Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'Arnold, John' 'Knapp, Volker' 'Schmidt, Joseph A. R.' 'Shafir, Alexandr' #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name 'Prof John Arnold ' _publ_contact_author_address ; Dept. of Chemistry University of California-Berkeley Berkeley, CA 94720-1460 USA ; _publ_contact_author_email ' arnold@socrates.berkeley.edu ' _publ_contact_author_fax ' (510) 643-5482 ' _publ_requested_journal 'Dalton Transactions' #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; Reactions of N,N',N"-trimethyl-1,4,7-triazcycloonane with butyllithium regents. ; #------------------------------------------------------------------------------ # TEXT _publ_section_references ; SIR92: Altomare, A., Cascarano, M., Giacovazzo, C., Guagliardi, A. (1993). J. Appl. Cryst., 26, 343. SMART v5.052d: Area-Detector Software Package, Bruker Analytical X-ray Systems, Inc.: Madison, WI, (1995-99) SAINT: SAX Area-Dectector Integration Program, V5.04; Siemens Industrial Automation, Inc.: Madison, WI, (1995) teXsan: Crystal Structure Analysis Package, Molecular Structure Corporation, (1985 & 1992). ; data_John's_BuLi_+_Me3TACN _database_code_CSD 185955 #------------------------------------------------------------------------------ _audit_creation_date 'Fri Jul 19 16:06:42 2002' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ _cell_length_a 12.288(1) _cell_length_b 12.288(1) _cell_length_c 14.407(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2175.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 169.2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 45.0 #------------------------------------------------------------------------------ _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P -4 21 c ' _symmetry_Int_Tables_number 114 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, +z' '1/2+x,1/2-y,1/2-z' ' -y, +x, -z' '1/2+y,1/2+x,1/2+z' ' +y, -x, -z' '1/2-y,1/2-x,1/2+z' #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.380 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_min 0.070 _exptl_crystal_density_diffrn 1.082 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _chemical_formula_weight 177.22 _chemical_formula_analytical ? _chemical_formula_sum 'C9 H20 Li N3 ' _chemical_formula_moiety 'C9 H20 Li N3 ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 784.00 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ _diffrn_special_details none _diffrn_ambient_temperature 169.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 9830 _reflns_number_total 1199 _reflns_number_gt 479 _reflns_threshold_expression 'I>3.00sigma' _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.5 _diffrn_reflns_theta_max 25.64 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00000 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4953 _refine_ls_number_parameters 59 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_all 0.0411 _refine_ls_wR_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0349 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_shift/su_max 0.0300 _refine_diff_density_min -0.17 _refine_diff_density_max 0.15 #------------------------------------------------------------------------------ # COMPUTATION AND REFINEMENT PROGRAMS _computing_data_collection 'Bruker SMART v5.052d' _computing_cell_refinement 'Bruker SAINT v5.04' _computing_data_reduction 'Bruker SAINT v5.04' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 72 0.003 0.002 'International Tables' N 0 24 0.006 0.003 'International Tables' H 0 160 0.000 0.000 'International Tables' Li 0 8 0.000 0.000 'International Tables' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom N(1) 0.14766(9) 0.07236(9) 0.78384(9) 0.0213(3) Uij ? ? N(2) 0.04565(9) 0.22350(10) 0.65866(9) 0.0251(4) Uij ? ? N(3) 0.05242(9) 