#------------------------------------------------------------------------------ #$Date: 2019-12-11 12:06:29 +0200 (Wed, 11 Dec 2019) $ #$Revision: 244994 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/65/1556505.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1556505 loop_ _publ_author_name 'Gietz, T.' 'Boere, R.T.' _publ_section_title ; Backbone-Substituted beta-Ketoimines and Ketoiminate Clusters: Transoid Li2O2 Squares and D2-Symmetric Li4O4 Cubanes. Synthesis, Crystallography and DFT Calculations ; _journal_name_full Inorganics _journal_page_first 30 _journal_paper_doi 10.3390/inorganics5020030 _journal_volume 5 _journal_year 2017 _chemical_formula_moiety 'C44 H68 Li2 N2 O4' _chemical_formula_sum 'C44 H68 Li2 N2 O4' _chemical_formula_weight 702.88 _chemical_name_systematic ; lithio 2-(2,6-diisopropylphenylamino)-3-methylpent-2-en-4-one dimer thf adduct ; _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 112.886(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 20.843(5) _cell_length_b 10.495(2) _cell_length_c 21.365(5) _cell_measurement_reflns_used 9690 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 28.18 _cell_measurement_theta_min 2.21 _cell_volume 4305.6(17) _computing_cell_refinement 'APEX2 (Bruker, 2006)' _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_data_reduction 'SAINT-Plus (Bruker, 2006)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'IUCr publCIF (Westrip, 2007)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 2003)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type ; Bruker ApexII CCD area detector ; _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0173 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 60577 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 1.75 _diffrn_source_type 'Bruker D8' _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_T_max 0.9918 _exptl_absorpt_correction_T_min 0.9266 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Sheldrick, 2004) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.084 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1536 _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _refine_diff_density_max 0.316 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.035 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 483 _refine_ls_number_reflns 9865 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.030 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0453 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+1.3274P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1184 _refine_ls_wR_factor_ref 0.1285 _reflns_number_gt 7855 _reflns_number_total 9865 _reflns_threshold_expression >2sigma(I) _cod_data_source_file Inorganics-2017-5-30.cif _cod_data_source_block Complex_2c _cod_depositor_comments ; The following automatic conversions were performed: data item '_symmetry_cell_setting' value 'Monoclinic' was changed to 'monoclinic' in accordance with the built-in table derived from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated on 2014-11-21. Automatic conversion script Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas ; _cod_original_cell_volume 4305.7(17) _cod_original_sg_symbol_Hall -P2yn _cod_original_sg_symbol_H-M P2(1)/n _cod_database_code 1556505 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.03218(4) 0.39436(8) 0.01185(4) 0.02934(19) Uani 1 1 d . . . O2 O 