# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dominic S Wright' _publ_contact_author_email DSW1000@CAM.AC.UK _publ_section_title ; Metal and Ligand Substitution of the Aluminium tris-pyridyl ligands [RAl(2-py?)3]- (R = Et, nBu, sBu, tBu; 2-py? = 2-pyridyl, 3-methyl-2-pyridyl, 5-methyl-2-pyridyl, 6-methyl-2-pyridyl) ; loop_ _publ_author_name 'Dominic S Wright' 'Thomas H Bullock' 'Wesley Ting Kwok Chan' 'Dana Eisler' 'Manuel Streib' # Attachment '1.cif' data_dw0840 _database_code_depnum_ccdc_archive 'CCDC 700261' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H25 Al Li N3 O' _chemical_formula_sum 'C21 H25 Al Li N3 O' _chemical_formula_weight 369.36 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8009(18) _cell_length_b 9.8739(2) _cell_length_c 12.8545(3) _cell_angle_alpha 78.9146(9) _cell_angle_beta 71.2169(9) _cell_angle_gamma 76.9896(10) _cell_volume 1021.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 10740 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.201 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.884 _exptl_absorpt_correction_T_max 0.996 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 14423 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4656 _reflns_number_gt 3681 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0359P)^2^+0.4226P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4656 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1070 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 Al1 Al 0.30912(5) 0.32392(5) 0.70161(4) 0.03238(12) Uani 1 1 d . . . C1 C 0.2692(2) 0.52606(18) 0.64359(16) 0.0459(4) Uani 1 1 d . . . H1A H 0.2838 0.5795 0.6964 0.055 Uiso 1 1 calc R . . H1B H 0.3555 0.5415 0.5729 0.055 Uiso 1 1 calc R . . C2 C 0.1054(2) 0.5906(2) 0.62256(19) 0.0599(5) Uani 1 1 d . . . H2A H 0.1027 0.6908 0.5961 0.090 Uiso 1 1 calc R . . H2B H 0.0174 0.5784 0.6916 0.090 Uiso 1 1 calc R . . H2C H 0.0909 0.5441 0.5665 0.090 Uiso 1 1 calc R . . N1 N 0.57610(15) 0.12382(13) 0.75761(10) 0.0330(3) Uani 1 1 d . . . C11 C 0.53727(18) 0.26141(16) 0.71653(12) 0.0333(3) Uani 1 1 d . . . C12 C 0.6571(2) 0.34541(18) 0.68461(14) 0.0404(4) Uani 1 1 d . . . H12 H 0.6313 0.4412 0.6565 0.048 Uiso 1 1 calc R . . C13 C 0.8136(2) 0.2915(2) 0.69323(15) 0.0468(4) Uani 1 1 d . . . H13 H 0.8941 0.3496 0.6713 0.056 Uiso 1 1 calc R . . C14 C 0.84953(19) 0.15236(19) 0.73407(14) 0.0427(4) Uani 1 1 d . . . H14 H 0.9552 0.1121 0.7408 0.051 Uiso 1 1 calc R . . C15 C 0.72783(18) 0.07312(17) 0.76498(12) 0.0360(3) Uani 1 1 d . . . H15 H 0.7527 -0.0229 0.7931 0.043 Uiso 1 1 calc R . . N2 N 0.20064(15) 0.13896(13) 0.90442(10) 0.0339(3) Uani 1 1 d . . . C21 C 0.16068(18) 0.27291(16) 0.85513(12) 0.0327(3) Uani 1 1 d . . . C22 C 0.02655(19) 0.36151(18) 0.91496(14) 0.0405(4) Uani 1 1 d . . . H22 H -0.0042 0.4537 0.8813 0.049 Uiso 1 1 calc R . . C23 C -0.0623(2) 0.3182(2) 1.02174(15) 0.0483(4) Uani 1 1 d . . . H23 H -0.1528 0.3798 1.0612 0.058 Uiso 1 1 calc R . . C24 C -0.0172(2) 0.1845(2) 1.06984(15) 0.0471(4) Uani 1 1 d . . . H24 H -0.0746 0.1521 1.1435 0.057 Uiso 1 1 calc R . . C25 C 0.11352(19) 0.09903(18) 1.00821(13) 0.0386(4) Uani 1 1 d . . . H25 H 0.1437 0.0063 1.0412 0.046 Uiso 1 1 calc R . . N3 N 0.31315(15) 0.04714(13) 0.65819(10) 0.0344(3) Uani 1 1 d . . . C31 C 0.28457(17) 0.18516(16) 0.61374(12) 0.0328(3) Uani 1 1 d . . . C32 C 0.2367(2) 0.21652(18) 0.51652(13) 0.0392(4) Uani 1 1 d . . . H32 H 0.2172 0.3115 0.4845 0.047 Uiso 1 1 calc R . . C33 C 0.2174(2) 0.1121(2) 0.46610(14) 0.0461(4) Uani 1 1 d . . . H33 H 0.1837 0.1351 0.4007 0.055 Uiso 1 1 calc R . . C34 C 0.2476(2) -0.02538(19) 0.51211(14) 0.0447(4) Uani 1 1 d . . . H34 H 0.2356 -0.0993 0.4794 0.054 Uiso 1 1 calc R . . C35 C 0.2958(2) -0.05261(17) 0.60720(13) 0.0391(4) Uani 1 1 d . . . H35 H 0.3181 -0.1476 0.6385 0.047 Uiso 1 1 calc R . . O1 O 0.44752(14) -0.17504(11) 0.86339(9) 0.0424(3) Uani 1 1 d . . . C44 C 0.5237(2) -0.29441(19) 0.80614(14) 0.0468(4) Uani 1 1 d . . . H44A H 0.5630 -0.2655 0.7253 0.056 Uiso 1 1 calc R . . H44B H 0.4465 -0.3595 0.8204 0.056 Uiso 1 1 calc R . . C41 C 0.4694(3) -0.2076(2) 0.97178(15) 0.0538(5) Uani 1 1 d . . . H41A H 0.3677 -0.2303 1.0275 0.065 Uiso 1 1 calc R . . H41B H 0.4978 -0.1265 0.9917 0.065 Uiso 1 1 calc R . . C42 C 0.6045(3) -0.3311(2) 0.96938(19) 0.0641(6) Uani 1 1 d . . . H42A H 0.5640 -0.4125 1.0206 0.077 Uiso 1 1 calc R . . H42B H 0.6933 -0.3084 0.9909 0.077 Uiso 1 1 calc R . . C43 C 0.6636(3) -0.3622(2) 0.85154(19) 0.0638(6) Uani 1 1 d . . . H43A H 0.7623 -0.3215 0.8096 0.077 Uiso 1 1 calc R . . H43B H 0.6887 -0.4646 0.8485 0.077 Uiso 1 1 calc R . . Li1 Li 0.3861(3) 0.0176(3) 0.7988(2) 0.0346(5) 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 Al1 0.0315(2) 0.0314(2) 0.0340(2) -0.00496(18) -0.01060(19) -0.00294(18) C1 0.0433(9) 0.0384(9) 0.0542(10) -0.0017(8) -0.0147(8) -0.0067(7) C2 0.0483(10) 0.0461(10) 0.0738(14) 0.0095(10) -0.0173(10) -0.0011(8) N1 0.0321(6) 0.0390(7) 0.0290(6) -0.0085(5) -0.0096(5) -0.0042(5) C11 0.0337(7) 0.0370(8) 0.0294(7) -0.0087(6) -0.0076(6) -0.0052(6) C12 0.0384(8) 0.0398(8) 0.0423(9) -0.0068(7) -0.0093(7) -0.0080(7) C13 0.0342(8) 0.0590(11) 0.0484(10) -0.0082(8) -0.0069(7) -0.0170(8) C14 0.0290(8) 0.0577(10) 0.0412(9) -0.0110(8) -0.0099(7) -0.0034(7) C15 0.0341(8) 0.0424(8) 0.0312(7) -0.0093(6) -0.0106(6) -0.0011(7) N2 0.0333(6) 0.0366(7) 0.0341(7) -0.0075(5) -0.0106(5) -0.0073(5) C21 0.0304(7) 0.0354(8) 0.0359(8) -0.0083(6) -0.0126(6) -0.0057(6) C22 0.0359(8) 0.0402(8) 0.0460(9) -0.0121(7) -0.0125(7) -0.0010(7) C23 0.0362(9) 0.0546(11) 0.0502(10) -0.0217(8) -0.0017(8) -0.0033(8) C24 0.0435(9) 0.0597(11) 0.0366(9) -0.0101(8) -0.0023(7) -0.0164(8) C25 0.0399(8) 0.0428(9) 0.0360(8) -0.0043(7) -0.0121(7) -0.0120(7) N3 0.0326(6) 0.0380(7) 0.0334(7) -0.0086(5) -0.0102(5) -0.0036(5) C31 0.0262(7) 0.0394(8) 0.0311(7) -0.0072(6) -0.0058(6) -0.0036(6) C32 0.0402(8) 0.0432(9) 0.0319(8) -0.0062(7) -0.0103(7) -0.0017(7) C33 0.0516(10) 0.0572(11) 0.0324(8) -0.0105(8) -0.0171(8) -0.0043(8) C34 0.0493(10) 0.0520(10) 0.0375(9) -0.0178(7) -0.0121(7) -0.0088(8) C35 0.0407(8) 0.0387(8) 0.0387(8) -0.0094(7) -0.0109(7) -0.0056(7) O1 0.0516(7) 0.0352(6) 0.0374(6) -0.0062(5) -0.0149(5) 0.0023(5) C44 0.0522(10) 0.0461(10) 0.0398(9) -0.0134(8) -0.0121(8) 0.0006(8) C41 0.0691(12) 0.0539(11) 0.0376(9) -0.0094(8) -0.0187(9) -0.0017(9) C42 0.0831(15) 0.0499(11) 0.0770(15) -0.0065(10) -0.0540(13) -0.0032(10) C43 0.0488(11) 0.0579(12) 0.0784(15) -0.0165(11) -0.0187(10) 0.0097(9) Li1 0.0357(13) 0.0325(13) 0.0362(13) -0.0055(10) -0.0121(11) -0.0042(10) _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 Al1 C1 1.9860(18) . ? Al1 C31 2.0211(17) . ? Al1 C11 2.0234(16) . ? Al1 C21 2.0269(18) . ? Al1 Li1 3.056(3) . ? C1 C2 1.526(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? N1 C15 1.3436(19) . ? N1 C11 1.368(2) . ? N1 Li1 2.045(3) . ? C11 C12 1.398(2) . ? C12 C13 1.392(2) . ? C12 H12 0.9500 . ? C13 C14 1.377(3) . ? C13 H13 0.9500 . ? C14 C15 1.379(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? N2 C25 1.341(2) . ? N2 C21 1.373(2) . ? N2 Li1 2.064(3) . ? C21 C22 1.400(2) . ? C22 C23 1.383(3) . ? C22 H22 0.9500 . ? C23 C24 1.375(3) . ? C23 H23 0.9500 . ? C24 C25 1.377(2) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? N3 C35 1.343(2) . ? N3 C31 1.373(2) . ? N3 Li1 2.056(3) . ? C31 C32 1.402(2) . ? C32 C33 1.385(2) . ? C32 H32 0.9500 . ? C33 C34 1.376(3) . ? C33 H33 0.9500 . ? C34 C35 1.380(2) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? O1 C44 1.429(2) . ? O1 C41 1.433(2) . ? O1 Li1 1.954(3) . ? C44 C43 1.498(3) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C41 C42 1.497(3) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.503(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Al1 C31 117.64(8) . . ? C1 Al1 C11 111.48(8) . . ? C31 Al1 C11 104.94(7) . . ? C1 Al1 C21 114.12(8) . . ? C31 Al1 C21 102.72(7) . . ? C11 Al1 C21 104.65(7) . . ? C1 Al1 Li1 176.02(7) . . ? C31 Al1 Li1 65.94(7) . . ? C11 Al1 Li1 65.18(7) . . ? C21 Al1 Li1 65.66(7) . . ? C2 C1 Al1 118.88(13) . . ? C2 C1 H1A 107.6 . . ? Al1 C1 H1A 107.6 . . ? C2 C1 H1B 107.6 . . ? Al1 C1 H1B 107.6 . . ? H1A C1 H1B 107.0 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C15 N1 C11 119.36(13) . . ? C15 N1 Li1 127.62(13) . . ? C11 N1 Li1 113.01(12) . . ? N1 C11 C12 118.63(14) . . ? N1 C11 Al1 116.01(11) . . ? C12 C11 Al1 125.32(12) . . ? C13 C12 C11 121.32(16) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C14 C13 C12 118.78(16) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C13 C14 C15 118.13(15) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? N1 C15 C14 123.77(15) . . ? N1 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? C25 N2 C21 119.31(14) . . ? C25 N2 Li1 127.78(13) . . ? C21 N2 Li1 112.77(12) . . ? N2 C21 C22 118.15(14) . . ? N2 C21 Al1 115.53(11) . . ? C22 C21 Al1 126.30(12) . . ? C23 C22 C21 121.69(16) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C24 C23 C22 118.86(16) . . ? C24 C23 H23 120.6 . . ? C22 C23 H23 120.6 . . ? C23 C24 C25 118.11(16) . . ? C23 C24 H24 120.9 . . ? C25 C24 H24 120.9 . . ? N2 C25 C24 123.86(16) . . ? N2 C25 H25 118.1 . . ? C24 C25 H25 118.1 . . ? C35 N3 C31 119.31(13) . . ? C35 N3 Li1 126.90(13) . . ? C31 N3 Li1 113.77(12) . . ? N3 C31 C32 118.28(14) . . ? N3 C31 Al1 114.94(10) . . ? C32 C31 Al1 126.73(12) . . ? C33 C32 C31 121.47(16) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C34 C33 C32 119.04(15) . . ? C34 C33 H33 120.5 . . ? C32 C33 H33 120.5 . . ? C33 C34 C35 117.98(16) . . ? C33 C34 H34 121.0 . . ? C35 C34 H34 121.0 . . ? N3 C35 C34 123.90(16) . . ? N3 C35 H35 118.0 . . ? C34 C35 H35 118.0 . . ? C44 O1 C41 107.97(13) . . ? C44 O1 Li1 127.40(13) . . ? C41 O1 Li1 121.99(13) . . ? O1 C44 C43 105.00(15) . . ? O1 C44 H44A 110.7 . . ? C43 C44 H44A 110.7 . . ? O1 C44 H44B 110.7 . . ? C43 C44 H44B 110.7 . . ? H44A C44 H44B 108.8 . . ? O1 C41 C42 107.53(15) . . ? O1 C41 H41A 110.2 . . ? C42 C41 H41A 110.2 . . ? O1 C41 H41B 110.2 . . ? C42 C41 H41B 110.2 . . ? H41A C41 H41B 108.5 . . ? C41 C42 C43 105.11(16) . . ? C41 C42 H42A 110.7 . . ? C43 C42 H42A 110.7 . . ? C41 C42 H42B 110.7 . . ? C43 C42 H42B 110.7 . . ? H42A C42 H42B 108.8 . . ? C44 C43 C42 103.99(16) . . ? C44 C43 H43A 111.0 . . ? C42 C43 H43A 111.0 . . ? C44 C43 H43B 111.0 . . ? C42 C43 H43B 111.0 . . ? H43A C43 H43B 109.0 . . ? O1 Li1 N1 110.58(13) . . ? O1 Li1 N3 117.76(13) . . ? N1 Li1 N3 105.29(13) . . ? O1 Li1 N2 114.87(14) . . ? N1 Li1 N2 103.21(12) . . ? N3 Li1 N2 103.72(12) . . ? O1 Li1 Al1 176.12(13) . . ? N1 Li1 Al1 65.78(8) . . ? N3 Li1 Al1 65.28(8) . . ? N2 Li1 Al1 65.63(8) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.260 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.037 # Attachment '2.cif' data_dw0705 _database_code_depnum_ccdc_archive 'CCDC 700262' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H29 Al Li N3 O, C4 H8 O' _chemical_formula_sum 'C27 H37 Al Li N3 O2' _chemical_formula_weight 469.52 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' Al Al 0.0645 0.0514 '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' 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6497(2) _cell_length_b 15.1909(3) _cell_length_c 20.8005(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.2510(10) _cell_angle_gamma 90.00 _cell_volume 2725.60(11) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 23145 