Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Andrews, Phil' 'Calleja, Simone M.' 'Maguire, Melissa' _publ_contact_author_name 'Dr Phil Andrews' _publ_contact_author_address ; School of Chemistry Monash University PO Box 23 Melbourne Vic 3166 AUSTRALIA ; _publ_contact_author_email 'P.ANDREWS@SCI.MONASH.EDU.AU' _publ_section_title ; Solid State Structures of Homo and Hetero-Bimetallic Alkali Metal Complexes Containing the Dianion of (S)-N-(alpha-Methylbenzyl)allylamine ; data_hexamer _database_code_CSD 184382 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'dilithio - (s)-N-(alpha-benzylmethyl)allylamide' _chemical_melting_point '141 – 143C' _chemical_formula_moiety ? _chemical_formula_sum 'C11 H13 Li2 N' _chemical_formula_weight 173.10 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' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 26.797(4) _cell_length_b 26.797(4) _cell_length_c 7.3661(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4580.9(13) _cell_formula_units_Z 18 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'irregular block' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1656 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method 'CCD' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20446 _diffrn_reflns_av_R_equivalents 0.0724 _diffrn_reflns_av_sigmaI/netI 0.0832 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 28.44 _reflns_number_total 4967 _reflns_number_gt 3194 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[^2^(Fo^2^)+(0.1000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 2(2) _refine_ls_number_reflns 4967 _refine_ls_number_parameters 271 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0989 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1383 _refine_ls_wR_factor_gt 0.1136 _refine_ls_goodness_of_fit_ref 0.805 _refine_ls_restrained_S_all 0.804 _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 N2 N 0.16170(8) 0.54839(8) 0.6956(2) 0.0270(4) Uani 1 1 d . . . N1 N 0.21876(8) 0.72040(8) 0.7482(2) 0.0277(4) Uani 1 1 d . . . C11 C 0.28821(10) 0.70828(9) 0.4949(3) 0.0278(5) Uani 1 1 d . . . C22 C 0.24694(10) 0.62068(10) 0.9382(3) 0.0288(5) Uani 1 1 d . . . C3 C 0.12449(10) 0.68408(10) 0.8966(3) 0.0305(5) Uani 1 1 d . . . C10 C 0.23679(11) 0.69910(10) 0.4409(3) 0.0319(5) Uani 1 1 d . . . C21 C 0.20877(10) 0.56798(10) 0.9926(3) 0.0312(5) Uani 1 1 d . . . C9 C 0.19622(10) 0.70715(10) 0.5632(3) 0.0315(5) Uani 1 1 d . . . H9A H 0.1911 0.7389 0.5163 0.038 Uiso 1 1 calc R . . H9B H 0.1581 0.6715 0.5635 0.038 Uiso 1 1 calc R . . C14 C 0.10574(9) 0.45417(10) 0.5361(3) 0.0274(5) Uani 1 1 d . . . C20 C 0.15902(10) 0.52504(10) 0.8781(3) 0.0312(5) Uani 1 1 d . . . H20A H 0.1604 0.4889 0.8687 0.037 Uiso 1 1 calc R . . H20B H 0.1222 0.5160 0.9369 0.037 Uiso 1 1 calc R . . C15 C 0.14080(10) 0.45499(10) 0.3949(3) 0.0324(6) Uani 1 1 d . . . H15 H 0.1664 0.4906 0.3380 0.039 Uiso 1 1 calc R . . C12 C 0.10834(10) 0.50989(10) 0.5976(3) 0.0313(5) Uani 1 1 d . . . H12 H 0.0754 0.4992 0.6826 0.038 Uiso 1 1 calc R . . C8 C 0.11280(11) 0.64481(11) 1.0360(3) 0.0388(6) Uani 1 1 d . . . H8 H 0.1424 0.6516 1.1202 0.047 Uiso 1 1 calc R . . C19 C 0.06931(10) 0.40103(10) 0.6168(3) 0.0354(6) Uani 1 1 d . . . H19 H 0.0452 0.3988 0.7147 0.042 Uiso 1 1 calc R . . C1 C 0.18483(9) 0.73532(10) 0.8718(3) 0.0312(5) Uani 1 1 d . . . H1 H 0.2040 0.7425 0.9932 0.037 Uiso 1 1 calc R . . C17 C 0.10234(12) 0.35296(11) 0.4157(3) 0.0421(6) Uani 1 1 d . . . H17 H 0.1007 0.3185 0.3750 0.051 Uiso 1 1 calc R . . C4 C 0.07951(10) 0.67179(11) 0.7754(4) 0.0400(6) Uani 1 1 d . . . H4 H 0.0861 0.6971 0.6765 0.048 Uiso 1 1 calc R . . C6 C 0.01529(12) 0.58546(12) 0.9375(4) 0.0523(7) Uani 1 1 d . . . H6 H -0.0218 0.5524 0.9523 0.063 Uiso 1 1 calc R . . C18 C 0.06781(11) 0.35154(10) 0.5561(4) 0.0421(6) Uani 1 1 d . . . H18 H 0.0424 0.3158 0.6125 0.050 Uiso 1 1 calc R . . C7 C 0.05863(12) 0.59556(13) 1.0556(4) 0.0509(8) Uani 1 1 d . . . H7 H 0.0520 0.5691 1.1511 0.061 Uiso 1 1 calc R . . C16 C 0.13934(11) 0.40489(11) 0.3350(4) 0.0403(6) Uani 1 1 d . . . H16 H 0.1638 0.4066 0.2388 0.048 Uiso 1 1 calc R . . C5 C 0.02538(12) 0.62324(13) 0.7969(4) 0.0528(8) Uani 1 1 d . . . H5 H -0.0047 0.6161 0.7143 0.063 Uiso 1 1 calc R . . C13 C 0.10089(10) 0.54136(10) 0.4378(3) 0.0404(6) Uani 1 1 d . . . H13A H 0.1354 0.5574 0.3610 0.061 Uiso 1 1 calc R . . H13B H 0.0953 0.5727 0.4825 0.061 Uiso 1 1 calc R . . H13C H 0.0672 0.5144 0.3666 0.061 Uiso 1 1 calc R . . C2 C 0.18464(11) 0.79084(10) 0.8217(4) 0.0446(6) Uani 1 1 d . . . H2A H 0.1660 0.7860 0.7034 0.067 Uiso 1 1 calc R . . H2B H 0.2244 0.8230 0.8154 0.067 Uiso 1 1 calc R . . H2C H 0.1634 0.7990 0.9142 0.067 Uiso 1 1 calc R . . Li1 Li 0.28171(16) 0.70350(16) 0.8141(5) 0.0282(8) Uani 1 1 d . . . Li2 Li 0.24169(17) 0.61354(16) 0.6158(5) 0.0301(9) Uani 1 1 d . . . Li3 Li 0.17594(17) 0.62767(17) 0.8111(6) 0.0341(9) Uani 1 1 d . . . Li4 Li 0.29580(17) 0.78617(17) 0.6332(5) 0.0326(9) Uani 1 1 d . . . H11 H 0.3076(10) 0.7007(9) 0.386(3) 0.027(6) Uiso 1 1 d . . . H22 H 0.2750(10) 0.6402(10) 1.034(3) 0.026(6) Uiso 1 1 d . . . H10 H 0.2204(11) 0.6854(11) 0.318(4) 0.043(7) Uiso 1 1 d . . . H21 H 0.2125(11) 0.5543(10) 1.111(4) 0.041(7) Uiso 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 N2 0.0241(10) 0.0228(10) 0.0327(11) 0.0007(8) -0.0016(8) 0.0105(8) N1 0.0242(11) 0.0275(10) 0.0336(11) -0.0009(8) 0.0002(8) 0.0148(9) C11 0.0278(12) 0.0209(12) 0.0331(13) 0.0023(10) 0.0015(10) 0.0111(10) C22 0.0276(12) 0.0298(13) 0.0312(13) -0.0036(10) -0.0022(10) 0.0159(11) C3 0.0258(12) 0.0306(13) 0.0379(13) -0.0050(10) 0.0001(10) 0.0163(11) C10 0.0318(13) 0.0304(13) 0.0315(13) 0.0010(10) -0.0034(10) 0.0141(11) C21 0.0345(14) 0.0308(13) 0.0275(13) 0.0036(10) 0.0042(10) 0.0156(11) C9 0.0250(12) 0.0289(13) 0.0397(14) -0.0012(10) -0.0066(10) 0.0128(10) C14 0.0214(11) 0.0232(12) 0.0342(12) -0.0009(9) -0.0044(10) 0.0086(10) C20 0.0300(13) 0.0265(12) 0.0352(14) 0.0031(10) 0.0086(10) 0.0127(11) C15 0.0286(12) 0.0259(12) 0.0377(14) 0.0002(10) -0.0018(10) 0.0099(10) C12 0.0233(12) 0.0280(12) 0.0411(13) 0.0004(10) -0.0001(10) 0.0117(10) C8 0.0331(14) 0.0434(15) 0.0424(15) 0.0027(11) -0.0017(11) 0.0210(12) C19 0.0373(14) 0.0263(13) 0.0368(14) 0.0040(10) 0.0003(10) 0.0116(11) C1 0.0240(12) 0.0248(12) 0.0441(13) -0.0030(10) 0.0013(10) 0.0117(10) C17 0.0496(16) 0.0313(14) 0.0517(16) -0.0087(11) -0.0119(13) 0.0248(12) C4 0.0291(13) 0.0385(14) 0.0464(15) 0.0031(11) -0.0010(11) 0.0123(11) C6 0.0320(14) 0.0411(16) 0.0716(19) 0.0025(15) 0.0045(14) 0.0092(13) C18 0.0478(16) 0.0212(12) 0.0483(16) 0.0083(11) -0.0041(13) 0.0105(12) C7 0.0472(17) 0.0426(16) 0.0613(19) 0.0176(13) 0.0068(14) 0.0213(14) C16 0.0370(14) 0.0452(16) 0.0428(15) -0.0080(12) -0.0033(11) 0.0235(13) C5 0.0350(15) 0.0559(18) 0.0586(18) -0.0063(15) -0.0134(13) 0.0161(14) C13 0.0361(13) 0.0305(13) 0.0551(15) -0.0030(11) -0.0127(11) 0.0170(11) C2 0.0380(14) 0.0339(14) 