# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Pingyun Feng' _publ_contact_author_email pingyun.feng@ucr.edu _publ_section_title ; A Mixed Ligand Route for Construction of Tetrahedrally Coordinated Porous Lithium Frameworks ; loop_ _publ_author_name 'Pingyun Feng' 'Xiang Zhao' 'Tao Wu' 'Xianhui Bu' # Attachment '- combo.cif' data_MVLIF-1 _database_code_depnum_ccdc_archive 'CCDC 794129' #TrackingRef '- combo.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common MVLIF-1 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H13 Li N6' _chemical_formula_weight 272.24 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 Trigonal _symmetry_space_group_name_H-M 'P 32' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' _cell_length_a 8.9721(8) _cell_length_b 8.9721(8) _cell_length_c 15.304(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1066.9(2) _cell_formula_units_Z 3 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 142 _exptl_absorpt_coefficient_mu 0.027 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3361 _diffrn_reflns_av_R_equivalents 0.0982 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 19.95 _reflns_number_total 991 _reflns_number_gt 878 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1429P)^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 SHELXL _refine_ls_extinction_coef 0.012(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 4(4) _refine_ls_number_reflns 991 _refine_ls_number_parameters 191 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1163 _refine_ls_wR_factor_gt 0.1098 _refine_ls_goodness_of_fit_ref 0.679 _refine_ls_restrained_S_all 0.679 _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 N5 N -0.0497(6) 0.1838(6) 0.2183(3) 0.0333(12) Uani 1 1 d . . . C11 C 0.5312(7) 0.2495(8) -0.1262(5) 0.0366(15) Uani 1 1 d . . . H11A H 0.5774 0.3677 -0.1206 0.044 Uiso 1 1 calc R . . N3 N 0.2808(6) -0.0359(7) 0.1786(3) 0.0428(14) Uani 1 1 d . . . N4 N 0.1300(6) 0.0639(6) 0.2448(3) 0.0362(13) Uani 1 1 d . . . C10 C 0.5042(7) 0.1515(7) -0.0533(4) 0.0330(15) Uani 1 1 d . . . H10A H 0.5325 0.2016 0.0019 0.040 Uiso 1 1 calc R . . C14 C 0.3895(7) -0.1010(8) -0.1467(4) 0.0324(16) Uani 1 1 d . . . N6 N -0.2950(6) 0.0758(6) 0.1465(3) 0.0384(12) Uani 1 1 d . . . C12 C 0.4904(7) 0.1745(8) -0.2089(4) 0.0389(17) Uani 1 1 d . . . H12A H 0.5112 0.2444 -0.2576 0.047 Uiso 1 1 calc R . . N1 N 0.3923(6) -0.1530(6) -0.0020(3) 0.0344(13) Uani 1 1 d . . . C4 C 0.0766(7) 0.1814(8) 0.2762(4) 0.0429(16) Uani 1 1 d . . . H4A H 0.1759 0.2962 0.2802 0.051 Uiso 1 1 calc R . . H4B H 0.0277 0.1468 0.3342 0.051 Uiso 1 1 calc R . . C9 C 0.4331(7) -0.0255(7) -0.0636(4) 0.0329(16) Uani 1 1 