0.26882(9) 0.85394(9) 0.0258(4) Uij ? ? C(1) 0.1787(1) 0.0745(1) 0.6869(1) 0.0313(5) Uij ? ? C(2) 0.1591(1) 0.1860(1) 0.6412(1) 0.0307(5) Uij ? ? C(3) 0.0386(1) 0.3361(1) 0.6924(1) 0.0323(5) Uij ? ? C(4) 0.0907(1) 0.3508(1) 0.7869(1) 0.0284(5) Uij ? ? C(5) 0.1399(1) 0.2144(1) 0.9051(1) 0.0293(5) Uij ? ? C(6) 0.2121(1) 0.1479(1) 0.8405(1) 0.0288(4) Uij ? ? C(7) -0.0210(1) 0.2092(1) 0.5753(1) 0.0446(5) Uij ? ? C(8) -0.0284(1) 0.3144(1) 0.9177(1) 0.0452(5) Uij ? ? C(9) 0.1406(1) -0.0415(1) 0.8217(1) 0.0286(5) Uij ? ? Li(1) -0.0070(2) 0.1352(2) 0.7781(2) 0.0299(8) Uij ? ? H(1) 0.254 0.057 0.682 0.037 Uij ? ? H(2) 0.137 0.021 0.655 0.037 Uij ? ? H(3) 0.209 0.238 0.666 0.037 Uij ? ? H(4) 0.170 0.180 0.576 0.037 Uij ? ? H(5) -0.036 0.356 0.697 0.039 Uij ? ? H(6) 0.074 0.382 0.649 0.039 Uij ? ? H(7) 0.073 0.421 0.810 0.034 Uij ? ? H(8) 0.167 0.345 0.781 0.034 Uij ? ? H(9) 0.183 0.268 0.935 0.035 Uij ? ? H(10) 0.109 0.167 0.950 0.035 Uij ? ? H(11) 0.251 0.196 0.801 0.035 Uij ? ? H(12) 0.262 0.107 0.877 0.035 Uij ? ? H(13) -0.010 0.138 0.551 0.054 Uij ? ? H(14) 0.000 0.262 0.530 0.054 Uij ? ? H(15) -0.096 0.219 0.591 0.054 Uij ? ? H(16) -0.089 0.340 0.883 0.054 Uij ? ? H(17) 0.003 0.373 0.951 0.054 Uij ? ? H(18) -0.051 0.260 0.960 0.054 Uij ? ? H(19) 0.109(1) -0.0339(9) 0.8863(10) 0.039 Uij ? ? H(20) 0.211(1) -0.0609(10) 0.8362(10) 0.039 Uij ? ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.448(2) ? ? yes N1 C6 1.468(2) ? ? yes N1 C9 1.504(2) ? ? yes N1 LI1 2.053(3) ? ? yes N2 C2 1.490(2) ? ? yes N2 C3 1.470(2) ? ? yes N2 C7 1.464(2) ? ? yes N2 LI1 2.134(3) ? ? yes N3 C4 1.473(2) ? ? yes N3 C5 1.465(2) ? ? yes N3 C8 1.464(2) ? ? yes N3 LI1 2.103(3) ? ? yes C1 C2 1.538(2) ? ? yes C3 C4 1.515(2) ? ? yes C5 C6 1.523(2) ? ? yes C9 LI1 2.101(3) 1_555 3_555 yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C6 112.5(1) ? ? ? yes C1 N1 C9 112.5(1) ? ? ? yes C1 N1 LI1 101.4(1) ? ? ? yes C6 N1 C9 114.7(1) ? ? ? yes C6 N1 LI1 106.5(1) ? ? ? yes C9 N1 LI1 108.1(1) ? ? ? yes C2 N2 C3 113.7(1) ? ? ? yes C2 N2 C7 110.3(1) ? ? ? yes C2 N2 LI1 105.2(1) ? ? ? yes C3 N2 C7 110.6(1) ? ? ? yes C3 N2 LI1 101.2(1) ? ? ? yes C7 N2 LI1 115.5(1) ? ? ? yes C4 N3 C5 114.1(1) ? ? ? yes C4 N3 C8 111.5(1) ? ? ? yes C4 N3 LI1 107.7(1) ? ? ? yes C5 N3 C8 110.9(1) ? ? ? yes C5 N3 LI1 99.2(1) ? ? ? yes C8 N3 LI1 112.9(1) ? ? ? yes N1 C1 C2 112.9(1) ? ? ? yes N2 C2 C1 110.4(1) ? ? ? yes N2 C3 C4 112.6(1) ? ? ? yes N3 C4 C3 111.9(1) ? ? ? yes N3 C5 C6 111.4(1) ? ? ? yes N1 C6 C5 111.4(1) ? ? ? yes N1 C9 LI1 116.5(1) 1_555 1_555 3_555 yes N1 LI1 N2 86.7(1) ? ? ? yes N1 LI1 N3 87.2(1) ? ? ? yes N1 LI1 C9 120.3(1) 1_555 1_555 3_555 yes N2 LI1 N3 85.2(1) ? ? ? yes N2 LI1 C9 139.2(1) 1_555 1_555 3_555 yes N3 LI1 C9 122.9(1) 1_555 1_555 3_555 yes #=====END data_John's_tBu-Li-Tacn _database_code_CSD 185956 #------------------------------------------------------------------------------ _cell_length_a 18.785(4) _cell_length_b 14.607(3) _cell_length_c 23.964(5) _cell_angle_alpha 90.000(1) _cell_angle_beta 90.000(1) _cell_angle_gamma 90.000(1) _cell_volume 6575(1) _cell_formula_units_Z 16 _cell_measurement_temperature 121.2 _cell_measurement_reflns_used 1598 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 40.0 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_Int_Tables_number 61 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' '1/2-x, -y,1/2+z' ' -x, -y, -z' '1/2-x,1/2+y, +z' ' +x,1/2-y,1/2+z' '1/2+x, +y,1/2-z' #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.390 _exptl_crystal_size_min 0.050 _exptl_crystal_density_diffrn 0.975 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _chemical_formula_weight 241.27 _chemical_formula_analytical ? _chemical_formula_sum 'C13 H29 Li2 N3 ' _chemical_formula_moiety 'C13 H29 Li2 N3 ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 2144.00 _exptl_absorpt_coefficient_mu 0.056 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ _diffrn_special_details none _diffrn_ambient_temperature 121.