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description Blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.144 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.818 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; Relatively high displacement parameters for a number of carbon atoms due to disorder of THF and the n-butyl group respectively, which were not completely resolved. The disorder on the THF also contribute to the abnormal bond length ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 14520 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4738 _reflns_number_gt 3974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0959P)^2^+1.6087P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4738 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0804 _refine_ls_R_factor_gt 0.0692 _refine_ls_wR_factor_ref 0.1955 _refine_ls_wR_factor_gt 0.1878 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li1 Li 0.3462(4) 0.1649(2) 0.5418(2) 0.0457(9) Uani 1 1 d . . . Al1 Al 0.38002(8) 0.17073(4) 0.68784(3) 0.0443(2) Uani 1 1 d . . . C1 C 0.4176(4) 0.17560(19) 0.78284(13) 0.0689(8) Uani 1 1 d . A . H1A H 0.4930 0.1285 0.7955 0.083 Uiso 1 1 calc R . . H1B H 0.4698 0.2323 0.7935 0.083 Uiso 1 1 calc R . . C2 C 0.2887(6) 0.1674(3) 0.82485(17) 0.1017(13) Uani 1 1 d . . . H2A H 0.2299 0.1127 0.8142 0.122 Uiso 0.761(6) 1 calc PR A 1 H2B H 0.2172 0.2179 0.8178 0.122 Uiso 0.761(6) 1 calc PR A 1 H2C H 0.2004 0.1891 0.7962 0.122 Uiso 0.239(6) 1 d PR A 2 H2D H 0.2744 0.1027 0.8259 0.122 Uiso 0.239(6) 1 d PR A 2 C3 C 0.3571(6) 0.1648(3) 0.9006(2) 0.0712(11) Uani 0.761(6) 1 d P A 1 H3A H 0.4406 0.1203 0.9060 0.085 Uiso 0.761(6) 1 calc PR A 1 H3B H 0.4025 0.2229 0.9127 0.085 Uiso 0.761(6) 1 calc PR A 1 C3' C 0.2411(18) 0.1929(9) 0.8884(6) 0.0712(11) Uani 0.239(6) 1 d P A 2 H3'1 H 0.3035 0.2457 0.9007 0.085 Uiso 0.239(6) 1 calc PR A 2 H3'2 H 0.1328 0.2136 0.8807 0.085 Uiso 0.239(6) 1 calc PR A 2 C4 C 0.2428(9) 0.1448(4) 0.9410(2) 0.167(3) Uani 1 1 d . . . H4A H 0.2866 0.1455 0.9859 0.251 Uiso 0.761(6) 1 calc PR A 1 H4B H 0.2011 0.0861 0.9305 0.251 Uiso 0.761(6) 1 calc PR A 1 H4C H 0.1595 0.1884 0.9355 0.251 Uiso 0.761(6) 1 calc PR A 1 H4D H 0.1935 0.1775 0.9746 0.251 Uiso 0.239(6) 1 d PR A 2 H4E H 0.3502 0.1312 0.9560 0.251 Uiso 0.239(6) 1 d PR A 2 H2F H 0.1859 0.0899 0.9317 0.251 Uiso 0.239(6) 1 d PR A 2 N1 N 0.5708(2) 0.16758(12) 0.57920(10) 0.0494(5) Uani 1 1 d . . . C11 C 0.5803(3) 0.16886(14) 0.64478(13) 0.0479(6) Uani 1 1 d . . . C12 C 0.7286(3) 0.17087(17) 0.67778(16) 0.0616(7) Uani 1 1 d . . . H12 H 0.7377 0.1717 0.7236 0.074 Uiso 1 1 calc R . . C13 C 0.8615(3) 0.17166(18) 0.6442(2) 0.0749(10) Uani 1 1 d . . . H13 H 0.9610 0.1728 0.6668 0.090 Uiso 1 1 calc R . . C14 C 0.8480(3) 0.17085(19) 0.5786(2) 0.0737(9) Uani 1 1 d . . . H14 H 0.9373 0.1717 0.5546 0.088 Uiso 1 1 calc R . . C15 C 0.7014(3) 0.16880(17) 0.54793(16) 0.0607(7) Uani 1 1 d . . . H15 H 0.6920 0.1682 0.5021 0.073 Uiso 1 1 calc R . . N2 N 0.2443(2) 0.06154(12) 0.58670(9) 0.0430(5) Uani 1 1 d . . . C21 C 0.2585(2) 0.06539(14) 0.65258(11) 0.0423(5) Uani 1 1 d . . . C22 C 0.1859(3) 0.00085(16) 0.68733(12) 0.0521(6) Uani 1 1 d . . . H22 H 0.1962 0.0025 0.7331 0.063 Uiso 1 1 calc R . . C23 C 0.0990(3) -0.06569(18) 0.65676(14) 0.0604(7) Uani 1 1 d . . . H23 H 0.0493 -0.1088 0.6811 0.072 Uiso 1 1 calc R . . C24 C 0.0863(3) -0.06796(17) 0.59060(13) 0.0576(7) Uani 1 1 d . . . H24 H 0.0275 -0.1126 0.5681 0.069 Uiso 1 1 calc R . . C25 C 0.1611(3) -0.00376(16) 0.55766(12) 0.0491(6) Uani 1 1 d . . . H25 H 0.1534 -0.0059 0.5119 0.059 Uiso 1 1 calc R . . N3 N 0.2437(2) 0.27247(13) 0.58081(10) 0.0495(5) Uani 1 1 d . . . C31 C 0.2576(3) 0.27224(15) 0.64665(12) 0.0468(6) Uani 1 1 d . . . C32 C 0.1864(3) 0.33973(17) 0.67949(15) 0.0595(7) Uani 1 1 d . . . H32 H 0.1954 0.3403 0.7253 0.071 Uiso 1 1 calc R . . C33 C 0.1030(4) 0.4058(2) 0.64664(18) 0.0771(9) Uani 1 1 d . . . H33 H 0.0542 0.4510 0.6694 0.093 Uiso 1 1 calc R . . C34 C 0.0925(4) 0.4045(2) 0.58038(18) 0.0771(9) Uani 1 1 d . . . H34 H 0.0376 0.4492 0.5563 0.092 Uiso 1 1 calc R . . C35 C 0.1628(3) 0.33745(17) 0.55002(15) 0.0631(7) Uani 1 1 d . . . H35 H 0.1541 0.3367 0.5042 0.076 Uiso 1 1 calc R . . O1 O 0.3256(2) 0.14967(12) 0.44649(8) 0.0623(5) Uani 1 1 d . B . C42 C 0.3809(4) 0.0723(2) 0.41586(15) 0.0775(9) Uani 1 1 d . . . H42A H 0.2946 0.0309 0.4047 0.093 Uiso 0.609(7) 1 calc PR B 1 H42B H 0.4602 0.0419 0.4446 0.093 Uiso 0.609(7) 1 calc PR B 1 H42C H 0.4908 0.0621 0.4308 0.093 Uiso 0.391(7) 1 d PR B 2 H42D H 0.3202 0.0206 0.4284 0.093 Uiso 0.391(7) 1 d PR B 2 C43 C 0.4496(8) 0.1048(5) 0.3562(3) 0.0731(15) Uani 0.609(7) 1 d P B 1 H43A H 0.5597 0.1215 0.3654 0.088 Uiso 0.609(7) 1 calc PR B 1 H43B H 0.4423 0.0595 0.3219 0.088 Uiso 0.609(7) 1 calc PR B 1 C43' C 0.3681(13) 0.0808(8) 0.3483(5) 0.0731(15) Uani 0.391(7) 1 d P B 2 H43C H 0.2747 0.0501 0.3292 0.088 Uiso 0.391(7) 1 calc PR B 2 H43D H 0.4608 0.0568 0.3293 0.088 Uiso 0.391(7) 1 calc PR B 2 C44 C 0.3550(5) 0.1815(3) 0.33758(18) 0.1004(13) Uani 1 1 d . . . H44A H 0.2642 0.1644 0.3085 0.120 Uiso 0.609(7) 1 calc PR B 1 H44B H 0.4164 0.2257 0.3154 0.120 Uiso 0.609(7) 1 calc PR B 1 H44C H 0.4562 0.2067 0.3278 0.120 Uiso 0.391(7) 1 d PR B 2 H44D H 0.2775 0.1952 0.3015 0.120 Uiso 0.391(7) 1 d PR B 2 C45 C 0.3045(4) 0.2176(2) 0.40010(15) 0.0723(8) Uani 1 1 d . B . H45A H 0.3677 0.2696 0.4137 0.087 Uiso 1 1 calc R . . H45B H 0.1943 0.2355 0.3950 0.087 Uiso 1 1 calc R . . O2 O 0.3005(6) 0.4471(3) 0.3668(3) 0.183(2) Uani 1 1 d . C . C52 C 0.3396(6) 0.4953(3) 0.4196(3) 0.1206(15) Uani 1 1 d . . . H52A H 0.4004 0.4592 0.4521 0.145 Uiso 0.508(15) 1 calc PR C 1 H52B H 0.2453 0.5166 0.4389 0.145 Uiso 0.508(15) 1 calc PR C 1 H52C H 0.4371 0.4732 0.4418 0.145 Uiso 0.492(15) 1 d PR C 2 H52D H 0.2568 0.4928 0.4500 0.145 Uiso 0.492(15) 1 d PR C 2 C53 C 0.4343(17) 0.5715(10) 0.3995(8) 0.091(2) Uani 0.508(15) 1 d P C 1 H53A H 0.5467 0.5587 0.4054 0.109 Uiso 0.508(15) 1 calc PR C 1 H53B H 0.4115 0.6256 0.4237 0.109 Uiso 0.508(15) 1 calc PR C 1 C53' C 0.3608(19) 0.5903(10) 0.3955(8) 0.091(2) Uani 0.492(15) 1 d P C 2 H53C H 0.2683 0.6266 0.4021 0.109 Uiso 0.492(15) 1 calc PR C 2 H53D H 0.4530 0.6183 0.4180 0.109 Uiso 0.492(15) 1 calc PR C 2 C54 C 0.3808(7) 0.5796(3) 0.3296(2) 0.136(2) Uani 1 1 d . . . H54A H 0.2937 0.6218 0.3234 0.164 Uiso 0.508(15) 1 calc PR C 1 H54B H 0.4664 0.5994 0.3040 0.164 Uiso 0.508(15) 1 calc PR C 1 H54C H 0.3181 0.6236 0.3041 0.164 Uiso 0.492(15) 1 d PR C 2 H54D H 0.4911 0.5881 0.3214 0.164 Uiso 0.492(15) 1 d PR C 2 C55 C 0.3330(8) 0.4942(4) 0.3119(3) 0.152(2) Uani 1 1 d . C . H55A H 0.2393 0.4970 0.2816 0.182 Uiso 1 1 calc R . . H55B H 0.4159 0.4642 0.2899 0.182 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Li1 0.0380(19) 0.041(2) 0.058(2) 0.0057(16) -0.0015(16) -0.0009(15) Al1 0.0468(4) 0.0416(4) 0.0437(4) -0.0021(3) -0.0029(3) -0.0019(3) C1 0.100(2) 0.0545(17) 0.0498(15) -0.0040(12) -0.0104(14) 0.0001(15) C2 0.153(4) 0.093(3) 0.061(2) -0.0167(18) 0.023(2) -0.028(2) C3 0.083(3) 0.062(2) 0.067(2) -0.0111(18) 0.003(2) -0.007(2) C3' 0.083(3) 0.062(2) 0.067(2) -0.0111(18) 0.003(2) -0.007(2) C4 0.278(9) 0.140(5) 0.081(3) -0.002(3) -0.003(4) -0.052(5) N1 0.0432(11) 0.0414(11) 0.0634(13) -0.0005(9) 0.0030(9) -0.0024(8) C11 0.0406(12) 0.0332(12) 0.0684(16) -0.0008(10) -0.0063(10) -0.0019(9) C12 0.0475(14) 0.0481(15) 0.086(2) -0.0059(13) -0.0151(13) -0.0013(11) C13 0.0358(13) 0.0544(17) 0.132(3) -0.0108(17) -0.0110(15) -0.0011(11) C14 0.0453(15) 0.0550(17) 0.123(3) -0.0115(17) 0.0197(16) -0.0043(12) C15 0.0516(14) 0.0479(15) 0.084(2) -0.0042(13) 0.0169(13) -0.0054(11) N2 0.0373(9) 0.0406(10) 0.0503(11) -0.0006(8) -0.0016(8) 0.0005(8) C21 0.0407(11) 0.0378(12) 0.0478(13) 0.0002(9) -0.0013(9) 0.0034(9) C22 0.0577(14) 0.0468(14) 0.0516(13) 0.0046(11) 0.0021(11) -0.0014(11) C23 0.0611(16) 0.0480(15) 0.0722(18) 0.0112(12) 0.0055(13) -0.0115(12) C24 0.0536(15) 0.0446(14) 0.0732(18) -0.0050(12) -0.0043(12) -0.0128(11) C25 0.0445(12) 0.0489(14) 0.0526(13) -0.0047(11) -0.0040(10) -0.0034(10) N3 0.0468(11) 0.0417(11) 0.0589(12) 0.0027(9) -0.0037(9) 0.0007(8) C31 0.0387(12) 0.0383(12) 0.0628(15) -0.0036(10) -0.0002(10) -0.0055(9) C32 0.0585(15) 0.0464(15) 0.0731(18) -0.0116(12) 0.0006(13) 0.0001(12) C33 0.0706(19) 0.0495(17) 0.110(3) -0.0175(16) -0.0015(17) 0.0165(14) C34 0.075(2) 0.0521(17) 0.101(2) 0.0033(16) -0.0182(17) 0.0176(14) C35 0.0631(17) 0.0505(16) 0.0734(18) 0.0065(13) -0.0114(13) 0.0058(12) O1 0.0875(14) 0.0525(11) 0.0464(10) 0.0049(8) 0.0003(9) 0.0075(9) C42 0.110(3) 0.0580(18) 0.0650(18) 0.0017(14) 0.0123(17) 0.0177(17) C43 0.061(4) 0.093(4) 0.066(3) 0.000(2) 0.009(3) 0.016(3) C43' 0.061(4) 0.093(4) 0.066(3) 0.000(2) 0.009(3) 0.016(3) C44 0.120(3) 0.113(3) 0.070(2) 0.030(2) 0.022(2) 0.024(2) C45 0.080(2) 0.0640(18) 0.0739(19) 0.0200(15) 0.0094(15) 0.0108(15) O2 0.239(5) 0.092(3) 0.207(5) 0.018(3) -0.049(4) -0.072(3) C52 0.123(4) 0.114(4) 0.125(4) 0.027(3) 0.011(3) -0.017(3) C53 0.089(7) 0.074(6) 0.110(4) -0.012(4) 0.012(7) -0.024(6) C53' 0.089(7) 0.074(6) 0.110(4) -0.012(4) 0.012(7) -0.024(6) C54 0.192(5) 0.109(4) 0.110(4) -0.005(3) 0.021(3) -0.063(4) C55 0.180(6) 0.139(5) 0.139(5) -0.056(4) 0.025(4) -0.048(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Li1 O1 1.990(4) . ? Li1 N1 2.039(4) . ? Li1 N3 2.055(4) . ? Li1 N2 2.059(4) . ? Li1 Al1 3.032(4) . ? Al1 C1 1.980(3) . ? Al1 C11 2.008(3) . ? Al1 C21 2.022(2) . ? Al1 C31 2.024(2) . ? C1 C2 1.472(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3' 1.466(13) . ? C2 C3 1.643(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C2 H2C 0.9899 . ? C2 H2D 0.9900 . ? C3 C4 1.378(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 H4E 1.2653 . ? C3' C4 1.315(14) . ? C3' H3'1 0.9900 . ? C3' H3'2 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C4 H4D 0.9801 . ? C4 H4E 0.9800 . ? C4 H2F 0.9799 . ? N1 C15 1.345(3) . ? N1 C11 1.361(3) . ? C11 C12 1.410(3) . ? C12 C13 1.389(5) . ? C12 H12 0.9500 . ? C13 C14 1.361(5) . ? C13 H13 0.9500 . ? C14 C15 1.377(4) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? N2 C25 1.342(3) . ? N2 C21 1.368(3) . ? C21 C22 1.395(3) . ? C22 C23 1.385(4) . ? C22 H22 0.9500 . ? C23 C24 1.373(4) . ? C23 H23 0.9500 . ? C24 C25 1.380(4) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? N3 C35 1.344(3) . ? N3 C31 1.366(3) . ? C31 C32 1.400(3) . ? C32 C33 1.386(4) . ? C32 H32 0.9500 . ? C33 C34 1.375(5) . ? C33 H33 0.9500 . ? C34 C35 1.365(4) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? O1 C45 1.415(3) . ? O1 C42 1.436(3) . ? C42 C43' 1.406(10) . ? C42 C43 1.498(7) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C42 H42C 0.9899 . ? C42 H42D 0.9899 . ? C43 C44 1.460(7) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C43' C44 1.549(12) . ? C43' H43C 0.9900 . ? C43' H43D 0.9900 . ? C44 C45 1.505(5) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C44 H44C 0.9900 . ? C44 H44D 0.9899 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? O2 C52 1.342(6) . ? O2 C55 1.394(7) . ? C52 C53 1.496(15) . ? C52 C53' 1.544(16) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C52 H52C 0.9900 . ? C52 H52D 0.9900 . ? C53 C54 1.498(16) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C53' C54 1.403(16) . ? C53' H53C 0.9900 . ? C53' H53D 0.9900 . ? C54 C55 1.403(7) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C54 H54C 0.9900 . ? C54 H54D 0.9900 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Li1 N1 113.3(2) . . ? O1 Li1 N3 118.47(19) . . ? N1 Li1 N3 105.10(19) . . ? O1 Li1 N2 110.68(19) . . ? N1 Li1 N2 105.64(18) . . ? N3 Li1 N2 102.43(19) . . ? O1 Li1 Al1 174.96(18) . . ? N1 Li1 Al1 66.32(13) . . ? N3 Li1 Al1 66.00(12) . . ? N2 Li1 Al1 65.17(12) . . ? C1 Al1 C11 111.24(13) . . ? C1 Al1 C21 115.72(12) . . ? C11 Al1 C21 105.63(9) . . ? C1 Al1 C31 115.86(12) . . ? C11 Al1 C31 105.26(10) . . ? C21 Al1 C31 101.99(9) . . ? C1 Al1 Li1 176.06(13) . . ? C11 Al1 Li1 64.84(10) . . ? C21 Al1 Li1 66.71(10) . . ? C31 Al1 Li1 65.76(10) . . ? C2 C1 Al1 120.9(3) . . ? C2 C1 H1A 107.1 . . ? Al1 C1 H1A 107.1 . . ? C2 C1 H1B 107.1 . . ? Al1 C1 H1B 107.1 . . ? H1A C1 H1B 106.8 . . ? C3' C2 C1 142.1(7) . . ? C1 C2 C3 109.7(4) . . ? C3' C2 H2A 104.5 . . ? C1 C2 H2A 109.7 . . ? C3 C2 H2A 109.7 . . ? C3' C2 H2B 73.5 . . ? C1 C2 H2B 109.7 . . ? C3 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C3' C2 H2C 101.5 . . ? C1 C2 H2C 101.5 . . ? C3 C2 H2C 142.4 . . ? H2A C2 H2C 77.6 . . ? C3' C2 H2D 101.5 . . ? C1 C2 H2D 101.5 . . ? C3 C2 H2D 89.6 . . ? H2B C2 H2D 134.0 . . ? H2C C2 H2D 104.6 . . ? C4 C3 C2 111.5(4) . . ? C4 C3 H3A 109.3 . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3B 109.3 . . ? C2 C3 H3B 109.3 . . ? H3A C3 H3B 108.0 . . ? C2 C3 H4E 147.6 . . ? H3A C3 H4E 72.8 . . ? H3B C3 H4E 100.0 . . ? C4 C3' C2 128.1(11) . . ? C4 C3' H3'1 105.3 . . ? C2 C3' H3'1 105.3 . . ? C4 C3' H3'2 105.3 . . ? C2 C3' H3'2 105.3 . . ? H3'1 C3' H3'2 106.0 . . ? C3' C4 H4A 139.9 . . ? C3 C4 H4A 109.5 . . ? C3' C4 H4B 109.7 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3' C4 H4C 64.1 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3' C4 H4D 109.5 . . ? C3 C4 H4D 133.8 . . ? H4A C4 H4D 58.3 . . ? H4B C4 H4D 116.6 . . ? H4C C4 H4D 52.1 . . ? C3' C4 H4E 109.5 . . ? C3 C4 H4E 62.2 . . ? H4A C4 H4E 53.8 . . ? H4B C4 H4E 101.8 . . ? H4C C4 H4E 148.5 . . ? H4D C4 H4E 109.5 . . ? C3' C4 H2F 109.5 . . ? C3 C4 H2F 116.1 . . ? H4A C4 H2F 110.5 . . ? H4C C4 H2F 101.4 . . ? H4D C4 H2F 109.5 . . ? H4E C4 H2F 109.5 . . ? C15 N1 C11 119.6(2) . . ? C15 N1 Li1 128.8(2) . . ? C11 N1 Li1 111.61(19) . . ? N1 C11 C12 118.3(2) . . ? N1 C11 Al1 117.21(16) . . ? C12 C11 Al1 124.5(2) . . ? C13 C12 C11 120.8(3) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C14 C13 C12 119.4(3) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 118.2(3) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? N1 C15 C14 123.7(3) . . ? N1 C15 H15 118.2 . . ? C14 C15 H15 118.2 . . ? C25 N2 C21 119.2(2) . . ? C25 N2 Li1 126.3(2) . . ? C21 N2 Li1 114.35(18) . . ? N2 C21 C22 118.6(2) . . ? N2 C21 Al1 113.75(15) . . ? C22 C21 Al1 127.61(18) . . ? C23 C22 C21 121.6(2) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C24 C23 C22 118.6(2) . . ? C24 C23 H23 120.7 . . ? C22 C23 H23 120.7 . . ? C23 C24 C25 118.3(2) . . ? C23 C24 H24 120.8 . . ? C25 C24 H24 120.8 . . ? N2 C25 C24 123.7(2) . . ? N2 C25 H25 118.2 . . ? C24 C25 H25 118.2 . . ? C35 N3 C31 118.9(2) . . ? C35 N3 Li1 128.3(2) . . ? C31 N3 Li1 112.68(18) . . ? N3 C31 C32 118.6(2) . . ? N3 C31 Al1 115.53(16) . . ? C32 C31 Al1 125.9(2) . . ? C33 C32 C31 121.4(3) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C34 C33 C32 118.5(3) . . ? C34 C33 H33 120.8 . . ? C32 C33 H33 120.8 . . ? C35 C34 C33 118.5(3) . . ? C35 C34 H34 120.8 . . ? C33 C34 H34 120.8 . . ? N3 C35 C34 124.1(3) . . ? N3 C35 H35 117.9 . . ? C34 C35 H35 117.9 . . ? C45 O1 C42 108.9(2) . . ? C45 O1 Li1 126.3(2) . . ? C42 O1 Li1 121.95(19) . . ? C43' C42 O1 111.3(5) . . ? O1 C42 C43 105.3(3) . . ? C43' C42 H42A 79.7 . . ? O1 C42 H42A 110.7 . . ? C43 C42 H42A 110.7 . . ? C43' C42 H42B 130.2 . . ? O1 C42 H42B 110.7 . . ? C43 C42 H42B 110.7 . . ? H42A C42 H42B 108.8 . . ? C43' C42 H42C 109.4 . . ? O1 C42 H42C 109.4 . . ? C43 C42 H42C 83.2 . . ? H42A C42 H42C 131.6 . . ? C43' C42 H42D 109.4 . . ? O1 C42 H42D 109.4 . . ? C43 C42 H42D 136.9 . . ? H42B C42 H42D 80.1 . . ? H42C C42 H42D 108.0 . . ? C44 C43 C42 103.5(4) . . ? C44 C43 H43A 111.1 . . ? C42 C43 H43A 111.1 . . ? C44 C43 H43B 111.1 . . ? C42 C43 H43B 111.1 . . ? H43A C43 H43B 109.0 . . ? C42 C43' C44 103.6(7) . . ? C42 C43' H43C 111.0 . . ? C44 C43' H43C 111.0 . . ? C42 C43' H43D 111.0 . . ? C44 C43' H43D 111.0 . . ? H43C C43' H43D 109.0 . . ? C43 C44 C45 104.7(3) . . ? C45 C44 C43' 104.9(4) . . ? C43 C44 H44A 110.8 . . ? C45 C44 H44A 110.8 . . ? C43' C44 H44A 82.8 . . ? C43 C44 H44B 110.8 . . ? C45 C44 H44B 110.8 . . ? C43' C44 H44B 134.5 . . ? H44A C44 H44B 108.9 . . ? C43 C44 H44C 82.9 . . ? C45 C44 H44C 110.8 . . ? C43' C44 H44C 110.8 . . ? H44A C44 H44C 130.6 . . ? C43 C44 H44D 134.7 . . ? C45 C44 H44D 110.8 . . ? C43' C44 H44D 110.8 . . ? H44B C44 H44D 82.1 . . ? H44C C44 H44D 108.8 . . ? O1 C45 C44 107.1(3) . . ? O1 C45 H45A 110.3 . . ? C44 C45 H45A 110.3 . . ? O1 C45 H45B 110.3 . . ? C44 C45 H45B 110.3 . . ? H45A C45 H45B 108.6 . . ? C52 O2 C55 109.6(4) . . ? O2 C52 C53 107.7(7) . . ? O2 C52 C53' 105.9(7) . . ? O2 C52 H52A 110.2 . . ? C53 C52 H52A 110.2 . . ? C53' C52 H52A 132.0 . . ? O2 C52 H52B 110.2 . . ? C53 C52 H52B 110.2 . . ? C53' C52 H52B 87.0 . . ? H52A C52 H52B 108.5 . . ? O2 C52 H52C 110.6 . . ? C53 C52 H52C 85.9 . . ? C53' C52 H52C 110.6 . . ? H52B C52 H52C 128.4 . . ? O2 C52 H52D 110.6 . . ? C53 C52 H52D 130.1 . . ? C53' C52 H52D 110.6 . . ? H52A C52 H52D 85.2 . . ? H52C C52 H52D 108.7 . . ? C52 C53 C54 101.4(8) . . ? C52 C53 H53A 111.5 . . ? C54 C53 H53A 111.5 . . ? C52 C53 H53B 111.5 . . ? C54 C53 H53B 111.5 . . ? H53A C53 H53B 109.3 . . ? C54 C53' C52 103.6(9) . . ? C54 C53' H53C 111.0 . . ? C52 C53' H53C 111.0 . . ? C54 C53' H53D 111.0 . . ? C52 C53' H53D 111.0 . . ? H53C C53' H53D 109.0 . . ? C55 C54 C53' 108.0(7) . . ? C55 C54 C53 104.0(7) . . ? C55 C54 H54A 110.9 . . ? C53' C54 H54A 84.6 . . ? C53 C54 H54A 110.9 . . ? C55 C54 H54B 110.9 . . ? C53' C54 H54B 129.9 . . ? C53 C54 H54B 110.9 . . ? H54A C54 H54B 109.0 . . ? C55 C54 H54C 110.1 . . ? C53' C54 H54C 110.1 . . ? C53 C54 H54C 134.0 . . ? H54B C54 H54C 84.7 . . ? C55 C54 H54D 110.1 . . ? C53' C54 H54D 110.1 . . ? C53 C54 H54D 86.9 . . ? H54A C54 H54D 128.8 . . ? H54C C54 H54D 108.4 . . ? O2 C55 C54 109.5(4) . . ? O2 C55 H55A 109.8 . . ? C54 C55 H55A 109.8 . . ? O2 C55 H55B 109.8 . . ? C54 C55 H55B 109.8 . . ? H55A C55 H55B 108.2 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.376 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.041 # Attachment '3.cif' data_tw0703 _database_code_depnum_ccdc_archive 'CCDC 700263' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H29 Al Li N3 O' _chemical_formula_sum 'C23 H29 Al Li N3 O' _chemical_formula_weight 397.41 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6092(17) _cell_length_b 10.901(2) _cell_length_c 13.329(3) _cell_angle_alpha 89.22(3) _cell_angle_beta 75.87(3) _cell_angle_gamma 72.09(3) _cell_volume 1151.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 21249 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 22.46 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.146 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.891 _exptl_absorpt_correction_T_max 1.002 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; Crystal diffracted very weakly theta < 20o used (Data collected over 2 days). High ADP for some of the carbon atoms (Butyl group and pyridyl rings) indicated considerable disorder which was not resolved. Poor diffraction is due to this disorder and results in a relatively high R1 value. ; _diffrn_ambient_temperature 180(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 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 4612 _diffrn_reflns_av_R_equivalents 0.0783 _diffrn_reflns_av_sigmaI/netI 0.0813 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 20.00 _reflns_number_total 1995 _reflns_number_gt 1502 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.08(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1995 _refine_ls_number_parameters 258 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1632 _refine_ls_R_factor_gt 0.1366 _refine_ls_wR_factor_ref 0.3694 _refine_ls_wR_factor_gt 0.3526 _refine_ls_goodness_of_fit_ref 1.489 _refine_ls_restrained_S_all 1.489 _refine_ls_shift/su_max 0.025 _refine_ls_shift/su_mean 0.003 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 Al1 Al 0.2005(3) -0.2690(3) 0.2774(3) 0.0980(15) Uani 1 1 d . . . Li1 Li 0.1037(17) 0.0004(14) 0.1997(13) 0.089(4) Uani 1 1 d . . . C1 C 0.156(6) -0.434(3) 0.457(3) 0.343(18) Uiso 1 1 d . . . H1A H 0.0382 -0.3904 0.4630 0.515 Uiso 1 1 calc R . . H1B H 0.1984 -0.3855 0.4968 0.515 Uiso 1 1 calc R . . H1C H 0.1694 -0.5186 0.4825 0.515 Uiso 1 1 calc R . . C2 C 0.263(2) -0.448(2) 0.3311(18) 0.240(13) Uani 1 1 d . . . H2 H 0.2160 -0.4994 0.2946 0.287 Uiso 1 1 calc R . . C3 C 0.420(4) -0.518(2) 0.324(2) 0.290(17) Uani 1 1 d . . . H3A H 0.4673 -0.4701 0.3616 0.348 Uiso 1 1 calc R . . H3B H 0.4796 -0.5241 0.2514 0.348 Uiso 1 1 calc R . . C4 C 0.463(4) -0.656(2) 0.360(3) 0.272(15) Uani 1 1 d . . . H4A H 0.5823 -0.6908 0.3518 0.407 Uiso 1 1 calc R . . H4B H 0.4273 -0.7092 0.3195 0.407 Uiso 1 1 calc R . . H4C H 0.4056 -0.6543 0.4319 0.407 Uiso 1 1 calc R . . N1 N 0.1769(9) -0.0037(11) 0.3294(7) 0.105(3) Uani 1 1 d . . . C11 C 0.2182(11) -0.1244(13) 0.3646(8) 0.098(3) Uani 1 1 d . . . C12 C 0.2754(16) -0.145(2) 0.4561(11) 0.147(5) Uani 1 1 d . . . H12 H 0.3046 -0.2268 0.4810 0.177 Uiso 1 1 calc R . . C13 C 0.288(2) -0.034(3) 0.5107(14) 0.185(11) Uani 1 1 d . . . H13 H 0.3255 -0.0424 0.5709 0.222 Uiso 1 1 calc R . . C14 C 0.244(2) 0.076(3) 0.4724(15) 0.186(10) Uani 1 1 d . . . H14 H 0.2474 0.1481 0.5070 0.223 Uiso 1 1 calc R . . C15 C 0.1936(13) 0.0909(15) 0.3857(11) 0.131(5) Uani 1 1 d . . . H15 H 0.1678 0.1734 0.3616 0.157 Uiso 1 1 calc R . . N2 N -0.0830(9) -0.0854(8) 0.2258(5) 0.084(2) Uani 1 1 d . . . C21 C -0.0345(11) -0.2078(10) 0.2584(8) 0.091(3) Uani 1 1 d . . . C22 C -0.1494(13) -0.2783(11) 0.2754(9) 0.105(3) Uani 1 1 d . . . H22 H -0.1191 -0.3623 0.2961 0.126 Uiso 1 1 calc R . . C23 C -0.3103(16) -0.2191(17) 0.2606(10) 0.125(4) Uani 1 1 d . . . H23 H -0.3877 -0.2646 0.2715 0.150 Uiso 1 1 calc R . . C24 C -0.3550(13) -0.0973(15) 0.2307(8) 0.106(3) Uani 1 1 d . . . H24 H -0.4625 -0.0582 0.2214 0.127 Uiso 1 1 calc R . . C25 C -0.2403(11) -0.0333(11) 0.2145(8) 0.098(3) Uani 1 1 d . . . H25 H -0.2718 0.0510 0.1945 0.117 Uiso 1 1 calc R . . N3 N 0.3035(8) -0.1338(6) 0.0995(6) 0.073(2) Uani 1 1 d . . . C31 C 0.3447(10) -0.2547(8) 0.1372(7) 0.079(3) Uani 1 1 d . . . C32 C 0.4862(11) -0.3517(8) 0.0758(8) 0.086(3) Uani 1 1 d . . . H32 H 0.5187 -0.4339 0.0998 0.103 Uiso 1 1 calc R . . C33 C 0.5751(12) -0.3272(10) -0.0171(9) 0.096(3) Uani 1 1 d . . . H33 H 0.6665 -0.3922 -0.0566 0.115 Uiso 1 1 calc R . . C34 C 0.5298(12) -0.2080(11) -0.0513(7) 0.089(3) Uani 1 1 d . . . H34 H 0.5906 -0.1900 -0.1145 0.106 Uiso 1 1 calc R . . C35 C 0.3948(11) -0.1138(9) 0.0068(8) 0.083(3) Uani 1 1 d . . . H35 H 0.3642 -0.0322 -0.0186 0.099 Uiso 1 1 calc R . . O1 O 0.0326(9) 0.1716(6) 0.1427(6) 0.105(2) Uani 1 1 d . . . C42 C 0.0120(15) 0.1954(11) 0.0406(10) 0.115(4) Uani 1 1 d . . . H42A H -0.0435 0.1382 0.0203 0.139 Uiso 1 1 calc R . . H42B H 0.1214 0.1787 -0.0081 0.139 Uiso 1 1 calc R . . C43 C -0.086(2) 0.3257(11) 0.0389(16) 0.176(8) Uani 1 1 d . . . H43A H -0.0324 0.3660 -0.0187 0.211 Uiso 1 1 calc R . . H43B H -0.1973 0.3303 0.0312 0.211 