d . . . C13 C 0.4206(7) 0.0010(8) -0.2206(4) 0.0360(16) Uani 1 1 d . . . H13A H 0.3947 -0.0473 -0.2762 0.043 Uiso 1 1 calc R . . N2 N 0.3181(6) -0.2781(6) -0.1382(3) 0.0352(13) Uani 1 1 d . . . C2 C -0.1644(8) 0.2050(8) 0.0976(4) 0.0412(17) Uani 1 1 d . . . H2A H -0.1784 0.2416 0.0429 0.049 Uiso 1 1 calc R . . C3 C -0.0148(8) 0.2695(7) 0.1409(4) 0.0396(16) Uani 1 1 d . . . H3A H 0.0922 0.3560 0.1217 0.047 Uiso 1 1 calc R . . C1 C -0.2196(8) 0.0683(7) 0.2176(4) 0.0371(16) Uani 1 1 d . . . H1A H -0.2766 -0.0083 0.2629 0.045 Uiso 1 1 calc R . . C7 C 0.2780(7) 0.1012(8) 0.2039(4) 0.0369(16) Uani 1 1 d . . . H7A H 0.3682 0.2127 0.1948 0.044 Uiso 1 1 calc R . . C5 C 0.0315(8) -0.1117(8) 0.2444(5) 0.0533(19) Uani 1 1 d . . . H5A H -0.0783 -0.1775 0.2676 0.064 Uiso 1 1 calc R . . Li1 Li 0.4432(11) -0.1064(12) 0.1251(6) 0.037(2) Uani 1 1 d . . . C6 C 0.1239(9) -0.1699(9) 0.2041(5) 0.0571(19) Uani 1 1 d . . . H6A H 0.0872 -0.2856 0.1946 0.068 Uiso 1 1 calc R . . C8 C 0.3254(7) -0.2946(8) -0.0515(4) 0.0385(17) Uani 1 1 d . . . H8A H 0.2848 -0.4024 -0.0264 0.046 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 N5 0.020(3) 0.031(3) 0.050(4) -0.004(3) -0.001(3) 0.014(3) C11 0.019(3) 0.022(3) 0.066(5) 0.006(4) 0.001(3) 0.008(3) N3 0.030(4) 0.032(3) 0.068(4) -0.012(3) -0.010(3) 0.018(3) N4 0.022(3) 0.025(3) 0.062(3) -0.003(3) -0.005(3) 0.012(3) C10 0.022(3) 0.028(4) 0.049(4) -0.004(3) 0.000(3) 0.012(3) C14 0.021(3) 0.033(4) 0.043(4) -0.001(4) -0.004(3) 0.013(3) N6 0.032(3) 0.035(3) 0.053(3) -0.003(3) -0.005(3) 0.020(3) C12 0.029(3) 0.040(5) 0.052(5) 0.017(4) 0.001(3) 0.020(3) N1 0.029(3) 0.027(3) 0.047(3) 0.000(3) -0.006(2) 0.013(2) C4 0.027(3) 0.042(4) 0.058(4) -0.009(3) -0.007(3) 0.016(3) C9 0.023(3) 0.023(4) 0.051(4) -0.002(4) -0.007(3) 0.010(3) C13 0.028(3) 0.031(4) 0.048(4) 0.002(3) -0.001(3) 0.013(3) N2 0.036(3) 0.030(4) 0.038(4) -0.003(2) -0.007(2) 0.015(3) C2 0.043(4) 0.038(4) 0.049(4) 0.003(3) 0.007(4) 0.024(4) C3 0.024(4) 0.033(4) 0.064(5) -0.002(4) 0.001(4) 0.016(3) C1 0.025(4) 0.031(4) 0.056(5) -0.003(3) 0.001(3) 0.015(3) C7 0.024(4) 0.032(4) 0.053(4) -0.001(3) -0.004(3) 0.012(3) C5 0.023(4) 0.031(4) 0.102(6) 0.005(4) 0.001(4) 0.011(4) Li1 0.028(5) 0.032(6) 0.045(6) 0.007(4) -0.001(4) 0.011(4) C6 0.023(4) 0.031(4) 0.116(6) -0.005(4) -0.006(4) 0.012(4) C8 0.027(3) 0.025(4) 0.052(5) -0.002(4) -0.006(3) 0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N5 C1 1.348(7) . ? N5 C3 1.361(7) . ? N5 C4 1.447(7) . ? C11 C10 1.365(8) . ? C11 C12 1.394(8) . ? N3 C7 1.302(7) . ? N3 C6 1.374(8) . ? N3 Li1 2.029(11) . ? N4 C7 1.350(7) . ? N4 C5 1.368(7) . ? N4 C4 1.441(7) . ? C10 C9 1.393(7) . ? C14 N2 1.390(7) . ? C14 C13 1.393(8) . ? C14 C9 1.401(7) . ? N6 C1 1.301(6) . ? N6 C2 1.385(7) . ? N6 Li1 2.111(10) 1_455 ? C12 C13 1.369(8) . ? N1 C8 1.337(7) . ? N1 C9 1.383(7) . ? N1 Li1 1.993(10) . ? N2 C8 1.340(7) . ? N2 Li1 2.052(10) 2_544 ? C2 C3 1.342(8) . ? C5 C6 1.331(9) . ? Li1 N2 2.052(10) 3_655 ? Li1 N6 2.111(10) 1_655 ? 