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 21445 _reflns_number_total 3872 _reflns_number_gt 1309 _reflns_threshold_expression 'I>3.00sigma' _diffrn_reflns_av_R_equivalents 0.0918 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 20.82 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00000 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1309 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.2444 _refine_ls_R_factor_gt 0.1418 _refine_ls_wR_factor_all 0.1948 _refine_ls_wR_factor_gt 0.1697 _refine_ls_wR_factor_ref 0.1697 _refine_ls_goodness_of_fit_ref 3.653 _refine_ls_shift/su_max 0.0030 _refine_diff_density_min -0.44 _refine_diff_density_max 0.73 #------------------------------------------------------------------------------ # COMPUTATION AND REFINEMENT PROGRAMS _computing_data_collection 'Bruker SMART v5.052d' _computing_cell_refinement 'Bruker SAINT v5.04' _computing_data_reduction 'Bruker SAINT v5.04' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 208 0.003 0.002 'International Tables' H 0 464 0.000 0.000 'International Tables' Li 0 32 0.000 0.000 'International Tables' N 0 48 0.006 0.003 'International Tables' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom N(1) 0.9255(8) 0.514(1) -0.2203(7) 0.078(5) Uij ? ? N(2) 0.8943(9) 0.707(1) -0.2097(7) 0.081(5) Uij ? ? N(3) 0.8934(8) 0.6212(9) -0.3179(5) 0.057(4) Uij ? ? N(4) 0.6471(7) 0.7688(9) -0.4161(6) 0.053(4) Uij ? ? N(5) 0.6608(7) 0.7059(8) -0.5294(5) 0.043(4) Uij ? ? N(6) 0.6179(7) 0.8910(9) -0.5095(6) 0.056(4) Uij ? ? C(1) 0.965(2) 0.499(2) -0.271(1) 0.15(1) Uij ? ? C(2) 0.946(1) 0.546(2) -0.3166(10) 0.114(8) Uij ? ? C(3) 0.928(1) 0.709(2) -0.309(1) 0.122(9) Uij ? ? C(4) 0.911(2) 0.754(2) -0.265(1) 0.17(1) Uij ? ? C(5) 0.949(2) 0.665(2) -0.179(1) 0.15(1) Uij ? ? C(6) 0.960(1) 0.574(2) -0.178(1) 0.121(9) Uij ? ? C(7) 0.909(1) 0.421(1) -0.1970(9) 0.112 Uij ? ? C(8) 0.853(1) 0.769(1) -0.1764(9) 0.098 Uij ? ? C(9) 0.8435(8) 0.622(1) -0.3667(6) 0.059 Uij ? ? C(10) 0.622(1) 0.654(1) -0.488(1) 0.110(8) Uij ? ? C(11) 0.634(1) 0.674(1) -0.4318(9) 0.081(6) Uij ? ? C(12) 0.585(1) 0.822(2) -0.418(1) 0.112(8) Uij ? ? C(13) 0.581(1) 0.894(1) -0.4559(10) 0.099(7) Uij ? ? C(14) 0.582(1) 0.837(1) -0.5498(9) 0.088(7) Uij ? ? C(15) 0.615(1) 0.755(2) -0.567(1) 0.118(8) Uij ? ? C(16) 0.631(1) 0.982(1) -0.5314(8) 0.077 Uij ? ? C(17) 0.712(1) 0.650(1) -0.5600(8) 0.063 Uij ? ? C(18) 0.6889(9) 0.778(1) -0.3624(7) 0.059 Uij ? ? C(19) 0.7215(9) 0.589(1) -0.2432(7) 0.063 Uij ? ? C(20) 0.670(1) 0.660(2) -0.2215(9) 0.104 Uij ? ? C(21) 0.6786(9) 0.527(1) -0.2812(8) 0.079 Uij ? ? C(22) 0.7408(10) 0.535(2) -0.1923(9) 0.103 Uij ? ? C(23) 0.8247(8) 0.825(1) -0.4758(7) 0.040 Uij ? ? C(24) 0.8813(9) 0.761(1) -0.4982(8) 0.084 Uij ? ? C(25) 0.859(1) 0.884(1) -0.4322(9) 0.082 Uij ? ? C(26) 0.8078(8) 0.890(1) -0.5245(9) 0.070 Uij ? ? Li(1) 0.839(2) 0.599(2) -0.246(1) 0.055(8) Uij ? ? Li(2) 0.746(2) 0.661(2) -0.324(1) 0.059(9) Uij ? ? Li(3) 0.793(2) 0.748(2) -0.403(1) 0.07(1) Uij ? ? Li(4) 0.709(1) 0.807(2) -0.484(1) 0.044(7) Uij ? ? H(1) 1.013 0.524 -0.266 0.181 Uij ? ? H(2) 0.963 0.444 -0.283 0.181 Uij ? ? H(3) 0.988 0.579 -0.332 0.133 Uij ? ? H(4) 0.929 0.507 -0.343 0.133 Uij ? ? H(5) 1.007 0.562 -0.173 0.143 Uij ? ? H(6) 0.934 0.564 -0.142 0.143 Uij ? ? H(7) 0.995 0.688 -0.205 0.183 Uij ? ? H(8) 0.957 0.698 -0.148 0.183 Uij ? ? H(9) 0.977 0.704 -0.312 0.137 Uij ? ? H(10) 0.910 0.752 -0.336 0.137 Uij ? ? H(11) 0.883 0.797 -0.271 0.172 Uij ? ? H(12) 0.962 0.781 -0.255 0.172 Uij ? ? H(13) 0.827 0.733 -0.150 0.118 Uij ? ? H(14) 0.889 0.803 -0.154 0.118 Uij ? ? H(15) 0.827 0.805 -0.197 0.118 