.062(4) . ? Li2 N2 2.286(4) 2_577 ? Li2 Li3 2.567(5) 2_577 ? Li2 C16 2.762(4) 2_577 ? Li2 Li1 3.308(5) 2_577 ? Li3 O4 1.915(4) . ? Li3 O2 1.961(4) . ? Li3 O1 1.961(4) 2_577 ? Li3 N1 2.081(4) . ? Li3 Li2 2.567(5) 2_577 ? Li3 C1 2.783(4) 2_577 ? Li3 Li1 3.131(5) 2_577 ? N1 C13' 1.388(9) . ? N1 C12 1.396(5) . ? N1 C13 1.486(5) . ? N1 C12' 1.488(9) . ? N1 C11 1.513(4) . ? N1 C11' 1.581(10) . ? N2 C19 1.456(3) . ? N2 C18 1.465(3) . ? N2 C17 1.475(3) . ? N2 Li2 2.286(4) 2_577 ? O1 C1 1.344(3) . ? O1 Li3 1.961(4) 2_577 ? O2 C10 1.404(3) . ? O3 C15 1.436(3) . ? O3 C14 1.436(3) . ? O4 C16 1.387(3) . ? O4 Li2 1.919(4) 2_577 ? C1 C6 1.404(4) . ? C1 C2 1.414(4) . ? C1 Li3 2.783(4) 2_577 ? C2 C3 1.395(4) . ? C2 C7 1.501(4) . ? C3 C4 1.384(4) . ? C3 H3 0.9500 . ? C4 C5 1.393(4) . ? C4 C8 1.510(4) . ? C5 C6 1.383(3) . ? C5 H5 0.9500 . ? C6 C9 1.508(4) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.539(5) . ? C10 C11' 1.653(11) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C14 C15 1.485(5) 2_677 ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C14 1.485(5) 2_677 ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.520(3) . ? C16 Li2 2.762(4) 2_577 ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C11' H11C 0.9900 . ? C11' H11D 0.9900 . ? C12' H12D 0.9800 . ? C12' H12E 0.9800 . ? C12' H12F 0.9800 . ? C13' H13D 0.9800 . ? C13' H13E 0.9800 . ? C13' H13F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Li1 O2 99.8(2) . . ? O4 Li1 O1 126.4(2) . . ? O2 Li1 O1 95.77(18) . . ? O4 Li1 O3 115.6(2) . . ? O2 Li1 O3 111.09(19) . . ? O1 Li1 O3 105.5(2) . . ? O4 Li1 Li3 92.21(15) . 2_577 ? O2 Li1 Li3 89.14(16) . 2_577 ? O1 Li1 Li3 36.94(11) . 2_577 ? O3 Li1 Li3 140.7(2) . 2_577 ? O4 Li1 Li2 30.60(10) . 2_577 ? O2 Li1 Li2 93.93(16) . 2_577 ? O1 Li1 Li2 97.75(16) . 2_577 ? O3 Li1 Li2 143.41(19) . 2_577 ? Li3 Li1 Li2 61.96(12) 2_577 2_577 ? O2 Li2 O4 116.4(2) . 2_577 ? O2 Li2 O1 94.13(17) . . ? O4 Li2 O1 96.41(17) 2_577 . ? O2 Li2 N2 123.48(19) . 2_577 ? O4 Li2 N2 86.15(15) 2_577 2_577 ? O1 Li2 N2 136.5(2) . 2_577 ? O2 Li2 Li3 109.91(19) . 2_577 ? O4 Li2 Li3 47.92(13) 2_577 2_577 ? O1 Li2 Li3 48.64(12) . 2_577 ? N2 Li2 Li3 121.83(18) 2_577 2_577 ? O2 Li2 C16 129.12(19) . 2_577 ? O4 Li2 C16 27.68(9) 2_577 2_577 ? O1 Li2 C16 116.02(17) . 2_577 ? N2 Li2 C16 58.48(11) 2_577 2_577 ? Li3 Li2 C16 71.14(14) 2_577 2_577 ? O2 Li2 Li1 86.85(15) . 2_577 ? O4 Li2 Li1 30.75(11) 2_577 2_577 ? O1 Li2 Li1 90.73(14) . 2_577 ? N2 Li2 Li1 110.48(15) 2_577 2_577 ? Li3 Li2 Li1 48.28(13) 2_577 2_577 ? C16 Li2 Li1 54.98(11) 2_577 2_577 ? O4 Li3 O2 99.69(19) . . ? O4 Li3 O1 100.00(18) . 2_577 ? O2 Li3 O1 124.4(2) . 2_577 ? O4 Li3 N1 118.7(2) . . ? O2 Li3 N1 89.68(16) . . ? O1 Li3 N1 123.4(2) 2_577 . ? O4 Li3 Li2 48.03(13) . 2_577 ? O2 Li3 Li2 121.00(19) . 2_577 ? O1 Li3 Li2 52.13(13) 2_577 2_577 ? N1 Li3 Li2 146.4(2) . 2_577 ? O4 Li3 C1 118.27(17) . 2_577 ? O2 Li3 C1 131.0(2) . 2_577 ? O1 Li3 C1 26.34(9) 2_577 2_577 ? N1 Li3 C1 97.07(17) . 2_577 ? Li2 Li3 C1 73.84(13) 2_577 2_577 ? O4 Li3 Li1 93.81(16) . 2_577 ? O2 Li3 Li1 90.70(16) . 2_577 ? O1 Li3 Li1 36.64(11) 2_577 2_577 ? N1 Li3 Li1 146.9(2) . 2_577 ? Li2 Li3 Li1 54.19(13) 2_577 2_577 ? C1 Li3 Li1 59.00(12) 2_577 2_577 ? C13' N1 C12 121.9(6) . . ? C12 N1 C13 112.5(3) . . ? C13' N1 C12' 110.9(8) . . ? C12 N1 C11 112.5(3) . . ? C13 N1 C11 104.7(3) . . ? C13' N1 C11' 116.2(7) . . ? C12' N1 C11' 97.9(8) . . ? C13' N1 Li3 129.0(6) . . ? C12 N1 Li3 109.1(3) . . ? C13 N1 Li3 120.5(2) . . ? C12' N1 Li3 104.8(5) . . ? C11 N1 Li3 96.16(19) . . ? C11' N1 Li3 92.9(4) . . ? C19 N2 C18 108.25(19) . . ? C19 N2 C17 111.0(2) . . ? C18 N2 C17 108.72(19) . . ? C19 N2 Li2 101.75(18) . 2_577 ? C18 N2 Li2 130.67(18) . 2_577 ? C17 N2 Li2 95.28(16) . 2_577 ? C1 O1 Li1 124.52(19) . . ? C1 O1 Li3 113.34(18) . 