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 N5 C3 106.2(5) . . ? C1 N5 C4 125.9(6) . . ? C3 N5 C4 125.5(5) . . ? C10 C11 C12 120.8(5) . . ? C7 N3 C6 104.3(5) . . ? C7 N3 Li1 140.4(5) . . ? C6 N3 Li1 115.1(5) . . ? C7 N4 C5 105.8(5) . . ? C7 N4 C4 128.2(5) . . ? C5 N4 C4 125.8(5) . . ? C11 C10 C9 118.3(5) . . ? N2 C14 C13 130.8(5) . . ? N2 C14 C9 109.0(5) . . ? C13 C14 C9 120.3(5) . . ? C1 N6 C2 104.5(5) . . ? C1 N6 Li1 119.7(5) . 1_455 ? C2 N6 Li1 135.4(5) . 1_455 ? C13 C12 C11 121.9(6) . . ? C8 N1 C9 101.9(5) . . ? C8 N1 Li1 134.4(5) . . ? C9 N1 Li1 123.6(5) . . ? N4 C4 N5 110.8(4) . . ? N1 C9 C10 130.3(5) . . ? N1 C9 C14 108.9(5) . . ? C10 C9 C14 120.8(5) . . ? C12 C13 C14 117.9(6) . . ? C8 N2 C14 101.4(4) . . ? C8 N2 Li1 120.8(5) . 2_544 ? C14 N2 Li1 122.4(4) . 2_544 ? C3 C2 N6 109.8(5) . . ? C2 C3 N5 106.8(5) . . ? N6 C1 N5 112.6(5) . . ? N3 C7 N4 112.6(5) . . ? C6 C5 N4 106.5(6) . . ? N1 Li1 N3 109.5(5) . . ? N1 Li1 N2 113.6(5) . 3_655 ? N3 Li1 N2 105.0(5) . 3_655 ? N1 Li1 N6 111.3(5) . 1_655 ? N3 Li1 N6 113.0(5) . 1_655 ? N2 Li1 N6 104.2(4) 3_655 1_655 ? C5 C6 N3 110.8(6) . . ? N1 C8 N2 118.7(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 19.95 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.138 _refine_diff_density_min -0.156 _refine_diff_density_rms 0.035 #========================================================================== data_MVLIF-2 _database_code_depnum_ccdc_archive 'CCDC 794130' #TrackingRef '- combo.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common MVLIF-2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H15 Li N6' _chemical_formula_weight 250.24 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.23(4) _cell_length_b 9.46(4) _cell_length_c 14.73(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1287(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.42 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 132 _exptl_absorpt_coefficient_mu 0.021 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1634 _diffrn_reflns_av_R_equivalents 0.0518 _diffrn_reflns_av_sigmaI/netI 0.0953 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 19.94 _reflns_number_total 1022 _reflns_number_gt 790 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1067P)^2^+3.3323P] 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 SHELXL _refine_ls_extinction_coef 