Uij ? ? H(16) 0.882 0.391 -0.223 0.135 Uij ? ? H(17) 0.888 0.429 -0.163 0.135 Uij ? ? H(18) 0.955 0.391 -0.193 0.135 Uij ? ? H(19) 0.638 0.763 -0.599 0.143 Uij ? ? H(20) 0.574 0.711 -0.573 0.143 Uij ? ? H(21) 0.577 0.868 -0.584 0.111 Uij ? ? H(22) 0.536 0.819 -0.537 0.111 Uij ? ? H(23) 0.596 0.947 -0.438 0.108 Uij ? ? H(24) 0.531 0.902 -0.466 0.108 Uij ? ? H(25) 0.574 0.849 -0.384 0.133 Uij ? ? H(26) 0.545 0.783 -0.429 0.133 Uij ? ? H(27) 0.670 0.639 -0.420 0.094 Uij ? ? H(28) 0.589 0.657 -0.414 0.094 Uij ? ? H(29) 0.636 0.591 -0.493 0.118 Uij ? ? H(30) 0.573 0.660 -0.497 0.118 Uij ? ? H(31) 0.687 0.602 -0.579 0.076 Uij ? ? H(32) 0.737 0.686 -0.585 0.076 Uij ? ? H(33) 0.744 0.622 -0.534 0.076 Uij ? ? H(34) 0.664 0.978 -0.561 0.092 Uij ? ? H(35) 0.587 1.007 -0.543 0.092 Uij ? ? H(36) 0.650 1.019 -0.502 0.092 Uij ? ? H(37) 0.703 0.520 -0.167 0.123 Uij ? ? H(38) 0.762 0.474 -0.203 0.123 Uij ? ? H(39) 0.779 0.562 -0.170 0.123 Uij ? ? H(40) 0.630 0.632 -0.201 0.125 Uij ? ? H(41) 0.690 0.704 -0.197 0.125 Uij ? ? H(42) 0.646 0.695 -0.251 0.125 Uij ? ? H(43) 0.641 0.493 -0.265 0.094 Uij ? ? H(44) 0.711 0.478 -0.298 0.094 Uij ? ? H(45) 0.660 0.556 -0.315 0.094 Uij ? ? H(46) 0.828 0.926 -0.412 0.099 Uij ? ? H(47) 0.886 0.851 -0.404 0.099 Uij ? ? H(48) 0.898 0.927 -0.448 0.099 Uij ? ? H(49) 0.911 0.735 -0.469 0.100 Uij ? ? H(50) 0.916 0.793 -0.523 0.100 Uij ? ? H(51) 0.862 0.712 -0.519 0.100 Uij ? ? H(52) 0.849 0.917 -0.539 0.084 Uij ? ? H(53) 0.784 0.856 -0.553 0.084 Uij ? ? H(54) 0.776 0.937 -0.512 0.084 Uij ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C(7) 0.16(2) 0.08(2) 0.11(2) 0.06(2) 0.03(2) 0.04(1) C(8) 0.10(2) 0.10(2) 0.12(2) 0.00(2) 0.03(2) -0.04(1) C(9) 0.04(1) 0.06(1) 0.04(1) 0.03(1) -0.018(10) -0.002(9) C(16) 0.08(2) 0.05(1) 0.11(2) 0.01(1) 0.00(1) 0.04(1) C(17) 0.09(2) 0.05(1) 0.07(1) -0.01(1) 0.01(1) -0.030(10) C(18) 0.06(1) 0.09(1) 0.05(1) 0.03(1) -0.01(1) -0.01(1) C(19) 0.04(1) 0.06(1) 0.06(1) 0.01(1) 0.01(1) -0.01(1) C(20) 0.09(2) 0.15(2) 0.08(2) 0.03(2) 0.05(1) 0.01(1) C(21) 0.04(1) 0.09(2) 0.08(1) 0.00(1) 0.01(1) 0.00(1) C(22) 0.04(1) 0.21(3) 0.09(2) -0.01(2) -0.01(1) 0.09(2) C(23) 0.02(1) 0.06(1) 0.05(1) 0.02(1) -0.010(9) 0.01(1) C(24) 0.05(1) 0.08(1) 0.10(2) 0.01(1) 0.01(1) 0.03(1) C(25) 0.09(2) 0.06(1) 0.09(2) -0.03(1) -0.01(1) 0.04(1) C(26) 0.03(1) 0.05(1) 0.13(2) 0.02(1) -0.01(1) 0.03(1) _geom_special_details ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(1) 1.45(3) ? ? yes N(1) C(6) 1.49(3) ? ? yes N(1) C(7) 1.51(2) ? ? yes N(1) Li(1) 2.14(3) ? ? yes N(2) C(4) 1.53(3) ? ? yes N(2) C(5) 1.39(3) ? ? yes N(2) C(8) 1.44(2) ? ? yes N(2) Li(1) 2.08(3) ? ? yes N(3) C(2) 1.48(2) ? ? yes N(3) C(3) 1.45(3) ? ? yes N(3) C(9) 1.50(2) ? ? yes N(3) Li(1) 2.02(3) ? ? yes N(4) C(11) 1.45(2) ? ? yes N(4) C(12) 1.41(2) ? ? yes N(4) C(18) 1.52(2) ? ? yes N(4) Li(4) 2.07(3) ? ? yes N(5) C(10) 1.44(2) ? ? yes N(5) C(15) 1.45(2) ? ? yes N(5) C(17) 1.47(2) ? ? yes N(5) Li(4) 2.05(3) ? ? yes N(6) C(13) 1.46(2) ? ? yes N(6) C(14) 1.42(2) ? ? yes N(6) C(16) 1.45(2) ? ? yes N(6) Li(4) 2.19(3) ? ? yes C(1) C(2) 1.33(3) ? ? yes C(3) C(4) 1.29(3) ? ? yes C(5) C(6) 1.36(3) ? ? yes C(9) Li(2) 2.18(3) ? ? yes C(9) Li(3) 2.24(3) ? ? yes C(10) C(11) 1.40(3) ? ? yes C(12) C(13) 1.38(3) ? ? yes C(14) C(15) 1.40(3) ? ? yes C(18) Li(2) 2.22(3) ? ? yes C(18) Li(3) 2.23(4) ? ? yes C(19) C(20) 1.50(2) ? ? yes C(19) C(21) 1.52(2) ? ? yes C(19) C(22) 1.50(2) ? ? yes C(19) Li(1) 2.21(3) ? ? yes C(19) Li(2) 2.25(3) ? ? yes C(23) C(24) 1.51(2) ? ? yes C(23) C(25) 1.51(2) ? ? yes C(23) C(26) 1.53(2) ? ? yes C(23) Li(3) 2.16(4) ? ? yes C(23) Li(4) 2.20(3) ? ? yes Li(1) Li(2) 2.71(4) ? ? yes Li(2) Li(3) 2.44(4) ? ? yes Li(3) Li(4) 2.65(4) ? ? yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(6) 116(1) ? ? ? yes C(1) N(1) C(7) 106(1) ? ? ? yes