0.03985(6) 0.57413(9) 0.13492(5) 0.0429(2) Uani 1 1 d . . . O3 O 0.49271(5) 0.11175(8) 1.02708(4) 0.0323(2) Uani 1 1 d . . . O4 O 0.41140(5) -0.11012(9) 1.05923(5) 0.0395(2) Uani 1 1 d . . . N1 N 0.10399(5) 0.32057(9) 0.09496(5) 0.0251(2) Uani 1 1 d . . . N2 N 0.42734(5) 0.19364(10) 0.89196(5) 0.0266(2) Uani 1 1 d . . . C1 C -0.12500(7) 0.25069(15) -0.00791(8) 0.0438(3) Uani 1 1 d . . . H1A H -0.1454 0.2507 0.0264 0.053 Uiso 1 1 calc R . . H1B H -0.1307 0.1663 -0.0290 0.053 Uiso 1 1 calc R . . H1C H -0.1485 0.3146 -0.0428 0.053 Uiso 1 1 calc R . . C2 C -0.04789(6) 0.28257(11) 0.02576(6) 0.0271(2) Uani 1 1 d . . . C3 C -0.00104(6) 0.19355(11) 0.06668(6) 0.0273(2) Uani 1 1 d . . . C4 C -0.02867(7) 0.06561(13) 0.07916(8) 0.0388(3) Uani 1 1 d . . . H4A H -0.0781 0.0740 0.0712 0.047 Uiso 1 1 calc R . . H4B H -0.0024 0.0389 0.1262 0.047 Uiso 1 1 calc R . . H4C H -0.0233 0.0017 0.0481 0.047 Uiso 1 1 calc R . . C5 C 0.07385(6) 0.21142(11) 0.09503(6) 0.0266(2) Uani 1 1 d . . . C6 C 0.11719(7) 0.09388(13) 0.12548(8) 0.0396(3) Uani 1 1 d . . . H6A H 0.1657 0.1094 0.1317 0.048 Uiso 1 1 calc R . . H6B H 0.0989 0.0213 0.0949 0.048 Uiso 1 1 calc R . . H6C H 0.1151 0.0751 0.1696 0.048 Uiso 1 1 calc R . . C7 C 0.17842(6) 0.33113(11) 0.12209(6) 0.0281(2) Uani 1 1 d . . . C8 C 0.21673(6) 0.34528(13) 0.19238(7) 0.0332(3) Uani 1 1 d . . . C9 C 0.28851(7) 0.36589(15) 0.21520(8) 0.0440(3) Uani 1 1 d . . . H9 H 0.3149 0.3765 0.2625 0.053 Uiso 1 1 calc R . . C10 C 0.32183(7) 0.37121(17) 0.17095(9) 0.0515(4) Uani 1 1 d . . . H10 H 0.3707 0.3851 0.1876 0.062 Uiso 1 1 calc R . . C11 C 0.28401(7) 0.35623(16) 0.10236(8) 0.0475(4) Uani 1 1 d . . . H11 H 0.3073 0.3591 0.0720 0.057 Uiso 1 1 calc R . . C12 C 0.21219(7) 0.33688(13) 0.07654(7) 0.0342(3) Uani 1 1 d . . . C13 C 0.18336(7) 0.33987(15) 0.24402(7) 0.0394(3) Uani 1 1 d . . . H13 H 0.1339 0.3122 0.2197 0.047 Uiso 1 1 calc R . . C14 C 0.18255(9) 0.47108(18) 0.27426(9) 0.0551(4) Uani 1 1 d . . . H14A H 0.2304 0.4985 0.3008 0.066 Uiso 1 1 calc R . . H14B H 0.1566 0.4669 0.3039 0.066 Uiso 1 1 calc R . . H14C H 0.1600 0.5322 0.2376 0.066 Uiso 1 1 calc R . . C15 C 0.21935(9) 0.24223(19) 0.30010(8) 0.0569(4) Uani 1 1 d . . . H15A H 0.2180 0.1581 0.2797 0.068 Uiso 1 1 calc R . . H15B H 0.1952 0.2385 0.3313 0.068 Uiso 1 1 calc R . . H15C H 0.2679 0.2676 0.3252 0.068 Uiso 1 1 calc R . . C16 C 0.17231(7) 0.31654(14) 0.00095(7) 0.0390(3) Uani 1 1 d . . . H16 H 0.1224 0.3383 -0.0097 0.047 Uiso 1 1 calc R . . C17 C 0.17511(13) 0.17824(18) -0.01725(10) 0.0733(6) Uani 1 1 d . . . H17A H 0.1489 0.1666 -0.0661 0.088 Uiso 1 1 calc R . . H17B H 0.1545 0.1254 0.0079 0.088 Uiso 1 1 calc R . . H17C H 0.2237 0.1529 -0.0054 0.088 Uiso 1 1 calc R . . C18 C 0.19715(13) 0.4000(2) -0.04256(9) 0.0715(6) Uani 1 1 d . . . H18A H 0.2440 0.3736 -0.0374 0.086 Uiso 1 1 calc R . . H18B H 0.1982 0.4890 -0.0283 0.086 Uiso 1 1 calc R . . H18C H 0.1653 0.3917 -0.0903 0.086 Uiso 1 1 calc R . . C19 C -0.00161(9) 0.50898(17) 0.16507(8) 0.0513(4) Uani 1 1 d . . . H19A H 0.0204 0.4273 0.1855 0.062 Uiso 1 1 calc R . . H19B H -0.0488 0.4913 0.1306 0.062 Uiso 1 1 calc R . . C20 C -0.00534(12) 0.5976(3) 0.21867(10) 0.0801(7) Uani 1 1 d . . . H20A H 0.0348 0.5851 0.2624 0.096 Uiso 1 1 calc R . . H20B H -0.0491 0.5855 0.2258 0.096 Uiso 1 1 calc R . . C21 C -0.00303(14) 0.7276(3) 0.18896(14) 0.0975(9) Uani 1 1 d . . . H21A H -0.0507 0.7613 0.1649 