2_577 ? Li1 O1 Li3 106.42(17) . 2_577 ? C1 O1 Li2 140.74(19) . . ? Li1 O1 Li2 82.40(16) . . ? Li3 O1 Li2 79.23(16) 2_577 . ? C10 O2 Li2 127.46(18) . . ? C10 O2 Li1 125.8(2) . . ? Li2 O2 Li1 87.32(18) . . ? C10 O2 Li3 107.13(18) . . ? Li2 O2 Li3 119.46(17) . . ? Li1 O2 Li3 79.39(17) . . ? C15 O3 C14 109.00(19) . . ? C15 O3 Li1 113.41(19) . . ? C14 O3 Li1 137.6(2) . . ? C16 O4 Li3 139.5(2) . . ? C16 O4 Li2 112.35(17) . 2_577 ? Li3 O4 Li2 84.05(17) . 2_577 ? C16 O4 Li1 117.22(18) . . ? Li3 O4 Li1 81.02(17) . . ? Li2 O4 Li1 118.66(18) 2_577 . ? O1 C1 C6 120.9(2) . . ? O1 C1 C2 121.5(2) . . ? C6 C1 C2 117.6(2) . . ? C6 C1 Li3 121.0(2) . 2_577 ? C2 C1 Li3 106.37(17) . 2_577 ? C3 C2 C1 119.6(3) . . ? C3 C2 C7 120.7(2) . . ? C1 C2 C7 119.7(2) . . ? C4 C3 C2 122.8(3) . . ? C4 C3 H3 118.6 . . ? C2 C3 H3 118.6 . . ? C3 C4 C5 116.8(2) . . ? C3 C4 C8 122.4(3) . . ? C5 C4 C8 120.8(3) . . ? C6 C5 C4 122.3(3) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C1 120.8(2) . . ? C5 C6 C9 120.9(2) . . ? C1 C6 C9 118.3(2) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 C11 111.8(2) . . ? O2 C10 C11' 104.9(4) . . ? C11 C10 C11' 61.9(4) . . ? O2 C10 H10A 109.3 . . ? C11 C10 H10A 109.3 . . ? C11' C10 H10A 53.3 . . ? O2 C10 H10B 109.3 . . ? C11 C10 H10B 109.3 . . ? C11' C10 H10B 145.3 . . ? H10A C10 H10B 107.9 . . ? O3 C14 C15 110.2(3) . 2_677 ? O3 C14 H14A 109.6 . . ? C15 C14 H14A 109.6 2_677 . ? O3 C14 H14B 109.6 . . ? C15 C14 H14B 109.6 2_677 . ? H14A C14 H14B 108.1 . . ? O3 C15 C14 111.3(2) . 2_677 ? O3 C15 H15A 109.4 . . ? C14 C15 H15A 109.4 2_677 . ? O3 C15 H15B 109.4 . . ? C14 C15 H15B 109.4 2_677 . ? H15A C15 H15B 108.0 . . ? O4 C16 C17 113.2(2) . . ? C17 C16 Li2 76.79(15) . 2_577 ? O4 C16 H16A 108.9 . . ? C17 C16 H16A 108.9 . . ? Li2 C16 H16A 107.8 2_577 . ? O4 C16 H16B 108.9 . . ? C17 C16 H16B 108.9 . . ? Li2 C16 H16B 139.4 2_577 . ? H16A C16 H16B 107.7 . . ? N2 C17 C16 113.3(2) . . ? N2 C17 H17A 108.9 . . ? C16 C17 H17A 108.9 . . ? N2 C17 H17B 108.9 . . ? C16 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? N2 C18 H18A 109.5 . . ? N2 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N2 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N2 C19 H19A 109.5 . . ? N2 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N2 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N1 C11 C10 108.5(3) . . ? N1 C11 H11A 110.0 . . ? C10 C11 H11A 110.0 . . ? N1 C11 H11B 110.0 . . ? C10 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? N1 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? N1 C13 H13C 109.5 . . ? N1 C11' C10 99.9(6) . . ? N1 C11' H11C 111.8 . . ? C10 C11' H11C 111.8 . . ? N1 C11' H11D 111.8 . . ? C10 C11' H11D 111.8 . . ? H11C C11' H11D 109.5 . . ? N1 C12' H12D 109.5 . . ? N1 C12' H12E 109.5 . . ? H12D C12' H12E 109.5 . . ? N1 C12' H12F 109.5 . . ? H12D C12' H12F 109.5 . . ? H12E C12' H12F 109.5 . . ? N1 C13' H13D 109.5 . . ? N1 C13' H13E 109.5 . . ? H13D C13' H13E 109.5 . . ? N1 C13' H13F 109.5 . . ? H13D C13' H13F 109.5 . . ? H13E C13' H13F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 24.84 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.442 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.056 _chemical_compound_source synthesized _exptl_crystal_recrystallization_method 'crystallized on cooling in hexane / dioxane from 293 K to 263 K.' # END data_jjm51 _database_code_depnum_ccdc_archive 'CCDC 671779' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Lithium 2,4,6-trimethylphenoxide dimethylaminoethoxide dioxane' _chemical_melting_point ? _chemical_formula_moiety 'C62 H130 Li12 N10 O14' _chemical_formula_sum 'C62 H130 Li12 N10 O14' _chemical_formula_weight 1323.