0.011(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -3(10) _refine_ls_number_reflns 1022 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0854 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1972 _refine_ls_wR_factor_gt 0.1473 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _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 0.2111(8) 0.2595(10) 0.5694(5) 0.029(2) Uani 1 1 d . . . N3 N 0.0816(8) 0.5880(8) 0.6692(6) 0.026(2) Uani 1 1 d . . . C8 C -0.0123(12) 0.0523(10) 0.3344(6) 0.026(3) Uani 1 1 d . . . N5 N -0.1100(10) 0.0931(9) 0.2748(6) 0.038(3) Uani 1 1 d . . . C6 C 0.1112(13) 0.1704(11) 0.2277(7) 0.036(3) Uani 1 1 d . . . H6A H 0.1842 0.2147 0.1948 0.044 Uiso 1 1 calc R . . C1 C 0.2625(11) 0.1238(13) 0.5968(7) 0.041(3) Uani 1 1 d . . . H1A H 0.2761 0.0950 0.6566 0.049 Uiso 1 1 calc R . . C10 C 0.0501(12) 0.6844(12) 0.6030(7) 0.036(3) Uani 1 1 d . . . H10A H 0.0832 0.6795 0.5434 0.043 Uiso 1 1 calc R . . C12 C 0.0087(12) 0.6414(11) 0.7416(7) 0.028(3) Uani 1 1 d . . . H12A H 0.0093 0.5972 0.7980 0.034 Uiso 1 1 calc R . . C3 C 0.2120(11) 0.2526(14) 0.4803(7) 0.033(3) Uani 1 1 d . . . N1 N 0.2564(9) 0.1262(10) 0.4476(5) 0.032(2) Uani 1 1 d . . . C2 C 0.2882(11) 0.0443(12) 0.5233(7) 0.034(3) Uani 1 1 d . . . H2A H 0.3212 -0.0485 0.5231 0.041 Uiso 1 1 calc R . . C4 C 0.1699(11) 0.3730(11) 0.4212(7) 0.042(3) Uani 1 1 d . . . H4A H 0.1452 0.4529 0.4583 0.063 Uiso 1 1 calc R . . H4B H 0.0878 0.3467 0.3849 0.063 Uiso 1 1 calc R . . H4C H 0.2495 0.3973 0.3822 0.063 Uiso 1 1 calc R . . C5 C 0.2644(11) 0.0805(12) 0.3534(6) 0.037(3) Uani 1 1 d . . . H5B H 0.2947 -0.0176 0.3512 0.045 Uiso 1 1 calc R . . H5A H 0.3364 0.1365 0.3217 0.045 Uiso 1 1 calc R . . N6 N 0.1232(10) 0.0955(8) 0.3073(5) 0.031(2) Uani 1 1 d . . . N4 N -0.0641(8) 0.7613(9) 0.7267(5) 0.027(2) Uani 1 1 d . . . C7 C -0.0329(15) 0.1644(9) 0.2085(6) 0.032(3) Uani 1 1 d . . . H7A H -0.0746 0.2036 0.1568 0.038 Uiso 1 1 calc R . . C9 C -0.0349(11) -0.0240(10) 0.4210(6) 0.031(3) Uani 1 1 d . . . H9A H -0.1360 -0.0445 0.4284 0.047 Uiso 1 1 calc R . . H9B H -0.0023 0.0337 0.4706 0.047 Uiso 1 1 calc R . . H9C H 0.0191 -0.1107 0.4202 0.047 Uiso 1 1 calc R . . C11 C -0.0367(12) 0.7887(12) 0.6365(7) 0.038(3) Uani 1 1 d . . . H11A H -0.0717 0.8656 0.6038 0.046 Uiso 1 1 calc R . . Li1 Li 0.1740(16) 0.3892(17) 0.6836(11) 0.030(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N2 0.021(6) 0.039(7) 0.028(5) -0.001(5) 0.001(4) -0.004(5) N3 0.021(6) 0.028(6) 0.030(5) 0.005(5) 0.005(4) 0.013(4) C8 0.022(8) 0.022(6) 0.033(7) 0.005(5) 0.028(6) -0.011(6) N5 0.033(7) 0.049(7) 0.030(5) 0.001(5) -0.013(5) 0.016(5) C6 0.005(9) 0.057(9) 