0.0664(18) -0.0003(12) 0.0072(12) 0.0214(12) Li1 0.026(2) 0.0205(18) 0.036(2) 0.0009(15) -0.0029(15) 0.0097(16) Li2 0.029(2) 0.024(2) 0.034(2) 0.0011(16) 0.0007(16) 0.0114(17) Li3 0.029(2) 0.029(2) 0.045(2) -0.0018(17) 0.0005(18) 0.0145(19) Li4 0.027(2) 0.032(2) 0.038(2) -0.0003(17) -0.0021(17) 0.0141(18) _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 N2 C12 1.468(3) . ? N2 C20 1.469(3) . ? N2 Li2 2.061(4) . ? N2 Li3 2.138(4) . ? N2 Li4 2.166(4) 2_665 ? N1 C9 1.460(3) . ? N1 C1 1.477(3) . ? N1 Li1 2.013(4) . ? N1 Li4 2.109(4) . ? N1 Li3 2.203(4) . ? C11 C10 1.334(3) . ? C11 Li2 2.147(4) 3_565 ? C11 Li4 2.239(5) . ? C11 Li1 2.357(5) . ? C11 Li2 2.372(4) . ? C22 C21 1.326(3) . ? C22 Li1 2.135(4) . ? C22 Li3 2.211(5) . ? C22 Li1 2.325(4) 2_665 ? C22 Li2 2.381(4) . ? C3 C8 1.389(3) . ? C3 C4 1.400(3) . ? C3 C1 1.521(3) . ? C3 Li3 2.582(4) . ? C10 C9 1.508(3) . ? C10 Li4 2.503(5) . ? C10 Li2 2.690(4) . ? C21 C20 1.510(3) . ? C21 Li3 2.555(5) . ? C21 Li1 2.586(4) 2_665 ? C9 Li4 2.494(5) . ? C9 Li3 2.647(5) . ? C14 C19 1.394(3) . ? C14 C15 1.394(3) . ? C14 C12 1.528(3) . ? C14 Li4 2.609(5) 2_665 ? C20 Li4 2.488(5) 2_665 ? C20 Li3 2.601(5) . ? C15 C16 1.395(3) . ? C15 Li4 2.488(5) 2_665 ? C12 C13 1.518(3) . ? C8 C7 1.398(4) . ? C8 Li3 2.568(5) . ? C19 C18 1.381(3) . ? C1 C2 1.536(3) . ? C17 C16 1.376(4) . ? C17 C18 1.376(4) . ? C4 C5 1.391(4) . ? C6 C7 1.365(4) . ? C6 C5 1.378(4) . ? Li1 C22 2.325(4) 3_565 ? Li1 Li4 2.447(6) . ? Li1 Li3 2.531(5) . ? Li1 Li2 2.551(5) . ? Li1 Li2 2.564(5) 3_565 ? Li1 C21 2.586(4) 3_565 ? Li2 C11 2.147(4) 2_665 ? Li2 Li3 2.446(6) . ? Li2 Li4 2.500(5) 2_665 ? Li2 Li1 2.564(5) 2_665 ? Li4 N2 2.166(4) 3_565 ? Li4 C20 2.488(5) 3_565 ? Li4 C15 2.488(5) 3_565 ? Li4 Li2 2.500(5) 3_565 ? Li4 C14 2.609(5) 3_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 N2 C20 109.13(17) . . ? C12 N2 Li2 133.64(17) . . ? C20 N2 Li2 115.50(17) . . ? C12 N2 Li3 121.42(18) . . ? C20 N2 Li3 90.32(16) . . ? Li2 N2 Li3 71.24(16) . . ? C12 N2 Li4 101.16(17) . 2_665 ? C20 N2 Li4 84.03(16) . 2_665 ? Li2 N2 Li4 72.46(16) . 2_665 ? Li3 N2 Li4 136.33(16) . 2_665 ? C9 N1 C1 113.92(18) . . ? C9 N1 Li1 117.52(18) . . ? C1 N1 Li1 127.65(19) . . ? C9 N1 Li4 86.67(17) . . ? C1 N1 Li4 119.96(18) . . ? Li1 N1 Li4 72.82(16) . . ? C9 N1 Li3 90.18(17) . . ? C1 N1 Li3 97.56(16) . . ? Li1 N1 Li3 73.62(16) . . ? Li4 N1 Li3 140.11(16) . . ? C10 C11 Li2 154.0(2) . 3_565 ? C10 C11 Li4 84.94(18) . . ? Li2 C11 Li4 69.46(15) 3_565 . ? C10 C11 Li1 104.26(19) . . ? Li2 C11 Li1 69.25(15) 3_565 . ? Li4 C11 Li1 64.30(16) . . ? C10 C11 Li2 88.45(17) . . ? Li2 C11 Li2 109.8(2) 3_565 . ? Li4 C11 Li2 125.53(18) . . ? Li1 C11 Li2 65.30(14) . . ? C21 C22 Li1 160.1(2) . . ? C21 C22 Li3 88.86(19) . . ? Li1 C22 Li3 71.19(16) . . ? C21 C22 Li1 85.57(18) . 2_665 ? Li1 C22 Li1 106.3(2) . 2_665 ? Li3 C22 Li1 126.97(18) . 2_665 ? C21 C22 Li2 103.48(19) . . ? Li1 C22 Li2 68.55(15) . . ? Li3 C22 Li2 64.26(16) . . ? Li1 C22 Li2 66.04(15) 2_665 . ? C8 C3 C4 116.8(2) . . ? C8 C3 C1 120.5(2) . . ? C4 C3 C1 122.5(2) . . ? C8 C3 Li3 73.80(17) . . ? C4 C3 Li3 110.84(18) . . ? C1 C3 Li3 82.03(15) . . ? C11 C10 C9 123.2(2) . . ? C11 C10 Li4 63.00(16) . . ? C9 C10 Li4 72.12(16) . . ? C11 C10 Li2 61.84(15) . . ? C9 C10 Li2 100.47(16) . . ? Li4 C10 Li2 104.25(15) . . ? C22 C21 C20 124.0(2) . . ? C22 C21 Li3 59.89(16) . . ? C20 C21 Li3 74.66(17) . . ? C22 C21 Li1 63.69(16) . 2_665 ? C20 C21 Li1 101.91(16) . 2_665 ? Li3 C21 Li1 104.29(15) . 2_665 ? N1 C9 C10 110.59(18) . . ? N1 C9 Li4 57.56(14) . . ? C10 C9 Li4 72.74(16) . . ? N1 C9 Li3 56.33(14) . . ? C10 C9 Li3 99.76(16) . . ? Li4 C9 Li3 104.03(15) . . ? C19 C14 C15 117.1(2) . . ? C19 C14 C12 122.6(2) . . ? C15 C14 C12 120.3(2) . . ? C19 C14 Li4 118.42(17) . 2_665 ? C15 C14 Li4 69.40(16) . 2_665 ? C12 C14 Li4 82.35(15) . 2_665 ? N2 C20 C21 110.49(18) . . ? N2 C20 Li4 60.00(14) . 2_665 ? C21 C20 Li4 99.32(17) . 2_665 ? N2 C20 Li3 55.28(14) . . ? C21 C20 Li3 71.31(16) . . ? Li4 C20 Li3 103.45(15) 2_665 . ? C14 C15 C16 121.8(2) . . ? C14 C15 Li4 78.96(17) . 2_665 ? C16 C15 Li4 115.16(19) . 2_665 ? N2 C12 C13 110.09(18) . . ? N2 C12 C14 112.65(18) . . ? C13 C12 C14 111.0(2) . . ? C3 C8 C7 121.7(2) . . ? C3 C8 Li3 74.90(17) . . ? C7 C8 Li3 111.3(2) . . ? C18 C19 C14 120.8(2) . . ? N1 C1 C3 110.49(18) . . ? N1 C1 C2 114.5(2) . . ? C3 C1 C2 112.73(19) . . ? C16 C17 C18 119.2(2) . . ? C5 C4 C3 121.3(2) . . ? C7 C6 C5 119.9(3) . . ? C17 C18 C19 121.4(2) . . ? C6 C7 C8 120.0(3) . . ? C17 C16 C15 119.7(2) . . ? C6 C5 C4 120.2(3) . . ? N1 Li1 C22 110.97(18) . . ? N1 Li1 C22 137.3(2) . 3_565 ? C22 Li1 C22 102.27(19) . 3_565 ? N1 Li1 C11 78.13(15) . . ? C22 Li1 C11 117.74(19) . . ? C22 Li1 C11 109.43(17) 3_565 . ? N1 Li1 Li4 55.40(14) . . ? C22 Li1 Li4 164.4(2) . . ? C22 Li1 Li4 93.29(16) 3_565 . ? C11 Li1 Li4 55.51(14) . . ? N1 Li1 Li3 56.65(14) . . ? C22 Li1 Li3 55.79(14) . . ? C22 Li1 Li3 154.8(2) 3_565 . ? C11 Li1 Li3 93.30(17) . . ? Li4 Li1 Li3 109.0(2) . . ? N1 Li1 Li2 94.06(16) . . ? C22 Li1 Li2 60.27(15) . . ? C22 Li1 Li2 126.1(2) 3_565 . ? C11 Li1 Li2 57.65(11) . . ? Li4 Li1 Li2 110.21(17) . . ? Li3 Li1 Li2 57.54(15) . . ? N1 Li1 Li2 112.89(17) . 3_565 ? C22 Li1 Li2 129.5(2) . 3_565 ? C22 Li1 Li2 58.02(14) 3_565 3_565 ? C11 Li1 Li2 51.52(11) . 3_565 ? Li4 Li1 Li2 59.78(14) . 3_565 ? Li3 Li1 Li2 144.18(19) . 3_565 ? Li2 Li1 Li2 92.6(2) . 3_565 ? N1 Li1 C21 107.50(17) . 3_565 ? C22 Li1 C21 117.52(18) . 3_565 ? C22 Li1 C21 30.74(9) 3_565 3_565 ? C11 Li1 C21 117.00(17) . 3_565 ? Li4 Li1 C21 76.32(15) . 3_565 ? Li3 Li1 C21 143.37(19) . 3_565 ? Li2 Li1 C21 156.5(2) . 3_565 ? Li2 Li1 C21 70.77(14) 3_565 3_565 ? N2 Li2 C11 111.49(18) . 2_665 ? N2 Li2 C11 141.4(2) . . ? C11 Li2 C11 100.89(19) 2_665 . ? N2 Li2 C22 77.19(14) . . ? C11 Li2 C22 115.05(18) 2_665 . ? C11 Li2 C22 108.06(17) . . ? N2 Li2 Li3 55.86(14) . . ? C11 Li2 Li3 163.4(2) 2_665 . ? C11 Li2 Li3 95.09(17) . . ? C22 Li2 Li3 54.50(14) . . ? N2 Li2 Li4 55.72(13) . 2_665 ? C11 Li2 Li4 57.00(14) 2_665 2_665 ? C11 Li2 Li4 156.3(2) . 2_665 ? C22 Li2 Li4 90.64(16) . 2_665 ? Li3 Li2 Li4 107.8(2) . 2_665 ? N2 Li2 Li1 113.89(17) . . ? C11 Li2 Li1 125.3(2) 2_665 . ? C11 Li2 Li1 57.05(14) . . ? C22 Li2 Li1 51.17(11) . . ? Li3 Li2 Li1 60.80(14) . . ? Li4 Li2 Li1 140.67(19) 2_665 . ? N2 Li2 Li1 94.01(15) . 2_665 ? C11 Li2 Li1 59.24(15) 2_665 2_665 ? C11 Li2 Li1 121.2(2) . 2_665 ? C22 Li2 Li1 55.94(12) . 2_665 ? Li3 Li2 Li1 108.19(17) . 2_665 ? Li4 Li2 Li1 57.78(15) 2_665 2_665 ? Li1 Li2 Li1 88.6(2) . 