Uiso 1 1 calc R . . C44 C -0.101(2) 0.3902(14) 0.1352(19) 0.202(9) Uani 1 1 d . . . H44A H -0.2176 0.4399 0.1660 0.242 Uiso 1 1 calc R . . H44B H -0.0340 0.4487 0.1241 0.242 Uiso 1 1 calc R . . C45 C -0.040(2) 0.2920(14) 0.2026(12) 0.165(7) Uani 1 1 d . . . H45A H -0.1328 0.2878 0.2597 0.198 Uiso 1 1 calc R . . H45B H 0.0434 0.3120 0.2309 0.198 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 Al1 0.071(2) 0.117(2) 0.104(3) 0.0186(16) -0.0139(15) -0.0337(16) Li1 0.062(8) 0.100(9) 0.107(11) -0.024(8) -0.004(8) -0.039(7) C2 0.114(11) 0.28(2) 0.22(2) 0.148(18) 0.036(12) 0.020(13) C3 0.30(3) 0.21(2) 0.23(3) 0.125(19) 0.01(2) 0.03(2) C4 0.28(3) 0.20(2) 0.36(4) 0.10(2) -0.17(3) -0.053(19) N1 0.061(5) 0.156(8) 0.099(7) -0.017(6) -0.020(4) -0.035(5) C11 0.052(5) 0.176(11) 0.068(7) -0.001(6) -0.009(4) -0.041(6) C12 0.100(9) 0.271(19) 0.069(8) 0.013(10) -0.012(7) -0.064(10) C13 0.083(10) 0.39(4) 0.070(10) -0.020(16) -0.013(7) -0.062(15) C14 0.111(12) 0.36(3) 0.094(12) -0.107(15) -0.025(9) -0.073(16) C15 0.075(7) 0.202(12) 0.111(10) -0.073(9) 0.003(6) -0.055(7) N2 0.060(5) 0.123(6) 0.072(5) -0.019(4) -0.012(3) -0.035(4) C21 0.067(6) 0.106(7) 0.100(7) -0.025(5) -0.007(5) -0.037(5) C22 0.082(7) 0.134(8) 0.103(8) -0.016(6) 0.000(6) -0.057(7) C23 0.083(9) 0.200(13) 0.116(10) -0.030(9) -0.009(7) -0.088(9) C24 0.061(6) 0.173(11) 0.087(7) -0.014(7) -0.019(5) -0.039(7) C25 0.046(5) 0.158(9) 0.094(7) -0.032(6) -0.019(5) -0.036(6) N3 0.051(4) 0.094(5) 0.082(5) -0.006(4) -0.019(4) -0.032(3) C31 0.063(5) 0.086(6) 0.098(7) -0.002(5) -0.029(5) -0.033(5) C32 0.063(5) 0.080(5) 0.106(8) -0.013(5) -0.009(5) -0.018(5) C33 0.069(6) 0.091(7) 0.110(8) -0.024(6) -0.008(6) -0.010(5) C34 0.066(6) 0.127(8) 0.076(6) -0.004(6) -0.013(5) -0.037(6) C35 0.060(5) 0.101(6) 0.094(7) 0.002(5) -0.028(6) -0.028(5) O1 0.106(5) 0.094(4) 0.100(6) -0.024(4) -0.025(4) -0.009(4) C42 0.101(8) 0.128(9) 0.118(10) -0.018(7) -0.034(7) -0.030(7) C43 0.253(19) 0.071(8) 0.223(18) 0.002(8) -0.146(16) -0.013(9) C44 0.167(14) 0.108(11) 0.30(3) -0.078(15) -0.070(16) 0.009(10) C45 0.168(13) 0.131(11) 0.158(13) -0.070(10) -0.068(11) 0.035(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C31 2.009(10) . ? Al1 C21 2.004(10) . ? Al1 C11 2.035(12) . ? Al1 C2 2.030(18) . ? Al1 Li1 3.036(16) . ? Li1 N1 1.975(19) . ? Li1 N2 2.054(14) . ? Li1 N3 2.066(15) . ? Li1 O1 1.980(18) . ? Li1 C11 2.79(2) . ? C1 C2 1.69(5) . ? C2 C3 1.31(3) . ? C3 C4 1.53(2) . ? N1 C11 1.362(13) . ? N1 C15 1.346(13) . ? C11 C12 1.414(17) . ? C12 C13 1.47(3) . ? C13 C14 1.28(3) . ? C14 C15 1.32(2) . ? N2 C21 1.369(12) . ? N2 C25 1.343(11) . ? C21 C22 1.405(13) . ? C22 C23 1.399(17) . ? C23 C24 1.348(16) . ? C24 C25 1.351(15) . ? N3 C35 1.348(11) . ? N3 C31 1.378(10) . ? C31 C32 1.420(12) . ? C32 C33 1.358(14) . ? C33 C34 1.344(13) . ? C34 C35 1.361(13) . ? O1 C42 1.425(14) . ? O1 C45 1.425(13) . ? C42 C43 1.417(15) . ? C43 C44 1.43(2) . ? C44 C45 1.44(2) . ? 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 C31 Al1 C21 103.6(4) . . ? C31 Al1 C11 102.5(4) . . ? C21 Al1 C11 105.3(4) . . ? C31 Al1 C2 114.2(6) . . ? C21 Al1 C2 113.6(7) . . ? C11 Al1 C2 116.2(10) . . ? C31 Al1 Li1 66.6(4) . . ? C21 Al1 Li1 66.2(4) . . ? C11 Al1 Li1 63.3(5) . . ? C2 Al1 Li1 179.3(7) . . ? N1 Li1 N2 106.9(8) . . ? N1 Li1 N3 103.9(8) . . ? N2 Li1 N3 103.0(7) . . ? N1 Li1 O1 116.4(8) . . ? N2 Li1 O1 111.8(8) . . ? N3 Li1 O1 113.7(8) . . ? N1 Li1 C11 26.8(4) . . ? N2 Li1 C11 89.7(6) . . ? N3 Li1 C11 88.3(6) . . ? O1 Li1 C11 143.2(7) . . ? N1 Li1 Al1 67.4(6) . . ? N2 Li1 Al1 65.2(5) . . ? N3 Li1 Al1 65.4(5) . . ? O1 Li1 Al1 176.0(7) . . ? C11 Li1 Al1 40.6(4) . . ? C3 C2 C1 108(2) . . ? C3 C2 Al1 122.8(17) . . ? C1 C2 Al1 107.0(17) . . ? C2 C3 C4 121(2) . . ? C11 N1 C15 116.8(11) . . ? C11 N1 Li1 112.4(8) . . ? C15 N1 Li1 130.9(11) . . ? N1 C11 C12 119.8(13) . . ? N1 C11 Al1 117.0(7) . . ? C12 C11 Al1 123.2(12) . . ? N1 C11 Li1 40.8(5) . . ? C12 C11 Li1 160.6(12) . . ? Al1 C11 Li1 76.1(4) . . ? C11 C12 C13 118.2(16) . . ? C14 C13 C12 117.3(18) . . ? C13 C14 C15 123(2) . . ? N1 C15 C14 125.2(18) . . ? C21 N2 C25 119.8(8) . . ? C21 N2 Li1 113.4(7) . . ? C25 N2 Li1 126.8(9) . . ? N2 C21 C22 118.8(9) . . ? N2 C21 Al1 115.1(6) . . ? C22 C21 Al1 126.1(9) . . ? C23 C22 C21 118.5(11) . . ? C24 C23 C22 121.1(10) . . ? C23 C24 C25 118.5(10) . . ? N2 C25 C24 123.3(11) . . ? C35 N3 C31 119.4(7) . . ? C35 N3 Li1 127.4(7) . . ? C31 N3 Li1 113.2(7) . . ? N3 C31 C32 117.1(8) . . ? N3 C31 Al1 114.9(6) . . ? C32 C31 Al1 127.9(7) . . ? C33 C32 C31 121.5(9) . . ? C34 C33 C32 119.4(8) . . ? C33 C34 C35 119.8(9) . . ? N3 C35 C34 122.7(9) . . ? C42 O1 C45 107.3(9) . . ? C42 O1 Li1 126.4(7) . . ? C45 O1 Li1 125.1(10) . . ? O1 C42 C43 109.1(11) . . ? C44 C43 C42 107.1(13) . . ? C43 C44 C45 107.3(11) . . ? C44 C45 O1 107.8(12) . . ? _diffrn_measured_fraction_theta_max 0.922 _diffrn_reflns_theta_full 20.00 _diffrn_measured_fraction_theta_full 0.922 _refine_diff_density_max 0.363 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.062 # Attachment '4.cif' data_dw0725 _database_code_depnum_ccdc_archive 'CCDC 700264' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H29 Al Li N3 O' _chemical_formula_sum 'C23 H29 Al Li N3 O' _chemical_formula_weight 397.41 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5915(3) _cell_length_b 10.9020(4) _cell_length_c 13.4453(6) _cell_angle_alpha 87.7430(10) _cell_angle_beta 77.8700(10) _cell_angle_gamma 69.878(2) _cell_volume 1155.34(8) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 10207 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 26.02 _exptl_crystal_description Blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.142 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 424 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.858 _exptl_absorpt_correction_T_max 0.994 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 8969 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.75 _diffrn_reflns_theta_max 26.01 _reflns_number_total 4453 _reflns_number_gt 3648 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0731P)^2^+0.7324P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4453 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.1584 _refine_ls_wR_factor_gt 0.1440 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 Al1 Al 0.78934(8) 0.26867(6) 0.20960(5) 0.03898(19) Uani 1 1 d . . . O1 O 0.9823(3) -0.16969(17) 0.36220(15) 0.0673(5) Uani 1 1 d . . . N2 N 0.6945(2) 0.13590(16) 0.39079(13) 0.0373(4) Uani 1 1 d . . . N1 N 0.8207(2) 0.0004(2) 0.16951(15) 0.0487(5) Uani 1 1 d . . . N3 N 1.0786(2) 0.08630(19) 0.27164(14) 0.0438(4) Uani 1 1 d . . . C21 C 0.6507(2) 0.2573(2) 0.34988(15) 0.0358(4) Uani 1 1 d . . . C22 C 0.5152(3) 0.3584(2) 0.40724(17) 0.0440(5) Uani 1 1 d . . . H2A H 0.4838 0.4435 0.3807 0.053 Uiso 1 1 calc R . . C31 C 1.0296(3) 0.2076(2) 0.23262(16) 0.0431(5) Uani 1 1 d . . . C11 C 0.7751(3) 0.1210(2) 0.12846(16) 0.0450(5) Uani 1 1 d . . . C25 C 0.6069(3) 0.1179(2) 0.48157(17) 0.0445(5) Uani 1 1 d . . . H5A H 0.6399 0.0330 0.5083 0.053 Uiso 1 1 calc R . . C1 C 0.7105(3) 0.4453(3) 0.1485(2) 0.0544(6) Uani 1 1 d . . . C23 C 0.4265(3) 0.3384(2) 0.50047(19) 0.0514(6) Uani 1 1 d . . . H7A H 0.3355 0.4086 0.5379 0.062 Uiso 1 1 calc R . . C34 C 1.3556(3) 0.0938(3) 0.2692(2) 0.0608(7) Uani 1 1 d . . . H8A H 1.4661 0.0523 0.2820 0.073 Uiso 1 1 calc R . . C33 C 1.3092(3) 0.2167(3) 0.2313(2) 0.0636(8) Uani 1 1 d . . . H9A H 1.3873 0.2624 0.2178 0.076 Uiso 1 1 calc R . . C32 C 1.1472(3) 0.2739(3) 0.21297(19) 0.0531(6) Uani 1 1 d . . . H10A H 1.1150 0.3591 0.1867 0.064 Uiso 1 1 calc R . . C4 C 0.5232(4) 0.4878(3) 0.1410(2) 0.0645(7) Uani 1 1 d . . . H11A H 0.4897 0.5741 0.1112 0.097 Uiso 1 1 calc R . . H11B H 0.4525 0.4922 0.2091 0.097 Uiso 1 1 calc R . . H11C H 0.5079 0.4243 0.0978 0.097 Uiso 1 1 calc R . . C35 C 1.2373(3) 0.0323(3) 0.28807(18) 0.0530(6) Uani 1 1 d . . . H12A H 1.2692 -0.0530 0.3142 0.064 Uiso 1 1 calc R . . C15 C 0.8082(4) -0.1014(3) 0.1219(2) 0.0672(8) Uani 1 1 d . . . H13A H 0.8417 -0.1842 0.1520 0.081 Uiso 1 1 calc R . . C24 C 0.4718(3) 0.2149(3) 0.53858(19) 0.0523(6) Uani 1 1 d . . . H14A H 0.4120 0.1972 0.6021 0.063 Uiso 1 1 calc R . . C3 C 0.8160(4) 0.4424(3) 0.0404(2) 0.0740(9) Uani 1 1 d . . . H15A H 0.7769 0.5288 0.0115 0.111 Uiso 1 1 calc R . . H15B H 0.8027 0.3775 -0.0024 0.111 Uiso 1 1 calc R . . H15C H 0.9358 0.4189 0.0432 0.111 Uiso 1 1 calc R . . C44 C 0.9884(4) -0.1887(3) 0.4665(2) 0.0687(8) Uani 1 1 d . . . H16A H 0.8721 -0.1619 0.5088 0.082 Uiso 1 1 calc R . . H16B H 1.0487 -0.1354 0.4887 0.082 Uiso 1 1 calc R . . C12 C 0.7171(3) 0.1327(3) 0.03690(19) 0.0609(7) Uani 1 1 d . . . H17A H 0.6850 0.2152 0.0063 0.073 Uiso 1 1 calc R . . C14 C 0.7515(4) -0.0944(4) 0.0344(3) 0.0801(10) Uani 1 1 d . . . H18A H 0.7435 -0.1691 0.0047 0.096 Uiso 1 1 calc R . . C2 C 0.7292(5) 0.5508(3) 0.2121(3) 0.0809(10) Uani 1 1 d . . . H19A H 0.6899 0.6355 0.1806 0.121 Uiso 1 1 calc R . . H19B H 0.8486 0.5289 0.2153 0.121 Uiso 1 1 calc R . . H19C H 0.6611 0.5555 0.2810 0.121 Uiso 1 1 calc R . . C42 C 1.0830(4) -0.3941(3) 0.3830(3) 0.0824(10) Uani 1 1 d . . . H20A H 1.1909 -0.4680 0.3631 0.099 Uiso 1 1 calc R . . H20B H 0.9873 -0.4271 0.3911 0.099 Uiso 1 1 calc R . . Li1 Li 0.9000(4) -0.0011(4) 0.3004(3) 0.0437(8) Uani 1 1 d . . . C13 C 0.7063(4) 0.0246(4) -0.0095(2) 0.0793(10) Uani 1 1 d . . . H22A H 0.6675 0.0336 -0.0714 0.095 Uiso 1 1 calc R . . C43 C 1.0776(6) -0.3267(3) 0.4778(3) 0.1026(13) Uani 1 1 d . . . H23A H 1.0168 -0.3599 0.5375 0.123 Uiso 1 1 calc R . . H23B H 1.1939 -0.3410 0.4869 0.123 Uiso 1 1 calc R . . C41 C 1.0689(7) -0.2916(3) 0.3081(3) 0.1217(18) Uani 1 1 d . . . H24A H 1.1830 -0.2953 0.2710 0.146 Uiso 1 1 calc R . . H24B H 1.0049 -0.3034 0.2582 0.146 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 Al1 0.0399(3) 0.0500(4) 0.0367(3) 0.0076(3) -0.0140(3) -0.0246(3) O1 0.0847(13) 0.0420(9) 0.0614(11) 0.0012(8) -0.0133(10) -0.0053(9) N2 0.0347(8) 0.0403(9) 0.0406(9) 0.0036(7) -0.0109(7) -0.0160(7) N1 0.0441(10) 0.0545(12) 0.0521(11) -0.0093(9) -0.0094(8) -0.0220(9) N3 0.0346(9) 0.0627(12) 0.0383(10) 0.0006(8) -0.0102(7) -0.0204(8) C21 0.0360(10) 0.0413(11) 0.0372(10) 0.0024(8) -0.0146(8) -0.0183(8) C22 0.0426(11) 0.0415(12) 0.0479(12) 0.0042(9) -0.0146(9) -0.0118(9) C31 0.0408(11) 0.0641(14) 0.0330(10) -0.0009(10) -0.0088(9) -0.0280(10) C11 0.0349(10) 0.0715(15) 0.0360(11) -0.0057(10) -0.0045(8) -0.0286(10) C25 0.0431(11) 0.0462(12) 0.0471(12) 0.0120(10) -0.0115(9) -0.0189(9) C1 0.0606(15) 0.0603(15) 0.0556(14) 0.0221(12) -0.0228(12) -0.0333(12) C23 0.0432(12) 0.0517(14) 0.0498(13) -0.0037(11) -0.0051(10) -0.0067(10) C34 0.0355(12) 0.103(2) 0.0483(14) -0.0050(14) -0.0116(10) -0.0270(13) C33 0.0467(13) 0.109(2) 0.0522(15) -0.0068(15) -0.0070(11) -0.0488(15) C32 0.0512(13) 0.0747(17) 0.0473(13) 0.0007(11) -0.0115(10) -0.0383(12) C4 0.0652(16) 0.0685(17) 0.0610(16) 0.0277(13) -0.0235(13) -0.0212(13) C35 0.0387(11) 0.0763(17) 0.0442(13) -0.0002(11) -0.0113(9) -0.0182(11) C15 0.0621(16) 0.0683(18) 0.0770(19) -0.0234(15) -0.0098(14) -0.0295(13) C24 0.0438(12) 0.0644(15) 0.0450(13) 0.0056(11) -0.0021(10) -0.0186(11) C3 0.0746(18) 0.096(2) 0.0674(18) 0.0383(17) -0.0204(15) -0.0500(17) C44 0.084(2) 0.0519(15) 0.0668(18) -0.0039(13) -0.0285(15) -0.0113(14) C12 0.0558(14) 0.096(2) 0.0395(13) -0.0003(13) -0.0099(11) -0.0368(14) C14 0.082(2) 0.093(2) 