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3217(5) _cell_length_b 11.3930(5) _cell_length_c 17.6387(7) _cell_angle_alpha 84.165(2) _cell_angle_beta 84.919(2) _cell_angle_gamma 63.925(2) _cell_volume 2030.57(15) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9226 _cell_measurement_theta_min 2.268 _cell_measurement_theta_max 27.497 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.082 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_process_details ; (SADABS; Sheldrick, 2004) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_probe x-ray _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_source_type 'Siemens KFFMO2K-90' _diffrn_measurement_device_type 'Bruker SMART Apex2 CCD diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40041 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 27.54 _reflns_number_total 9075 _reflns_number_gt 6574 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 / SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT/ XPREP (Bruker, 2006; Sheldrick, 2003)' _computing_structure_solution 'XS (Sheldrick, 2001)' _computing_structure_refinement 'XL (Sheldrick, 2001)' _computing_molecular_graphics 'XP (Sheldrick, 2001)' _computing_publication_material 'XCIF (Sheldrick, 2001)' _refine_special_details ; The asymmetric unit contains a hexameric lithium aggregate with one 2,4,6-trimethylphenoxide anion and five dimethylaminoethoxide anions. The one lithium atom that is not coordinated by the nitrogen atom of a dimethylaminoethoxide anion is coordinated by 1,4-dioxane. Symmetry expansion gives two hexameric aggregates that are bridged through the dioxane molecule to give a supramolecular dumbell molecule. Three of the carbon atoms in one of the dimethylaminoethoxide anions are disordered over two sites, with the site occupancy refined to 0.576(3) for the major component. Hydrogens were placed at idealized geometries and allowed to ride on the position of the parent atom. Hydrogen thermal parameters were set to 1.2\\times the equivalent isotropic U of the parent atom, 1.5\\times for methyl hydrogens. 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^)+(0.0474P)^2^+0.7866P] 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 9075 _refine_ls_number_parameters 485 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1244 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 Li1 Li 0.3600(2) 0.0415(2) 0.33510(13) 0.0225(5) Uani 1 1 d . B . Li2 Li 0.1703(2) 0.3291(2) 0.24689(13) 0.0220(5) Uani 1 1 d . B . Li3 Li 0.0838(2) 0.0984(2) 0.26671(13) 0.0224(5) Uani 1 1 d . B . Li4 Li 0.3156(2) -0.0639(2) 0.22954(13) 0.0227(5) Uani 1 1 d . B . Li5 Li 0.4060(2) 0.1653(2) 0.20940(13) 0.0213(5) Uani 1 1 d . B . Li6 Li 0.1308(2) 0.2139(2) 0.14756(13) 0.0225(5) Uani 1 1 d . B . N1 N -0.03672(12) 0.01820(13) 0.32662(7) 0.0240(3) Uani 1 1 d . B . N2 N 0.03220(13) 0.52422(13) 0.25699(8) 0.0315(3) Uani 1 1 d . . . N3 N 0.52294(12) 0.19762(13) 0.11047(7) 0.0250(3) Uani 1 1 d . B . N4 N 0.02963(12) 0.21903(12) 0.05110(7) 0.0251(3) Uani 1 1 d . B . N5 N 0.46014(13) -0.25432(12) 0.21164(7) 0.0280(3) Uani 1 1 d . B . O1 O 0.31730(9) 0.22638(9) 0.31206(5) 0.0192(2) Uani 1 1 d . . . O2 O 0.02902(9) 0.27883(10) 0.24106(5) 0.0217(2) Uani 1 1 d . . . O3 O 0.23037(9) -0.01861(10) 0.32939(5) 0.0222(2) Uani 1 1 d . . . O4 O 0.45718(9) -0.01220(9) 0.23924(5) 0.0202(2) Uani 1 1 d . . . O5 O 0.25619(9) 0.28148(10) 0.15045(5) 0.0206(2) Uani 1 1 d . . . O6 O 0.17155(9) 0.03087(10) 0.16846(5) 0.0208(2) Uani 1 1 d . . . O7 O 0.46362(10) -0.01624(10) 0.42867(5) 0.0245(2) Uani 1 1 d . . . C1 C 0.44986(15) -0.09155(16) 0.49629(8) 0.0255(3) Uani 1 1 d . . . H1A H 0.5300 -0.1755 0.5013 0.031 Uiso 1 1 calc R . . H1B H 0.3739 -0.1115 0.4925 0.031 Uiso 1 1 calc R . . C2 C 0.57091(14) 0.01593(16) 0.43465(8) 0.0265(3) Uani 1 1 d . . . H2A H 0.5790 