C(1) N(1) Li(1) 103(1) ? ? ? yes C(6) N(1) C(7) 111(1) ? ? ? yes C(6) N(1) Li(1) 101(1) ? ? ? yes C(7) N(1) Li(1) 118(1) ? ? ? yes C(4) N(2) C(5) 119(2) ? ? ? yes C(4) N(2) C(8) 107(1) ? ? ? yes C(4) N(2) Li(1) 94(1) ? ? ? yes C(5) N(2) C(8) 112(2) ? ? ? yes C(5) N(2) Li(1) 105(1) ? ? ? yes C(8) N(2) Li(1) 116(1) ? ? ? yes C(2) N(3) C(3) 110(1) ? ? ? yes C(2) N(3) C(9) 116(1) ? ? ? yes C(2) N(3) Li(1) 101(1) ? ? ? yes C(3) N(3) C(9) 112(1) ? ? ? yes C(3) N(3) Li(1) 104(1) ? ? ? yes C(9) N(3) Li(1) 110(1) ? ? ? yes C(11) N(4) C(12) 112(1) ? ? ? yes C(11) N(4) C(18) 113(1) ? ? ? yes C(11) N(4) Li(4) 98(1) ? ? ? yes C(12) N(4) C(18) 114(1) ? ? ? yes C(12) N(4) Li(4) 106(1) ? ? ? yes C(18) N(4) Li(4) 110(1) ? ? ? yes C(10) N(5) C(15) 112(1) ? ? ? yes C(10) N(5) C(17) 112(1) ? ? ? yes C(10) N(5) Li(4) 103(1) ? ? ? yes C(15) N(5) C(17) 111(1) ? ? ? yes C(15) N(5) Li(4) 103(1) ? ? ? yes C(17) N(5) Li(4) 112(1) ? ? ? yes C(13) N(6) C(14) 112(1) ? ? ? yes C(13) N(6) C(16) 111(1) ? ? ? yes C(13) N(6) Li(4) 97(1) ? ? ? yes C(14) N(6) C(16) 110(1) ? ? ? yes C(14) N(6) Li(4) 104(1) ? ? ? yes C(16) N(6) Li(4) 118(1) ? ? ? yes N(1) C(1) C(2) 118(2) ? ? ? yes N(3) C(2) C(1) 125(2) ? ? ? yes N(3) C(3) C(4) 117(2) ? ? ? yes N(2) C(4) C(3) 122(2) ? ? ? yes N(2) C(5) C(6) 124(2) ? ? ? yes N(1) C(6) C(5) 118(2) ? ? ? yes N(3) C(9) Li(2) 99(1) ? ? ? yes N(3) C(9) Li(3) 124(1) ? ? ? yes Li(2) C(9) Li(3) 67(1) ? ? ? yes N(5) C(10) C(11) 118(1) ? ? ? yes N(4) C(11) C(10) 118(1) ? ? ? yes N(4) C(12) C(13) 119(2) ? ? ? yes N(6) C(13) C(12) 121(1) ? ? ? yes N(6) C(14) C(15) 117(1) ? ? ? yes N(5) C(15) C(14) 120(2) ? ? ? yes N(4) C(18) Li(2) 121(1) ? ? ? yes N(4) C(18) Li(3) 93(1) ? ? ? yes Li(2) C(18) Li(3) 66(1) ? ? ? yes C(20) C(19) C(21) 105(1) ? ? ? yes C(20) C(19) C(22) 103(1) ? ? ? yes C(20) C(19) Li(1) 127(1) ? ? ? yes C(20) C(19) Li(2) 96(1) ? ? ? yes C(21) C(19) C(22) 107(1) ? ? ? yes C(21) C(19) Li(1) 123(1) ? ? ? yes C(21) C(19) Li(2) 82(1) ? ? ? yes C(22) C(19) Li(1) 79(1) ? ? ? yes C(22) C(19) Li(2) 153(1) ? ? ? yes Li(1) C(19) Li(2) 74(1) ? ? ? yes C(24) C(23) C(25) 107(1) ? ? ? yes C(24) C(23) C(26) 104(1) ? ? ? yes C(24) C(23) Li(3) 98(1) ? ? ? yes C(24) C(23) Li(4) 126(1) ? ? ? yes C(25) C(23) C(26) 105(1) ? ? ? yes C(25) C(23) Li(3) 81(1) ? ? ? yes C(25) C(23) Li(4) 123(1) ? ? ? yes C(26) C(23) Li(3) 151(1) ? ? ? yes C(26) C(23) Li(4) 78(1) ? ? ? yes Li(3) C(23) Li(4) 74(1) ? ? ? yes N(1) Li(1) N(2) 86(1) ? ? ? yes N(1) Li(1) N(3) 87(1) ? ? ? yes N(1) Li(1) C(19) 135(1) ? ? ? yes N(1) Li(1) Li(2) 152(1) ? ? ? yes N(2) Li(1) N(3) 88(1) ? ? ? yes N(2) Li(1) C(19) 122(1) ? ? ? yes N(2) Li(1) Li(2) 111(1) ? ? ? yes N(3) Li(1) C(19) 123(1) ? ? ? yes N(3) Li(1) Li(2) 72(1) ? ? ? yes C(19) Li(1) Li(2) 53(1) ? ? ? yes C(9) Li(2) C(18) 114(1) ? ? ? yes C(9) Li(2) C(19) 117(1) ? ? ? yes C(9) Li(2) Li(1) 71(1) ? ? ? yes C(9) Li(2) Li(3) 57(1) ? ? ? yes C(18) Li(2) C(19) 128(1) ? ? ? yes C(18) Li(2) Li(1) 148(1) ? ? ? yes C(18) Li(2) Li(3) 56(1) ? ? ? yes C(19) Li(2) Li(1) 51.9(9) ? ? ? yes C(19) Li(2) Li(3) 168(1) ? ? ? yes Li(1) Li(2) Li(3) 117(1) ? ? ? yes C(9) Li(3) C(18) 111(1) ? ? ? yes C(9) Li(3) C(23) 128(1) ? ? ? yes C(9) Li(3) Li(2) 55(1) ? ? ? yes C(9) Li(3) Li(4) 143(1) ? ? ? yes C(18) Li(3) C(23) 119(1) ? ? ? yes C(18) Li(3) Li(2) 56(1) ? ? ? yes C(18) Li(3) Li(4) 74(1) ? ? ? yes C(23) Li(3) Li(2) 174(1) ? ? ? yes C(23) Li(3) Li(4) 53.3(10) ? ? ? yes Li(2) Li(3) Li(4) 120(1) ? ? ? yes N(4) Li(4) N(5) 88(1) ? ? ? yes N(4) Li(4) N(6) 86(1) ? ? ? yes N(4) Li(4) C(23) 121(1) ? ? ? yes N(4) Li(4) Li(3) 71(1) ? ? ? yes N(5) Li(4) N(6) 84(1) ? ? ? yes N(5) Li(4) C(23) 124(1) ? ? ? yes N(5) Li(4) Li(3) 114(1) ? ? ? yes N(6) Li(4) C(23) 136(1) ? ? ? yes N(6) Li(4) Li(3) 148(1) ? ? ? yes C(23) Li(4) Li(3) 51.9(10) ? ? ? yes #=====END