0.117 Uiso 1 1 calc R . . H21B H 0.0236 0.7883 0.2252 0.117 Uiso 1 1 calc R . . C22 C 0.03212(11) 0.70817(16) 0.14060(11) 0.0664(5) Uani 1 1 d . . . H22A H 0.0036 0.7449 0.0957 0.080 Uiso 1 1 calc R . . H22B H 0.0782 0.7503 0.1579 0.080 Uiso 1 1 calc R . . C23 C 0.49193(9) 0.24405(15) 1.11590(7) 0.0491(4) Uani 1 1 d . . . H23A H 0.5060 0.1634 1.1406 0.059 Uiso 1 1 calc R . . H23B H 0.4513 0.2784 1.1225 0.059 Uiso 1 1 calc R . . H23C H 0.5304 0.3051 1.1331 0.059 Uiso 1 1 calc R . . C24 C 0.47344(6) 0.22113(12) 1.04062(6) 0.0294(3) Uani 1 1 d . . . C25 C 0.43806(6) 0.31266(11) 0.99322(6) 0.0288(3) Uani 1 1 d . . . C26 C 0.42451(8) 0.44218(13) 1.01774(7) 0.0391(3) Uani 1 1 d . . . H26A H 0.3756 0.4479 1.0118 0.047 Uiso 1 1 calc R . . H26B H 0.4349 0.5095 0.9913 0.047 Uiso 1 1 calc R . . H26C H 0.4544 0.4525 1.0659 0.047 Uiso 1 1 calc R . . C27 C 0.41049(6) 0.29112(12) 0.92051(6) 0.0287(2) Uani 1 1 d . . . C28 C 0.35838(8) 0.38976(16) 0.87779(7) 0.0462(4) Uani 1 1 d . . . H28A H 0.3827 0.4698 0.8780 0.055 Uiso 1 1 calc R . . H28B H 0.3231 0.4043 0.8968 0.055 Uiso 1 1 calc R . . H28C H 0.3358 0.3587 0.8310 0.055 Uiso 1 1 calc R . . C29 C 0.39611(6) 0.17607(12) 0.81999(6) 0.0279(2) Uani 1 1 d . . . C30 C 0.41874(7) 0.24531(12) 0.77588(6) 0.0305(3) Uani 1 1 d . . . C31 C 0.38857(8) 0.21971(14) 0.70646(7) 0.0379(3) Uani 1 1 d . . . H31 H 0.4036 0.2659 0.6764 0.046 Uiso 1 1 calc R . . C32 C 0.33729(8) 0.12879(15) 0.68052(7) 0.0431(3) Uani 1 1 d . . . H32 H 0.3166 0.1139 0.6329 0.052 Uiso 1 1 calc R . . C33 C 0.31624(8) 0.05979(15) 0.72389(7) 0.0445(3) Uani 1 1 d . . . H33 H 0.2812 -0.0034 0.7058 0.053 Uiso 1 1 calc R . . C34 C 0.34513(7) 0.08057(14) 0.79384(7) 0.0370(3) Uani 1 1 d . . . C35 C 0.47542(8) 0.34570(13) 0.80141(7) 0.0369(3) Uani 1 1 d . . . H35 H 0.4876 0.3576 0.8512 0.044 Uiso 1 1 calc R . . C36 C 0.54096(9) 0.30226(17) 0.79175(9) 0.0534(4) Uani 1 1 d . . . H36A H 0.5567 0.2206 0.8149 0.064 Uiso 1 1 calc R . . H36B H 0.5777 0.3661 0.8110 0.064 Uiso 1 1 calc R . . H36C H 0.5305 0.2923 0.7432 0.064 Uiso 1 1 calc R . . C37 C 0.45138(10) 0.47434(14) 0.76640(8) 0.0505(4) Uani 1 1 d . . . H37A H 0.4404 0.4656 0.7177 0.061 Uiso 1 1 calc R . . H37B H 0.4886 0.5374 0.7859 0.061 Uiso 1 1 calc R . . H37C H 0.4097 0.5024 0.7732 0.061 Uiso 1 1 calc R . . C38 C 0.31884(9) 0.00690(19) 0.84030(8) 0.0573(5) Uani 1 1 d . . . H38 H 0.3565 0.0085 0.8869 0.069 Uiso 1 1 calc R . . C39 C 0.30325(13) -0.1323(2) 0.81987(11) 0.0882(8) Uani 1 1 d . . . H39A H 0.2934 -0.1779 0.8552 0.106 Uiso 1 1 calc R . . H39B H 0.3436 -0.1709 0.8145 0.106 Uiso 1 1 calc R . . H39C H 0.2627 -0.1375 0.7768 0.106 Uiso 1 1 calc R . . C40 C 0.25578(13) 0.0731(3) 0.84410(14) 0.0976(9) Uani 1 1 d . . . H40A H 0.2687 0.1594 0.8622 0.117 Uiso 1 1 calc R . . H40B H 0.2391 0.0248 0.8740 0.117 Uiso 1 1 calc R . . H40C H 0.2188 0.0779 0.7985 0.117 Uiso 1 1 calc R . . C41 C 0.35297(7) -0.02644(14) 1.04183(8) 0.0441(3) Uani 1 1 d . . . H41A H 0.3495 0.0277 1.0027 0.053 Uiso 1 1 calc R . . H41B H 0.3577 0.0294 1.0807 0.053 Uiso 1 1 calc R . . C42 C 0.28908(8) -0.11008(16) 1.02374(10) 0.0531(4) Uani 1 1 d . . . H42A H 0.2523 -0.0826 0.9802 0.064 Uiso 1 1 calc R . . H42B H 0.2703 -0.1064 1.0597 0.064 Uiso 1 1 calc R . . C43 C 0.31389(9) -0.24348(17) 1.01766(10) 0.0577(4) Uani 1 1 d . . . H43A H 0.3132 -0.2983 1.0551 0.069 Uiso 1 1 calc R . . H43B H 0.2842 -0.2826 0.9738 0.069 Uiso 