0.0690 0.3882 0.032 Uiso 1 1 calc R . . H2B H 0.6539 -0.0655 0.4384 0.032 Uiso 1 1 calc R . . C3 C 0.31083(13) 0.30154(13) 0.36727(7) 0.0188(3) Uani 1 1 d . B . C4 C 0.22048(13) 0.31985(15) 0.43066(8) 0.0227(3) Uani 1 1 d . . . C5 C 0.21209(14) 0.40419(16) 0.48497(8) 0.0260(3) Uani 1 1 d . B . H5 H 0.1501 0.4171 0.5270 0.031 Uiso 1 1 calc R . . C6 C 0.29085(14) 0.47016(15) 0.48011(8) 0.0260(3) Uani 1 1 d . . . C7 C 0.38290(14) 0.44702(14) 0.41919(8) 0.0234(3) Uani 1 1 d . B . H7 H 0.4396 0.4891 0.4155 0.028 Uiso 1 1 calc R . . C8 C 0.39456(13) 0.36383(14) 0.36324(7) 0.0205(3) Uani 1 1 d . . . C9 C 0.13446(15) 0.24898(17) 0.43887(8) 0.0291(3) Uani 1 1 d . B . H9A H 0.1884 0.1554 0.4512 0.044 Uiso 1 1 calc R . . H9B H 0.0919 0.2607 0.3908 0.044 Uiso 1 1 calc R . . H9C H 0.0670 0.2846 0.4799 0.044 Uiso 1 1 calc R . . C10 C 0.27686(17) 0.56438(18) 0.53848(9) 0.0354(4) Uani 1 1 d . B . H10A H 0.1844 0.6278 0.5443 0.053 Uiso 1 1 calc R . . H10B H 0.3307 0.6107 0.5214 0.053 Uiso 1 1 calc R . . H10C H 0.3064 0.5156 0.5876 0.053 Uiso 1 1 calc R . . C11 C 0.49542(15) 0.34026(15) 0.29804(8) 0.0253(3) Uani 1 1 d . B . H11A H 0.4511 0.3832 0.2508 0.038 Uiso 1 1 calc R . . H11B H 0.5447 0.2459 0.2927 0.038 Uiso 1 1 calc R . . H11C H 0.5562 0.3763 0.3081 0.038 Uiso 1 1 calc R . . C12 C 0.18315(16) -0.08732(17) 0.38265(8) 0.0293(4) Uani 1 1 d . B . H12A H 0.1519 -0.0393 0.4296 0.035 Uiso 1 1 calc R . . H12B H 0.2557 -0.1740 0.3961 0.035 Uiso 1 1 calc R . . C13 C 0.07083(15) -0.10651(16) 0.35328(9) 0.0284(3) Uani 1 1 d . . . H13A H 0.1051 -0.1649 0.3107 0.034 Uiso 1 1 calc R B . H13B H 0.0358 -0.1499 0.3946 0.034 Uiso 1 1 calc R . . C14 C -0.10801(18) 0.0977(2) 0.39036(10) 0.0410(4) Uani 1 1 d . . . H14A H -0.1789 0.1798 0.3709 0.062 Uiso 1 1 calc R B . H14B H -0.0473 0.1171 0.4173 0.062 Uiso 1 1 calc R . . H14C H -0.1457 0.0494 0.4256 0.062 Uiso 1 1 calc R . . C15 C -0.12929(15) -0.00605(17) 0.28542(9) 0.0300(4) Uani 1 1 d . . . H15A H -0.0831 -0.0562 0.2413 0.045 Uiso 1 1 calc R B . H15B H -0.2001 0.0777 0.2679 0.045 Uiso 1 1 calc R . . H15C H -0.1668 -0.0560 0.3194 0.045 Uiso 1 1 calc R . . C16 C -0.08952(15) 0.38968(16) 0.24967(10) 0.0337(4) Uani 1 1 d . B . H16A H -0.1565 0.3626 0.2743 0.040 Uiso 1 1 calc R A 1 H16B H -0.1194 0.4315 0.1985 0.040 Uiso 1 1 calc R A 1 C17 C -0.0811(2) 0.4893(3) 0.29654(14) 0.0246(7) Uani 0.576(3) 1 d P B 1 H17A H -0.0598 0.4524 0.3496 0.030 Uiso 0.576(3) 1 calc PR B 1 H17B H -0.1660 0.5688 0.2977 0.030 Uiso 0.576(3) 1 calc PR B 1 C18 C -0.0079(3) 0.5907(3) 0.18691(16) 0.0332(8) Uani 0.576(3) 1 d P B 1 H18A H -0.0900 0.6700 0.1941 0.050 Uiso 0.576(3) 1 calc PR B 1 H18B H -0.0225 0.5342 0.1542 0.050 Uiso 0.576(3) 1 calc PR B 1 H18C H 0.0604 0.6149 0.1628 0.050 Uiso 0.576(3) 1 calc PR B 1 C19 C 0.0481(4) 0.6062(3) 0.3115(2) 0.0360(8) Uani 0.576(3) 1 d P B 1 H19A H -0.0333 0.6871 0.3158 0.054 Uiso 0.576(3) 1 calc PR B 1 H19B H 0.1209 0.6278 0.2931 0.054 Uiso 0.576(3) 1 calc PR B 1 H19C H 0.0672 0.5580 0.3616 0.054 Uiso 0.576(3) 1 calc PR B 1 C20 C 0.29025(15) 0.33633(16) 0.08326(8) 0.0270(3) Uani 1 1 d . B . H20A H 0.2257 0.4292 0.0759 0.032 Uiso 1 1 calc R . . H20B H 0.2857 0.2901 0.0398 0.032 Uiso 1 1 calc R . . C21 C 0.42728(15) 0.32887(16) 0.08320(8) 0.0269(3) Uani 1 1 d . . . H21A H 0.4548 0.3502 0.0308 0.032 Uiso 1 1 calc R B . H21B H 0.4259 0.3945 0.1164 0.032 Uiso 1 1 calc R . . C22 C 0.53074(18) 0.09874(17) 0.06120(9) 0.0350(4) Uani 1 1 d . . . H22A H 0.5564 0.1198 0.0089 0.053 Uiso 1 1 calc R B . H22B H 0.4446 0.0975 0.0618 0.053 Uiso 1 1 calc R . . H22C H 0.5964 0.0125 0.0797 0.053 Uiso 1 1 calc R . . C23 C 0.65243(16) 0.1955(2) 0.11219(9) 0.0381(4) Uani 1 1 d . . . H23A H 0.6819 0.2144 0.0604 0.057 Uiso 1 1 calc R B . H23B H 0.7153 0.1088 0.1320 0.057 