0.075(2) -0.0368(19) -0.0088(17) -0.0418(19) C2 0.109(3) 0.0557(17) 0.098(2) 0.0239(16) -0.044(2) -0.0421(17) C42 0.076(2) 0.0492(16) 0.119(3) -0.0067(17) -0.0323(19) -0.0099(14) Li1 0.0389(18) 0.0439(19) 0.050(2) 0.0017(16) -0.0108(15) -0.0152(15) C13 0.078(2) 0.136(3) 0.0420(15) -0.0265(18) -0.0103(13) -0.057(2) C43 0.154(4) 0.0591(19) 0.090(3) 0.0084(18) -0.062(3) -0.011(2) C41 0.189(5) 0.055(2) 0.074(2) -0.0133(17) -0.020(3) 0.014(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C1 2.014(2) . ? Al1 C31 2.027(2) . ? Al1 C11 2.031(2) . ? Al1 C21 2.032(2) . ? Al1 Li1 3.054(4) . ? O1 C44 1.419(3) . ? O1 C41 1.420(4) . ? O1 Li1 1.949(4) . ? N2 C25 1.338(3) . ? N2 C21 1.372(3) . ? N2 Li1 2.062(4) . ? N1 C15 1.348(3) . ? N1 C11 1.367(3) . ? N1 Li1 2.014(4) . ? N3 C35 1.349(3) . ? N3 C31 1.363(3) . ? N3 Li1 2.035(4) . ? C21 C22 1.404(3) . ? C22 C23 1.375(3) . ? C31 C32 1.410(3) . ? C11 C12 1.408(3) . ? C25 C24 1.378(3) . ? C1 C2 1.530(4) . ? C1 C3 1.538(4) . ? C1 C4 1.538(4) . ? C23 C24 1.377(3) . ? C34 C33 1.370(4) . ? C34 C35 1.377(4) . ? C33 C32 1.386(4) . ? C15 C14 1.355(5) . ? C44 C43 1.454(4) . ? C12 C13 1.395(4) . ? C14 C13 1.368(5) . ? C42 C41 1.465(5) . ? C42 C43 1.479(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 C1 Al1 C31 115.67(10) . . ? C1 Al1 C11 114.25(11) . . ? C31 Al1 C11 105.59(9) . . ? C1 Al1 C21 113.91(10) . . ? C31 Al1 C21 102.87(8) . . ? C11 Al1 C21 103.11(8) . . ? C1 Al1 Li1 178.22(10) . . ? C31 Al1 Li1 66.02(9) . . ? C11 Al1 Li1 64.37(10) . . ? C21 Al1 Li1 65.77(9) . . ? C44 O1 C41 108.5(2) . . ? C44 O1 Li1 125.6(2) . . ? C41 O1 Li1 125.3(2) . . ? C25 N2 C21 119.60(18) . . ? C25 N2 Li1 127.21(18) . . ? C21 N2 Li1 113.19(17) . . ? C15 N1 C11 119.5(2) . . ? C15 N1 Li1 127.4(2) . . ? C11 N1 Li1 113.15(18) . . ? C35 N3 C31 119.6(2) . . ? C35 N3 Li1 124.6(2) . . ? C31 N3 Li1 115.73(17) . . ? N2 C21 C22 117.50(18) . . ? N2 C21 Al1 115.29(14) . . ? C22 C21 Al1 127.20(16) . . ? C23 C22 C21 122.2(2) . . ? N3 C31 C32 118.2(2) . . ? N3 C31 Al1 113.49(14) . . ? C32 C31 Al1 128.33(19) . . ? N1 C11 C12 117.6(2) . . ? N1 C11 Al1 116.15(15) . . ? C12 C11 Al1 126.2(2) . . ? N2 C25 C24 124.0(2) . . ? C2 C1 C3 108.1(2) . . ? C2 C1 C4 107.4(3) . . ? C3 C1 C4 107.7(2) . . ? C2 C1 Al1 111.28(18) . . ? C3 C1 Al1 110.2(2) . . ? C4 C1 Al1 112.02(16) . . ? C22 C23 C24 118.8(2) . . ? C33 C34 C35 118.0(2) . . ? C34 C33 C32 119.4(2) . . ? C33 C32 C31 121.1(3) . . ? N3 C35 C34 123.7(3) . . ? N1 C15 C14 124.9(3) . . ? C23 C24 C25 117.8(2) . . ? O1 C44 C43 107.6(3) . . ? C13 C12 C11 120.8(3) . . ? C15 C14 C13 117.3(3) . . ? C41 C42 C43 103.3(3) . . ? O1 Li1 N1 117.2(2) . . ? O1 Li1 N3 111.55(19) . . ? N1 Li1 N3 106.18(19) . . ? O1 Li1 N2 114.6(2) . . ? N1 Li1 N2 102.44(17) . . ? N3 Li1 N2 103.61(18) . . ? O1 Li1 Al1 175.90(19) . . ? N1 Li1 Al1 66.30(12) . . ? N3 Li1 Al1 64.74(11) . . ? N2 Li1 Al1 65.69(11) . . ? C14 C13 C12 119.9(3) . . ? C44 C43 C42 106.1(3) . . ? O1 C41 C42 107.3(3) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.441 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.041 # Attachment '5.cif' data_dw0826 _database_code_depnum_ccdc_archive 'CCDC 700265' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H45 Al Br0.50 Cl0.50 Li2 N3 O3' _chemical_formula_sum 'C31 H45 Al Br0.50 Cl0.50 Li2 N3 O3' _chemical_formula_weight 606.24 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' 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.6809(2) _cell_length_b 20.5331(4) _cell_length_c 15.2723(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.2816(9) _cell_angle_gamma 90.00 _cell_volume 3343.91(11) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 13514 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.48 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 0.731 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.830 _exptl_absorpt_correction_T_max 0.930 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; The THF solvent molecules within the structure shows significant disorder, which was not completele resolved, causing the anisotropic thermal parameters of some the carbon atoms to be elongated. Also due to the extensive disorder, DFIX was used to restrain the refinement of bond lengths within THF molecules. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 17422 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6729 _reflns_number_gt 4872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0630P)^2^+3.3637P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6729 _refine_ls_number_parameters 410 _refine_ls_number_restraints 40 _refine_ls_R_factor_all 0.0934 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1700 _refine_ls_wR_factor_gt 0.1486 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.067 _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 Br1 Br 0.93270(5) 0.18973(3) 0.21858(4) 0.0683(2) Uani 0.50 1 d P A 1 Cl1 Cl 0.93270(5) 0.18973(3) 0.21858(4) 0.0683(2) Uani 0.50 1 d P A 2 Li1 Li 0.7575(5) 0.1137(3) 0.2158(3) 0.0470(12) Uani 1 1 d . . . Li2 Li 0.9304(5) 0.2704(3) 0.1113(4) 0.0602(15) Uani 1 1 d . . . Al1 Al 0.54281(8) 0.01203(4) 0.23386(6) 0.0408(2) Uani 1 1 d . A . C1 C 0.4104(3) -0.05507(18) 0.2456(3) 0.0601(9) Uani 1 1 d . . . H1A H 0.3682 -0.0477 0.3001 0.090 Uiso 1 1 calc R A . H1B H 0.4488 -0.0984 0.2471 0.090 Uiso 1 1 calc R . . H1C H 0.3491 -0.0521 0.1955 0.090 Uiso 1 1 calc R . . N1 N 0.7448(2) 0.04287(12) 0.12441(17) 0.0435(6) Uani 1 1 d . A . C11 C 0.6464(3) 0.00000(14) 0.12629(19) 0.0405(7) Uani 1 1 d . . . C12 C 0.6288(3) -0.04567(14) 0.0572(2) 0.0426(7) Uani 1 1 d . A . C13 C 0.7121(3) -0.04694(16) -0.0092(2) 0.0504(8) Uani 1 1 d . . . H13 H 0.7000 -0.0772 -0.0560 0.060 Uiso 1 1 calc R A . C14 C 0.8123(3) -0.00454(17) -0.0078(2) 0.0539(8) Uani 1 1 d . A . H14 H 0.8711 -0.0059 -0.0521 0.065 Uiso 1 1 calc R . . C15 C 0.8249(3) 0.03990(17) 0.0599(2) 0.0504(8) Uani 1 1 d . . . H15 H 0.8931 0.0697 0.0609 0.060 Uiso 1 1 calc R A . C16 C 0.5205(3) -0.09240(16) 0.0529(2) 0.0521(8) Uani 1 1 d . . . H16A H 0.5171 -0.1152 -0.0036 0.078 Uiso 1 1 calc R A . H16B H 0.4422 -0.0684 0.0589 0.078 Uiso 1 1 calc R . . H16C H 0.5316 -0.1242 0.1006 0.078 Uiso 1 1 calc R . . N2 N 0.7631(2) 0.05925(13) 0.32702(17) 0.0486(6) Uani 1 1 d . A . C21 C 0.6700(3) 0.01558(15) 0.3393(2) 0.0427(7) Uani 1 1 d . . . C22 C 0.6721(3) -0.01793(16) 0.4205(2) 0.0498(8) Uani 1 1 d . A . C23 C 0.7686(4) -0.00547(18) 0.4837(2) 0.0609(9) Uani 1 1 d . . . H23 H 0.7702 -0.0278 0.5383 0.073 Uiso 1 1 calc R A . C24 C 0.8607(4) 0.0385(2) 0.4682(2) 0.0640(10) Uani 1 1 d . A . H24 H 0.9266 0.0472 0.5110 0.077 Uiso 1 1 calc R . . C25 C 0.8548(3) 0.06958(19) 0.3892(2) 0.0588(9) Uani 1 1 d . . . H25 H 0.9187 0.1000 0.3776 0.071 Uiso 1 1 calc R A . C26 C 0.5723(4) -0.0666(2) 0.4392(3) 0.0714(11) Uani 1 1 d . . . H26A H 0.4899 -0.0455 0.4334 0.107 Uiso 1 1 calc R A . H26B H 0.5870 -0.0833 0.4990 0.107 Uiso 1 1 calc R . . H26C H 0.5749 -0.1027 0.3973 0.107 Uiso 1 1 calc R . . N3 N 0.5764(2) 0.14851(12) 0.21067(16) 0.0452(6) Uani 1 1 d . A . C31 C 0.4812(3) 0.10599(15) 0.22561(18) 0.0409(6) Uani 1 1 d . . . C32 C 0.3593(3) 0.13106(16) 0.23340(19) 0.0446(7) Uani 1 1 d . A . C33 C 0.3386(4) 0.19763(18) 0.2247(2) 0.0586(9) Uani 1 1 d . . . H33 H 0.2566 0.2147 0.2295 0.070 Uiso 1 1 calc R A . C34 C 0.4362(4) 0.23907(19) 0.2091(2) 0.0633(10) Uani 1 1 d . A . H34 H 0.4228 0.2846 0.2028 0.076 Uiso 1 1 calc R . . C35 C 0.5533(3) 0.21258(17) 0.2029(2) 0.0557(8) Uani 1 1 d . . . H35 H 0.6212 0.2409 0.1927 0.067 Uiso 1 1 calc R A . C36 C 0.2506(3) 0.08717(19) 0.2517(2) 0.0568(9) Uani 1 1 d . . . H36A H 0.2438 0.0525 0.2076 0.085 Uiso 1 1 calc R A . H36B H 0.1729 0.1126 0.2494 0.085 Uiso 1 1 calc R . . H36C H 0.2644 0.0678 0.3102 0.085 Uiso 1 1 calc R . . O4 O 0.9770(2) 0.35496(13) 0.15965(18) 0.0685(7) Uani 0.50 1 d PD A 1 C41 C 1.0984(12) 0.3727(9) 0.1888(10) 0.093(7) Uani 0.50 1 d PD A 1 H41A H 1.1364 0.4007 0.1448 0.112 Uiso 0.50 1 calc PR A 1 H41B H 1.1512 0.3334 0.1979 0.112 Uiso 0.50 1 calc PR A 1 C42 C 1.0904(14) 0.4080(9) 0.2715(9) 0.089(5) Uani 0.50 1 d PD A 1 H42A H 1.1473 0.3886 0.3179 0.107 Uiso 0.50 1 calc PR A 1 H42B H 1.1132 0.4544 0.2642 0.107 Uiso 0.50 1 calc PR A 1 C43 C 0.9608(16) 0.4021(16) 0.2938(11) 0.178(14) Uani 0.50 1 d PD A 1 H43A H 0.9316 0.4418 0.3232 0.214 Uiso 0.50 1 calc PR A 1 H43B H 0.9485 0.3638 0.3319 0.214 Uiso 0.50 1 calc PR A 1 C44 C 0.8967(12) 0.3935(8) 0.2064(9) 0.107(8) Uani 0.50 1 d PD A 1 H44A H 0.8148 0.3716 0.2112 0.128 Uiso 0.50 1 calc PR A 1 H44B H 0.8826 0.4361 0.1772 0.128 Uiso 0.50 1 calc PR A 1 O4' O 0.9770(2) 0.35496(13) 0.15965(18) 0.0685(7) Uani 0.50 1 d PD A 2 C41' C 1.0977(8) 0.3605(8) 0.2038(11) 0.079(6) Uani 0.50 1 d PD A 2 H41C H 1.1516 0.3898 0.1708 0.095 Uiso 0.50 1 calc PR A 2 H41D H 1.1385 0.3173 0.2086 0.095 Uiso 0.50 1 calc PR A 2 C42' C 1.0801(16) 0.3870(11) 0.2907(10) 0.127(9) Uani 0.50 1 d PD A 2 H42C H 1.1521 0.4145 0.3111 0.152 Uiso 0.50 1 calc PR A 2 H42D H 1.0691 0.3517 0.3339 0.152 Uiso 0.50 1 calc PR A 2 C43' C 0.9653(19) 0.4259(13) 0.2772(15) 0.192(15) Uani 0.50 1 d PD A 2 H43C H 0.9819 0.4684 0.2497 0.230 Uiso 0.50 1 calc PR A 2 H43D H 0.9235 0.4328 0.3326 0.230 Uiso 0.50 1 calc PR A 2 C44' C 0.8914(10) 0.3817(10) 0.2162(12) 0.127(10) Uani 0.50 1 d PD A 2 H44C H 0.8511 0.3468 0.2494 0.152 Uiso 0.50 1 calc PR A 2 H44D H 0.8253 0.4064 0.1824 0.152 Uiso 0.50 1 calc PR A 2 O5 O 1.0594(2) 0.25572(13) 0.03016(18) 0.0725(8) Uani 1 1 d D A . C51 C 1.1331(4) 0.19941(18) 0.0181(3) 0.0637(10) Uani 1 1 d D . . H51A H 1.0858 0.1674 -0.0194 0.076 Uiso 1 1 calc R A . H51B H 1.1564 0.1787 0.0752 0.076 Uiso 1 1 calc R . . C52 C 1.2474(4) 0.2214(2) -0.0251(3) 0.0814(13) Uani 1 1 d D A . H52A H 1.3227 0.2173 0.0154 0.098 Uiso 1 1 calc R . . H52B H 1.2601 0.1953 -0.0785 0.098 Uiso 1 1 calc R . . C53 C 1.2230(6) 0.2894(3) -0.0476(5) 0.146(3) Uani 1 1 d D . . H53A H 1.2798 0.3181 -0.0115 0.175 Uiso 1 1 calc R A . H53B H 1.2379 0.2971 -0.1101 0.175 Uiso 1 1 calc R . . C54 C 1.0965(5) 0.3032(2) -0.0314(3) 0.1010(18) Uani 1 1 d D A . H54A H 1.0431 0.3003 -0.0864 0.121 Uiso 1 1 calc R . . H54B H 1.0889 0.3476 -0.0070 0.121 Uiso 1 1 calc R . . O6 O 0.7738(2) 0.27166(13) 0.04157(19) 0.0766(8) Uani 1 1 d D A . C61 C 0.6765(4) 0.31716(18) 0.0224(3) 0.0649(10) Uani 1 1 d D . . H61A H 0.7119 0.3606 0.0104 0.078 Uiso 1 1 calc R A . H61B H 0.6220 0.3210 0.0724 0.078 Uiso 1 1 calc R . . C62 C 0.6031(4) 0.2919(3) -0.0573(3) 0.0905(14) Uani 1 1 d D A . H62A H 0.5222 0.2731 -0.0410 0.109 Uiso 1 1 calc R . . H62B H 0.5861 0.3272 -0.1005 0.109 Uiso 1 1 calc R . . C63 C 0.6840(4) 0.2409(2) -0.0938(3) 0.0840(13) Uani 1 1 d D . . H63A H 0.6333 0.2066 -0.1245 0.101 Uiso 1 1 calc R A . H63B H 0.7428 0.2598 -0.1347 0.101 Uiso 1 1 calc R . . C64 C 0.7514(5) 0.2152(2) -0.0140(3) 0.0921(15) Uani 1 1 d D A . H64A H 0.6997 0.1826 0.0152 0.110 Uiso 1 1 calc R . . H64B H 0.8315 0.1947 -0.0283 0.110 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 Br1 0.0506(3) 0.0814(4) 0.0727(4) 0.0061(3) 0.0032(2) -0.0159(3) Cl1 0.0506(3) 0.0814(4) 0.0727(4) 0.0061(3) 0.0032(2) -0.0159(3) Li1 0.040(3) 0.052(3) 0.049(3) -0.001(2) 0.001(2) -0.007(2) Li2 0.043(3) 0.069(4) 0.068(4) -0.015(3) 0.001(3) 0.005(3) Al1 0.0330(4) 0.0422(5) 0.0474(5) 0.0009(4) 0.0042(4) -0.0038(4) C1 0.0486(19) 0.059(2) 0.073(2) 0.0012(18) 0.0081(17) -0.0139(16) N1 0.0372(13) 0.0455(14) 0.0481(14) -0.0002(12) 0.0052(11) -0.0018(11) C11 