2_665 ? N2 Li2 C10 112.66(17) . . ? C11 Li2 C10 117.75(17) 2_665 . ? C11 Li2 C10 29.71(9) . . ? C22 Li2 C10 115.81(17) . . ? Li3 Li2 C10 78.68(16) . . ? Li4 Li2 C10 149.2(2) 2_665 . ? Li1 Li2 C10 69.24(14) . . ? Li1 Li2 C10 150.3(2) 2_665 . ? N2 Li3 N1 140.4(2) . . ? N2 Li3 C22 79.51(15) . . ? N1 Li3 C22 101.51(17) . . ? N2 Li3 Li2 52.91(13) . . ? N1 Li3 Li2 92.39(17) . . ? C22 Li3 Li2 61.24(14) . . ? N2 Li3 Li1 111.92(19) . . ? N1 Li3 Li1 49.73(13) . . ? C22 Li3 Li1 53.02(13) . . ? Li2 Li3 Li1 61.66(14) . . ? N2 Li3 C21 62.12(12) . . ? N1 Li3 C21 131.91(19) . . ? C22 Li3 C21 31.25(10) . . ? Li2 Li3 C21 73.18(15) . . ? Li1 Li3 C21 84.26(15) . . ? N2 Li3 C8 128.90(19) . . ? N1 Li3 C8 87.26(15) . . ? C22 Li3 C8 114.45(19) . . ? Li2 Li3 C8 175.5(2) . . ? Li1 Li3 C8 115.10(19) . . ? C21 Li3 C8 103.78(17) . . ? N2 Li3 C3 142.8(2) . . ? N1 Li3 C3 61.35(12) . . ? C22 Li3 C3 132.9(2) . . ? Li2 Li3 C3 150.6(2) . . ? Li1 Li3 C3 103.85(17) . . ? C21 Li3 C3 133.68(19) . . ? C8 Li3 C3 31.30(9) . . ? N2 Li3 C20 34.39(9) . . ? N1 Li3 C20 161.72(19) . . ? C22 Li3 C20 62.13(13) . . ? Li2 Li3 C20 72.92(14) . . ? Li1 Li3 C20 112.37(17) . . ? C21 Li3 C20 34.03(9) . . ? C8 Li3 C20 106.52(17) . . ? C3 Li3 C20 135.30(18) . . ? N2 Li3 C9 112.83(18) . . ? N1 Li3 C9 33.48(9) . . ? C22 Li3 C9 121.41(18) . . ? Li2 Li3 C9 81.09(15) . . ? Li1 Li3 C9 70.32(14) . . ? C21 Li3 C9 150.26(18) . . ? C8 Li3 C9 100.93(15) . . ? C3 Li3 C9 69.64(13) . . ? C20 Li3 C9 147.01(19) . . ? N1 Li4 N2 140.3(2) . 3_565 ? N1 Li4 C11 78.98(16) . . ? N2 Li4 C11 104.27(18) 3_565 . ? N1 Li4 Li1 51.78(13) . . ? N2 Li4 Li1 94.77(17) 3_565 . ? C11 Li4 Li1 60.19(15) . . ? N1 Li4 C20 109.75(18) . 3_565 ? N2 Li4 C20 35.97(9) 3_565 3_565 ? C11 Li4 C20 124.73(18) . 3_565 ? Li1 Li4 C20 82.44(16) . 3_565 ? N1 Li4 C15 131.82(19) . 3_565 ? N2 Li4 C15 85.75(16) 3_565 3_565 ? C11 Li4 C15 107.59(18) . 3_565 ? Li1 Li4 C15 167.5(2) . 3_565 ? C20 Li4 C15 104.68(16) 3_565 3_565 ? N1 Li4 C9 35.77(10) . . ? N2 Li4 C9 166.4(2) 3_565 . ? C11 Li4 C9 63.54(13) . . ? Li1 Li4 C9 74.26(15) . . ? C20 Li4 C9 145.46(19) 3_565 . ? C15 Li4 C9 103.23(16) 3_565 . ? N1 Li4 Li2 112.0(2) . 3_565 ? N2 Li4 Li2 51.82(13) 3_565 3_565 ? C11 Li4 Li2 53.54(13) . 3_565 ? Li1 Li4 Li2 62.44(15) . 3_565 ? C20 Li4 Li2 74.01(14) 3_565 3_565 ? C15 Li4 Li2 109.17(18) 3_565 3_565 ? C9 Li4 Li2 114.94(19) . 3_565 ? N1 Li4 C10 63.24(13) . . ? N2 Li4 C10 134.7(2) 3_565 . ? C11 Li4 C10 32.06(10) . . ? Li1 Li4 C10 74.02(15) . . ? C20 Li4 C10 154.14(19) 3_565 . ? C15 Li4 C10 96.79(16) 3_565 . ? C9 Li4 C10 35.14(9) . . ? Li2 Li4 C10 85.52(17) 3_565 . ? N1 Li4 C14 142.9(2) . 3_565 ? N2 Li4 C14 62.15(13) 3_565 3_565 ? C11 Li4 C14 131.07(19) . 3_565 ? Li1 Li4 C14 155.2(2) . 3_565 ? C20 Li4 C14 73.38(13) 3_565 3_565 ? C15 Li4 C14 31.64(9) 3_565 3_565 ? C9 Li4 C14 129.86(17) . 3_565 ? Li2 Li4 C14 104.40(17) 3_565 3_565 ? C10 Li4 C14 128.22(18) . 3_565 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.44 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.164 _refine_diff_density_min -0.167 _refine_diff_density_rms 0.035 data_snambali _database_code_CSD 184383 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'dilithio – (s)-N-(alpha-benzylmethyl)allylamide.tmeda' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H58 Li4 N6' _chemical_formula_weight 578.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Li' 'Li' -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.6373(19) _cell_length_b 11.832(2) _cell_length_c 16.811(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.69(3) _cell_angle_gamma 90.00 _cell_volume 1883.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'irregular block' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.020 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 0.059 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9901 _exptl_absorpt_correction_T_max 0.9941 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method 'CCD' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28099 _diffrn_reflns_av_R_equivalents 0.0923 _diffrn_reflns_av_sigmaI/netI 0.0986 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 28.29 _reflns_number_total 9111 _reflns_number_gt 5402 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1 ' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[^2^(Fo^2^)+(0.0542P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.5(15) _refine_ls_number_reflns 9111 _refine_ls_number_parameters 518 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1046 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1170 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 0.929 _refine_ls_restrained_S_all 0.929 _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 N1 N 0.45166(14) 0.56407(14) 0.81185(9) 0.0326(3) Uani 1 1 d . B . C1 C 0.58161(17) 0.62404(18) 0.84213(11) 0.0335(4) Uani 1 1 d . . . Li1 Li 0.2820(3) 0.5394(3) 0.86460(18) 0.0361(7) Uani 1 1 d . B . N2 N 0.19440(17) 0.67925(15) 0.91797(10) 0.0434(4) Uani 1 1 d . B . C2 C 0.6601(2) 0.5647(2) 0.91731(13) 0.0473(6) Uani 1 1 d . . . N3 N 0.2189(2) 0.43902(16) 0.95764(11) 0.0539(5) Uani 1 1 d . . . C3 C 0.67594(17) 0.63633(17) 0.77859(11) 0.0335(4) Uani 1 1 d . . . C4 C 0.7239(2) 0.5410(2) 0.74316(14) 0.0453(5) Uani 1 1 d . . . Li2 Li 0.4151(3) 0.4110(3) 0.7769(2) 0.0392(8) Uani 1 1 d . B . C5 C 0.8067(2) 0.5516(2) 0.68369(13) 0.0514(6) Uani 1 1 d . . . C6 C 0.8427(2) 0.6575(2) 0.65917(12) 0.0517(6) Uani 1 1 d . . . C7 C 0.7967(2) 0.7521(2) 0.69356(13) 0.0497(6) Uani 1 1 d . . . C8 C 0.71390(19) 0.74141(19) 0.75311(12) 0.0393(5) Uani 1 1 d . . . C9 C 0.36311(18) 0.62894(18) 0.74792(11) 0.0347(4) Uani 1 1 d . . . C10 C 0.22183(19) 0.57079(18) 0.71964(11) 0.0352(4) Uani 1 1 d . B . C11 C 0.19131(19) 0.46564(18) 0.74008(11) 0.0360(5) Uani 1 1 d . . . C25 C 0.1404(4) 0.6284(3) 0.98588(19) 0.0852(10) Uani 1 1 d . . . H25A H 0.2115 0.6414 1.0356 0.102 Uiso 1 1 calc R A 1 H25B H 0.0543 0.6704 0.9922 0.102 Uiso 1 1 calc R A 1 C28 C 0.1228(4) 0.3483(4) 0.9283(2) 0.1345(19) Uani 1 1 d . B . H28A H 0.1691 0.2951 0.8969 0.202 Uiso 1 1 calc R . . H28B H 0.0383 0.3793 0.8937 0.202 Uiso 1 1 calc R . . H28C H 0.0957 0.3087 0.9743 0.202 Uiso 1 1 calc R . . C27 C 0.3364(4) 0.3897(3) 1.01155(17) 0.0942(10) Uani 1 1 d . B . H27A H 0.3031 0.3547 1.0574 0.141 Uiso 1 1 calc R . . H27B H 0.4056 0.4486 1.0314 0.141 Uiso 1 1 calc R . . H27C H 0.3806 0.3321 0.9826 0.141 Uiso 1 1 calc R . . C24 C 0.3007(2) 0.7649(2) 0.94676(15) 0.0586(6) Uani 1 1 d . . . H24A H 0.3383 0.7954 0.9008 0.088 Uiso 1 1 calc R B . H24B H 0.3776 0.7309 0.9857 0.088 Uiso 1 1 calc R . . H24C H 0.2577 0.8262 0.9731 0.088 Uiso 1 1 calc R . . C23 C 0.0775(3) 0.7305(3) 0.86202(16) 0.0744(8) Uani 1 1 d . . . H23A H 0.0334 0.7890 0.8903 0.112 Uiso 1 1 calc R B . H23B H 0.0075 0.6723 0.8416 0.112 Uiso 1 1 calc R . . H23C H 0.1130 0.7645 0.8166 0.112 Uiso 1 1 calc R . . C26A C 0.2064(6) 0.5371(5) 1.0190(3) 0.0511(11) Uani 0.50 1 d P B 2 H26A H 0.1556 0.5082 1.0608 0.061 Uiso 0.50 1 calc PR B 2 H26B H 0.3025 0.5589 1.0465 0.061 Uiso 0.50 1 calc PR B 2 C26B C 0.1061(6) 0.5098(5) 0.9823(3) 0.0604(14) Uani 0.50 1 d P B 1 H26C H 0.0168 0.4983 0.9433 0.073 Uiso 0.50 1 calc PR B 1 H26D H 0.0908 0.4847 1.0362 0.073 Uiso 0.50 1 calc PR B 1 N4 N 0.18250(15) 0.13536(14) 0.75604(9) 0.0351(4) Uani 1 1 d . . . C21 C 0.4167(2) 0.1398(2) 0.84387(14) 