Uiso 1 1 calc R . . H23C H 0.6471 0.2619 0.1453 0.057 Uiso 1 1 calc R . . C24 C 0.11341(14) -0.00507(14) 0.11494(8) 0.0228(3) Uani 1 1 d . B . H24A H 0.0847 -0.0712 0.1390 0.027 Uiso 1 1 calc R . . H24B H 0.1788 -0.0453 0.0729 0.027 Uiso 1 1 calc R . . C25 C -0.00479(14) 0.11297(15) 0.08263(8) 0.0234(3) Uani 1 1 d . . . H25A H -0.0402 0.0854 0.0420 0.028 Uiso 1 1 calc R B . H25B H -0.0747 0.1460 0.1235 0.028 Uiso 1 1 calc R . . C26 C 0.11651(18) 0.18101(19) -0.01739(9) 0.0364(4) Uani 1 1 d . . . H26A H 0.0742 0.1563 -0.0549 0.055 Uiso 1 1 calc R B . H26B H 0.1997 0.1064 -0.0040 0.055 Uiso 1 1 calc R . . H26C H 0.1339 0.2549 -0.0391 0.055 Uiso 1 1 calc R . . C27 C -0.08918(18) 0.33748(17) 0.03242(10) 0.0395(4) Uani 1 1 d . . . H27A H -0.1348 0.3204 -0.0067 0.059 Uiso 1 1 calc R B . H27B H -0.0651 0.4082 0.0131 0.059 Uiso 1 1 calc R . . H27C H -0.1474 0.3634 0.0783 0.059 Uiso 1 1 calc R . . C28 C 0.57719(14) -0.12023(15) 0.22922(9) 0.0267(3) Uani 1 1 d . B . H28A H 0.6096 -0.1634 0.2797 0.032 Uiso 1 1 calc R . . H28B H 0.6421 -0.0909 0.2039 0.032 Uiso 1 1 calc R . . C29 C 0.56601(16) -0.21844(16) 0.18138(9) 0.0313(4) Uani 1 1 d . . . H29A H 0.5485 -0.1803 0.1283 0.038 Uiso 1 1 calc R B . H29B H 0.6507 -0.2983 0.1805 0.038 Uiso 1 1 calc R . . C30 C 0.4377(2) -0.33150(18) 0.15803(11) 0.0425(4) Uani 1 1 d . . . H30A H 0.5190 -0.4110 0.1494 0.064 Uiso 1 1 calc R B . H30B H 0.4112 -0.2794 0.1095 0.064 Uiso 1 1 calc R . . H30C H 0.3679 -0.3558 0.1792 0.064 Uiso 1 1 calc R . . C31 C 0.49066(19) -0.32746(17) 0.28554(10) 0.0407(4) Uani 1 1 d . . . H31A H 0.4209 -0.3541 0.3029 0.061 Uiso 1 1 calc R B . H31B H 0.4969 -0.2720 0.3225 0.061 Uiso 1 1 calc R . . H31C H 0.5748 -0.4054 0.2809 0.061 Uiso 1 1 calc R . . C17' C -0.0585(4) 0.5137(4) 0.2082(2) 0.0312(10) Uani 0.424(3) 1 d P B 2 H17C H -0.0184 0.4941 0.1561 0.037 Uiso 0.424(3) 1 calc PR B 2 H17D H -0.1406 0.5962 0.2051 0.037 Uiso 0.424(3) 1 calc PR B 2 C18' C 0.0933(5) 0.6116(4) 0.2053(2) 0.0370(11) Uani 0.424(3) 1 d P B 2 H18D H 0.0232 0.6994 0.1937 0.056 Uiso 0.424(3) 1 calc PR B 2 H18E H 0.1328 0.5700 0.1576 0.056 Uiso 0.424(3) 1 calc PR B 2 H18F H 0.1608 0.6185 0.2332 0.056 Uiso 0.424(3) 1 calc PR B 2 C19' C -0.0106(5) 0.5779(4) 0.3234(2) 0.0348(11) Uani 0.424(3) 1 d P B 2 H19D H -0.0806 0.6668 0.3149 0.052 Uiso 0.424(3) 1 calc PR B 2 H19E H 0.0623 0.5816 0.3475 0.052 Uiso 0.424(3) 1 calc PR B 2 H19F H -0.0452 0.5249 0.3569 0.052 Uiso 0.424(3) 1 calc PR B 2 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 Li1 0.0238(12) 0.0244(13) 0.0188(11) 0.0021(9) -0.0051(9) -0.0101(10) Li2 0.0221(12) 0.0204(12) 0.0201(11) -0.0002(9) -0.0037(9) -0.0059(10) Li3 0.0237(12) 0.0227(12) 0.0201(11) -0.0010(9) -0.0018(9) -0.0094(10) Li4 0.0228(12) 0.0225(12) 0.0217(11) 0.0008(9) -0.0045(9) -0.0085(10) Li5 0.0210(12) 0.0212(12) 0.0191(11) 0.0007(9) -0.0030(9) -0.0069(10) Li6 0.0253(12) 0.0229(12) 0.0190(11) 0.0008(9) -0.0056(9) -0.0099(10) N1 0.0250(6) 0.0289(7) 0.0198(6) -0.0046(5) 0.0005(5) -0.0130(5) N2 0.0361(7) 0.0192(6) 0.0365(7) -0.0037(5) -0.0138(6) -0.0071(6) N3 0.0239(6) 0.0318(7) 0.0194(6) -0.0005(5) -0.0009(5) -0.0125(5) N4 0.0279(6) 0.0249(7) 0.0210(6) 0.0025(5) -0.0088(5) -0.0095(5) N5 0.0349(7) 0.0190(6) 0.0289(7) 0.0003(5) -0.0060(5) -0.0102(6) O1 0.0219(5) 0.0192(5) 0.0154(4) -0.0021(4) -0.0034(4) -0.0074(4) O2 0.0194(5) 0.0192(5) 0.0238(5) -0.0033(4) -0.0014(4) -0.0053(4) O3 0.0261(5) 0.0274(5) 0.0164(5) 0.0033(4) -0.0032(4) -0.0153(4) O4 0.0192(5) 0.0167(5) 0.0207(5) -0.0005(4) -0.0023(4) -0.0041(4) O5 0.0222(5) 0.0230(5) 0.0160(5) 0.0028(4) -0.0027(4) -0.0099(4) O6 0.0237(5) 0.0209(5) 0.0166(5) -0.0018(4) -0.0060(4) -0.0076(4) O7 0.0252(5) 0.0326(6) 0.0171(5) 0.0057(4) -0.0071(4) -0.0143(5) C1 0.0283(8) 0.0307(8) 0.0216(7) 