data_Benzyl_Li_Tacn _database_code_CSD 185957 #------------------------------------------------------------------------------ _audit_creation_date 'Tue Feb 5 14:33:22 2002' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ _cell_length_a 17.075(4) _cell_length_b 12.258(3) _cell_length_c 16.533(4) _cell_angle_alpha 90 _cell_angle_beta 105.077(4) _cell_angle_gamma 90 _cell_volume 3341(2) _cell_formula_units_Z 8 _cell_measurement_temperature 273.2 _cell_measurement_reflns_used 1423 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 40.0 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y,1/2-z' ' -x, -y, -z' ' +x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.071 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _chemical_formula_weight 269.36 _chemical_formula_analytical 'C16 H28 Li N3 ' _chemical_formula_sum 'C16 H28 Li N3 ' _chemical_formula_moiety 'C16 H28 Li N3 ' _chemical_formula_structural 'C16 H28 Li N3 ' _chemical_compound_source ? _exptl_crystal_F_000 1184.00 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_max 0.97 _exptl_absorpt_correction_T_min 0.86 #------------------------------------------------------------------------------ _diffrn_special_details none _diffrn_ambient_temperature 273.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 12166 _reflns_number_total 4322 _reflns_number_gt 1435 _reflns_threshold_expression 'I>2.50sigma' _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 22.00 _diffrn_reflns_reduction_process ? _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ _refine_special_details ? _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00000 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1435 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.2031 _refine_ls_R_factor_gt 0.0686 _refine_ls_wR_factor_all 0.1562 _refine_ls_wR_factor_gt 0.0899 _refine_ls_wR_factor_ref 0.0899 _refine_ls_goodness_of_fit_ref 1.336 _refine_ls_shift/su_max 0.0040 _refine_diff_density_min -0.28 _refine_diff_density_max 0.53 #------------------------------------------------------------------------------ # COMPUTATION AND REFINEMENT PROGRAMS _computing_data_collection 'Bruker SMART v5.052d' _computing_cell_refinement 'Bruker SAINT v5.04' _computing_data_reduction 'Bruker SAINT v5.04' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 128 0.003 0.002 'International Tables' H 0 224 0.000 0.000 'International Tables' N 0 24 0.006 0.003 'International Tables' Li 0 8 0.000 0.000 'International Tables' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom N(1) 0.0624(4) 0.3685(5) 0.1160(4) 0.021 Uij ? ? N(2) 0.0644(4) 0.1342(5) 0.1154(4) 0.027 Uij ? ? N(3) 0.2140(4) 0.2531(4) 0.1744(5) 0.027 Uij ? ? N(4) -0.4392(4) 0.3556(5) -0.1238(4) 0.034 Uij ? ? N(5) -0.4406(4) 0.1233(5) -0.1340(5) 0.037 Uij ? ? N(6) -0.2895(5) 0.2347(5) -0.0840(5) 0.032 Uij ? ? C(1) 0.0803(7) 0.2587(6) 0.3307(7) 0.048(3) Uij ? ? C(2) 0.1679(5) 0.2698(6) 0.3783(6) 0.026(2) Uij ? ? C(3) 0.2092(5) 0.3752(6) 0.3924(5) 0.039(2) Uij ? ? C(4) 0.2893(5) 0.3849(7) 0.4328(5) 0.045(2) Uij ? ? C(5) 0.3367(5) 0.2971(8) 0.4648(6) 0.044(2) Uij ? ? C(6) 0.3035(6) 0.1954(8) 0.4525(6) 0.053(3) Uij ? ? C(7) 0.2235(5) 0.1799(7) 0.4131(6) 0.049(2) Uij ? ? C(8) -0.0059(4) 0.3075(6) 0.0611(5) 0.028(2) Uij ? ? C(9) 0.0195(4) 0.1949(6) 0.0419(5) 0.030(2) Uij ? ? C(10) 0.1392(5) 0.0863(7) 0.1102(5) 0.044(2) Uij ? ? C(11) 0.2001(4) 0.1688(6) 0.1025(5) 0.030(2) Uij ? ? C(12) 0.2069(5) 0.3657(6) 0.1346(5) 0.039(2) Uij ? ? C(13) 0.1268(5) 0.3929(6) 0.0795(5) 0.039(2) Uij ? ? C(14) 0.0285(5) 0.4658(7) 0.1477(5) 0.045(2) Uij ? ? C(15) 0.0099(6) 0.0529(7) 0.1409(5) 0.049(3) Uij ? ? C(16) 0.2894(5) 0.2384(6) 0.2318(6) 0.041(2) Uij ? ? C(17) -0.4067(6) 0.2454(5) 0.0888(6) 0.030(3) Uij ? ? C(18) -0.3291(6) 0.2628(6) 0.1320(7) 0.040(3) Uij ? ? C(19) -0.2955(5) 