0.0537(6) Uani 1 1 d . . . C22 C 0.4463(2) 0.24050(18) 0.81543(12) 0.0402(5) Uani 1 1 d . B . C20 C 0.2765(2) 0.0784(2) 0.82176(14) 0.0475(5) Uani 1 1 d . B . C19 C -0.03831(19) 0.04264(18) 0.58125(12) 0.0354(4) Uani 1 1 d . B . C14 C -0.02544(18) 0.11009(16) 0.65029(11) 0.0332(4) Uani 1 1 d . . . C15 C -0.08726(19) 0.21663(18) 0.64199(13) 0.0381(5) Uani 1 1 d . B . C12 C 0.0558(2) 0.06779(19) 0.73122(11) 0.0391(5) Uani 1 1 d . B . C13 C -0.0418(3) 0.0651(3) 0.79421(14) 0.0557(6) Uani 1 1 d . . . Li3 Li 0.2194(3) 0.2923(3) 0.7780(2) 0.0414(8) Uani 1 1 d . B . C18 C -0.1084(2) 0.08157(19) 0.50655(13) 0.0411(5) Uani 1 1 d . . . C17 C -0.1686(2) 0.18715(19) 0.49945(13) 0.0416(5) Uani 1 1 d . B . C16 C -0.1579(2) 0.2550(2) 0.56743(13) 0.0420(5) Uani 1 1 d . . . Li4 Li 0.3422(3) 0.1646(3) 0.69441(19) 0.0407(8) Uani 1 1 d . B . N5 N 0.35590(15) 0.26488(14) 0.58961(9) 0.0359(4) Uani 1 1 d . . . C31 C 0.4242(2) 0.1895(2) 0.53825(13) 0.0511(6) Uani 1 1 d . B . H31A H 0.5279 0.1996 0.5521 0.061 Uiso 1 1 calc R . . H31B H 0.3931 0.2108 0.4807 0.061 Uiso 1 1 calc R . . N29 N 0.42913(16) 0.03273(15) 0.63457(12) 0.0496(5) Uani 1 1 d . . . C32 C 0.3889(2) 0.0688(2) 0.54924(14) 0.0597(7) Uani 1 1 d . B . H32A H 0.2861 0.0575 0.5310 0.072 Uiso 1 1 calc R . . H32B H 0.4387 0.0210 0.5151 0.072 Uiso 1 1 calc R . . C29 C 0.20831(19) 0.28613(18) 0.55153(12) 0.0389(5) Uani 1 1 d . B . H29A H 0.1642 0.3356 0.5865 0.058 Uiso 1 1 calc R . . H29B H 0.1570 0.2143 0.5438 0.058 Uiso 1 1 calc R . . H29C H 0.2053 0.3227 0.4989 0.058 Uiso 1 1 calc R . . C33 C 0.5827(2) 0.0342(2) 0.66242(18) 0.0681(7) Uani 1 1 d . B . H33A H 0.6053 0.0056 0.7180 0.102 Uiso 1 1 calc R . . H33B H 0.6175 0.1119 0.6608 0.102 Uiso 1 1 calc R . . H33C H 0.6277 -0.0138 0.6271 0.102 Uiso 1 1 calc R . . C30 C 0.4292(3) 0.3736(2) 0.60025(15) 0.0592(7) Uani 1 1 d . B . H30A H 0.4340 0.4057 0.5471 0.089 Uiso 1 1 calc R . . H30B H 0.5250 0.3625 0.6310 0.089 Uiso 1 1 calc R . . H30C H 0.3776 0.4254 0.6298 0.089 Uiso 1 1 calc R . . C34 C 0.3759(3) -0.0814(2) 0.64312(19) 0.0697(8) Uani 1 1 d . B . H34A H 0.4188 -0.1337 0.6095 0.104 Uiso 1 1 calc R . . H34B H 0.2731 -0.0821 0.6258 0.104 Uiso 1 1 calc R . . H34C H 0.4002 -0.1049 0.6999 0.104 Uiso 1 1 calc R . . H4 H 0.750(2) 0.602(2) 0.9404(13) 0.053(6) Uiso 1 1 d . . . H2 H 0.6047(19) 0.5612(18) 0.9565(12) 0.036(5) Uiso 1 1 d . . . H24 H 0.2362(19) 0.0685(18) 0.8737(13) 0.045(5) Uiso 1 1 d . . . H17 H -0.076(2) 0.143(2) 0.8042(11) 0.035(5) Uiso 1 1 d . . . H19 H -0.192(2) 0.330(2) 0.5634(13) 0.051(6) Uiso 1 1 d . . . H7 H 0.9036(19) 0.6643(17) 0.6167(11) 0.036(5) Uiso 1 1 d . . . H20 H 0.011(2) -0.027(2) 0.5841(13) 0.049(6) Uiso 1 1 d . . . H15 H 0.009(2) 0.031(2) 0.8522(16) 0.069(7) Uiso 1 1 d . . . H14 H 0.079(2) -0.020(2) 0.7251(12) 0.047(6) Uiso 1 1 d . . . H3 H 0.683(2) 0.485(3) 0.9013(15) 0.061(7) Uiso 1 1 d . . . H26 H 0.546(2) 0.2686(19) 0.8391(13) 0.046(5) Uiso 1 1 d . . . H9 H 0.678(2) 0.8094(19) 0.7794(13) 0.047(6) Uiso 1 1 d . . . H21 H -0.119(2) 0.031(2) 0.4588(15) 0.064(7) Uiso 1 1 d . . . H22 H -0.226(2) 0.2116(19) 0.4506(14) 0.052(6) Uiso 1 1 d . . . H18 H -0.0777(19) 0.2606(18) 0.6878(13) 0.037(5) Uiso 1 1 d . . . H16 H -0.132(3) 0.016(2) 0.7742(14) 0.064(7) Uiso 1 1 d . . . H1 H 0.5581(17) 0.7057(17) 0.8531(10) 0.026(4) Uiso 1 1 d . . . H11 H 0.4138(19) 0.6417(17) 0.6983(11) 0.037(5) Uiso 1 1 d . . . H12 H 0.145(2) 0.624(2) 0.6839(13) 0.056(6) Uiso 1 1 d . . . H6 H 0.843(2) 0.478(2) 0.6662(14) 0.054(6) Uiso 1 1 d . . . H10 H 0.3452(18) 0.7141(18) 0.7673(11) 0.036(5) Uiso 1 1 d . . . H13 H 0.093(2) 0.4484(18) 0.7147(12) 0.044(5) Uiso 1 1 d . . . H5 H 0.690(2) 0.468(2) 0.7597(13) 0.049(6) Uiso 1 1 d . . . H23 H 0.303(2) 0.001(2) 0.8037(13) 0.049(6) Uiso 1 1 d . . . H8 H 0.823(2) 0.825(2) 0.6765(14) 0.061(7) Uiso 1 1 d . . . H25 H 0.475(3) 0.102(2) 0.8840(16) 0.076(8) Uiso 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 N1 0.0285(7) 0.0349(9) 0.0320(8) 0.0020(7) -0.0006(6) -0.0044(7) C1 0.0309(9) 0.0328(12) 0.0362(11) -0.0055(9) 0.0049(8) -0.0073(8) Li1 0.0339(14) 0.0399(19) 0.0352(17) -0.0017(15) 0.0079(13) -0.0019(14) N2 0.0490(9) 0.0400(10) 0.0426(10) -0.0030(8) 0.0120(8) 0.0033(8) C2 0.0406(11) 0.0613(17) 0.0374(12) 0.0042(12) 0.0008(10) -0.0140(11) N3 0.0767(13) 0.0479(12) 0.0431(11) 0.0096(9) 0.0265(9) 0.0104(10) C3 0.0277(8) 0.0375(12) 0.0340(10) -0.0038(9) 0.0024(7) -0.0003(8) C4 0.0335(10) 0.0483(15) 0.0527(13) -0.0101(11) 0.0042(9) -0.0001(10) Li2 0.0332(15) 0.038(2) 0.0455(19) -0.0036(16) 0.0055(13) -0.0035(14) C5 0.0353(10) 0.0677(18) 0.0501(13) -0.0167(13) 0.0053(9) 0.0120(11) C6 0.0314(10) 0.088(2) 0.0350(11) 0.0001(12) 0.0047(9) 0.0075(11) C7 0.0386(11) 0.0655(17) 0.0449(13) 0.0147(12) 0.0073(9) -0.0007(11) C8 0.0366(10) 0.0435(13) 0.0378(11) -0.0009(10) 0.0071(8) 0.0004(9) C9 0.0357(9) 0.0340(12) 0.0340(10) 0.0026(9) 0.0052(8) 0.0002(9) C10 0.0338(9) 0.0414(13) 0.0291(10) -0.0014(9) 0.0022(8) 0.0027(9) C11 0.0295(10) 0.0440(14) 0.0331(11) -0.0083(9) 0.0021(8) -0.0011(8) C25 0.129(3) 0.062(2) 0.085(2) -0.0082(17) 0.0750(19) 0.0035(19) C28 0.125(3) 0.204(5) 0.079(2) 0.022(3) 0.029(2) -0.107(3) C27 0.131(3) 0.089(2) 0.0531(17) 0.0254(17) -0.0088(17) 0.003(2) C24 0.0656(14) 0.0532(16) 0.0538(14) -0.0130(12) 0.0027(11) -0.0019(12) C23 0.0556(13) 0.096(2) 0.0672(17) -0.0243(16) -0.0011(12) 0.0294(14) C26A 0.063(3) 0.055(3) 0.040(3) 0.010(2) 0.023(2) 0.011(3) C26B 0.068(3) 0.069(4) 0.056(3) -0.008(3) 0.043(3) -0.001(3) N4 0.0379(8) 0.0342(9) 0.0302(8) 0.0049(7) -0.0014(6) -0.0060(7) C21 0.0525(12) 0.0516(15) 0.0462(13) 0.0100(12) -0.0190(10) 0.0026(12) C22 0.0362(10) 0.0400(13) 0.0399(11) -0.0043(10) -0.0050(8) -0.0009(9) C20 0.0554(12) 0.0430(15) 0.0397(12) 0.0089(11) -0.0029(10) -0.0051(11) C19 0.0363(9) 0.0301(12) 0.0391(12) -0.0012(9) 0.0052(8) -0.0039(9) C14 0.0304(8) 0.0366(12) 0.0334(10) 0.0005(8) 0.0079(7) -0.0080(8) C15 0.0367(10) 0.0408(13) 0.0374(12) -0.0072(10) 0.0080(9) -0.0064(9) C12 0.0470(11) 0.0377(13) 0.0321(10) 0.0029(9) 0.0056(8) -0.0124(10) C13 0.0542(13) 0.071(2) 0.0429(14) 0.0065(13) 0.0131(11) -0.0189(14) Li3 0.0381(16) 0.043(2) 0.0415(18) -0.0046(16) 0.0041(14) -0.0053(15) C18 0.0466(11) 0.0396(13) 0.0343(11) -0.0050(10) 0.0004(9) -0.0084(10) C17 0.0406(10) 0.0414(13) 0.0393(12) 0.0016(11) -0.0021(9) -0.0037(10) C16 0.0385(10) 0.0373(13) 0.0486(13) -0.0006(11) 0.0042(9) 0.0010(9) Li4 0.0391(17) 0.037(2) 0.0446(19) 0.0020(15) 0.0031(14) -0.0026(14) N5 0.0352(8) 0.0401(10) 0.0337(9) -0.0035(7) 0.0098(7) -0.0035(7) C31 0.0474(11) 0.0683(17) 0.0399(12) -0.0030(11) 0.0143(9) 0.0141(11) N29 0.0387(9) 0.0383(11) 0.0710(13) -0.0062(9) 0.0082(9) 0.0047(8) C32 0.0558(13) 0.0670(18) 0.0561(15) -0.0199(13) 0.0099(11) 0.0170(12) C29 0.0420(10) 0.0378(12) 0.0374(11) 0.0027(9) 0.0086(8) 0.0046(9) C33 0.0390(11) 0.0566(17) 0.104(2) 0.0021(15) 0.0023(12) 0.0087(11) C30 0.0684(15) 0.0622(17) 0.0511(15) 0.0009(12) 