0.0082(6) -0.0081(6) -0.0175(7) C2 0.0227(7) 0.0366(9) 0.0212(7) 0.0063(6) -0.0043(6) -0.0150(7) C3 0.0179(6) 0.0178(7) 0.0164(6) -0.0006(5) -0.0057(5) -0.0031(5) C4 0.0183(7) 0.0268(8) 0.0200(7) -0.0032(6) -0.0031(5) -0.0063(6) C5 0.0193(7) 0.0352(9) 0.0197(7) -0.0072(6) -0.0002(5) -0.0075(6) C6 0.0238(7) 0.0292(8) 0.0218(7) -0.0075(6) -0.0040(6) -0.0069(6) C7 0.0231(7) 0.0236(7) 0.0231(7) -0.0023(6) -0.0047(6) -0.0091(6) C8 0.0212(7) 0.0199(7) 0.0170(6) -0.0004(5) -0.0036(5) -0.0056(6) C9 0.0242(8) 0.0422(9) 0.0237(7) -0.0073(7) 0.0016(6) -0.0164(7) C10 0.0329(9) 0.0431(10) 0.0308(8) -0.0182(7) 0.0002(7) -0.0141(8) C11 0.0304(8) 0.0250(8) 0.0221(7) -0.0030(6) 0.0018(6) -0.0138(6) C12 0.0337(8) 0.0393(9) 0.0213(7) 0.0094(6) -0.0070(6) -0.0231(7) C13 0.0319(8) 0.0317(8) 0.0269(7) 0.0076(6) -0.0053(6) -0.0199(7) C14 0.0367(9) 0.0597(12) 0.0328(9) -0.0217(8) 0.0089(7) -0.0247(9) C15 0.0261(8) 0.0366(9) 0.0281(8) -0.0053(7) -0.0027(6) -0.0135(7) C16 0.0216(8) 0.0266(8) 0.0483(10) -0.0109(7) -0.0054(7) -0.0036(7) C17 0.0218(13) 0.0221(13) 0.0228(12) -0.0031(10) 0.0000(9) -0.0027(10) C18 0.0333(16) 0.0263(15) 0.0331(15) 0.0054(11) -0.0022(12) -0.0082(12) C19 0.0370(19) 0.0210(16) 0.0472(19) -0.0067(13) -0.0115(15) -0.0075(14) C20 0.0284(8) 0.0317(8) 0.0196(7) 0.0076(6) -0.0055(6) -0.0131(7) C21 0.0335(8) 0.0290(8) 0.0205(7) 0.0037(6) -0.0012(6) -0.0171(7) C22 0.0427(10) 0.0362(9) 0.0244(8) -0.0065(7) 0.0053(7) -0.0159(8) C23 0.0288(8) 0.0606(12) 0.0284(8) 0.0000(8) 0.0009(7) -0.0237(8) C24 0.0280(7) 0.0224(7) 0.0183(7) -0.0033(5) -0.0037(5) -0.0105(6) C25 0.0224(7) 0.0270(8) 0.0212(7) -0.0034(6) -0.0048(5) -0.0102(6) C26 0.0459(10) 0.0466(11) 0.0220(8) 0.0019(7) -0.0037(7) -0.0255(9) C27 0.0413(10) 0.0288(9) 0.0426(10) 0.0064(7) -0.0236(8) -0.0077(8) C28 0.0202(7) 0.0214(7) 0.0331(8) -0.0011(6) -0.0043(6) -0.0038(6) C29 0.0296(8) 0.0242(8) 0.0344(8) -0.0060(6) 0.0012(6) -0.0061(7) C30 0.0558(12) 0.0318(9) 0.0447(10) -0.0088(8) -0.0037(9) -0.0220(9) C31 0.0505(11) 0.0261(9) 0.0393(9) 0.0103(7) -0.0092(8) -0.0124(8) C17' 0.0281(19) 0.0213(19) 0.039(2) -0.0021(15) -0.0123(16) -0.0041(15) C18' 0.054(3) 0.027(2) 0.036(2) -0.0056(16) 0.0040(18) -0.0228(19) C19' 0.044(3) 0.024(2) 0.029(2) -0.0085(16) 0.0007(19) -0.006(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 Li1 O3 1.886(3) . ? Li1 O4 1.932(2) . ? Li1 O1 1.950(3) . ? Li1 O7 1.994(2) . ? Li2 O5 1.888(2) . ? Li2 O2 1.935(3) . ? Li2 O1 1.953(2) . ? Li2 N2 2.096(3) . ? Li3 O2 1.886(3) . ? Li3 O3 1.958(2) . ? Li3 O6 1.969(2) . ? Li3 N1 2.111(3) . ? Li4 O6 1.874(2) . ? Li4 O3 1.935(3) . ? Li4 O4 1.961(3) . ? Li4 N5 2.100(3) . ? Li5 O4 1.874(3) . ? Li5 O5 1.941(2) . ? Li5 O1 2.022(2) . ? Li5 N3 2.196(3) . ? Li6 O5 1.895(3) . ? Li6 O6 1.930(3) . ? Li6 O2 1.938(3) . ? Li6 N4 2.116(3) . ? N1 C15 1.460(2) . ? N1 C14 1.463(2) . ? N1 C13 1.4721(19) . ? N2 C19' 1.329(4) . ? N2 C18 1.384(3) . ? N2 C17' 1.447(4) . ? N2 C19 1.479(4) . ? N2 C17 1.589(3) . ? N2 C18' 1.616(4) . ? N3 C23 1.459(2) . ? N3 C22 1.459(2) . ? N3 C21 1.4706(19) . ? N4 C27 1.4600(19) . ? N4 C26 1.462(2) . ? N4 C25 1.470(2) . ? N5 C31 1.455(2) . ? N5 C30 1.463(2) . ? N5 C29 1.470(2) . ? O1 C3 1.3376(17) . ? O2 C16 1.3899(17) . ? O3 C12 1.3823(17) . ? O4 C28 1.3870(16) . ? O5 C20 1.3871(16) . ? O6 C24 1.3848(17) . ? O7 C2 1.4292(18) . ? O7 C1 1.4351(16) . ? C1 C2 1.505(2) 2_656 ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C1 1.505(2) 2_656 ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C8 1.406(2) . ? C3 C4 1.4133(19) . ? C4 C5 1.393(2) . ? C4 C9 1.505(2) . ? C5 C6 1.389(2) . ? C5 H5 0.9500 . ? C6 C7 1.388(2) . ? C6 C10 1.511(2) . ? C7 C8 1.395(2) . ? C7 H7 0.9500 . ? C8 C11 1.5032(19) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.522(2) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.510(3) . ? C16 