0.3641(6) 0.1393(5) 0.036(2) Uij ? ? C(20) -0.2135(5) 0.3819(7) 0.1797(5) 0.053(2) Uij ? ? C(21) -0.1642(6) 0.2948(8) 0.2146(6) 0.056(3) Uij ? ? C(22) -0.1989(6) 0.1941(8) 0.2060(6) 0.055(3) Uij ? ? C(23) -0.2798(5) 0.1780(7) 0.1661(5) 0.040(2) Uij ? ? C(24) -0.5048(5) 0.2997(7) -0.1834(5) 0.038(2) Uij ? ? C(25) -0.4800(5) 0.1884(7) -0.2104(5) 0.036(2) Uij ? ? C(26) -0.3631(5) 0.0736(6) -0.1447(5) 0.032(2) Uij ? ? C(27) -0.2992(5) 0.1578(6) -0.1480(5) 0.039(2) Uij ? ? C(28) -0.2869(5) 0.3496(6) -0.1042(5) 0.036(2) Uij ? ? C(29) -0.3687(5) 0.3871(6) -0.1611(5) 0.035(2) Uij ? ? C(30) -0.4675(5) 0.4516(7) -0.0916(5) 0.045(2) Uij ? ? C(31) -0.4929(5) 0.0405(7) -0.1167(5) 0.046(3) Uij ? ? C(32) -0.2114(5) 0.2089(7) -0.0155(6) 0.045(2) Uij ? ? Li(1) 0.108(1) 0.254(1) 0.211(1) 0.053(6) Uij ? ? Li(2) -0.3927(8) 0.2359(8) -0.0386(9) 0.014(3) Uij ? ? H(1) 0.048 0.320 0.337 0.058 Uij ? ? H(2) 0.056 0.194 0.343 0.058 Uij ? ? H(3) 0.179 0.439 0.373 0.048 Uij ? ? H(4) 0.313 0.455 0.439 0.054 Uij ? ? H(5) 0.392 0.307 0.495 0.052 Uij ? ? H(6) 0.337 0.134 0.472 0.064 Uij ? ? H(7) 0.203 0.108 0.408 0.058 Uij ? ? H(8) -0.025 0.346 0.010 0.034 Uij ? ? H(9) -0.048 0.301 0.088 0.034 Uij ? ? H(10) -0.028 0.155 0.016 0.036 Uij ? ? H(11) 0.053 0.202 0.004 0.036 Uij ? ? H(12) 0.129 0.040 0.063 0.053 Uij ? ? H(13) 0.160 0.045 0.159 0.053 Uij ? ? H(14) 0.250 0.133 0.104 0.037 Uij ? ? H(15) 0.181 0.206 0.051 0.037 Uij ? ? H(16) 0.246 0.371 0.102 0.046 Uij ? ? H(17) 0.219 0.418 0.178 0.046 Uij ? ? H(18) 0.119 0.353 0.029 0.046 Uij ? ? H(19) 0.126 0.469 0.067 0.046 Uij ? ? H(20) 0.071 0.504 0.186 0.053 Uij ? ? H(21) 0.004 0.512 0.102 0.053 Uij ? ? H(22) -0.011 0.444 0.175 0.053 Uij ? ? H(23) -0.035 0.090 0.152 0.058 Uij ? ? H(24) -0.009 0.002 0.097 0.058 Uij ? ? H(25) 0.039 0.016 0.190 0.058 Uij ? ? H(26) 0.293 0.166 0.253 0.049 Uij ? ? H(27) 0.331 0.251 0.205 0.049 Uij ? ? H(28) 0.295 0.289 0.277 0.049 Uij ? ? H(29) -0.441 0.304 0.095 0.036 Uij ? ? H(30) -0.427 0.179 0.105 0.036 Uij ? ? H(31) -0.329 0.425 0.116 0.043 Uij ? ? H(32) -0.192 0.454 0.183 0.063 Uij ? ? H(33) -0.109 0.305 0.243 0.068 Uij ? ? H(34) -0.166 0.133 0.228 0.065 Uij ? ? H(35) -0.301 0.106 0.163 0.048 Uij ? ? H(36) -0.522 0.344 -0.232 0.046 Uij ? ? H(37) -0.548 0.290 -0.158 0.046 Uij ? ? H(38) -0.443 0.198 -0.244 0.043 Uij ? ? H(39) -0.527 0.151 -0.242 0.043 Uij ? ? H(40) -0.342 0.026 -0.099 0.038 Uij ? ? H(41) -0.375 0.033 -0.195 0.038 Uij ? ? H(42) -0.315 0.194 -0.200 0.047 Uij ? ? H(43) -0.249 0.122 -0.143 0.047 Uij ? ? H(44) -0.275 0.391 -0.054 0.043 Uij ? ? H(45) -0.246 0.361 -0.132 0.043 Uij ? ? H(46) -0.368 0.464 -0.167 0.043 Uij ? ? H(47) -0.377 0.354 -0.215 0.043 Uij ? ? H(48) -0.486 0.503 -0.136 0.054 Uij ? ? H(49) -0.511 0.433 -0.068 0.054 Uij ? ? H(50) -0.425 0.483 -0.049 0.054 Uij ? ? H(51) -0.542 0.073 -0.112 0.055 Uij ? ? H(52) -0.505 -0.011 -0.161 0.055 Uij ? ? H(53) -0.467 0.005 -0.066 0.055 Uij ? ? H(54) -0.205 0.260 0.029 0.054 Uij ? ? H(55) -0.166 0.214 -0.039 0.054 Uij ? ? H(56) -0.215 0.137 0.005 0.054 Uij ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.024(4) 0.028(4) 0.020(4) 0.002(3) 0.010(3) -0.007(3) N(2) 0.027(4) 0.027(4) 0.014(3) 0.005(3) 0.012(3) 0.000(3) N(3) 0.005(4) 0.037(4) 0.019(4) -0.002(2) -0.001(3) -0.005(3) N(4) 0.035(4) 0.019(4) 0.037(4) 0.003(3) 0.019(3) -0.003(3) N(5) 0.026(4) 0.025(4) 0.050(5) -0.013(3) 0.012(4) 0.008(3) N(6) 0.038(5) 0.051(5) 0.012(4) -0.004(3) 0.003(4) -0.015(3) _geom_special_details ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N(1) C(8) 1.480(9) ? ? yes N(1) C(13) 1.42(1) ? ? yes N(1) C(14) 1.48(1) ? ? yes N(1) Li(1) 2.10(2) ? ? yes N(2) C(9) 1.461(9) ? ? yes N(2) C(10) 1.43(1) ? ? yes N(2) C(15) 1.50(1) ? ? yes N(2) Li(1) 2.15(2) ? ? yes N(3) C(11) 1.546(10) ? ? yes N(3) C(12) 1.521(9) ? ? yes N(3) C(16) 