1 1 calc R . . C44 C 0.38664(8) -0.22602(15) 1.02196(9) 0.0493(4) Uani 1 1 d . . . H44A H 0.4162 -0.2988 1.0458 0.059 Uiso 1 1 calc R . . H44B H 0.3872 -0.2194 0.9759 0.059 Uiso 1 1 calc R . . Li1 Li 0.05014(10) 0.48332(19) 0.05905(10) 0.0290(4) Uani 1 1 d . . . Li2 Li 0.50200(11) -0.06154(19) 1.05467(10) 0.0305(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0249(4) 0.0273(4) 0.0315(4) 0.0035(3) 0.0063(3) -0.0016(3) O2 0.0542(6) 0.0357(5) 0.0409(5) -0.0064(4) 0.0206(5) 0.0030(4) O3 0.0416(5) 0.0263(4) 0.0263(4) -0.0004(3) 0.0103(4) 0.0012(4) O4 0.0309(5) 0.0329(5) 0.0510(6) -0.0015(4) 0.0119(4) 0.0002(4) N1 0.0217(5) 0.0259(5) 0.0257(5) 0.0014(4) 0.0072(4) 0.0004(4) N2 0.0235(5) 0.0308(5) 0.0236(5) 0.0006(4) 0.0073(4) -0.0015(4) C1 0.0269(7) 0.0428(8) 0.0531(9) 0.0019(6) 0.0064(6) -0.0078(6) C2 0.0244(6) 0.0290(6) 0.0271(6) -0.0035(5) 0.0094(5) -0.0045(5) C3 0.0284(6) 0.0249(6) 0.0289(6) -0.0001(4) 0.0113(5) -0.0044(5) C4 0.0390(7) 0.0314(7) 0.0454(8) 0.0038(6) 0.0158(6) -0.0084(6) C5 0.0283(6) 0.0254(6) 0.0252(5) 0.0013(4) 0.0093(5) 0.0010(5) C6 0.0362(7) 0.0280(6) 0.0488(8) 0.0082(6) 0.0101(6) 0.0027(5) C7 0.0225(6) 0.0244(5) 0.0348(6) 0.0036(5) 0.0082(5) 0.0014(4) C8 0.0258(6) 0.0343(6) 0.0348(7) 0.0007(5) 0.0065(5) -0.0026(5) C9 0.0277(7) 0.0525(9) 0.0415(8) 0.0004(6) 0.0024(6) -0.0051(6) C10 0.0215(6) 0.0688(11) 0.0587(10) 0.0066(8) 0.0095(6) -0.0055(7) C11 0.0288(7) 0.0642(10) 0.0519(9) 0.0114(7) 0.0183(6) 0.0015(7) C12 0.0270(6) 0.0360(7) 0.0394(7) 0.0073(5) 0.0128(5) 0.0030(5) C13 0.0301(7) 0.0524(8) 0.0302(6) -0.0037(6) 0.0057(5) -0.0055(6) C14 0.0441(9) 0.0661(11) 0.0494(9) -0.0156(8) 0.0120(7) -0.0005(8) C15 0.0567(10) 0.0718(12) 0.0394(8) 0.0106(8) 0.0156(7) 0.0026(9) C16 0.0318(7) 0.0510(8) 0.0367(7) 0.0060(6) 0.0160(6) 0.0051(6) C17 0.1023(16) 0.0525(11) 0.0534(11) -0.0041(8) 0.0174(11) -0.0118(11) C18 0.0996(16) 0.0710(12) 0.0444(9) 0.0089(9) 0.0286(10) -0.0200(11) C19 0.0571(10) 0.0594(10) 0.0443(8) -0.0017(7) 0.0275(7) 0.0052(8) C20 0.0685(13) 0.122(2) 0.0527(11) -0.0304(12) 0.0268(10) 0.0124(13) C21 0.0942(18) 0.0896(18) 0.1040(19) -0.0553(15) 0.0333(15) 0.0146(14) C22 0.0746(13) 0.0377(9) 0.0803(13) -0.0213(8) 0.0229(10) 0.0020(8) C23 0.0699(11) 0.0462(8) 0.0279(7) -0.0043(6) 0.0155(7) 0.0064(8) C24 0.0324(6) 0.0292(6) 0.0267(6) -0.0038(5) 0.0119(5) -0.0054(5) C25 0.0306(6) 0.0266(6) 0.0314(6) -0.0019(5) 0.0146(5) -0.0010(5) C26 0.0469(8) 0.0324(7) 0.0428(8) -0.0038(6) 0.0227(6) 0.0029(6) C27 0.0258(6) 0.0318(6) 0.0308(6) 0.0040(5) 0.0134(5) 0.0024(5) C28 0.0480(8) 0.0564(9) 0.0355(7) 0.0084(6) 0.0177(6) 0.0255(7) C29 0.0248(6) 0.0321(6) 0.0247(6) 0.0008(5) 0.0071(4) 0.0025(5) C30 0.0330(6) 0.0306(6) 0.0283(6) -0.0010(5) 0.0123(5) 0.0026(5) C31 0.0483(8) 0.0395(7) 0.0281(6) 0.0001(5) 0.0171(6) 0.0023(6) C32 0.0486(8) 0.0496(8) 0.0242(6) -0.0072(6) 0.0065(6) 0.0021(7) C33 0.0384(8) 0.0497(8) 0.0354(7) -0.0068(6) 0.0033(6) -0.0101(6) C34 0.0302(6) 0.0448(8) 0.0304(6) 0.0008(5) 0.0055(5) -0.0070(6) C35 0.0464(8) 0.0351(7) 0.0326(6) -0.0021(5) 0.0192(6) -0.0073(6) C36 0.0458(9) 0.0541(10) 0.0663(11) -0.0004(8) 0.0283(8) -0.0095(7) C37 0.0762(11) 0.0339(7) 0.0476(9) -0.0012(6) 0.0309(8) -0.0063(7) C38 0.0457(9) 0.0791(12) 0.0369(8) 0.0072(8) 0.0047(7) -0.0312(8) C39 0.0900(16) 0.0844(15) 0.0635(12) 0.0182(11) 0.0009(11) -0.0512(13) C40 0.0719(15) 0.145(2) 0.0959(17) 0.0148(17) 0.0543(14) -0.0226(15) C41 