C17' 1.684(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.516(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.5237(19) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.522(2) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C17' H17C 0.9900 . ? C17' H17D 0.9900 . ? C18' H18D 0.9800 . ? C18' H18E 0.9800 . ? C18' H18F 0.9800 . ? C19' H19D 0.9800 . ? C19' H19E 0.9800 . ? C19' H19F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Li1 O4 99.93(12) . . ? O3 Li1 O1 120.05(12) . . ? O4 Li1 O1 94.40(11) . . ? O3 Li1 O7 116.86(12) . . ? O4 Li1 O7 116.77(12) . . ? O1 Li1 O7 106.89(13) . . ? O5 Li2 O2 99.37(12) . . ? O5 Li2 O1 99.57(11) . . ? O2 Li2 O1 120.86(13) . . ? O5 Li2 N2 117.87(12) . . ? O2 Li2 N2 90.05(10) . . ? O1 Li2 N2 127.01(13) . . ? O2 Li3 O3 127.36(14) . . ? O2 Li3 O6 98.94(11) . . ? O3 Li3 O6 95.87(11) . . ? O2 Li3 N1 124.15(13) . . ? O3 Li3 N1 89.59(10) . . ? O6 Li3 N1 119.43(13) . . ? O6 Li4 O3 99.84(11) . . ? O6 Li4 O4 123.86(14) . . ? O3 Li4 O4 97.23(12) . . ? O6 Li4 N5 124.81(14) . . ? O3 Li4 N5 120.87(12) . . ? O4 Li4 N5 88.47(10) . . ? O4 Li5 O5 127.41(15) . . ? O4 Li5 O1 93.85(10) . . ? O5 Li5 O1 95.44(10) . . ? O4 Li5 N3 113.30(12) . . ? O5 Li5 N3 84.37(9) . . ? O1 Li5 N3 145.93(14) . . ? O5 Li6 O6 123.33(13) . . ? O5 Li6 O2 99.03(12) . . ? O6 Li6 O2 98.48(11) . . ? O5 Li6 N4 126.25(13) . . ? O6 Li6 N4 89.42(11) . . ? O2 Li6 N4 118.50(12) . . ? C15 N1 C14 108.88(12) . . ? C15 N1 C13 110.38(13) . . ? C14 N1 C13 111.34(13) . . ? C15 N1 Li3 119.71(11) . . ? C14 N1 Li3 109.39(13) . . ? C13 N1 Li3 96.60(11) . . ? C19' N2 C17' 120.3(3) . . ? C18 N2 C19 112.7(2) . . ? C18 N2 C17 108.92(18) . . ? C19 N2 C17 103.8(2) . . ? C19' N2 C18' 107.6(3) . . ? C17' N2 C18' 104.3(2) . . ? C19' N2 Li2 123.5(2) . . ? C18 N2 Li2 112.44(16) . . ? C17' N2 Li2 93.26(17) . . ? C19 N2 Li2 121.14(16) . . ? C17 N2 Li2 95.16(13) . . ? C18' N2 Li2 105.58(18) . . ? C23 N3 C22 109.50(13) . . ? C23 N3 C21 109.69(14) . . ? C22 N3 C21 110.89(12) . . ? C23 N3 Li5 126.05(11) . . ? C22 N3 Li5 101.33(12) . . ? C21 N3 Li5 98.52(10) . . ? C27 N4 C26 109.32(13) . . ? C27 N4 C25 110.31(13) . . ? C26 N4 C25 110.89(13) . . ? C27 N4 Li6 118.35(12) . . ? C26 N4 Li6 112.61(12) . . ? C25 N4 Li6 94.48(10) . . ? C31 N5 C30 109.85(14) . . ? C31 N5 C29 111.30(14) . . ? C30 N5 C29 110.35(13) . . ? C31 N5 Li4 108.13(12) . . ? C30 N5 Li4 119.38(13) . . ? C29 N5 Li4 97.22(11) . . ? C3 O1 Li1 120.61(10) . . ? C3 O1 Li2 107.36(10) . . ? Li1 O1 Li2 117.58(12) . . ? C3 O1 Li5 143.00(12) . . ? Li1 O1 Li5 83.38(10) . . ? Li2 O1 Li5 80.49(10) . . ? C16 O2 Li3 134.03(13) . . ? C16 O2 Li2 107.89(12) . . ? Li3 O2 Li2 111.79(11) . . ? C16 O2 Li6 128.21(12) . . ? Li3 O2 Li6 81.95(11) . . ? Li2 O2 Li6 79.34(11) . . ? C12 O3 Li1 131.20(11) . . ? C12 O3 Li4 130.10(13) . . ? Li1 O3 Li4 82.21(11) . . ? C12 O3 Li3 107.35(11) . . ? Li1 O3 Li3 113.90(11) . . ? Li4 O3 Li3 81.14(10) . . ? C28 O4 Li5 130.48(12) . . ? C28 O4 Li1 126.34(11) . . ? Li5 O4 Li1 87.93(11) . . ? C28 O4 Li4 108.67(11) . . ? Li5 O4 Li4 111.85(11) . . ? Li1 O4 Li4 80.39(11) . . ? C20 O5 Li2 140.61(12) . . ? C20 O5 Li6 118.44(11) . . ? Li2 O5 Li6 81.64(11) . . ? C20 O5 Li5 113.66(11) . . ? Li2 O5 Li5 84.25(10) . . ? Li6 O5 Li5 112.42(11) . . ? C24 O6 Li4 132.99(12) . . ? C24 O6 Li6 108.49(11) . . ? Li4 O6 Li6 114.77(12) . . ? C24 O6 Li3 123.49(11) . . ? Li4 O6 Li3 82.39(10) . . ? Li6 O6 Li3 80.05(11) . . ? C2 O7 C1 109.93(10) . . ? C2 O7 Li1 120.31(11) . . ? C1 O7 Li1 129.76(11) . . ? O7 C1 C2 109.94(13) . 2_656 ? O7 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 2_656 . ? O7 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 2_656 . ? H1A C1 H1B 108.2 . . ? O7 C2 C1 110.80(12) . 