0.0216(12) -0.0273(12) C34 0.0545(13) 0.0430(16) 0.110(2) -0.0105(15) 0.0119(14) 0.0030(11) _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 N1 C1 1.447(2) . ? N1 C9 1.460(2) . ? N1 Li2 1.916(4) . ? N1 Li1 2.021(3) . ? C1 C2 1.519(3) . ? C1 C3 1.533(3) . ? Li1 N2 2.130(4) . ? Li1 N3 2.140(3) . ? Li1 C11 2.287(4) . ? Li1 C10 2.427(4) . ? Li1 C9 2.480(3) . ? N2 C24 1.459(3) . ? N2 C23 1.459(3) . ? N2 C25 1.469(3) . ? N3 C27 1.436(3) . ? N3 C28 1.444(4) . ? N3 C26B 1.491(5) . ? N3 C26A 1.572(5) . ? C3 C8 1.386(3) . ? C3 C4 1.393(3) . ? C4 C5 1.396(3) . ? Li2 C22 2.123(4) . ? Li2 C11 2.226(4) . ? Li2 C9 2.654(4) . ? Li2 C10 2.703(4) . ? C5 C6 1.384(4) . ? C6 C7 1.371(4) . ? C7 C8 1.397(3) . ? C9 C10 1.521(3) . ? C10 C11 1.338(3) . ? C11 Li3 2.150(4) . ? C25 C26A 1.323(6) . ? C25 C26B 1.440(6) . ? N4 C12 1.454(2) . ? N4 C20 1.458(3) . ? N4 Li3 1.914(4) . ? N4 Li4 2.038(3) . ? C21 C22 1.334(3) . ? C21 C20 1.519(3) . ? C21 Li4 2.499(4) . ? C21 Li3 2.705(4) . ? C22 Li3 2.246(4) . ? C22 Li4 2.279(4) . ? C20 Li4 2.555(4) . ? C20 Li3 2.665(4) . ? C19 C18 1.390(3) . ? C19 C14 1.395(3) . ? C14 C15 1.390(3) . ? C14 C12 1.523(3) . ? C15 C16 1.387(3) . ? C12 C13 1.542(3) . ? C18 C17 1.373(3) . ? C17 C16 1.384(3) . ? Li4 N29 2.112(4) . ? Li4 N5 2.148(4) . ? N5 C30 1.462(3) . ? N5 C29 1.469(2) . ? N5 C31 1.478(3) . ? C31 C32 1.488(4) . ? N29 C34 1.461(3) . ? N29 C33 1.467(3) . ? N29 C32 1.478(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C9 110.52(15) . . ? C1 N1 Li2 132.00(15) . . ? C9 N1 Li2 102.82(15) . . ? C1 N1 Li1 129.37(15) . . ? C9 N1 Li1 89.36(13) . . ? Li2 N1 Li1 83.13(14) . . ? N1 C1 C2 109.32(17) . . ? N1 C1 C3 112.82(14) . . ? C2 C1 C3 110.83(16) . . ? N1 Li1 N2 119.26(17) . . ? N1 Li1 N3 139.78(17) . . ? N2 Li1 N3 86.26(12) . . ? N1 Li1 C11 81.73(12) . . ? N2 Li1 C11 124.64(15) . . ? N3 Li1 C11 110.19(15) . . ? N1 Li1 C10 66.37(10) . . ? N2 Li1 C10 105.35(14) . . ? N3 Li1 C10 140.51(16) . . ? C11 Li1 C10 32.81(8) . . ? N1 Li1 C9 36.07(8) . . ? N2 Li1 C9 102.07(14) . . ? N3 Li1 C9 171.56(17) . . ? C11 Li1 C9 64.02(10) . . ? C10 Li1 C9 36.09(8) . . ? C24 N2 C23 109.6(2) . . ? C24 N2 C25 110.8(2) . . ? C23 N2 C25 109.2(2) . . ? C24 N2 Li1 111.78(15) . . ? C23 N2 Li1 111.72(16) . . ? C25 N2 Li1 103.57(17) . . ? C27 N3 C28 107.1(3) . . ? C27 N3 C26B 125.6(3) . . ? C28 N3 C26B 93.4(3) . . ? C27 N3 C26A 91.9(3) . . ? C28 N3 C26A 130.6(3) . . ? C26B N3 C26A 41.7(3) . . ? C27 N3 Li1 112.90(19) . . ? C28 N3 Li1 114.47(19) . . ? C26B N3 Li1 102.3(2) . . ? C26A N3 Li1 97.8(2) . . ? C8 C3 C4 117.79(18) . . ? C8 C3 C1 121.68(17) . . ? C4 C3 C1 120.52(19) . . ? C3 C4 C5 120.9(2) . . ? N1 Li2 C22 142.82(19) . . ? N1 Li2 C11 85.67(14) . . ? C22 Li2 C11 115.84(16) . . ? N1 Li2 C9 32.44(8) . . ? C22 Li2 C9 171.98(17) . . ? C11 Li2 C9 61.76(10) . . ? N1 Li2 C10 61.54(11) . . ? C22 Li2 C10 145.35(16) . . ? C11 Li2 C10 29.53(8) . . ? C9 Li2 C10 32.97(7) . . ? C6 C5 C4 120.2(2) . . ? C7 C6 C5 119.7(2) . . ? C6 C7 C8 120.0(2) . . ? C3 C8 C7 121.4(2) . . ? N1 C9 C10 111.06(16) . . ? N1 C9 Li1 54.57(11) . . ? C10 C9 Li1 70.04(12) . . ? N1 C9 Li2 44.74(11) . . ? C10 C9 Li2 75.25(13) . . ? Li1 C9 Li2 61.08(11) . . ? C11 C10 C9 124.55(18) . . ? C11 C10 Li1 67.83(14) . . ? C9 C10 Li1 73.87(13) . . ? C11 C10 Li2 55.10(13) . . ? C9 C10 Li2 71.78(13) . . ? Li1 C10 Li2 60.98(11) . . ? C10 C11 Li3 160.35(17) . . ? C10 C11 Li2 95.37(16) . . ? Li3 C11 Li2 65.07(13) . . ? C10 C11 Li1 79.35(15) . . ? Li3 C11 Li1 94.98(14) . . ? Li2 C11 Li1 70.76(12) . . ? C26A C25 C26B 46.4(3) . . ? C26A C25 N2 116.7(3) . . ? C26B C25 N2 118.6(3) . . ? C25 C26A N3 114.6(4) . . ? C25 C26B N3 112.7(4) . . ? C12 N4 C20 109.50(16) . . ? C12 N4 Li3 134.81(16) . . ? C20 N4 Li3 103.62(16) . . ? C12 N4 Li4 128.35(15) . . ? C20 N4 Li4 92.40(15) . . ? Li3 N4 Li4 78.63(14) . . ? C22 C21 C20 125.4(2) . . ? C22 C21 Li4 64.89(15) . . ? C20 C21 Li4 74.54(14) . . ? C22 C21 Li3 55.85(14) . . ? C20 C21 Li3 72.14(14) . . ? Li4 C21 Li3 57.40(11) . . ? C21 C22 Li2 158.47(19) . . ? C21 C22 Li3 94.72(17) . . ? Li2 C22 Li3 65.14(13) . . ? C21 C22 Li4 83.12(16) . . ? Li2 C22 Li4 95.04(14) . . ? Li3 C22 Li4 67.24(13) . . ? N4 C20 C21 111.32(18) . . ? N4 C20 Li4 52.84(12) . . ? C21 C20 Li4 70.52(14) . . ? N4 C20 Li3 44.26(12) . . ? C21 C20 Li3 75.02(15) . . ? Li4 C20 Li3 57.33(11) . . ? C18 C19 C14 121.0(2) . . ? C15 C14 C19 117.70(18) . . ? C15 C14 C12 121.83(18) . . ? C19 C14 C12 120.46(18) . . ? C16 C15 C14 121.1(2) . . ? N4 C12 C14 109.93(15) . . ? N4 C12 C13 113.64(17) . . ? C14 C12 C13 110.01(17) . . ? N4 Li3 C11 149.28(19) . . ? N4 Li3 C22 85.72(15) . . ? C11 Li3 C22 113.95(16) . . ? N4 Li3 C20 32.12(9) . . ? C11 Li3 C20 175.00(16) . . ? C22 Li3 C20 61.49(11) . . ? N4 Li3 C21 61.52(12) . . ? C11 Li3 C21 142.93(15) . . ? C22 Li3 C21 29.43(9) . . ? C20 Li3 C21 32.84(8) . . ? C17 C18 C19 120.5(2) . . ? C18 C17 C16 119.3(2) . . ? C17 C16 C15 120.4(2) . . ? N4 Li4 N29 121.36(17) . . ? N4 Li4 N5 132.67(17) . . ? N29 Li4 N5 85.83(14) . . ? N4 Li4 C22 82.06(13) . . ? N29 Li4 C22 124.64(16) . . ? N5 Li4 C22 115.51(16) . . ? N4 Li4 C21 64.67(11) . . ? N29 Li4 C21 109.08(15) . . ? N5 Li4 C21 147.07(17) . . ? C22 Li4 C21 31.99(9) . . ? N4 Li4 C20 34.75(8) . . ? N29 Li4 C20 106.61(16) . . ? N5 Li4 C20 165.97(17) . . ? C22 Li4 C20 62.99(11) . . ? C21 Li4 C20 34.95(9) . . ? C30 N5 C29 108.02(17) . . ? C30 N5 C31 110.16(16) . . ? C29 N5 C31 110.42(15) . . ? C30 N5 Li4 119.16(16) . . ? C29 N5 Li4 104.48(13) . . ? C31 N5 Li4 104.34(16) . . ? N5 C31 C32 111.69(18) . . ? C34 N29 C33 109.37(18) . . ? C34 N29 C32 109.2(2) . . ? C33 N29 C32 111.95(19) . . ? C34 N29 Li4 117.28(17) . . ? C33 N29 Li4 107.74(17) . . ? C32 N29 Li4 101.14(16) . . ? N29 C32 C31 111.90(19) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.156 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.035 data_sim _database_code_CSD 184384 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; lithio, sodio- (S)-N-(alpha-benzylmethyl)allylamide.thf ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H84 Li4 N4 Na4 O4' _chemical_formula_weight 1045.03 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' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 12.814(3) _cell_length_b 18.980(4) _cell_length_c 25.240(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6139(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'irregular block' _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.131 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9799 _exptl_absorpt_correction_T_max 0.9880 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method 'CCD' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 64043 _diffrn_reflns_av_R_equivalents 0.1068 _diffrn_reflns_av_sigmaI/netI 0.1653 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.30 _reflns_number_total 14999 _reflns_number_gt 7532 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0798P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.2(3) _refine_ls_number_reflns 