0.0366(7) 0.0395(8) 0.0595(9) 0.0033(7) 0.0222(7) 0.0048(6) C42 0.0343(8) 0.0548(10) 0.0704(11) 0.0090(8) 0.0205(7) 0.0009(7) C43 0.0484(9) 0.0526(10) 0.0705(11) -0.0068(8) 0.0214(8) -0.0133(8) C44 0.0421(8) 0.0393(8) 0.0625(10) -0.0101(7) 0.0161(7) -0.0027(6) Li1 0.0274(10) 0.0265(10) 0.0298(10) 0.0011(8) 0.0074(8) 0.0002(8) Li2 0.0326(11) 0.0283(10) 0.0285(10) 0.0005(8) 0.0097(8) 0.0002(8) 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' 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 C2 O1 Li1 126.55(10) . . C2 O1 Li1 144.06(10) . 3_565 Li1 O1 Li1 87.01(9) . 3_565 C22 O2 C19 108.88(13) . . C22 O2 Li1 126.98(13) . . C19 O2 Li1 114.67(11) . . C24 O3 Li2 126.82(10) . 3_657 C24 O3 Li2 142.05(10) . . Li2 O3 Li2 89.09(10) 3_657 . C41 O4 C44 106.89(11) . . C41 O4 Li2 123.90(10) . . C44 O4 Li2 109.41(11) . . C5 N1 C7 120.82(10) . . C5 N1 Li1 122.98(10) . . C7 N1 Li1 116.19(9) . . C27 N2 C29 120.69(10) . . C27 N2 Li2 122.86(10) . 3_657 C29 N2 Li2 116.45(10) . 3_657 C2 C1 H1A 109.5 . . C2 C1 H1B 109.5 . . H1A C1 H1B 109.5 . . C2 C1 H1C 109.5 . . H1A C1 H1C 109.5 . . H1B C1 H1C 109.5 . . O1 C2 C3 125.50(11) . . O1 C2 C1 114.17(11) . . C3 C2 C1 120.32(11) . . C2 C3 C5 123.73(11) . . C2 C3 C4 118.81(11) . . C5 C3 C4 117.33(11) . . C3 C4 H4A 109.5 . . C3 C4 H4B 109.5 . . H4A C4 H4B 109.5 . . C3 C4 H4C 109.5 . . H4A C4 H4C 109.5 . . H4B C4 H4C 109.5 . . N1 C5 C3 123.55(11) . . N1 C5 C6 120.44(11) . . C3 C5 C6 116.01(10) . . C5 C6 H6A 109.5 . . C5 C6 H6B 109.5 . . H6A C6 H6B 109.5 . . C5 C6 H6C 109.5 . . H6A C6 H6C 109.5 . . H6B C6 H6C 109.5 . . C12 C7 C8 120.30(11) . . C12 C7 N1 118.52(11) . . C8 C7 N1 121.00(11) . . C9 C8 C7 118.31(13) . . C9 C8 C13 118.90(12) . . C7 C8 C13 122.79(11) . . C10 C9 C8 121.64(14) . . C10 C9 H9 119.2 . . C8 C9 H9 119.2 . . C9 C10 C11 119.62(13) . . C9 C10 H10 120.2 . . C11 C10 H10 120.2 . . C10 C11 C12 121.34(14) . . C10 C11 H11 119.3 . . C12 C11 H11 119.3 . . C11 C12 C7 118.78(13) . . C11 C12 C16 120.09(12) . . C7 C12 C16 121.07(11) . . C8 C13 C14 111.00(13) . . C8 C13 C15 111.73(12) . . C14 C13 C15 110.82(13) . . C8 C13 H13 107.7 . . C14 C13 H13 107.7 . . C15 C13 H13 107.7 . . C13 C14 H14A 109.5 . . C13 C14 H14B 109.5 . . H14A C14 H14B 109.5 . . C13 C14 H14C 109.5 . . H14A C14 H14C 109.5 . . H14B C14 H14C 109.5 . . C13 C15 H15A 109.5 . . C13 C15 H15B 109.5 . . H15A C15 H15B 109.5 . . C13 C15 H15C 109.5 . . H15A C15 H15C 109.5 . . H15B C15 H15C 109.5 . . C18 C16 C17 110.06(15) . . C18 C16 C12 113.40(13) . . C17 C16 C12 110.46(13) . . C18 C16 H16 107.6 . . C17 C16 H16 107.6 . . C12 C16 H16 107.6 . . C16 C17 H17A 109.5 . . C16 C17 H17B 109.5 . . H17A C17 H17B 109.5 . . C16 C17 H17C 109.5 . . H17A C17 H17C 109.5 . . H17B C17 H17C 109.5 . . C16 C18 H18A 109.5 . . C16 C18 H18B 109.5 . . H18A C18 H18B 109.5 . . C16 C18 H18C 109.5 . . H18A C18 H18C 109.5 . . H18B C18 H18C 109.5 . . O2 C19 C20 105.43(16) . . O2 C19 H19A 110.7 . . C20 C19 H19A 110.7 . . O2 C19 H19B 110.7 . . C20 C19 H19B 110.7 . . H19A C19 H19B 108.8 . . C19 C20 C21 102.65(17) . . C19 C20 H20A 111.2 . . C21 C20 H20A 111.2 . . C19 C20 H20B 111.2 . . C21 C20 H20B 111.2 . . H20A C20 H20B 109.1 . . C22 C21 C20 105.74(16) . . C22 C21 H21A 110.6 . . C20 C21 H21A 110.6 . . C22 C21 H21B 110.6 . . C20 C21 H21B 110.6 . . H21A C21 H21B 108.7 . . O2 C22 C21 107.17(18) . . O2 C22 H22A 110.3 . . C21 C22 H22A 110.3 . . O2 C22 H22B 110.3 . . C21 C22 