0.047(8) -0.011(7) -0.006(6) -0.005(6) C1 0.033(8) 0.050(9) 0.039(7) 0.022(7) -0.012(6) 0.001(7) C10 0.039(8) 0.039(8) 0.029(6) 0.003(7) -0.004(6) 0.004(7) C12 0.029(8) 0.020(6) 0.035(7) 0.024(6) -0.013(6) -0.006(6) C3 0.039(8) 0.026(7) 0.034(7) 0.004(8) 0.001(6) -0.014(7) N1 0.031(6) 0.034(6) 0.030(6) 0.002(5) 0.004(4) 0.001(5) C2 0.031(8) 0.032(7) 0.038(6) 0.006(8) -0.009(6) -0.019(6) C4 0.046(8) 0.031(7) 0.049(6) 0.008(7) 0.000(6) -0.034(6) C5 0.036(8) 0.048(8) 0.028(6) -0.009(6) 0.004(5) -0.002(7) N6 0.049(8) 0.027(6) 0.016(5) 0.002(4) -0.006(5) 0.003(5) N4 0.029(6) 0.034(6) 0.017(5) -0.007(5) -0.001(4) 0.002(5) C7 0.067(11) 0.016(6) 0.013(6) 0.012(5) 0.010(6) 0.004(6) C9 0.037(7) 0.026(6) 0.032(6) -0.004(5) 0.007(5) -0.020(6) C11 0.047(8) 0.031(8) 0.038(8) 0.006(6) -0.005(6) 0.008(7) Li1 0.013(11) 0.023(11) 0.053(10) 0.009(9) -0.008(8) 0.006(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N2 C3 1.314(12) . ? N2 C1 1.427(14) . ? N2 Li1 2.11(2) . ? N3 C12 1.358(13) . ? N3 C10 1.367(12) . ? N3 Li1 2.076(19) . ? C8 N5 1.317(12) . ? C8 N6 1.375(12) . ? C8 C9 1.480(13) . ? N5 C7 1.384(13) . ? N5 Li1 2.09(2) 4_456 ? C6 C7 1.361(15) . ? C6 N6 1.374(12) . ? C1 C2 1.339(14) . ? C10 C11 1.364(13) . ? C12 N4 1.337(12) . ? C3 N1 1.353(14) . ? C3 C4 1.485(16) . ? N1 C2 1.389(12) . ? N1 C5 1.455(12) . ? C5 N6 1.477(13) . ? N4 C11 1.378(12) . ? N4 Li1 2.059(19) 3_556 ? Li1 N4 2.059(19) 3_546 ? Li1 N5 2.09(2) 4_556 ? 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 C3 N2 C1 103.6(9) . . ? C3 N2 Li1 145.7(10) . . ? C1 N2 Li1 110.6(8) . . ? C12 N3 C10 101.9(8) . . ? C12 N3 Li1 117.4(8) . . ? C10 N3 Li1 139.9(9) . . ? N5 C8 N6 110.0(8) . . ? N5 C8 C9 128.4(10) . . ? N6 C8 C9 121.5(10) . . ? C8 N5 C7 105.1(9) . . ? C8 N5 Li1 118.7(9) . 4_456 ? C7 N5 Li1 131.1(9) . 4_456 ? C7 C6 N6 103.6(9) . . ? C2 C1 N2 109.6(9) . . ? C11 C10 N3 110.5(9) . . ? N4 C12 N3 115.8(9) . . ? N2 C3 N1 113.6(10) . . ? N2 C3 C4 123.0(12) . . ? N1 C3 C4 123.4(9) . . ? C3 N1 C2 105.8(8) . . ? C3 N1 C5 128.1(9) . . ? C2 N1 C5 126.1(10) . . ? C1 C2 N1 107.3(10) . . ? N1 C5 N6 111.4(8) . . ? C6 N6 C8 109.1(8) . . ? C6 N6 C5 120.9(9) . . ? C8 N6 C5 129.9(9) . . ? C12 N4 C11 103.1(9) . . ? C12 N4 Li1 129.9(9) . 3_556 ? C11 N4 Li1 126.8(10) . 3_556 ? C6 C7 N5 112.1(9) . . ? C10 C11 N4 108.6(9) . . ? N4 Li1 N3 113.3(8) 3_546 . ? N4 Li1 N5 109.2(8) 3_546 4_556 ? N3 Li1 N5 110.4(9) . 4_556 ? N4 Li1 N2 104.5(8) 3_546 . ? N3 Li1 N2 120.9(8) . . ? N5 Li1 N2 97.2(7) 4_556 . ? _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 19.94 _diffrn_measured_fraction_theta_full 0.923 _refine_diff_density_max 0.232 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.055