0.0347(15) 0.0420(16) 0.0441(16) 0.0047(13) -0.0021(12) 0.0025(12) C12 0.0378(15) 0.0419(16) 0.0472(17) 0.0022(13) -0.0043(13) 0.0079(12) C13 0.056(2) 0.0487(18) 0.0461(17) -0.0036(15) 0.0004(14) 0.0099(15) C14 0.055(2) 0.060(2) 0.0488(19) 0.0042(16) 0.0136(15) 0.0113(16) C15 0.0433(17) 0.0540(19) 0.0545(19) 0.0052(16) 0.0084(14) -0.0001(14) C16 0.0457(18) 0.0473(17) 0.063(2) -0.0082(16) -0.0016(15) 0.0009(14) N2 0.0414(14) 0.0563(16) 0.0479(15) -0.0022(12) -0.0003(11) -0.0044(12) C21 0.0411(16) 0.0429(16) 0.0446(16) -0.0007(13) 0.0067(13) 0.0050(13) C22 0.059(2) 0.0433(17) 0.0479(18) 0.0008(14) 0.0090(15) 0.0099(14) C23 0.081(3) 0.059(2) 0.0422(18) 0.0031(16) -0.0026(17) 0.0179(19) C24 0.059(2) 0.075(2) 0.056(2) -0.0027(19) -0.0151(17) 0.0093(19) C25 0.0483(19) 0.071(2) 0.056(2) -0.0063(18) -0.0081(15) -0.0039(17) C26 0.090(3) 0.062(2) 0.063(2) 0.0118(19) 0.010(2) -0.006(2) N3 0.0446(14) 0.0466(14) 0.0443(14) 0.0011(12) 0.0019(11) -0.0045(11) C31 0.0377(15) 0.0492(17) 0.0356(15) -0.0007(13) 0.0000(12) -0.0006(13) C32 0.0416(16) 0.0574(19) 0.0349(15) 0.0002(14) 0.0015(12) 0.0033(14) C33 0.056(2) 0.065(2) 0.056(2) 0.0047(17) 0.0022(16) 0.0174(17) C34 0.075(3) 0.050(2) 0.065(2) 0.0080(17) 0.0006(19) 0.0095(18) C35 0.060(2) 0.0499(19) 0.057(2) 0.0054(16) 0.0000(16) -0.0044(16) C36 0.0404(17) 0.070(2) 0.060(2) 0.0004(18) 0.0091(15) 0.0048(16) O4 0.0448(13) 0.0716(16) 0.0882(19) -0.0268(14) -0.0034(12) 0.0108(12) C41 0.081(10) 0.107(12) 0.093(10) 0.036(9) 0.016(7) -0.039(8) C42 0.104(10) 0.101(10) 0.061(7) -0.009(8) -0.006(6) -0.049(8) C43 0.089(15) 0.36(4) 0.086(10) -0.080(17) 0.010(10) 0.053(18) C44 0.114(14) 0.131(13) 0.073(9) -0.013(9) -0.020(8) 0.086(11) O4' 0.0448(13) 0.0716(16) 0.0882(19) -0.0268(14) -0.0034(12) 0.0108(12) C41' 0.032(6) 0.067(7) 0.135(14) -0.039(9) -0.015(6) 0.008(5) C42' 0.123(16) 0.17(2) 0.087(11) 0.033(11) -0.044(10) -0.052(11) C43' 0.125(19) 0.21(2) 0.23(3) -0.18(2) -0.077(16) 0.077(14) C44' 0.049(7) 0.170(16) 0.16(2) -0.123(13) 0.035(9) -0.027(9) O5 0.0698(17) 0.0674(16) 0.0827(19) 0.0106(14) 0.0271(14) 0.0264(13) C51 0.066(2) 0.057(2) 0.070(2) -0.0021(18) 0.0143(19) 0.0158(18) C52 0.069(3) 0.079(3) 0.098(3) 0.005(3) 0.022(2) 0.014(2) C53 0.152(6) 0.085(4) 0.214(8) 0.046(4) 0.127(6) 0.033(4) C54 0.135(5) 0.084(3) 0.088(3) 0.033(3) 0.031(3) 0.047(3) O6 0.0605(16) 0.0726(17) 0.093(2) -0.0250(15) -0.0240(14) 0.0181(13) C61 0.063(2) 0.061(2) 0.071(2) 0.0146(19) 0.0103(19) 0.0110(18) C62 0.066(3) 0.109(4) 0.094(3) 0.007(3) -0.013(2) 0.017(3) C63 0.079(3) 0.085(3) 0.086(3) -0.006(3) -0.014(2) -0.014(2) C64 0.090(3) 0.072(3) 0.111(4) -0.024(3) -0.031(3) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Li2 2.328(7) . ? Br1 Li1 2.436(5) . ? Li1 N1 2.015(6) . ? Li1 N2 2.031(6) . ? Li1 N3 2.060(6) . ? Li1 Al1 3.125(5) . ? Li2 O5 1.929(6) . ? Li2 O6 1.932(6) . ? Li2 O4 1.941(7) . ? Al1 C1 1.990(3) . ? Al1 C31 2.040(3) . ? Al1 C11 2.048(3) . ? Al1 C21 2.048(3) . ? N1 C15 1.343(4) . ? N1 C11 1.373(4) . ? C11 C12 1.416(4) . ? C12 C13 1.387(5) . ? C12 C16 1.501(4) . ? C13 C14 1.379(5) . ? C14 C15 1.379(5) . ? N2 C25 1.341(4) . ? N2 C21 1.361(4) . ? C21 C22 1.417(4) . ? C22 C23 1.395(5) . ? C22 C26 1.500(5) . ? C23 C24 1.366(5) . ? C24 C25 1.363(5) . ? N3 C35 1.342(4) . ? N3 C31 1.369(4) . ? C31 C32 1.412(4) . ? C32 C33 1.390(5) . ? C32 C36 1.508(5) . ? C33 C34 1.376(5) . ? C34 C35 1.372(5) . ? O4 C44 1.393(12) . ? O4 C41 1.395(13) . ? C41 C42 1.464(14) . ? C42 C43 1.449(15) . ? C43 C44 1.476(15) . ? C41' C42' 1.456(15) . ? C42' C43' 1.468(17) . ? C43' C44' 1.494(14) . ? O5 C51 1.417(4) . ? O5 C54 1.427(5) . ? C51 C52 1.490(5) . ? C52 C53 1.459(6) . ? C53 C54 1.416(7) . ? O6 C61 1.415(4) . ? O6 C64 1.448(5) . ? C61 C62 1.502(6) . ? C62 C63 1.487(6) . ? C63 C64 1.477(6) . ? 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 Li2 Br1 Li1 117.82(19) . . ? N1 Li1 N2 100.4(3) . . ? N1 Li1 N3 101.4(2) . . ? N2 Li1 N3 101.9(2) . . ? N1 Li1 Br1 119.7(2) . . ? N2 Li1 Br1 110.6(2) . . ? N3 Li1 Br1 119.8(3) . . ? N1 Li1 Al1 63.80(15) . . ? N2 Li1 Al1 62.96(15) . . ? N3 Li1 Al1 62.79(14) . . ? Br1 Li1 Al1 173.6(2) . . ? O5 Li2 O6 106.0(3) . . ? O5 Li2 O4 101.9(3) . . ? O6 Li2 O4 113.1(3) . . ? O5 Li2 Br1 111.2(3) . . ? O6 Li2 Br1 111.8(3) . . ? O4 Li2 Br1 112.1(3) . . ? C1 Al1 C31 115.60(15) . . ? C1 Al1 C11 114.11(15) . . ? C31 Al1 C11 104.58(12) . . ? C1 Al1 C21 113.34(15) . . ? C31 Al1 C21 102.23(12) . . ? C11 Al1 C21 105.71(12) . . ? C1 Al1 Li1 178.06(16) . . ? C31 Al1 Li1 66.34(13) . . ? C11 Al1 Li1 64.96(13) . . ? C21 Al1 Li1 65.70(13) . . ? C15 N1 C11 120.5(3) . . ? C15 N1 Li1 121.4(3) . . ? C11 N1 Li1 118.0(2) . . ? N1 C11 C12 118.6(3) . . ? N1 C11 Al1 112.9(2) . . ? C12 C11 Al1 128.5(2) . . ? C13 C12 C11 119.6(3) . . ? C13 C12 C16 118.7(3) . . ? C11 C12 C16 121.7(3) . . ? C14 C13 C12 120.4(3) . . ? C15 C14 C13 118.2(3) . . ? N1 C15 C14 122.7(3) . . ? C25 N2 C21 121.1(3) . . ? C25 N2 Li1 119.4(3) . . ? C21 N2 Li1 119.4(2) . . ? N2 C21 C22 117.8(3) . . ? N2 C21 Al1 111.8(2) . . ? C22 C21 Al1 130.4(2) . . ? C23 C22 C21 119.4(3) . . ? C23 C22 C26 119.7(3) . . ? C21 C22 C26 120.9(3) . . ? C24 C23 C22 120.8(3) . . ? C25 C24 C23 117.8(3) . . ? N2 C25 C24 123.2(4) . . ? C35 N3 C31 120.3(3) . . ? C35 N3 Li1 120.7(3) . . ? C31 N3 Li1 118.5(2) . . ? N3 C31 C32 118.6(3) . . ? N3 C31 Al1 111.9(2) . . ? C32 C31 Al1 129.5(2) . . ? C33 C32 C31 119.5(3) . . ? C33 C32 C36 119.1(3) . . ? C31 C32 C36 121.4(3) . . ? C34 C33 C32 120.5(3) . . ? C35 C34 C33 118.0(3) . . ? N3 C35 C34 123.1(3) . . ? C44 O4 C41 106.1(8) . . ? C44 O4 Li2 123.4(8) . . ? C41 O4 Li2 124.6(8) . . ? O4 C41 C42 107.8(9) . . ? C43 C42 C41 105.4(9) . . ? C42 C43 C44 101.3(11) . . ? O4 C44 C43 105.4(9) . . ? C41' C42' C43' 103.0(10) . . ? C42' C43' C44' 99.5(11) . . ? C51 O5 C54 107.1(3) . . ? C51 O5 Li2 129.3(3) . . ? C54 O5 Li2 123.6(3) . . ? O5 C51 C52 106.6(3) . . ? C53 C52 C51 104.8(3) . . ? C54 C53 C52 108.0(4) . . ? C53 C54 O5 106.4(4) . . ? C61 O6 C64 108.2(3) . . ? C61 O6 Li2 136.5(3) . . ? C64 O6 Li2 114.9(3) . . ? O6 C61 C62 106.4(3) . . ? C63 C62 C61 105.0(3) . . ? C64 C63 C62 102.0(4) . . ? O6 C64 C63 104.7(4) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.580 _refine_diff_density_min -0.580 _refine_diff_density_rms 0.051 # Attachment '6.cif' data_dw0831 _database_code_depnum_ccdc_archive 'CCDC 700266' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H29 Al Li N3 O' _chemical_formula_sum 'C23 H29 Al Li N3 O' _chemical_formula_weight 397.41 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.1682(2) _cell_length_b 17.6265(5) _cell_length_c 14.6745(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.3419(11) _cell_angle_gamma 90.00 _cell_volume 2340.00(12) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 11347 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 26.02 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.128 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.845 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 13549 _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 26.08 _reflns_number_total 4562 _reflns_number_gt 3576 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0950P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4562 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0942 _refine_ls_R_factor_gt 0.0733 _refine_ls_wR_factor_ref 0.2138 _refine_ls_wR_factor_gt 0.1983 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _refine_ls_shift/su_max 0.011 _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 Al1 Al 0.90241(10) 0.19680(5) 0.97022(6) 0.0424(3) Uani 1 1 d . . . Li1 Li 0.9132(5) 0.3235(3) 0.8301(3) 0.0403(10) Uani 1 1 d . . . C1 C 0.8920(5) 0.1130(2) 1.0584(3) 0.0664(10) Uani 1 1 d . . . H1A H 0.8902 0.1339 1.1201 0.100 Uiso 1 1 calc R . . H1B H 0.9786 0.0802 1.0601 0.100 Uiso 1 1 calc R . . H1C H 0.8019 0.0834 1.0387 0.100 Uiso 1 1 calc R . . N1 N 0.7044(3) 0.29772(13) 0.85635(16) 0.0395(5) Uani 1 1 d . . . C11 C 0.7031(3) 0.23944(16) 0.9183(2) 0.0432(7) Uani 1 1 d . . . C12 C 0.5672(4) 0.2197(2) 0.9430(3) 0.0574(9) Uani 1 1 d . . . H12 H 0.5638 0.1788 0.9847 0.069 Uiso 1 1 calc R . . C13 C 0.4380(4) 0.2573(2) 0.9091(3) 0.0615(9) Uani 1 1 d . . . H13 H 0.3472 0.2424 0.9270 0.074 Uiso 1 1 calc R . . C14 C 0.4423(3) 0.31732(19) 0.8484(2) 0.0488(7) Uani 1 1 d . . . C15 C 0.5782(3) 0.33338(16) 0.8240(2) 0.0396(6) Uani 1 1 d . . . H15 H 0.5823 0.3731 0.7807 0.047 Uiso 1 1 calc R . . C16 C 0.3081(4) 0.3643(2) 0.8123(3) 0.0712(11) Uani 1 1 d . . . H16A H 0.2215 0.3431 0.8345 0.107 Uiso 1 1 calc R . . H16B H 0.2916 0.3637 0.7446 0.107 Uiso 1 1 calc R . . H16C H 0.3239 0.4166 0.8342 0.107 Uiso 1 1 calc R . . N2 N 1.0259(3) 0.34725(13) 0.96184(17) 0.0408(6) Uani 1 1 d . . . C21 C 1.0225(3) 0.28775(16) 1.0215(2) 0.0410(6) Uani 1 1 d . . . C22 C 1.1055(4) 0.29485(17) 1.1103(2) 0.0490(7) Uani 1 1 d . . . H22 H 1.1021 0.2551 1.1535 0.059 Uiso 1 1 calc R . . C23 C 1.1916(4) 0.35752(18) 1.1368(2) 0.0529(8) Uani 1 1 d . . . H23 H 1.2488 0.3599 1.1968 0.064 Uiso 1 1 calc R . . C24 C 1.1942(4) 0.41676(17) 1.0756(2) 0.0499(8) Uani 1 1 d . . . C25 C 1.1074(3) 0.40851(17) 0.9902(2) 0.0438(7) Uani 1 1 d . . . H25 H 1.1052 0.4496 0.9481 0.053 Uiso 1 1 calc R . . C26 C 1.2875(5) 0.4874(2) 1.0981(3) 0.0685(10) Uani 1 1 d . . . H26A H 1.3187 0.4910 1.1650 0.103 Uiso 1 1 calc R . . H26B H 1.2291 0.5323 1.0761 0.103 Uiso 1 1 calc R . . H26C H 1.3748 0.4846 1.0676 0.103 Uiso 1 1 calc R . . N3 N 1.0063(3) 0.22136(13) 0.79574(17) 0.0421(6) Uani 1 1 d . . . C31 C 0.9972(3) 0.16732(16) 0.8611(2) 0.0416(6) Uani 1 1 d . . . C32 C 1.0574(4) 0.09502(18) 0.8480(2) 0.0530(8) Uani 1 1 d . . . H32 H 1.0509 0.0561 0.8919 0.064 Uiso 1 1 calc R . . C33 C 1.1254(4) 0.0800(2) 0.7726(3) 0.0639(10) Uani 1 1 d . . . H33 H 1.1666 0.0313 0.7658 0.077 Uiso 1 1 calc R . . C34 C 1.1339(4) 0.1353(2) 0.7070(3) 0.0584(9) Uani 1 1 d . . . C35 C 1.0715(4) 0.20482(18) 0.7229(2) 0.0502(8) Uani 1 1 d . . . H35 H 1.0753 0.2437 0.6785 0.060 Uiso 1 1 calc R . . C36 C 1.2046(6) 0.1210(3) 0.6226(4) 0.0917(15) Uani 1 1 d . . . H36A H 1.2831 0.1584 0.6203 0.138 Uiso 1 1 calc R . . H36B H 1.1298 0.1257 0.5671 0.138 Uiso 1 1 calc R . . H36C H 1.2468 0.0699 0.6258 0.138 Uiso 1 1 calc R . . O1 O 0.9111(2) 0.40011(12) 0.73252(15) 0.0510(6) Uani 1 1 d . . . C1T C 0.8437(6) 0.3840(3) 0.6394(3) 0.0813(13) Uani 1 1 d . . . H1T1 H 0.7368 0.3741 0.6367 0.098 Uiso 1 1 calc R . . H1T2 H 0.8896 0.3386 0.6163 0.098 Uiso 1 1 calc R . . C2T C 0.8661(8) 0.4508(3) 0.5826(3) 0.1069(18) Uani 1 1 d . . . H2T1 H 0.9447 0.4410 0.5451 0.128 Uiso 1 1 calc R . . H2T2 H 0.7737 0.4640 0.5407 0.128 Uiso 1 1 calc R . . C3T C 0.9094(10) 0.5112(3) 0.6486(4) 0.131(3) Uani 1 1 d . . . H3T1 H 0.8226 0.5425 0.6563 0.157 Uiso 1 1 calc R . . H3T2 H 0.9841 0.5443 0.6270 0.157 Uiso 1 1 calc R . . C4T C 0.9719(5) 0.4748(2) 0.7367(3) 0.0668(10) Uani 1 1 d . . . H4T1 H 1.0811 0.4727 0.7440 0.080 Uiso 1 1 calc R . . H4T2 H 0.9438 0.5032 0.7894 0.080 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 Al1 0.0580(6) 0.0311(5) 0.0380(5) 0.0052(3) 0.0073(4) -0.0046(4) Li1 0.045(2) 0.035(2) 0.041(2) 0.0074(19) 0.0067(19) -0.0033(19) C1 0.094(3) 0.0493(19) 0.052(2) 0.0151(16) 0.0018(18) -0.0129(18) N1 0.0451(13) 0.0375(13) 0.0370(12) -0.0013(10) 0.0099(10) -0.0054(10) C11 0.0545(17) 0.0373(15) 0.0388(15) -0.0019(12) 0.0110(12) -0.0088(13) C12 0.065(2) 0.0515(19) 0.060(2) 0.0095(16) 0.0229(16) -0.0105(16) C13 