H22B 110.3 . . H22A C22 H22B 108.5 . . C24 C23 H23A 109.5 . . C24 C23 H23B 109.5 . . H23A C23 H23B 109.5 . . C24 C23 H23C 109.5 . . H23A C23 H23C 109.5 . . H23B C23 H23C 109.5 . . O3 C24 C25 125.44(11) . . O3 C24 C23 113.98(11) . . C25 C24 C23 120.57(12) . . C24 C25 C27 123.58(11) . . C24 C25 C26 119.07(11) . . C27 C25 C26 117.31(11) . . C25 C26 H26A 109.5 . . C25 C26 H26B 109.5 . . H26A C26 H26B 109.5 . . C25 C26 H26C 109.5 . . H26A C26 H26C 109.5 . . H26B C26 H26C 109.5 . . N2 C27 C25 123.76(11) . . N2 C27 C28 120.75(11) . . C25 C27 C28 115.48(11) . . C27 C28 H28A 109.5 . . C27 C28 H28B 109.5 . . H28A C28 H28B 109.5 . . C27 C28 H28C 109.5 . . H28A C28 H28C 109.5 . . H28B C28 H28C 109.5 . . C34 C29 C30 119.94(11) . . C34 C29 N2 118.43(11) . . C30 C29 N2 121.47(11) . . C31 C30 C29 118.85(12) . . C31 C30 C35 118.86(12) . . C29 C30 C35 122.29(11) . . C32 C31 C30 121.33(13) . . C32 C31 H31 119.3 . . C30 C31 H31 119.3 . . C33 C32 C31 119.62(12) . . C33 C32 H32 120.2 . . C31 C32 H32 120.2 . . C32 C33 C34 121.46(13) . . C32 C33 H33 119.3 . . C34 C33 H33 119.3 . . C33 C34 C29 118.76(12) . . C33 C34 C38 120.39(13) . . C29 C34 C38 120.75(12) . . C30 C35 C36 110.86(12) . . C30 C35 C37 112.06(12) . . C36 C35 C37 109.70(12) . . C30 C35 H35 108.0 . . C36 C35 H35 108.0 . . C37 C35 H35 108.0 . . C35 C36 H36A 109.5 . . C35 C36 H36B 109.5 . . H36A C36 H36B 109.5 . . C35 C36 H36C 109.5 . . H36A C36 H36C 109.5 . . H36B C36 H36C 109.5 . . C35 C37 H37A 109.5 . . C35 C37 H37B 109.5 . . H37A C37 H37B 109.5 . . C35 C37 H37C 109.5 . . H37A C37 H37C 109.5 . . H37B C37 H37C 109.5 . . C40 C38 C34 110.01(16) . . C40 C38 C39 111.21(18) . . C34 C38 C39 113.08(16) . . C40 C38 H38 107.4 . . C34 C38 H38 107.4 . . C39 C38 H38 107.4 . . C38 C39 H39A 109.5 . . C38 C39 H39B 109.5 . . H39A C39 H39B 109.5 . . C38 C39 H39C 109.5 . . H39A C39 H39C 109.5 . . H39B C39 H39C 109.5 . . C38 C40 H40A 109.5 . . C38 C40 H40B 109.5 . . H40A C40 H40B 109.5 . . C38 C40 H40C 109.5 . . H40A C40 H40C 109.5 . . H40B C40 H40C 109.5 . . O4 C41 C42 106.63(12) . . O4 C41 H41A 110.4 . . C42 C41 H41A 110.4 . . O4 C41 H41B 110.4 . . C42 C41 H41B 110.4 . . H41A C41 H41B 108.6 . . C41 C42 C43 105.18(13) . . C41 C42 H42A 110.7 . . C43 C42 H42A 110.7 . . C41 C42 H42B 110.7 . . C43 C42 H42B 110.7 . . H42A C42 H42B 108.8 . . C44 C43 C42 104.68(13) . . C44 C43 H43A 110.8 . . C42 C43 H43A 110.8 . . C44 C43 H43B 110.8 . . C42 C43 H43B 110.8 . . H43A C43 H43B 108.9 . . O4 C44 C43 105.97(13) . . O4 C44 H44A 110.5 . . C43 C44 H44A 110.5 . . O4 C44 H44B 110.5 . . C43 C44 H44B 110.5 . . H44A C44 H44B 108.7 . . O1 Li1 O1 92.99(9) . 3_565 O1 Li1 O2 108.44(11) . . O1 Li1 O2 106.15(11) 3_565 . O1 Li1 N1 92.32(9) . . O1 Li1 N1 141.02(12) 3_565 . O2 Li1 N1 108.62(10) . . O1 Li1 Li1 47.15(7) . 3_565 O1 Li1 Li1 45.84(7) 3_565 3_565 O2 Li1 Li1 115.56(13) . 3_565 N1 Li1 Li1 126.85(13) . 3_565 O3 Li2 O3 90.91(10) 3_657 . O3 Li2 O4 112.01(11) 3_657 . O3 Li2 O4 106.01(11) . . O3 Li2 N2 92.24(10) 3_657 3_657 O3 Li2 N2 142.77(12) . 3_657 O4 Li2 N2 107.05(10) . 3_657 O3 Li2 Li2 45.92(7) 3_657 3_657 O3 Li2 Li2 44.99(7) . 3_657 O4 Li2 Li2 117.60(13) . 