14999 _refine_ls_number_parameters 689 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1784 _refine_ls_R_factor_gt 0.0724 _refine_ls_wR_factor_ref 0.1682 _refine_ls_wR_factor_gt 0.1380 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _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 Na1 Na 0.43711(10) 0.86723(6) 0.78718(5) 0.0335(3) Uani 1 1 d . . . O1 O 0.5077(2) 0.88901(12) 0.86918(10) 0.0438(6) Uani 1 1 d . . . N1 N 0.5595(2) 0.90260(13) 0.71672(11) 0.0294(7) Uani 1 1 d . . . C1 C 0.6672(3) 0.87907(17) 0.71800(14) 0.0345(9) Uani 1 1 d . . . H1 H 0.7003 0.8968 0.7513 0.041 Uiso 1 1 calc R . . Li1 Li 0.4438(5) 0.8623(3) 0.6807(2) 0.0313(13) Uani 1 1 d . . . Na2 Na 0.48524(13) 0.98837(7) 0.61902(6) 0.0495(4) Uani 1 1 d . . . O2 O 0.6009(2) 1.06549(12) 0.58184(10) 0.0395(6) Uani 1 1 d . . . N2 N 0.2924(2) 0.97036(14) 0.56397(11) 0.0355(7) Uani 1 1 d . . . C2 C 0.6681(3) 0.79800(17) 0.71906(16) 0.0440(10) Uani 1 1 d . . . H2A H 0.6338 0.7814 0.7514 0.066 Uiso 1 1 calc R . . H2B H 0.7404 0.7812 0.7184 0.066 Uiso 1 1 calc R . . H2C H 0.6307 0.7799 0.6881 0.066 Uiso 1 1 calc R . . Li2 Li 0.2899(5) 0.9231(3) 0.6320(2) 0.0346(14) Uani 1 1 d . . . Na3 Na 0.21125(12) 0.85148(7) 0.54991(5) 0.0422(4) Uani 1 1 d . . . O3 O 0.1581(3) 0.84102(15) 0.46461(11) 0.0685(9) Uani 1 1 d . . . N3 N 0.2031(2) 0.73515(13) 0.59870(11) 0.0321(7) Uani 1 1 d . . . C3 C 0.7324(3) 0.90403(16) 0.67076(14) 0.0301(8) Uani 1 1 d . . . Li3 Li 0.2993(5) 0.7911(3) 0.6367(2) 0.0338(14) Uani 1 1 d . . . Na4 Na 0.16507(12) 0.73263(7) 0.70835(7) 0.0508(4) Uani 1 1 d . . . O4 O 0.03710(19) 0.66183(12) 0.73840(10) 0.0403(6) Uani 1 1 d . . . N4 N 0.2533(2) 0.82632(13) 0.79249(11) 0.0302(7) Uani 1 1 d . . . C4 C 0.8293(3) 0.93578(18) 0.67663(15) 0.0365(9) Uani 1 1 d . . . H4 H 0.8564 0.9427 0.7113 0.044 Uiso 1 1 calc R . . Li4 Li 0.2664(4) 0.8636(3) 0.7231(2) 0.0331(13) Uani 1 1 d . . . C5 C 0.8876(3) 0.95771(19) 0.63336(16) 0.0424(10) Uani 1 1 d . . . H5 H 0.9529 0.9803 0.6387 0.051 Uiso 1 1 calc R . . C6 C 0.8508(3) 0.94679(19) 0.58251(15) 0.0429(10) Uani 1 1 d . . . H6 H 0.8918 0.9603 0.5528 0.051 Uiso 1 1 calc R . . C7 C 0.7538(3) 0.91592(18) 0.57510(16) 0.0415(10) Uani 1 1 d . . . H7 H 0.7269 0.9093 0.5404 0.050 Uiso 1 1 calc R . . C8 C 0.6965(3) 0.89487(18) 0.61913(14) 0.0374(9) Uani 1 1 d . . . H8 H 0.6303 0.8734 0.6138 0.045 Uiso 1 1 calc R . . C9 C 0.5502(3) 0.97692(17) 0.72934(14) 0.0316(8) Uani 1 1 d . . . H9A H 0.5924 1.0047 0.7040 0.038 Uiso 1 1 calc R . . H9B H 0.5781 0.9855 0.7654 0.038 Uiso 1 1 calc R . . C10 C 0.4377(3) 1.00097(17) 0.72685(13) 0.0321(9) Uani 1 1 d . . . H10 H 0.4228 1.0472 0.7392 0.039 Uiso 1 1 calc R . . C11 C 0.3578(3) 0.96283(17) 0.70880(13) 0.0285(8) Uani 1 1 d . . . H11 H 0.2855 0.9739 0.7078 0.034 Uiso 1 1 calc R . . C12 C 0.2399(3) 1.03515(18) 0.54835(14) 0.0369(9) Uani 1 1 d . . . H12 H 0.2315 1.0345 0.5090 0.044 Uiso 1 1 calc R . . C13 C 0.1323(3) 1.0372(2) 0.57270(18) 0.0551(12) Uani 1 1 d . . . H13A H 0.0919 0.9965 0.5605 0.083 Uiso 1 1 calc R . . H13B H 0.0968 1.0807 0.5620 0.083 Uiso 1 1 calc R . . H13C H 0.1383 1.0358 0.6114 0.083 Uiso 1 1 calc R . . C14 C 0.3005(3) 1.10209(18) 0.56319(15) 0.0357(9) Uani 1 1 d . . . C15 C 0.3238(3) 1.1542(2) 0.52629(16) 0.0523(11) Uani 1 1 d . . . H15 H 0.3012 1.1487 0.4907 0.063 Uiso 1 1 calc R . . C16 C 0.3793(4) 1.2142(2) 0.5403(2) 0.0647(13) Uani 1 1 d . . . H16 H 0.3944 1.2492 0.5145 0.078 Uiso 1 1 calc R . . C17 C 0.4124(4) 1.2225(2) 0.5923(2) 0.0595(13) Uani 1 1 d . . . H17 H 0.4512 1.2632 0.6020 0.071 Uiso 1 1 calc R . . C18 C 0.3893(3) 1.1720(2) 0.62980(18) 0.0518(11) Uani 1 1 d . . . H18 H 0.4115 1.1776 0.6655 0.062 Uiso 1 1 calc R . . C19 C 0.3329(3) 1.11297(19) 0.61450(16) 0.0421(10) Uani 1 1 d . . . H19 H 0.3160 1.0787 0.6405 0.050 Uiso 1 1 calc R . . C20 C 0.3755(3) 0.95186(17) 0.52763(13) 0.0354(9) Uani 1 1 d . . . H20A H 0.4259 0.9913 0.5255 0.042 Uiso 1 1 calc R . . H20B H 0.3459 0.9443 0.4918 0.042 Uiso 1 1 calc R . . C21 C 0.4319(3) 0.88606(17) 0.54509(15) 0.0359(9) Uani 1 1 d . . . H21 H 0.4812 0.8660 0.5214 0.043 Uiso 1 1 calc R . . C22 C 0.4169(3) 0.85362(17) 0.59219(13) 0.0303(8) Uani 1 1 d . . . H22 H 0.4501 0.8126 0.6057 0.036 Uiso 1 1 calc R . . C23 C 0.2203(3) 0.66949(16) 0.57104(14) 0.0323(8) Uani 1 1 d . . . H23 H 0.1794 0.6709 0.5373 0.039 Uiso 1 1 calc R . . C24 C 0.3352(3) 0.66351(19) 0.55667(15) 0.0426(10) Uani 1 1 d . . . H24A H 0.3555 0.7039 0.5348 0.064 Uiso 1 1 calc R . . H24B H 0.3469 0.6198 0.5368 0.064 Uiso 1 1 calc R . . H24C H 0.3772 0.6629 0.5891 0.064 Uiso 1 1 calc R . . C25 C 0.1855(3) 0.60478(16) 0.60229(14) 0.0305(8) Uani 1 1 d . . . C26 C 0.1118(3) 0.55802(17) 0.58215(15) 0.0373(9) Uani 1 1 d . . . H26 H 0.0816 0.5665 0.5484 0.045 Uiso 1 1 calc R . . C27 C 0.0820(3) 0.49834(19) 0.61136(19) 0.0494(11) Uani 1 1 d . . . H27 H 0.0321 0.4664 0.5972 0.059 Uiso 1 1 calc R . . C28 C 0.1253(3) 0.4861(2) 0.66087(18) 0.0502(11) Uani 1 1 d . . . H28 H 0.1049 0.4461 0.6810 0.060 Uiso 1 1 calc R . . C29 C 0.1984(3) 0.53284(19) 0.68070(15) 0.0425(10) Uani 1 1 d . . . H29 H 0.2290 0.5247 0.7144 0.051 Uiso 1 1 calc R . . C30 C 0.2269(3) 0.59073(18) 0.65190(15) 0.0386(9) Uani 1 1 d . . . H30 H 0.2767 0.6224 0.6664 0.046 Uiso 1 1 calc R . . C31 C 0.0929(3) 0.75164(16) 0.60318(14) 0.0307(8) Uani 1 1 d . . . H31A H 0.0568 0.7120 0.6209 0.037 Uiso 1 1 calc R . . H31B H 0.0629 0.7567 0.5672 0.037 Uiso 1 1 calc R . . C32 C 0.0735(3) 0.81834(16) 0.63399(14) 0.0302(8) Uani 1 1 d . . . H32 H 0.0032 0.8333 0.6381 0.036 Uiso 1 1 calc R . . C33 C 0.1483(3) 0.85808(17) 0.65600(13) 0.0306(8) Uani 1 1 d . . . H33 H 0.1423 0.9015 0.6744 0.037 Uiso 1 1 calc R . . C34 C 0.1950(3) 0.85337(17) 0.83724(13) 0.0327(8) Uani 1 1 d . . . H34 H 0.2365 0.8435 0.8699 0.039 Uiso 1 1 calc R . . C35 C 0.1832(3) 0.93308(18) 0.83251(17) 0.0490(11) Uani 1 1 d . . . H35A H 0.2523 0.9548 0.8295 0.074 Uiso 1 1 calc R . . H35B H 0.1477 0.9513 0.8640 0.074 Uiso 1 1 calc R . . H35C H 0.1420 0.9443 0.8009 0.074 Uiso 1 1 calc R . . C36 C 0.0863(3) 0.82086(16) 0.84498(15) 0.0312(8) Uani 1 1 d . . . C37 C 0.0556(3) 0.79253(19) 0.89344(17) 0.0477(10) Uani 1 1 d . . . H37 H 0.1039 0.7924 0.9220 0.057 Uiso 1 1 calc R . . C38 C -0.0422(4) 0.7647(2) 0.9014(2) 0.0731(17) Uani 1 1 d . . . H38 H -0.0602 0.7452 0.9348 0.088 Uiso 1 1 calc R . . C39 C -0.1139(4) 0.7652(3) 0.8608(3) 0.083(2) Uani 1 1 d . . . H39 H -0.1820 0.7468 0.8663 0.100 Uiso 1 1 calc R . . C40 C -0.0863(4) 0.7923(2) 0.8121(3) 0.0734(17) Uani 1 1 d . . . H40 H -0.1355 0.7923 0.7839 0.088 Uiso 1 1 calc R . . C41 C 0.0145(3) 0.82017(18) 0.80389(18) 0.0485(11) Uani 1 1 d . . . H41 H 0.0332 0.8385 0.7702 0.058 Uiso 1 1 calc R . . C42 C 0.2887(3) 0.75636(15) 0.80296(13) 0.0273(8) Uani 1 1 d . . . H42A H 0.2277 0.7250 0.8076 0.033 Uiso 1 1 calc R . . H42B H 0.3290 0.7560 0.8364 0.033 Uiso 1 1 calc R . . C43 C 0.3571(3) 0.72803(17) 0.75831(13) 0.0294(8) Uani 1 1 d . . . H43 H 0.3894 0.6835 0.7634 0.035 Uiso 1 1 calc R . . C44 C 0.3748(3) 0.76105(16) 0.71284(14) 0.0277(8) Uani 1 1 d . . . H44 H 0.4184 0.7478 0.6841 0.033 Uiso 1 1 calc R . . C45 C 0.6151(4) 0.9093(3) 0.87266(19) 0.0735(15) Uani 1 1 d . . . H45A H 0.6606 0.8676 0.8677 0.088 Uiso 1 1 calc R . . H45B H 0.6318 0.9441 0.8447 0.088 Uiso 1 1 calc R . . C46 C 0.6320(5) 0.9392(4) 0.9235(2) 0.119(3) Uani 1 1 d . . . H46A H 0.6576 0.9882 0.9197 0.143 Uiso 1 1 calc R . . H46B H 0.6858 0.9117 0.9427 0.143 Uiso 1 1 calc R . . C47 C 0.5372(4) 0.9389(3) 0.9529(2) 0.098(2) Uani 1 1 d . . . H47A H 0.5164 0.9877 0.9620 0.118 Uiso 1 1 calc R . . H47B H 0.5459 0.9118 0.9861 0.118 Uiso 1 1 calc R . . C48 C 0.4553(3) 0.9049(3) 0.91820(18) 0.0618(13) Uani 1 1 d . . . H48A H 0.4283 0.8614 0.9349 0.074 Uiso 1 1 calc R . . H48B H 0.3963 0.9376 0.9121 0.074 Uiso 1 1 calc R . . C49 C 0.6835(3) 1.0966(2) 0.61357(15) 0.0462(10) Uani 1 1 d . . . H49A H 0.7235 1.0596 0.6323 0.055 Uiso 1 1 calc R . . H49B H 0.6541 1.1295 0.6401 0.055 Uiso 1 1 calc R . . C50 C 0.7533(3) 1.1359(2) 0.57458(16) 0.0526(11) Uani 1 1 d . . . H50A H 0.7853 1.1779 0.5912 0.063 Uiso 1 1 calc R . . H50B H 0.8091 1.1049 0.5607 0.063 Uiso 1 1 calc R . . C51 C 0.6785(4) 1.1562(2) 0.53204(19) 0.0640(13) Uani 1 1 d . . . H51A H 0.7149 1.1641 0.4979 0.077 Uiso 1 1 calc R . . H51B H 0.6392 1.1992 0.5417 0.077 Uiso 1 1 calc R . . C52 C 0.6068(4) 1.0920(2) 0.52918(17) 0.0603(13) Uani 1 1 d . . . H52A H 0.5367 1.1057 0.5163 0.072 Uiso 1 1 calc R . . H52B H 0.6360 1.0560 0.5050 0.072 Uiso 1 1 calc R . . C53 C 0.1480(6) 0.8927(3) 0.4229(3) 0.119(3) Uani 1 1 d . . . H53A H 0.1633 0.9408 0.4360 0.142 Uiso 1 1 calc R . . H53B H 0.0774 0.8919 0.4070 0.142 Uiso 1 1 calc R . . C54 C 0.2335(6) 0.8666(3) 0.3825(2) 0.107(2) Uani 1 1 d . . . H54A H 0.2024 0.8549 0.3477 0.128 Uiso 1 1 calc R . . H54B H 0.2890 0.9022 0.3776 0.128 Uiso 1 1 calc R . . C55 C 0.2738(5) 0.8026(3) 0.4097(3) 0.0951(19) Uani 1 1 d . . . H55A H 0.2937 0.7661 0.3835 0.114 Uiso 1 1 calc R . . H55B H 0.3355 0.8142 0.4316 0.114 Uiso 1 1 calc R . . C56 C 0.1914(6) 0.7791(3) 0.4414(2) 0.106(2) Uani 1 1 d . . . H56A H 0.1355 0.7573 0.4198 0.127 Uiso 1 1 calc R . . H56B H 0.2157 0.7449 0.4683 0.127 Uiso 1 1 calc R . . C57 C -0.0578(3) 0.6498(2) 0.70958(17) 0.0474(10) Uani 1 1 d . . . H57A H -0.0437 0.6219 0.6772 0.057 Uiso 1 1 calc R . . H57B H -0.0900 0.6951 0.6991 0.057 Uiso 1 1 calc R . . C58 C -0.1294(3) 0.6095(2) 0.74670(16) 0.0480(10) Uani 1 1 d . . . H58A H -0.1793 0.5795 0.7270 0.058 Uiso 1 1 calc R . . H58B H -0.1682 0.6415 0.7706 0.058 Uiso 1 1 calc R . . C59 C -0.0489(3) 0.5655(2) 0.77680(19) 0.0596(12) Uani 1 1 d . . . H59A H -0.0772 0.5485 0.8110 0.072 Uiso 1 1 calc R . . H59B H -0.0251 0.5248 0.7555 0.072 Uiso 1 1 calc R . . C60 C 0.0378(3) 0.61805(19) 0.78513(16) 0.0458(10) Uani 1 1 d . . . H60A H 0.0249 0.6466 0.8173 0.055 Uiso 1 1 calc R . . H60B H 0.1057 0.5937 0.7889 0.055 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 Na1 0.0289(8) 0.0438(7) 0.0278(7) 0.0016(6) 0.0007(6) -0.0052(6) O1 0.0418(17) 0.0572(15) 0.0325(15) -0.0010(12) -0.0049(13) -0.0130(13) N1 0.0251(16) 0.0320(15) 0.0311(16) -0.0036(13) 0.0020(14) -0.0032(13) C1 0.027(2) 0.043(2) 0.034(2) -0.0008(16) -0.0061(17) -0.0044(16) Li1 0.033(3) 0.037(3) 0.024(3) 0.007(2) -0.002(3) -0.003(3) Na2 0.0562(11) 0.0519(9) 0.0404(9) -0.0086(7) 0.0129(8) -0.0264(8) O2 0.0385(16) 0.0371(13) 0.0428(16) 0.0009(11) 0.0073(13) -0.0094(12) N2 0.0391(19) 0.0339(16) 0.0336(17) 0.0058(13) -0.0006(15) -0.0067(14) C2 0.037(2) 0.042(2) 0.053(3) 0.0108(19) -0.002(2) 0.0011(18) Li2 0.033(4) 0.034(3) 0.037(4) -0.002(2) 0.001(3) -0.001(3) Na3 0.0525(10) 0.0417(8) 0.0325(8) 0.0057(6) -0.0059(7) -0.0177(7) O3 0.113(3) 0.0519(18) 0.0410(17) -0.0024(15) 0.0044(18) -0.0147(18) N3 0.0301(18) 0.0298(15) 0.0363(17) -0.0053(13) -0.0014(14) -0.0032(13) C3 0.0186(19) 0.0334(19) 0.038(2) -0.0025(16) 0.0028(16) 0.0037(15) Li3 0.038(4) 0.029(3) 0.035(3) 0.002(2) -0.002(3) -0.001(3) Na4 0.0361(9) 0.0524(8) 0.0639(11) 0.0275(8) -0.0127(8) -0.0135(7) O4 0.0347(16) 0.0392(13) 0.0470(16) 0.0041(12) 0.0012(13) -0.0096(11) N4 0.0321(17) 0.0298(15) 0.0287(16) 0.0050(12) 0.0015(14) 0.0017(13) C4 0.025(2) 0.049(2) 0.035(2) -0.0106(17) -0.0024(17) 0.0003(17) Li4 0.029(3) 0.033(3) 0.038(3) 0.004(2) 0.003(3) -0.007(3) C5 0.025(2) 0.052(2) 0.050(3) -0.0156(19) 0.004(2) -0.0040(18) C6 0.042(3) 0.053(2) 0.034(2) -0.0048(18) 0.0088(19) 0.002(2) C7 0.037(3) 0.048(2) 0.038(2) -0.0107(18) -0.004(2) 0.0002(19) C8 0.032(2) 0.044(2) 0.037(2) -0.0033(17) -0.0038(19) -0.0039(17) C9 0.030(2) 0.038(2) 0.027(2) -0.0001(15) -0.0019(16) -0.0084(16) C10 0.043(2) 0.0265(18) 0.027(2) 0.0006(14) 0.0082(17) 0.0025(17) C11 0.0190(18) 0.043(2) 0.0235(18) 0.0035(16) 0.0015(16) -0.0019(16) C12 0.035(2) 0.046(2) 0.030(2) 0.0110(16) -0.0054(17) -0.0070(18) C13 0.040(3) 0.060(3) 0.065(3) 0.021(2) 0.001(2) -0.001(2) C14 0.028(2) 0.039(2) 0.040(2) 0.0079(17) 0.0032(18) 0.0014(17) C15 0.066(3) 0.048(2) 0.043(2) 0.012(2) -0.007(2) -0.008(2) C16 0.082(4) 0.041(2) 0.071(4) 0.004(2) 0.001(3) -0.022(2) C17 0.057(3) 0.036(2) 0.086(4) -0.010(2) -0.003(3) -0.006(2) C18 0.055(3) 0.042(2) 0.058(3) -0.009(2) -0.017(2) 0.016(2) C19 0.043(2) 0.039(2) 0.045(2) 0.0047(18) -0.004(2) 0.0076(18) C20 0.037(2) 0.044(2) 0.025(2) 0.0035(16) -0.0014(17) -0.0173(18) C21 0.027(2) 0.042(2) 0.039(2) -0.0071(17) 0.0040(18) -0.0094(17) C22 0.0237(19) 0.0349(18) 0.032(2) -0.0013(16) -0.0022(16) -0.0085(15) C23 0.038(2) 0.0301(19) 0.029(2) 0.0021(15) -0.0013(17) -0.0009(16) C24 0.051(3) 0.039(2) 0.037(2) -0.0049(17) 0.006(2) -0.0041(18) C25 0.027(2) 0.0292(18) 0.035(2) -0.0035(15) -0.0008(17) 0.0021(15) C26 0.032(2) 0.036(2) 0.044(2) -0.0041(17) 0.0009(19) 0.0007(18) C27 0.039(3) 0.035(2) 0.073(3) -0.008(2) 0.022(2) -0.0085(18) C28 0.050(3) 0.038(2) 0.062(3) 0.017(2) 0.024(2) 0.015(2) C29 0.047(3) 0.041(2) 0.040(2) 0.0090(18) 0.004(2) 0.014(2) C30 0.035(2) 0.038(2) 0.043(2) -0.0010(17) 0.0004(19) 0.0047(18) C31 0.029(2) 0.0318(19) 0.031(2) 0.0059(15) -0.0035(16) -0.0062(16) C32 0.0220(19) 0.0333(19) 0.035(2) 0.0057(16) -0.0018(17) -0.0013(16) C33 0.037(2) 0.0251(18) 0.030(2) 0.0074(15) 0.0049(16) -0.0031(16) C34 0.030(2) 0.040(2) 0.0278(19) -0.0010(15) 0.0012(17) -0.0031(17) C35 0.045(3) 0.037(2) 0.065(3) -0.0030(19) 0.015(2) -0.0031(18) C36 0.024(2) 0.0268(18) 0.043(2) -0.0086(16) 0.0036(18) 0.0031(15) C37 0.040(3) 0.055(2) 0.048(3) -0.010(2) 0.013(2) -0.009(2) C38 0.061(4) 0.060(3) 0.098(4) -0.023(3) 0.049(3) -0.026(3) C39 0.031(3) 0.058(3) 0.160(6) -0.041(4) 0.040(4) -0.016(2) C40 0.027(3) 0.056(3) 0.138(6) -0.043(3) -0.021(3) 0.005(2) C41 0.045(3) 0.038(2) 0.062(3) -0.0102(19) -0.013(2) 0.0069(19) C42 0.0253(19) 0.0309(19) 0.0257(19) 0.0032(14) -0.0048(16) -0.0051(15) C43 0.029(2) 0.0264(17) 0.033(2) -0.0008(15) -0.0062(17) 