0.0519(19) 0.064(2) 0.074(2) 0.0028(18) 0.0260(17) -0.0117(16) C14 0.0452(16) 0.0478(17) 0.0554(19) -0.0063(14) 0.0137(13) -0.0063(13) C15 0.0454(15) 0.0352(14) 0.0396(15) -0.0028(12) 0.0115(12) -0.0047(12) C16 0.0481(19) 0.077(3) 0.092(3) 0.007(2) 0.0206(18) 0.0021(18) N2 0.0472(13) 0.0342(12) 0.0405(13) 0.0008(10) 0.0054(10) -0.0018(10) C21 0.0515(16) 0.0322(14) 0.0402(15) 0.0008(11) 0.0098(12) 0.0014(12) C22 0.065(2) 0.0382(16) 0.0416(16) 0.0035(13) 0.0016(14) 0.0064(14) C23 0.0628(19) 0.0461(18) 0.0446(17) -0.0027(14) -0.0071(14) 0.0078(15) C24 0.0520(17) 0.0391(16) 0.0561(19) -0.0085(14) 0.0012(14) -0.0010(13) C25 0.0500(16) 0.0357(15) 0.0452(16) 0.0010(12) 0.0066(13) -0.0026(12) C26 0.075(2) 0.055(2) 0.069(2) -0.0118(18) -0.0055(19) -0.0178(18) N3 0.0500(14) 0.0325(12) 0.0439(14) 0.0020(10) 0.0085(11) 0.0002(10) C31 0.0469(16) 0.0333(14) 0.0428(16) 0.0000(12) 0.0019(12) -0.0008(12) C32 0.067(2) 0.0361(16) 0.0556(19) 0.0066(14) 0.0102(15) 0.0056(14) C33 0.074(2) 0.0433(18) 0.077(3) -0.0051(17) 0.0203(19) 0.0172(16) C34 0.066(2) 0.0513(19) 0.062(2) -0.0039(16) 0.0233(17) 0.0081(16) C35 0.0559(18) 0.0430(17) 0.0543(19) 0.0040(14) 0.0168(15) 0.0015(14) C36 0.117(4) 0.078(3) 0.094(3) 0.001(3) 0.060(3) 0.024(3) O1 0.0645(13) 0.0438(12) 0.0449(12) 0.0125(9) 0.0098(10) -0.0055(10) C1T 0.115(4) 0.072(3) 0.052(2) 0.004(2) -0.001(2) -0.010(2) C2T 0.172(5) 0.087(3) 0.059(3) 0.024(3) 0.009(3) 0.010(4) C3T 0.227(8) 0.066(3) 0.093(4) 0.037(3) 0.001(4) -0.012(4) C4T 0.084(3) 0.0440(18) 0.072(2) 0.0122(17) 0.0109(19) -0.0083(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 Al1 C1 1.976(3) . ? Al1 C11 2.008(3) . ? Al1 C31 2.011(3) . ? Al1 C21 2.020(3) . ? Li1 O1 1.966(5) . ? Li1 N1 2.064(5) . ? Li1 N2 2.081(5) . ? Li1 N3 2.089(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? N1 C15 1.334(4) . ? N1 C11 1.373(4) . ? C11 C12 1.397(4) . ? C12 C13 1.379(5) . ? C12 H12 0.9500 . ? C13 C14 1.388(5) . ? C13 H13 0.9500 . ? C14 C15 1.380(4) . ? C14 C16 1.506(5) . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? N2 C25 1.341(4) . ? N2 C21 1.370(4) . ? C21 C22 1.403(4) . ? C22 C23 1.377(5) . ? C22 H22 0.9500 . ? C23 C24 1.379(5) . ? C23 H23 0.9500 . ? C24 C25 1.379(4) . ? C24 C26 1.516(4) . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N3 C35 1.339(4) . ? N3 C31 1.364(4) . ? C31 C32 1.414(4) . ? C32 C33 1.381(5) . ? C32 H32 0.9500 . ? C33 C34 1.381(5) . ? C33 H33 0.9500 . ? C34 C35 1.388(5) . ? C34 C36 1.509(5) . ? C35 H35 0.9500 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? O1 C4T 1.427(4) . ? O1 C1T 1.434(5) . ? C1T C2T 1.477(6) . ? C1T H1T1 0.9900 . ? C1T H1T2 0.9900 . ? C2T C3T 1.451(8) . ? C2T H2T1 0.9900 . ? C2T H2T2 0.9900 . ? C3T C4T 1.475(7) . ? C3T H3T1 0.9900 . ? C3T H3T2 0.9900 . ? C4T H4T1 0.9900 . ? C4T H4T2 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Al1 C11 112.99(16) . . ? C1 Al1 C31 113.68(16) . . ? C11 Al1 C31 106.18(12) . . ? C1 Al1 C21 115.50(15) . . ? C11 Al1 C21 104.59(12) . . ? C31 Al1 C21 102.82(12) . . ? O1 Li1 N1 112.8(2) . . ? O1 Li1 N2 118.9(2) . . ? N1 Li1 N2 101.9(2) . . ? O1 Li1 N3 111.8(2) . . ? N1 Li1 N3 106.5(2) . . ? N2 Li1 N3 103.7(2) . . ? Al1 C1 H1A 109.5 . . ? Al1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C15 N1 C11 119.2(2) . . ? C15 N1 Li1 127.4(2) . . ? C11 N1 Li1 113.3(2) . . ? N1 C11 C12 117.5(3) . . ? N1 C11 Al1 115.3(2) . . ? C12 C11 Al1 127.1(2) . . ? C13 C12 C11 122.5(3) . . ? C13 C12 H12 118.8 . . ? C11 C12 H12 118.8 . . ? C12 C13 C14 119.1(3) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C15 C14 C13 116.3(3) . . ? C15 C14 C16 121.1(3) . . ? C13 C14 C16 122.5(3) . . ? N1 C15 C14 125.3(3) . . ? N1 C15 H15 117.3 . . ? C14 C15 H15 117.3 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C25 N2 C21 119.2(2) . . ? C25 N2 Li1 128.2(2) . . ? C21 N2 Li1 112.4(2) . . ? N2 C21 C22 117.4(3) . . ? N2 C21 Al1 115.9(2) . . ? C22 C21 Al1 126.7(2) . . ? C23 C22 C21 122.2(3) . . ? C23 C22 H22 118.9 . . ? C21 C22 H22 118.9 . . ? C22 C23 C24 119.6(3) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C25 C24 C23 116.3(3) . . ? C25 C24 C26 120.4(3) . . ? C23 C24 C26 123.3(3) . . ? N2 C25 C24 125.3(3) . . ? N2 C25 H25 117.4 . . ? C24 C25 H25 117.4 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C35 N3 C31 119.7(3) . . ? C35 N3 Li1 129.3(2) . . ? C31 N3 Li1 111.0(2) . . ? N3 C31 C32 117.7(3) . . ? N3 C31 Al1 117.6(2) . . ? C32 C31 Al1 124.7(2) . . ? C33 C32 C31 121.2(3) . . ? C33 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? C34 C33 C32 120.5(3) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 115.8(3) . . ? C33 C34 C36 122.4(3) . . ? C35 C34 C36 121.9(4) . . ? N3 C35 C34 125.1(3) . . ? N3 C35 H35 117.4 . . ? C34 C35 H35 117.4 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C4T O1 C1T 109.2(3) . . ? C4T O1 Li1 130.1(3) . . ? C1T O1 Li1 120.6(3) . . ? O1 C1T C2T 107.6(4) . . ? O1 C1T H1T1 110.2 . . ? C2T C1T H1T1 110.2 . . ? O1 C1T H1T2 110.2 . . ? C2T C1T H1T2 110.2 . . ? H1T1 C1T H1T2 108.5 . . ? C3T C2T C1T 104.8(4) . . ? C3T C2T H2T1 110.8 . . ? C1T C2T H2T1 110.8 . . ? C3T C2T H2T2 110.8 . . ? C1T C2T H2T2 110.8 . . ? H2T1 C2T H2T2 108.9 . . ? C2T C3T C4T 106.9(4) . . ? C2T C3T H3T1 110.3 . . ? C4T C3T H3T1 110.3 . . ? C2T C3T H3T2 110.3 . . ? C4T C3T H3T2 110.3 . . ? H3T1 C3T H3T2 108.6 . . ? O1 C4T C3T 105.7(4) . . ? O1 C4T H4T1 110.6 . . ? C3T C4T H4T1 110.6 . . ? O1 C4T H4T2 110.6 . . ? C3T C4T H4T2 110.6 . . ? H4T1 C4T H4T2 108.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Li1 N1 C15 -9.3(4) . . . . ? N2 Li1 N1 C15 119.3(3) . . . . ? N3 Li1 N1 C15 -132.3(3) . . . . ? O1 Li1 N1 C11 174.4(2) . . . . ? N2 Li1 N1 C11 -57.0(3) . . . . ? N3 Li1 N1 C11 51.4(3) . . . . ? C15 N1 C11 C12 1.1(4) . . . . ? Li1 N1 C11 C12 177.7(3) . . . . ? C15 N1 C11 Al1 -174.7(2) . . . . ? Li1 N1 C11 Al1 1.9(3) . . . . ? C1 Al1 C11 N1 -179.8(2) . . . . ? C31 Al1 C11 N1 -54.6(2) . . . . ? C21 Al1 C11 N1 53.8(2) . . . . ? C1 Al1 C11 C12 4.8(3) . . . . ? C31 Al1 C11 C12 130.1(3) . . . . ? C21 Al1 C11 C12 -121.6(3) . . . . ? N1 C11 C12 C13 -1.3(5) . . . . ? Al1 C11 C12 C13 173.9(3) . . . . ? C11 C12 C13 C14 -0.3(6) . . . . ? C12 C13 C14 C15 2.0(5) . . . . ? C12 C13 C14 C16 -176.5(4) . . . . ? C11 N1 C15 C14 0.7(4) . . . . ? Li1 N1 C15 C14 -175.4(3) . . . . ? C13 C14 C15 N1 -2.3(5) . . . . ? C16 C14 C15 N1 176.1(3) . . . . ? O1 Li1 N2 C25 -3.9(4) . . . . ? N1 Li1 N2 C25 -128.5(3) . . . . ? N3 Li1 N2 C25 121.0(3) . . . . ? O1 Li1 N2 C21 -177.7(3) . . . . ? N1 Li1 N2 C21 57.7(3) . . . . ? N3 Li1 N2 C21 -52.8(3) . . . . ? C25 N2 C21 C22 0.3(4) . . . . ? Li1 N2 C21 C22 174.7(3) . . . . ? C25 N2 C21 Al1 -177.8(2) . . . . ? Li1 N2 C21 Al1 -3.4(3) . . . . ? C1 Al1 C21 N2 -177.7(2) . . . . ? C11 Al1 C21 N2 -52.8(2) . . . . ? C31 Al1 C21 N2 57.9(2) . . . . ? C1 Al1 C21 C22 4.4(3) . . . . ? C11 Al1 C21 C22 129.3(3) . . . . ? C31 Al1 C21 C22 -120.0(3) . . . . ? N2 C21 C22 C23 -2.2(5) . . . . ? Al1 C21 C22 C23 175.7(3) . . . . ? C21 C22 C23 C24 1.9(5) . . . . ? C22 C23 C24 C25 0.2(5) . . . . ? C22 C23 C24 C26 -179.0(3) . . . . ? C21 N2 C25 C24 1.9(5) . . . . ? Li1 N2 C25 C24 -171.5(3) . . . . ? C23 C24 C25 N2 -2.2(5) . . . . ? C26 C24 C25 N2 177.0(3) . . . . ? O1 Li1 N3 C35 5.6(4) . . . . ? N1 Li1 N3 C35 129.2(3) . . . . ? N2 Li1 N3 C35 -123.7(3) . . . . ? O1 Li1 N3 C31 -175.6(2) . . . . ? N1 Li1 N3 C31 -52.0(3) . . . . ? N2 Li1 N3 C31 55.1(3) . . . . ? C35 N3 C31 C32 -0.4(4) . . . . ? Li1 N3 C31 C32 -179.3(3) . . . . ? C35 N3 C31 Al1 178.5(2) . . . . ? Li1 N3 C31 Al1 -0.4(3) . . . . ? C1 Al1 C31 N3 178.7(2) . . . . ? C11 Al1 C31 N3 53.9(2) . . . . ? C21 Al1 C31 N3 -55.7(2) . . . . ? C1 Al1 C31 C32 -2.4(3) . . . . ? C11 Al1 C31 C32 -127.3(3) . . . . ? C21 Al1 C31 C32 123.2(3) . . . . ? N3 C31 C32 C33 1.1(5) . . . . ? Al1 C31 C32 C33 -177.7(3) . . . . ? C31 C32 C33 C34 -1.1(6) . . . . ? C32 C33 C34 C35 0.4(6) . . . . ? C32 C33 C34 C36 -178.9(4) . . . . ? C31 N3 C35 C34 -0.4(5) . . . . ? Li1 N3 C35 C34 178.3(3) . . . . ? C33 C34 C35 N3 0.4(6) . . . . ? C36 C34 C35 N3 179.6(4) . . . . ? N1 Li1 O1 C4T 116.3(3) . . . . ? N2 Li1 O1 C4T -2.9(5) . . . . ? N3 Li1 O1 C4T -123.7(3) . . . . ? N1 Li1 O1 C1T -65.2(4) . . . . ? N2 Li1 O1 C1T 175.6(3) . . . . ? N3 Li1 O1 C1T 54.8(4) . . . . ? C4T O1 C1T C2T 1.3(5) . . . . ? Li1 O1 C1T C2T -177.5(4) . . . . ? O1 C1T C2T C3T -15.5(7) . . . . ? C1T C2T C3T C4T 23.5(8) . . . . ? C1T O1 C4T C3T 13.2(5) . . . . ? Li1 O1 C4T C3T -168.2(4) . . . . ? C2T C3T C4T O1 -23.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.08 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.487 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.056 # Attachment '7.cif' data_dw0834 _database_code_depnum_ccdc_archive 'CCDC 700267' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H29 Al Li N3 O' _chemical_formula_sum 'C23 H29 Al Li N3 O' _chemical_formula_weight 397.41 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' Al Al 0.0645 0.0514 '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' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.9451(3) _cell_length_b 16.2433(5) _cell_length_c 12.7782(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.1479(13) _cell_angle_gamma 90.00 _cell_volume 2248.83(12) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 24839 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.174 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.915 _exptl_absorpt_correction_T_max 0.995 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 18020 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4102 _reflns_number_gt 3015 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0356P)^2^+1.2000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4102 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0750 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.1008 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 Al1 Al 0.73820(6) 0.03859(4) 0.71538(5) 0.04014(18) Uani 1 1 d . . . C1 C 0.7819(2) 0.12829(16) 0.62246(19) 0.0594(7) Uani 1 1 d . . . H1A H 0.8710 0.1385 0.6364 0.089 Uiso 1 1 calc R . . H1B H 0.7374 0.1785 0.6366 0.089 Uiso 1 1 calc R . . H1C H 0.7589 0.1123 0.5483 0.089 Uiso 1 1 calc R . . Li1 Li 0.6867(3) -0.0970(2) 0.8648(3) 0.0410(8) Uani 1 1 d . . . N1 N 0.81025(14) -0.13213(11) 0.76191(13) 0.0376(4) Uani 1 1 d . . . C11 C 0.83091(18) -0.06735(14) 0.69819(16) 0.0403(5) Uani 1 1 d . . . C12 C 0.9161(2) -0.07783(16) 0.62672(17) 0.0486(6) Uani 1 1 d . . . H12 H 0.9316 -0.0335 0.5819 0.058 Uiso 1 1 calc R . . C13 C 0.9777(2) -0.15161(16) 0.62061(19) 0.0532(6) Uani 1 1 d . . . H13 H 1.0342 -0.1585 0.5713 0.064 Uiso 1 1 calc R . . C14 C 0.9561(2) -0.21484(15) 0.68692(19) 0.0497(6) Uani 1 1 d . . . H14 H 0.9980 -0.2659 0.6844 0.060 Uiso 1 1 calc R . . C15 C 0.87263(18) -0.20347(13) 0.75730(17) 0.0413(5) Uani 1 1 d . . . C16 C 0.8490(2) -0.26979(15) 0.8335(2) 0.0534(6) Uani 1 1 d . . . H16A H 0.7609 -0.2833 0.8234 0.080 Uiso 1 1 calc R . . H16B H 0.8740 -0.2505 0.9060 0.080 Uiso 1 1 calc R . . H16C H 0.8968 -0.3189 0.8208 0.080 Uiso 1 1 calc R . . N2 N 0.79342(14) 0.00137(10) 0.93936(13) 0.0362(4) Uani 1 1 d . . . C21 C 0.78189(17) 0.06664(13) 0.87010(16) 0.0376(5) Uani 1 1 d . . . C22 C 0.81326(19) 0.14533(13) 0.90882(18) 0.0435(5) Uani 1 1 d . . . H22 H 0.8013 0.1912 0.8623 0.052 Uiso 1 1 calc R . . C23 C 0.8615(2) 0.15784(14) 1.01391(19) 0.0490(6) Uani 1 1 d . . . H23 H 0.8804 0.2117 