3_657 N2 Li2 Li2 126.85(14) 3_657 3_657 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 O1 C2 1.2836(15) . O1 Li1 1.867(2) . O1 Li1 1.908(2) 3_565 O2 C22 1.4264(19) . O2 C19 1.4362(19) . O2 Li1 1.963(2) . O3 C24 1.2858(15) . O3 Li2 1.868(2) 3_657 O3 Li2 1.898(2) . O4 C41 1.4283(17) . O4 C44 1.4354(18) . O4 Li2 1.995(2) . N1 C5 1.3068(15) . N1 C7 1.4337(15) . N1 Li1 2.024(2) . N2 C27 1.3072(16) . N2 C29 1.4297(15) . N2 Li2 2.021(2) 3_657 C1 C2 1.5211(17) . C1 H1A 0.9800 . C1 H1B 0.9800 . C1 H1C 0.9800 . C2 C3 1.3881(17) . C3 C5 1.4503(17) . C3 C4 1.5248(17) . C4 H4A 0.9800 . C4 H4B 0.9800 . C4 H4C 0.9800 . C5 C6 1.5178(17) . C6 H6A 0.9800 . C6 H6B 0.9800 . C6 H6C 0.9800 . C7 C12 1.4070(18) . C7 C8 1.4079(18) . C8 C9 1.3985(19) . C8 C13 1.5169(19) . C9 C10 1.375(2) . C9 H9 0.9500 . C10 C11 1.377(2) . C10 H10 0.9500 . C11 C12 1.3942(19) . C11 H11 0.9500 . C12 C16 1.5167(19) . C13 C14 1.524(2) . C13 C15 1.533(2) . C13 H13 1.0000 . 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 C18 1.508(2) . C16 C17 1.510(2) . C16 H16 1.0000 . 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 1.501(2) . C19 H19A 0.9900 . C19 H19B 0.9900 . C20 C21 1.513(4) . C20 H20A 0.9900 . C20 H20B 0.9900 . C21 C22 1.495(3) . C21 H21A 0.9900 . C21 H21B 0.9900 . C22 H22A 0.9900 . C22 H22B 0.9900 . C23 C24 1.5204(18) . C23 H23A 0.9800 . C23 H23B 0.9800 . C23 H23C 0.9800 . C24 C25 1.3824(17) . C25 C27 1.4492(17) . C25 C26 1.5221(17) . C26 H26A 0.9800 . C26 H26B 0.9800 . C26 H26C 0.9800 . C27 C28 1.5210(18) . C28 H28A 0.9800 . C28 H28B 0.9800 . C28 H28C 0.9800 . C29 C34 1.4085(18) . C29 C30 1.4087(17) . C30 C31 1.3937(18) . C30 C35 1.5172(19) . C31 C32 1.378(2) . C31 H31 0.9500 . C32 C33 1.375(2) . C32 H32 0.9500 . C33 C34 1.3942(19) . C33 H33 0.9500 . C34 C38 1.519(2) . C35 C36 1.528(2) . C35 C37 1.530(2) . C35 H35 1.0000 . C36 H36A 0.9800 . C36 H36B 0.9800 . C36 H36C 0.9800 . C37 H37A 0.9800 . C37 H37B 0.9800 . C37 H37C 0.9800 . C38 C40 1.517(3) . C38 C39 1.523(3) . C38 H38 1.0000 . C39 H39A 0.9800 . C39 H39B 0.9800 . C39 H39C 0.9800 . C40 H40A 0.9800 . C40 H40B 0.9800 . C40 H40C 0.9800 . C41 C42 1.514(2) . C41 H41A 0.9900 . C41 H41B 0.9900 . C42 C43 1.515(3) . C42 H42A 0.9900 . C42 H42B 0.9900 . C43 C44 1.494(2) . C43 H43A 0.9900 . C43 H43B 0.9900 . C44 H44A 0.9900 . C44 H44B 0.9900 . Li1 O1 1.908(2) 3_565 Li1 Li1 2.599(4) 3_565 Li2 O3 1.868(2) 3_657 Li2 N2 2.021(2) 3_657 Li2 Li2 2.642(4) 3_657 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 Li1 O1 C2 C3 -17.70(19) . . . . Li1 O1 C2 C3 138.06(16) 3_565 . . . Li1 O1 C2 C1 163.20(12) . . . . Li1 O1 C2 C1 -41.0(2) 3_565 . . . O1 C2 C3 C5 -5.47(19) . . . . C1 C2 C3 C5 173.59(12) . . . . O1 C2 C3 C4 178.81(12) . . . . C1 C2 C3 C4 -2.14(18) . . . . C7 N1 C5 C3 -178.21(11) . . . . Li1 N1 C5 C3 2.97(18) . . . . C7 N1 C5 C6 1.48(17) . . . . Li1 N1 C5 C6 -177.34(11) . . . . C2 C3 C5 N1 12.41(19) . . . . C4 C3 C5 N1 -171.80(12) . . . . C2 C3 C5 C6 -167.29(12) . . . . C4 C3 C5 C6 8.50(16) . . . . C5 N1 C7 C12 102.53(14) . . . . Li1 N1 C7 C12 -78.56(14) . . . . C5 N1 C7 C8 -82.26(15) . . . . Li1 N1 C7 C8 96.64(13) . . . . C12 C7 C8 C9 0.44(19) . . . . N1 C7 C8 C9 -174.68(12) . . . . C12 C7 C8 C13 -179.93(12) . . . . N1 C7 C8 C13 4.95(19) . . . . C7 C8 C9 C10 -0.6(2) . . . . C13 C8 C9 C10 179.71(15) . . . . C8 C9 C10 C11 0.1(3) . . . . C9 C10 C11 C12 0.6(3) . . . . C10 C11 C12 C7 -0.8(2) . . . . C10 C11 C12 C16 -178.07(15) . . . . C8 C7 C12 C11 0.27(19) . . . . N1 C7 C12 C11 175.50(12) . . . . C8 C7 C12 C16 177.50(12) . . . . N1 C7 C12 C16 -7.26(18) . . . . C9 C8 C13 C14 70.42(17) . . . . C7 C8 C13 C14 -109.21(14) . . . . C9 C8 C13 C15 -53.83(18) . . . . C7 C8 C13 