2_656 ? O7 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 2_656 . ? O7 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 2_656 . ? H2A C2 H2B 108.1 . . ? O1 C3 C8 120.33(12) . . ? O1 C3 C4 120.98(13) . . ? C8 C3 C4 118.69(13) . . ? C5 C4 C3 119.22(14) . . ? C5 C4 C9 120.72(13) . . ? C3 C4 C9 120.06(13) . . ? C6 C5 C4 122.57(13) . . ? C6 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? C7 C6 C5 117.53(14) . . ? C7 C6 C10 120.96(15) . . ? C5 C6 C10 121.51(14) . . ? C6 C7 C8 121.94(15) . . ? C6 C7 H7 119.0 . . ? C8 C7 H7 119.0 . . ? C7 C8 C3 119.95(13) . . ? C7 C8 C11 120.79(14) . . ? C3 C8 C11 119.27(13) . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O3 C12 C13 112.11(12) . . ? O3 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? O3 C12 H12B 109.2 . . ? C13 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? N1 C13 C12 112.25(13) . . ? N1 C13 H13A 109.2 . . ? C12 C13 H13A 109.2 . . ? N1 C13 H13B 109.2 . . ? C12 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? N1 C14 H14A 109.5 . . ? N1 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N1 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 H15A 109.5 . . ? N1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O2 C16 C17 113.61(15) . . ? O2 C16 C17' 104.43(17) . . ? C17 C16 C17' 58.70(18) . . ? O2 C16 H16A 108.8 . . ? C17 C16 H16A 108.8 . . ? C17' C16 H16A 146.6 . . ? O2 C16 H16B 108.8 . . ? C17 C16 H16B 108.8 . . ? C17' C16 H16B 57.1 . . ? H16A C16 H16B 107.7 . . ? C16 C17 N2 106.84(17) . . ? C16 C17 H17A 110.4 . . ? N2 C17 H17A 110.4 . . ? C16 C17 H17B 110.4 . . ? N2 C17 H17B 110.4 . . ? H17A C17 H17B 108.6 . . ? N2 C18 H18A 109.5 . . ? N2 C18 H18B 109.5 . . ? N2 C18 H18C 109.5 . . ? N2 C19 H19A 109.5 . . ? N2 C19 H19B 109.5 . . ? N2 C19 H19C 109.5 . . ? O5 C20 C21 112.52(11) . . ? O5 C20 H20A 109.1 . . ? C21 C20 H20A 109.1 . . ? O5 C20 H20B 109.1 . . ? C21 C20 H20B 109.1 . . ? H20A C20 H20B 107.8 . . ? N3 C21 C20 111.27(13) . . ? N3 C21 H21A 109.4 . . ? C20 C21 H21A 109.4 . . ? N3 C21 H21B 109.4 . . ? C20 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? N3 C22 H22A 109.5 . . ? N3 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N3 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O6 C24 C25 111.10(12) . . ? O6 C24 H24A 109.4 . . ? C25 C24 H24A 109.4 . . ? O6 C24 H24B 109.4 . . ? C25 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? N4 C25 C24 112.04(12) . . ? N4 C25 H25A 109.2 . . ? C24 C25 H25A 109.2 . . ? N4 C25 H25B 109.2 . . ? C24 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O4 C28 C29 111.71(12) . . ? O4 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? O4 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 107.9 . . ? N5 C29 C28 111.75(13) . . ? N5 C29 H29A 109.3 . . ? C28 C29 H29A 109.3 . . ? N5 C29 H29B 109.3 . . ? C28 C29 H29B 109.3 . . ? H29A C29 H29B 107.9 . . ? N5 C30 H30A 109.5 . . ? N5 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N5 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N5 C31 H31A 109.5 . . ? N5 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N5 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N2 C17' C16 105.0(2) . . ? N2 C17' H17C 110.7 . . ? C16 C17' H17C 110.7 . . ? N2 C17' H17D 110.7 . . ? C16 C17' H17D 110.7 . . ? H17C C17' H17D 108.8 . . ? N2 C18' H18D 109.5 . . ? N2 C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? N2 C18' H18F 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? N2 C19' H19D 109.5 . . ? N2 C19' H19E 109.5 . . ? H19D C19' H19E 109.5 . . ? N2 C19' H19F 109.5 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.399 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.043 _chemical_compound_source synthesized _exptl_crystal_recrystallization_method 'crystallized on cooling in hexane / dioxane from 293 K to 263 K.'