1.40(1) ? ? yes N(3) Li(1) 2.05(3) ? ? yes N(4) C(24) 1.457(9) ? ? yes N(4) C(29) 1.54(1) ? ? yes N(4) C(30) 1.43(1) ? ? yes N(4) Li(2) 2.05(1) ? ? yes N(5) C(25) 1.497(10) ? ? yes N(5) C(26) 1.51(1) ? ? yes N(5) C(31) 1.43(1) ? ? yes N(5) Li(2) 2.09(1) ? ? yes N(6) C(27) 1.39(1) ? ? yes N(6) C(28) 1.451(9) ? ? yes N(6) C(32) 1.54(1) ? ? yes N(6) Li(2) 2.09(2) ? ? yes C(1) C(2) 1.50(1) ? ? yes C(1) Li(1) 2.15(3) ? ? yes C(2) C(3) 1.46(1) ? ? yes C(2) C(7) 1.47(1) ? ? yes C(3) C(4) 1.362(10) ? ? yes C(4) C(5) 1.37(1) ? ? yes C(5) C(6) 1.36(1) ? ? yes C(6) C(7) 1.37(1) ? ? yes C(8) C(9) 1.50(1) ? ? yes C(10) C(11) 1.48(1) ? ? yes C(12) C(13) 1.47(1) ? ? yes C(17) C(18) 1.35(1) ? ? yes C(17) Li(2) 2.18(2) ? ? yes C(18) C(19) 1.36(1) ? ? yes C(18) C(23) 1.36(1) ? ? yes C(19) C(20) 1.40(1) ? ? yes C(20) C(21) 1.39(1) ? ? yes C(21) C(22) 1.36(1) ? ? yes C(22) C(23) 1.38(1) ? ? yes C(24) C(25) 1.53(1) ? ? yes C(26) C(27) 1.51(1) ? ? yes C(28) C(29) 1.538(10) ? ? yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(8) N(1) C(13) 114.8(6) ? ? ? yes C(8) N(1) C(14) 107.8(6) ? ? ? yes C(8) N(1) Li(1) 101.7(6) ? ? ? yes C(13) N(1) C(14) 113.5(6) ? ? ? yes C(13) N(1) Li(1) 106.4(8) ? ? ? yes C(14) N(1) Li(1) 112.1(8) ? ? ? yes C(9) N(2) C(10) 116.3(7) ? ? ? yes C(9) N(2) C(15) 110.1(6) ? ? ? yes C(9) N(2) Li(1) 105.8(6) ? ? ? yes C(10) N(2) C(15) 112.0(6) ? ? ? yes C(10) N(2) Li(1) 100.4(7) ? ? ? yes C(15) N(2) Li(1) 111.7(8) ? ? ? yes C(11) N(3) C(12) 107.1(6) ? ? ? yes C(11) N(3) C(16) 111.5(6) ? ? ? yes C(11) N(3) Li(1) 105.1(7) ? ? ? yes C(12) N(3) C(16) 111.5(6) ? ? ? yes C(12) N(3) Li(1) 98.4(6) ? ? ? yes C(16) N(3) Li(1) 121.7(9) ? ? ? yes C(24) N(4) C(29) 113.0(7) ? ? ? yes C(24) N(4) C(30) 111.4(6) ? ? ? yes C(24) N(4) Li(2) 102.7(6) ? ? ? yes C(29) N(4) C(30) 108.6(6) ? ? ? yes C(29) N(4) Li(2) 104.6(6) ? ? ? yes C(30) N(4) Li(2) 116.3(7) ? ? ? yes C(25) N(5) C(26) 109.4(7) ? ? ? yes C(25) N(5) C(31) 112.3(6) ? ? ? yes C(25) N(5) Li(2) 106.6(6) ? ? ? yes C(26) N(5) C(31) 110.4(6) ? ? ? yes C(26) N(5) Li(2) 99.9(6) ? ? ? yes C(31) N(5) Li(2) 117.4(7) ? ? ? yes C(27) N(6) C(28) 119.0(8) ? ? ? yes C(27) N(6) C(32) 109.1(7) ? ? ? yes C(27) N(6) Li(2) 109.5(7) ? ? ? yes C(28) N(6) C(32) 107.2(6) ? ? ? yes C(28) N(6) Li(2) 99.0(6) ? ? ? yes C(32) N(6) Li(2) 112.8(7) ? ? ? yes C(2) C(1) Li(1) 93.2(9) ? ? ? yes C(1) C(2) C(3) 122.5(6) ? ? ? yes C(1) C(2) C(7) 126.1(7) ? ? ? yes C(3) C(2) C(7) 111.4(7) ? ? ? yes C(2) C(3) C(4) 122.5(7) ? ? ? yes C(3) C(4) C(5) 122.6(8) ? ? ? yes C(4) C(5) C(6) 118.7(8) ? ? ? yes C(5) C(6) C(7) 121.6(9) ? ? ? yes C(2) C(7) C(6) 123.2(8) ? ? ? yes N(1) C(8) C(9) 111.6(5) ? ? ? yes N(2) C(9) C(8) 114.1(6) ? ? ? yes N(2) C(10) C(11) 112.6(7) ? ? ? yes N(3) C(11) C(10) 111.2(7) ? ? ? yes N(3) C(12) C(13) 115.5(6) ? ? ? yes N(1) C(13) C(12) 112.8(7) ? ? ? yes C(18) C(17) Li(2) 100.4(8) ? ? ? yes C(17) C(18) C(19) 121.6(7) ? ? ? yes C(17) C(18) C(23) 121.0(8) ? ? ? yes C(19) C(18) C(23) 117.3(9) ? ? ? yes C(18) C(19) C(20) 122.0(8) ? ? ? yes C(19) C(20) C(21) 120.0(8) ? ? ? yes C(20) C(21) C(22) 117.0(9) ? ? ? yes C(21) C(22) C(23) 122.3(9) ? ? ? yes C(18) C(23) C(22) 121.4(9) ? ? ? yes N(4) C(24) C(25) 113.2(6) ? ? ? yes N(5) C(25) C(24) 109.1(7) ? ? ? yes N(5) C(26) C(27) 113.1(6) ? ? ? yes N(6) C(27) C(26) 112.1(8) ? ? ? yes N(6) C(28) C(29) 110.7(6) ? ? ? yes N(4) C(29) C(28) 111.1(6) ? ? ? yes N(1) Li(1) N(2) 85.0(8) ? ? ? yes N(1) Li(1) N(3) 88.0(9) ? ? ? yes N(1) Li(1) C(1) 122.9(9) ? ? ? yes N(2) Li(1) N(3) 86.6(9) ? ? ? yes N(2) Li(1) C(1) 125.4(10) ? ? ? yes N(3) Li(1) C(1) 134.1(10) ? ? ? yes N(4) Li(2) N(5) 87.1(6) ? ? ? yes N(4) Li(2) N(6) 88.3(6) ? ? ? yes N(4) Li(2) C(17) 120.3(6) ? ? ? yes N(5) Li(2) N(6) 85.8(6) ? ? ? yes N(5) Li(2) C(17) 129.9(7) ? ? ? yes N(6) Li(2) C(17) 131.4(7) ? ? ? yes