C15 126.54(14) . . . . C11 C12 C16 C18 -39.5(2) . . . . C7 C12 C16 C18 143.32(15) . . . . C11 C12 C16 C17 84.60(18) . . . . C7 C12 C16 C17 -92.60(17) . . . . C22 O2 C19 C20 -28.26(19) . . . . Li1 O2 C19 C20 -177.19(13) . . . . O2 C19 C20 C21 31.9(2) . . . . C19 C20 C21 C22 -24.3(2) . . . . C19 O2 C22 C21 12.4(2) . . . . Li1 O2 C22 C21 156.46(16) . . . . C20 C21 C22 O2 8.2(2) . . . . Li2 O3 C24 C25 15.7(2) 3_657 . . . Li2 O3 C24 C25 -142.37(15) . . . . Li2 O3 C24 C23 -165.25(13) 3_657 . . . Li2 O3 C24 C23 36.7(2) . . . . O3 C24 C25 C27 7.6(2) . . . . C23 C24 C25 C27 -171.34(13) . . . . O3 C24 C25 C26 -174.65(12) . . . . C23 C24 C25 C26 6.36(19) . . . . C29 N2 C27 C25 177.72(11) . . . . Li2 N2 C27 C25 -2.65(18) 3_657 . . . C29 N2 C27 C28 -1.28(18) . . . . Li2 N2 C27 C28 178.36(12) 3_657 . . . C24 C25 C27 N2 -13.71(19) . . . . C26 C25 C27 N2 168.55(12) . . . . C24 C25 C27 C28 165.34(13) . . . . C26 C25 C27 C28 -12.40(17) . . . . C27 N2 C29 C34 -105.39(14) . . . . Li2 N2 C29 C34 74.95(14) 3_657 . . . C27 N2 C29 C30 79.21(15) . . . . Li2 N2 C29 C30 -100.45(14) 3_657 . . . C34 C29 C30 C31 1.64(18) . . . . N2 C29 C30 C31 176.97(11) . . . . C34 C29 C30 C35 -177.62(12) . . . . N2 C29 C30 C35 -2.29(18) . . . . C29 C30 C31 C32 0.2(2) . . . . C35 C30 C31 C32 179.46(13) . . . . C30 C31 C32 C33 -1.3(2) . . . . C31 C32 C33 C34 0.7(2) . . . . C32 C33 C34 C29 1.1(2) . . . . C32 C33 C34 C38 177.46(16) . . . . C30 C29 C34 C33 -2.2(2) . . . . N2 C29 C34 C33 -177.72(12) . . . . C30 C29 C34 C38 -178.61(14) . . . . N2 C29 C34 C38 5.9(2) . . . . C31 C30 C35 C36 -67.29(17) . . . . C29 C30 C35 C36 111.98(14) . . . . C31 C30 C35 C37 55.66(16) . . . . C29 C30 C35 C37 -125.08(13) . . . . C33 C34 C38 C40 -85.3(2) . . . . C29 C34 C38 C40 90.98(19) . . . . C33 C34 C38 C39 39.7(2) . . . . C29 C34 C38 C39 -144.01(16) . . . . C44 O4 C41 C42 28.38(16) . . . . Li2 O4 C41 C42 156.87(13) . . . . O4 C41 C42 C43 -11.73(18) . . . . C41 C42 C43 C44 -8.33(19) . . . . C41 O4 C44 C43 -34.01(17) . . . . Li2 O4 C44 C43 -170.47(13) . . . . C42 C43 C44 O4 25.54(19) . . . . C2 O1 Li1 O1 166.03(12) . . . 3_565 Li1 O1 Li1 O1 0.0 3_565 . . 3_565 C2 O1 Li1 O2 -85.84(14) . . . . Li1 O1 Li1 O2 108.13(13) 3_565 . . . C2 O1 Li1 N1 24.67(14) . . . . Li1 O1 Li1 N1 -141.37(13) 3_565 . . . C2 O1 Li1 Li1 166.03(12) . . . 3_565 C22 O2 Li1 O1 -108.32(16) . . . . C19 O2 Li1 O1 34.00(15) . . . . C22 O2 Li1 O1 -9.47(19) . . . 3_565 C19 O2 Li1 O1 132.86(12) . . . 3_565 C22 O2 Li1 N1 152.63(14) . . . . C19 O2 Li1 N1 -65.04(14) . . . . C22 O2 Li1 Li1 -57.8(2) . . . 3_565 C19 O2 Li1 Li1 84.57(17) . . . 3_565 C5 N1 Li1 O1 -17.16(14) . . . . C7 N1 Li1 O1 163.96(9) . . . . C5 N1 Li1 O1 -114.81(18) . . . 3_565 C7 N1 Li1 O1 66.3(2) . . . 3_565 C5 N1 Li1 O2 93.18(13) . . . . C7 N1 Li1 O2 -85.70(12) . . . . C5 N1 Li1 Li1 -52.1(2) . . . 3_565 C7 N1 Li1 Li1 129.07(16) . . . 3_565 C24 O3 Li2 O3 162.61(16) . . . 3_657 Li2 O3 Li2 O3 0.0 3_657 . . 3_657 C24 O3 Li2 O4 49.4(2) . . . . Li2 O3 Li2 O4 -113.24(13) 3_657 . . . C24 O3 Li2 N2 -102.5(2) . . . 3_657 Li2 O3 Li2 N2 94.9(2) 3_657 . . 3_657 C24 O3 Li2 Li2 162.61(16) . . . 3_657 C41 O4 Li2 O3 -95.62(15) . . . 3_657 C44 O4 Li2 O3 31.81(15) . . . 3_657 C41 O4 Li2 O3 2.07(17) . . . . C44 O4 Li2 O3 129.50(12) . . . . C41 O4 Li2 N2 164.71(11) . . . 3_657 C44 O4 Li2 N2 -67.86(13) . . . 3_657 C41 O4 Li2 Li2 -45.1(2) . . . 3_657 C44 O4 Li2 Li2 82.37(17) . . . 3_657