0.0000(15) C44 0.0180(18) 0.0384(18) 0.0266(19) -0.0053(16) 0.0034(16) -0.0053(15) C45 0.055(3) 0.112(4) 0.054(3) -0.002(3) -0.004(3) -0.038(3) C46 0.089(5) 0.210(7) 0.059(4) -0.053(4) 0.017(3) -0.083(5) C47 0.070(4) 0.153(5) 0.071(4) -0.057(4) -0.012(3) -0.003(4) C48 0.040(3) 0.089(3) 0.056(3) -0.024(2) 0.003(2) 0.005(2) C49 0.051(3) 0.049(2) 0.038(2) -0.0096(18) 0.008(2) -0.015(2) C50 0.049(3) 0.057(2) 0.052(3) -0.012(2) 0.011(2) -0.024(2) C51 0.068(3) 0.061(3) 0.063(3) 0.017(2) 0.003(3) -0.025(2) C52 0.057(3) 0.073(3) 0.051(3) 0.015(2) -0.007(2) -0.025(2) C53 0.136(6) 0.072(4) 0.148(7) 0.034(4) -0.034(6) -0.002(4) C54 0.181(7) 0.085(4) 0.054(3) 0.006(3) 0.050(4) -0.019(4) C55 0.096(5) 0.101(4) 0.088(4) -0.009(3) 0.020(4) -0.029(4) C56 0.138(6) 0.100(5) 0.081(4) 0.013(4) 0.007(5) -0.001(4) C57 0.044(3) 0.048(2) 0.050(3) 0.011(2) 0.001(2) -0.006(2) C58 0.043(3) 0.049(2) 0.052(3) 0.0026(19) 0.002(2) -0.008(2) C59 0.050(3) 0.069(3) 0.060(3) 0.023(2) -0.002(2) -0.023(2) C60 0.041(2) 0.054(2) 0.042(2) 0.005(2) -0.001(2) -0.0031(19) _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 Na1 O1 2.296(3) . ? Na1 N1 2.464(3) . ? Na1 N4 2.484(3) . ? O1 C45 1.432(5) . ? O1 C48 1.440(5) . ? N1 C9 1.451(4) . ? N1 C1 1.451(4) . ? N1 Li1 1.900(6) . ? N1 Na2 3.104(3) . ? C1 C3 1.531(5) . ? C1 C2 1.539(5) . ? Li1 C11 2.315(6) . ? Na2 O2 2.285(3) . ? Na2 N2 2.855(3) . ? Na2 C19 3.069(4) . ? O2 C52 1.423(5) . ? O2 C49 1.454(4) . ? N2 C20 1.448(4) . ? N2 C12 1.456(4) . ? N2 Li2 1.937(6) . ? N2 Na3 2.510(3) . ? Li2 C22 2.323(7) . ? Na3 O3 2.267(3) . ? Na3 N3 2.530(3) . ? O3 C56 1.380(6) . ? O3 C53 1.444(6) . ? N3 C23 1.445(4) . ? N3 C31 1.450(4) . ? N3 Li3 1.889(6) . ? N3 Na4 2.811(3) . ? C3 C4 1.388(5) . ? C3 C8 1.393(5) . ? Li3 C33 2.365(7) . ? Na4 O4 2.252(3) . ? Na4 N4 2.991(3) . ? O4 C57 1.435(4) . ? O4 C60 1.443(4) . ? N4 C42 1.428(4) . ? N4 C34 1.448(4) . ? N4 Li4 1.896(6) . ? C4 C5 1.387(5) . ? Li4 C44 2.405(6) . ? C5 C6 1.383(5) . ? C6 C7 1.387(5) . ? C7 C8 1.391(5) . ? C9 C10 1.513(5) . ? C10 C11 1.334(5) . ? C12 C13 1.510(6) . ? C12 C14 1.536(5) . ? C14 C19 1.375(5) . ? C14 C15 1.392(5) . ? C15 C16 1.387(6) . ? C16 C17 1.388(6) . ? C17 C18 1.380(6) . ? C18 C19 1.388(5) . ? C20 C21 1.508(5) . ? C21 C22 1.353(5) . ? C23 C24 1.520(5) . ? C23 C25 1.527(5) . ? C25 C30 1.386(5) . ? C25 C26 1.391(5) . ? C26 C27 1.405(5) . ? C27 C28 1.387(6) . ? C28 C29 1.384(6) . ? C29 C30 1.367(5) . ? C31 C32 1.506(5) . ? C32 C33 1.340(5) . ? C34 C35 1.525(5) . ? C34 C36 1.536(5) . ? C36 C41 1.386(5) . ? C36 C37 1.393(5) . ? C37 C38 1.374(6) . ? C38 C39 1.375(8) . ? C39 C40 1.379(8) . ? C40 C41 1.411(6) . ? C42 C43 1.525(5) . ? C43 C44 1.327(5) . ? C45 C46 1.420(6) . ? C46 C47 1.423(7) . ? C47 C48 1.511(6) . ? C49 C50 1.523(5) . ? C50 C51 1.490(6) . ? C51 C52 1.528(6) . ? C53 C54 1.577(9) . ? C54 C55 1.487(8) . ? C55 C56 1.398(8) . ? C57 C58 1.518(5) . ? C58 C59 1.529(6) . ? C59 C60 1.508(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Na1 N1 110.55(10) . . ? O1 Na1 N4 112.41(10) . . ? N1 Na1 N4 136.68(11) . . ? C45 O1 C48 109.8(3) . . ? C45 O1 Na1 118.8(2) . . ? C48 O1 Na1 129.0(2) . . ? C9 N1 C1 111.8(3) . . ? C9 N1 Li1 115.7(3) . . ? C1 N1 Li1 128.9(3) . . ? C9 N1 Na1 93.12(19) . . ? C1 N1 Na1 120.4(2) . . ? Li1 N1 Na1 74.90(19) . . ? C9 N1 Na2 68.87(17) . . ? C1 N1 Na2 118.1(2) . . ? Li1 N1 Na2 65.92(17) . . ? Na1 N1 Na2 121.42(11) . . ? N1 C1 C3 114.0(3) . . ? N1 C1 C2 108.4(3) . . ? C3 C1 C2 108.6(3) . . ? N1 Li1 C11 83.8(2) . . ? O2 Na2 N2 115.98(11) . . ? O2 Na2 C19 84.47(11) . . ? N2 Na2 C19 61.55(10) . . ? O2 Na2 N1 117.62(10) . . ? N2 Na2 N1 126.08(9) . . ? C19 Na2 N1 128.95(10) . . ? C52 O2 C49 109.4(3) . . ? C52 O2 Na2 130.1(2) . . ? C49 O2 Na2 120.5(2) . . ? C20 N2 C12 111.9(3) . . ? C20 N2 Li2 117.5(3) . . ? C12 N2 Li2 128.6(3) . . ? C20 N2 Na3 89.84(18) . . ? C12 N2 Na3 121.9(2) . . ? Li2 N2 Na3 72.65(18) . . ? C20 N2 Na2 72.61(19) . . ? C12 N2 Na2 115.5(2) . . ? Li2 N2 Na2 68.8(2) . . ? Na3 N2 Na2 122.35(12) . . ? N2 Li2 C22 82.4(2) . . ? O3 Na3 N2 109.74(11) . . ? O3 Na3 N3 111.92(11) . . ? N2 Na3 N3 137.12(11) . . ? C56 O3 C53 107.3(4) . . ? C56 O3 Na3 112.6(3) . . ? C53 O3 Na3 131.2(3) . . ? C23 N3 C31 111.9(3) . . ? C23 N3 Li3 129.1(3) . . ? C31 N3 Li3 118.3(3) . . ? C23 N3 Na3 120.7(2) . . ? C31 N3 Na3 83.68(18) . . ? Li3 N3 Na3 74.30(18) . . ? C23 N3 Na4 119.17(19) . . ? C31 N3 Na4 76.00(19) . . ? Li3 N3 Na4 67.8(2) . . ? Na3 N3 Na4 120.08(11) . . ? C4 C3 C8 116.7(3) . . ? C4 C3 C1 122.6(3) . . ? C8 C3 C1 120.6(3) . . ? N3 Li3 C33 82.7(3) . . ? O4 Na4 N3 117.91(10) . . ? O4 Na4 N4 113.00(11) . . ? N3 Na4 N4 128.57(9) . . ? C57 O4 C60 109.1(3) . . ? C57 O4 Na4 122.8(2) . . ? C60 O4 Na4 127.9(2) . . ? C42 N4 C34 110.5(3) . . ? C42 N4 Li4 119.3(3) . . ? C34 N4 Li4 129.3(3) . . ? C42 N4 Na1 89.94(18) . . ? C34 N4 Na1 114.9(2) . . ? Li4 N4 Na1 75.5(2) . . ? C42 N4 Na4 72.48(17) . . ? C34 N4 Na4 124.7(2) . . ? Li4 N4 Na4 66.39(18) . . ? Na1 N4 Na4 120.39(11) . . ? C5 C4 C3 121.9(4) . . ? N4 Li4 C44 81.3(2) . . ? C6 C5 C4 120.2(4) . . ? C5 C6 C7 119.6(4) . . ? C6 C7 C8 119.1(4) . . ? C7 C8 C3 122.5(3) . . ? N1 C9 C10 111.2(3) . . ? C11 C10 C9 125.6(3) . . ? C10 C11 Li1 100.7(3) . . ? N2 C12 C13 109.5(3) . . ? N2 C12 C14 113.5(3) . . ? C13 C12 C14 109.9(3) . . ? C19 C14 C15 117.3(3) . . ? C19 C14 C12 120.4(3) . . ? C15 C14 C12 122.3(3) . . ? C16 C15 C14 121.5(4) . . ? C17 C16 C15 119.4(4) . . ? C18 C17 C16 120.2(4) . . ? C17 C18 C19 118.8(4) . . ? C14 C19 C18 122.7(4) . . ? C14 C19 Na2 96.4(2) . . ? C18 C19 Na2 106.3(2) . . ? N2 C20 C21 111.6(3) . . ? C22 C21 C20 124.5(3) . . ? C21 C22 Li2 102.8(3) . . ? N3 C23 C24 109.1(3) . . ? N3 C23 C25 113.5(3) . . ? C24 C23 C25 110.3(3) . . ? C30 C25 C26 117.8(3) . . ? C30 C25 C23 120.6(3) . . ? C26 C25 C23 121.5(3) . . ? C25 C26 C27 120.5(4) . . ? C28 C27 C26 119.9(4) . . ? C29 C28 C27 119.3(3) . . ? C30 C29 C28 120.2(4) . . ? C29 C30 C25 122.2(4) . . ? N3 C31 C32 112.5(3) . . ? C33 C32 C31 124.7(3) . . ? C32 C33 Li3 101.4(3) . . ? N4 C34 C35 110.0(3) . . ? N4 C34 C36 115.1(3) . . ? C35 C34 C36 108.6(3) . . ? C41 C36 C37 117.8(4) . . ? C41 C36 C34 120.7(3) . . ? C37 C36 C34 121.5(3) . . ? C38 C37 C36 122.2(5) . . ? C37 C38 C39 119.9(5) . . ? C38 C39 C40 119.6(5) . . ? C39 C40 C41 120.4(5) . . ? C36 C41 C40 120.0(5) . . ? N4 C42 C43 111.9(3) . . ? C44 C43 C42 124.8(3) . . ? C43 C44 Li4 101.0(3) . . ? C46 C45 O1 108.1(4) . . ? C45 C46 C47 109.8(5) . . ? C46 C47 C48 107.1(4) . . ? O1 C48 C47 105.2(4) . . ? O2 C49 C50 105.7(3) . . ? C51 C50 C49 102.4(3) . . ? C50 C51 C52 102.4(3) . . ? O2 C52 C51 105.7(3) . . ? O3 C53 C54 101.3(5) . . ? C55 C54 C53 101.5(4) . . ? C56 C55 C54 105.2(6) . . ? O3 C56 C55 101.8(5) . . ? O4 C57 C58 106.2(3) . . ? C57 C58 C59 100.0(3) . . ? C60 C59 C58 101.9(3) . . ? O4 C60 C59 105.2(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.342 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.066