1.0402 0.059 Uiso 1 1 calc R . . C24 C 0.88135(19) 0.09045(14) 1.07921(18) 0.0463(5) Uani 1 1 d . . . H24 H 0.9194 0.0969 1.1503 0.056 Uiso 1 1 calc R . . C25 C 0.84547(18) 0.01300(13) 1.04065(16) 0.0393(5) Uani 1 1 d . . . C26 C 0.8668(2) -0.06091(15) 1.11045(18) 0.0520(6) Uani 1 1 d . . . H26A H 0.8419 -0.1106 1.0693 0.078 Uiso 1 1 calc R . . H26B H 0.8179 -0.0561 1.1688 0.078 Uiso 1 1 calc R . . H26C H 0.9546 -0.0646 1.1390 0.078 Uiso 1 1 calc R . . N3 N 0.52675(15) -0.05797(11) 0.75245(14) 0.0408(4) Uani 1 1 d . . . C31 C 0.55947(19) 0.00703(13) 0.69345(17) 0.0417(5) Uani 1 1 d . . . C32 C 0.4696(2) 0.04529(16) 0.62192(19) 0.0556(6) Uani 1 1 d . . . H32 H 0.4927 0.0891 0.5796 0.067 Uiso 1 1 calc R . . C33 C 0.3480(2) 0.02102(19) 0.6112(2) 0.0676(8) Uani 1 1 d . . . H33 H 0.2867 0.0490 0.5642 0.081 Uiso 1 1 calc R . . C34 C 0.3173(2) -0.04455(19) 0.6698(2) 0.0619(7) Uani 1 1 d . . . H34 H 0.2341 -0.0627 0.6637 0.074 Uiso 1 1 calc R . . C35 C 0.4087(2) -0.08422(15) 0.73812(18) 0.0485(6) Uani 1 1 d . . . C36 C 0.3783(2) -0.16030(18) 0.7958(2) 0.0643(7) Uani 1 1 d . . . H36A H 0.4497 -0.1973 0.8048 0.096 Uiso 1 1 calc R . . H36B H 0.3078 -0.1883 0.7550 0.096 Uiso 1 1 calc R . . H36C H 0.3574 -0.1450 0.8653 0.096 Uiso 1 1 calc R . . O1 O 0.61973(14) -0.15574(9) 0.98165(12) 0.0484(4) Uani 1 1 d . . . C1T C 0.5509(2) -0.11182(15) 1.05293(19) 0.0527(6) Uani 1 1 d . . . H1T1 H 0.4694 -0.0945 1.0158 0.063 Uiso 1 1 calc R . . H1T2 H 0.5966 -0.0624 1.0818 0.063 Uiso 1 1 calc R . . C2T C 0.5359(2) -0.17138(17) 1.1394(2) 0.0611(7) Uani 1 1 d . . . H2T1 H 0.4590 -0.1605 1.1696 0.073 Uiso 1 1 calc R . . H2T2 H 0.6070 -0.1687 1.1966 0.073 Uiso 1 1 calc R . . C3T C 0.5304(3) -0.25310(16) 1.0840(2) 0.0649(7) Uani 1 1 d . . . H3T1 H 0.4466 -0.2642 1.0464 0.078 Uiso 1 1 calc R . . H3T2 H 0.5551 -0.2985 1.1343 0.078 Uiso 1 1 calc R . . C4T C 0.6220(2) -0.24228(15) 1.0076(2) 0.0579(6) Uani 1 1 d . . . H4T1 H 0.7056 -0.2591 1.0406 0.069 Uiso 1 1 calc R . . H4T2 H 0.5981 -0.2758 0.9433 0.069 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 Al1 0.0412(4) 0.0380(4) 0.0409(4) 0.0032(3) 0.0048(3) -0.0024(3) C1 0.0735(17) 0.0532(15) 0.0509(14) 0.0055(12) 0.0064(12) -0.0107(13) Li1 0.0398(19) 0.0379(19) 0.045(2) -0.0020(15) 0.0066(15) -0.0013(15) N1 0.0319(9) 0.0399(10) 0.0404(10) -0.0074(8) 0.0026(7) -0.0003(7) C11 0.0353(11) 0.0468(13) 0.0380(11) -0.0051(10) 0.0027(9) -0.0034(9) C12 0.0424(12) 0.0619(15) 0.0420(12) -0.0027(11) 0.0073(10) -0.0053(11) C13 0.0402(12) 0.0713(17) 0.0499(14) -0.0208(13) 0.0131(10) -0.0024(12) C14 0.0374(12) 0.0519(14) 0.0600(15) -0.0175(12) 0.0074(10) 0.0030(10) C15 0.0339(11) 0.0424(12) 0.0461(12) -0.0114(10) 0.0004(9) 0.0009(9) C16 0.0509(14) 0.0421(13) 0.0667(16) -0.0016(12) 0.0068(11) 0.0062(11) N2 0.0337(9) 0.0360(9) 0.0393(10) -0.0028(8) 0.0060(7) -0.0001(7) C21 0.0295(10) 0.0384(11) 0.0458(12) 0.0003(9) 0.0085(9) -0.0015(9) C22 0.0393(12) 0.0363(12) 0.0568(14) 0.0015(10) 0.0130(10) -0.0019(9) C23 0.0466(13) 0.0411(13) 0.0609(15) -0.0152(11) 0.0137(11) -0.0093(10) C24 0.0422(12) 0.0525(14) 0.0441(12) -0.0128(11) 0.0059(10) -0.0061(10) C25 0.0314(10) 0.0451(12) 0.0426(12) -0.0047(10) 0.0091(9) 0.0007(9) C26 0.0520(14) 0.0545(15) 0.0477(13) 0.0016(11) 0.0006(10) 0.0037(11) N3 0.0347(9) 0.0441(11) 0.0439(10) -0.0108(8) 0.0069(7) -0.0004(8) C31 0.0435(12) 0.0375(12) 0.0432(12) -0.0080(10) 0.0036(9) 0.0036(10) C32 0.0552(15) 0.0522(14) 0.0555(15) -0.0037(12) -0.0055(11) 0.0081(12) C33 0.0499(15) 0.079(2) 0.0672(18) -0.0116(15) -0.0145(13) 0.0149(14) C34 0.0363(13) 0.081(2) 0.0659(17) -0.0217(15) -0.0016(11) -0.0001(13) C35 0.0375(12) 0.0580(15) 0.0508(13) -0.0193(11) 0.0094(10) -0.0046(11) C36 0.0458(14) 0.0785(19) 0.0709(17) -0.0123(15) 0.0164(12) -0.0207(13) O1 0.0556(9) 0.0389(8) 0.0532(9) 0.0017(7) 0.0168(7) -0.0024(7) C1T 0.0521(14) 0.0471(14) 0.0604(15) -0.0068(12) 0.0127(11) 0.0020(11) C2T 0.0579(15) 0.0737(18) 0.0540(15) 0.0035(13) 0.0159(12) 0.0091(13) C3T 0.0724(18) 0.0514(16) 0.0771(18) 0.0143(14) 0.0317(14) 0.0013(13) C4T 0.0718(17) 0.0396(13) 0.0673(16) 0.0051(12) 0.0277(13) 0.0028(12) _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 Al1 C1 1.981(2) . ? Al1 C31 2.003(2) . ? Al1 C21 2.019(2) . ? Al1 C11 2.025(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? Li1 O1 1.997(4) . ? Li1 N1 2.095(4) . ? Li1 N2 2.123(4) . ? Li1 N3 2.195(4) . ? N1 C15 1.350(3) . ? N1 C11 1.369(3) . ? C11 C12 1.405(3) . ? C12 C13 1.383(3) . ? C12 H12 0.9500 . ? C13 C14 1.373(3) . ? C13 H13 0.9500 . ? C14 C15 1.382(3) . ? C14 H14 0.9500 . ? C15 C16 1.499(3) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? N2 C25 1.351(3) . ? N2 C21 1.375(3) . ? C21 C22 1.396(3) . ? C22 C23 1.386(3) . ? C22 H22 0.9500 . ? C23 C24 1.375(3) . ? C23 H23 0.9500 . ? C24 C25 1.387(3) . ? C24 H24 0.9500 . ? C25 C26 1.494(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N3 C35 1.348(3) . ? N3 C31 1.374(3) . ? C31 C32 1.391(3) . ? C32 C33 1.377(4) . ? C32 H32 0.9500 . ? C33 C34 1.371(4) . ? C33 H33 0.9500 . ? C34 C35 1.389(3) . ? C34 H34 0.9500 . ? C35 C36 1.500(4) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? O1 C4T 1.444(3) . ? O1 C1T 1.450(3) . ? C1T C2T 1.495(3) . ? C1T H1T1 0.9900 . ? C1T H1T2 0.9900 . ? C2T C3T 1.502(4) . ? C2T H2T1 0.9900 . ? C2T H2T2 0.9900 . ? C3T C4T 1.506(3) . ? C3T H3T1 0.9900 . ? C3T H3T2 0.9900 . ? C4T H4T1 0.9900 . ? C4T H4T2 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Al1 C31 114.73(10) . . ? C1 Al1 C21 112.16(10) . . ? C31 Al1 C21 106.60(8) . . ? C1 Al1 C11 113.13(11) . . ? C31 Al1 C11 105.17(9) . . ? C21 Al1 C11 104.19(9) . . ? Al1 C1 H1A 109.5 . . ? Al1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 Li1 N1 132.63(19) . . ? O1 Li1 N2 105.15(16) . . ? N1 Li1 N2 97.11(15) . . ? O1 Li1 N3 106.48(16) . . ? N1 Li1 N3 101.18(16) . . ? N2 Li1 N3 114.41(17) . . ? C15 N1 C11 120.44(18) . . ? C15 N1 Li1 129.53(18) . . ? C11 N1 Li1 109.86(16) . . ? N1 C11 C12 118.3(2) . . ? N1 C11 Al1 117.46(14) . . ? C12 C11 Al1 124.21(17) . . ? C13 C12 C11 121.0(2) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C14 C13 C12 119.0(2) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C13 C14 C15 119.3(2) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? N1 C15 C14 121.9(2) . . ? N1 C15 C16 116.99(19) . . ? C14 C15 C16 121.1(2) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C25 N2 C21 119.76(18) . . ? C25 N2 Li1 131.69(17) . . ? C21 N2 Li1 107.27(16) . . ? N2 C21 C22 118.84(19) . . ? N2 C21 Al1 116.33(14) . . ? C22 C21 Al1 124.46(16) . . ? C23 C22 C21 121.2(2) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C24 C23 C22 118.5(2) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 C25 119.6(2) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? N2 C25 C24 121.8(2) . . ? N2 C25 C26 117.94(19) . . ? C24 C25 C26 120.3(2) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C35 N3 C31 119.19(19) . . ? C35 N3 Li1 131.15(18) . . ? C31 N3 Li1 109.58(15) . . ? N3 C31 C32 119.3(2) . . ? N3 C31 Al1 116.44(14) . . ? C32 C31 Al1 124.27(18) . . ? C33 C32 C31 121.4(3) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C34 C33 C32 118.4(2) . . ? C34 C33 H33 120.8 . . ? C32 C33 H33 120.8 . . ? C33 C34 C35 119.6(2) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.2 . . ? N3 C35 C34 122.0(2) . . ? N3 C35 C36 118.0(2) . . ? C34 C35 C36 120.1(2) . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C4T O1 C1T 109.20(17) . . ? C4T O1 Li1 129.84(17) . . ? C1T O1 Li1 120.88(17) . . ? O1 C1T C2T 105.49(19) . . ? O1 C1T H1T1 110.6 . . ? C2T C1T H1T1 110.6 . . ? O1 C1T H1T2 110.6 . . ? C2T C1T H1T2 110.6 . . ? H1T1 C1T H1T2 108.8 . . ? C1T C2T C3T 103.0(2) . . ? C1T C2T H2T1 111.2 . . ? C3T C2T H2T1 111.2 . . ? C1T C2T H2T2 111.2 . . ? C3T C2T H2T2 111.2 . . ? H2T1 C2T H2T2 109.1 . . ? C2T C3T C4T 102.5(2) . . ? C2T C3T H3T1 111.3 . . ? C4T C3T H3T1 111.3 . . ? C2T C3T H3T2 111.3 . . ? C4T C3T H3T2 111.3 . . ? H3T1 C3T H3T2 109.2 . . ? O1 C4T C3T 105.72(19) . . ? O1 C4T H4T1 110.6 . . ? C3T C4T H4T1 110.6 . . ? O1 C4T H4T2 110.6 . . ? C3T C4T H4T2 110.6 . . ? H4T1 C4T H4T2 108.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Li1 N1 C15 -2.1(4) . . . . ? N2 Li1 N1 C15 116.1(2) . . . . ? N3 Li1 N1 C15 -127.18(19) . . . . ? O1 Li1 N1 C11 -177.2(2) . . . . ? N2 Li1 N1 C11 -59.02(19) . . . . ? N3 Li1 N1 C11 57.68(19) . . . . ? C15 N1 C11 C12 1.5(3) . . . . ? Li1 N1 C11 C12 177.12(18) . . . . ? C15 N1 C11 Al1 -177.44(14) . . . . ? Li1 N1 C11 Al1 -1.8(2) . . . . ? C1 Al1 C11 N1 177.69(15) . . . . ? C31 Al1 C11 N1 -56.35(17) . . . . ? C21 Al1 C11 N1 55.61(16) . . . . ? C1 Al1 C11 C12 -1.1(2) . . . . ? C31 Al1 C11 C12 124.82(18) . . . . ? C21 Al1 C11 C12 -123.22(18) . . . . ? N1 C11 C12 C13 0.0(3) . . . . ? Al1 C11 C12 C13 178.82(16) . . . . ? C11 C12 C13 C14 -1.0(3) . . . . ? C12 C13 C14 C15 0.6(3) . . . . ? C11 N1 C15 C14 -1.9(3) . . . . ? Li1 N1 C15 C14 -176.64(19) . . . . ? C11 N1 C15 C16 177.07(18) . . . . ? Li1 N1 C15 C16 2.4(3) . . . . ? C13 C14 C15 N1 0.9(3) . . . . ? C13 C14 C15 C16 -178.1(2) . . . . ? O1 Li1 N2 C25 20.9(3) . . . . ? N1 Li1 N2 C25 -116.9(2) . . . . ? N3 Li1 N2 C25 137.38(19) . . . . ? O1 Li1 N2 C21 -145.76(16) . . . . ? N1 Li1 N2 C21 76.44(17) . . . . ? N3 Li1 N2 C21 -29.3(2) . . . . ? C25 N2 C21 C22 -6.3(3) . . . . ? Li1 N2 C21 C22 162.29(18) . . . . ? C25 N2 C21 Al1 167.06(14) . . . . ? Li1 N2 C21 Al1 -24.37(18) . . . . ? C1 Al1 C21 N2 -159.54(15) . . . . ? C31 Al1 C21 N2 74.10(16) . . . . ? C11 Al1 C21 N2 -36.82(16) . . . . ? C1 Al1 C21 C22 13.4(2) . . . . ? C31 Al1 C21 C22 -112.98(18) . . . . ? C11 Al1 C21 C22 136.10(17) . . . . ? N2 C21 C22 C23 3.4(3) . . . . ? Al1 C21 C22 C23 -169.35(16) . . . . ? C21 C22 C23 C24 1.9(3) . . . . ? C22 C23 C24 C25 -4.2(3) . . . . ? C21 N2 C25 C24 4.0(3) . . . . ? Li1 N2 C25 C24 -161.33(19) . . . . ? C21 N2 C25 C26 -174.42(18) . . . . ? Li1 N2 C25 C26 20.3(3) . . . . ? C23 C24 C25 N2 1.4(3) . . . . ? C23 C24 C25 C26 179.8(2) . . . . ? O1 Li1 N3 C35 -19.0(3) . . . . ? N1 Li1 N3 C35 122.1(2) . . . . ? N2 Li1 N3 C35 -134.7(2) . . . . ? O1 Li1 N3 C31 157.43(16) . . . . ? N1 Li1 N3 C31 -61.45(19) . . . . ? N2 Li1 N3 C31 41.7(2) . . . . ? C35 N3 C31 C32 1.3(3) . . . . ? Li1 N3 C31 C32 -175.65(19) . . . . ? C35 N3 C31 Al1 -177.37(15) . . . . ? Li1 N3 C31 Al1 5.7(2) . . . . ? C1 Al1 C31 N3 176.60(15) . . . . ? C21 Al1 C31 N3 -58.60(17) . . . . ? C11 Al1 C31 N3 51.64(17) . . . . ? C1 Al1 C31 C32 -2.0(2) . . . . ? C21 Al1 C31 C32 122.81(19) . . . . ? C11 Al1 C31 C32 -126.95(19) . . . . ? N3 C31 C32 C33 1.9(3) . . . . ? Al1 C31 C32 C33 -179.52(19) . . . . ? C31 C32 C33 C34 -2.7(4) . . . . ? C32 C33 C34 C35 0.2(4) . . . . ? C31 N3 C35 C34 -3.8(3) . . . . ? Li1 N3 C35 C34 172.4(2) . . . . ? C31 N3 C35 C36 174.16(19) . . . . ? Li1 N3 C35 C36 -9.7(3) . . . . ? C33 C34 C35 N3 3.0(4) . . . . ? C33 C34 C35 C36 -174.9(2) . . . . ? N1 Li1 O1 C4T -14.5(4) . . . . ? N2 Li1 O1 C4T -129.5(2) . . . . ? N3 Li1 O1 C4T 108.7(2) . . . . ? N1 Li1 O1 C1T 169.3(2) . . . . ? N2 Li1 O1 C1T 54.2(2) . . . . ? N3 Li1 O1 C1T -67.5(2) . . . . ? C4T O1 C1T C2T 12.8(3) . . . . ? Li1 O1 C1T C2T -170.22(19) . . . . ? O1 C1T C2T C3T -31.4(3) . . . . ? C1T C2T C3T C4T 37.3(3) . . . . ? C1T O1 C4T C3T 11.0(3) . . . . ? Li1 O1 C4T C3T -165.6(2) . . . . ? C2T C3T C4T O1 -30.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.211 _refine_diff_density_min -0.186 _refine_diff_density_rms 0.037