# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jui-Hsien Huang' _publ_contact_author_email juihuang@cc.ncue.edu.tw loop_ _publ_author_name 'Jui-Hsien Huang' 'Wen-Yen Huang' 'Sheng-Jie Chuang' 'Nien-Tsu Chuang' 'Ching-Sheng Hsiao' 'Amitabha Datta' 'Shau-Jiun Chen' 'Ching-Han Hu' 'Ting-Yu Lee' 'Chia-Her Lin' # Attachment 'wy19m.cif' data_wy19m _database_code_depnum_ccdc_archive 'CCDC 792978' #TrackingRef 'wy19m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H21 Al N2' _chemical_formula_weight 208.28 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 8.0962(3) _cell_length_b 12.8293(4) _cell_length_c 12.8195(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.424(2) _cell_angle_gamma 90.00 _cell_volume 1309.57(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.056 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.125 _exptl_absorpt_correction_type 'Empirical used SADABS' _exptl_absorpt_correction_T_min 0.9779 _exptl_absorpt_correction_T_max 0.9816 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10232 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 28.00 _reflns_number_total 3141 _reflns_number_gt 2576 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0525P)^2^+0.2131P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3141 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0971 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _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 0.37930(4) 0.10023(3) 0.70591(3) 0.02564(12) Uani 1 1 d . . . C1 C 0.41801(18) 0.23972(10) 0.51929(10) 0.0338(3) Uani 1 1 d . . . H1 H 0.3217 0.2830 0.5144 0.041 Uiso 1 1 calc R . . C2 C 0.54007(19) 0.24974(10) 0.45854(9) 0.0360(3) Uani 1 1 d . . . H2 H 0.5436 0.3005 0.4050 0.043 Uiso 1 1 calc R . . C3 C 0.66002(17) 0.17029(10) 0.49044(9) 0.0316(3) Uani 1 1 d . . . H3 H 0.7589 0.1570 0.4625 0.038 Uiso 1 1 calc R . . C4 C 0.60438(15) 0.11606(9) 0.57023(9) 0.0249(2) Uani 1 1 d . . . C5 C 0.68283(16) 0.03118(10) 0.64236(10) 0.0305(3) Uani 1 1 d . . . H5A H 0.7797 0.0591 0.6930 0.037 Uiso 1 1 calc R . . H5B H 0.7239 -0.0248 0.6004 0.037 Uiso 1 1 calc R . . C6 C 0.62931(16) -0.07455(10) 0.80031(9) 0.0280(3) Uani 1 1 d . . . C7 C 0.7184(2) -0.00315(12) 0.88776(11) 0.0438(4) Uani 1 1 d . . . H7A H 0.6374 0.0462 0.9081 0.066 Uiso 1 1 calc R . . H7B H 0.8075 0.0353 0.8619 0.066 Uiso 1 1 calc R . . H7C H 0.7677 -0.0451 0.9495 0.066 Uiso 1 1 calc R . . C8 C 0.75249(18) -0.15544(10) 0.77277(10) 0.0368(3) Uani 1 1 d . . . H8A H 0.7887 -0.2010 0.8340 0.055 Uiso 1 1 calc R . . H8B H 0.8505 -0.1201 0.7542 0.055 Uiso 1 1 calc R . . H8C H 0.6975 -0.1973 0.7124 0.055 Uiso 1 1 calc R . . C9 C 0.4815(2) -0.12832(13) 0.83653(11) 0.0440(4) Uani 1 1 d . . . H9A H 0.4040 -0.0756 0.8549 0.066 Uiso 1 1 calc R . . H9B H 0.5228 -0.1716 0.8988 0.066 Uiso 1 1 calc R . . H9C H 0.4228 -0.1723 0.7791 0.066 Uiso 1 1 calc R . . C10 C 0.42557(19) 0.19235(11) 0.82982(10) 0.0379(3) Uani 1 1 d . . . H10A H 0.5463 0.2066 0.8472 0.057 Uiso 1 1 calc R . . H10B H 0.3892 0.1585 0.8903 0.057 Uiso 1 1 calc R . . H10C H 0.3643 0.2580 0.8138 0.057 Uiso 1 1 calc R . . C11 C 0.15202(18) 0.04286(13) 0.67352(15) 0.0487(4) Uani 1 1 d . . . H11A H 0.0705 0.1000 0.6608 0.073 Uiso 1 1 calc R . . H11B H 0.1307 0.0008 0.7335 0.073 Uiso 1 1 calc R . . H11C H 0.1409 -0.0009 0.6100 0.073 Uiso 1 1 calc R . . N1 N 0.45603(12) 0.15748(8) 0.58848(7) 0.0258(2) Uani 1 1 d . . . N2 N 0.55437(12) -0.01197(8) 0.70183(7) 0.0225(2) Uani 1 1 d . . . H30 H 0.4984(18) -0.0577(12) 0.6595(11) 0.032(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.02038(19) 0.0280(2) 0.02987(19) 0.00026(14) 0.00823(14) 0.00136(14) C1 0.0383(7) 0.0303(7) 0.0293(6) 0.0045(5) -0.0032(5) 0.0037(6) C2 0.0518(9) 0.0315(7) 0.0227(6) 0.0037(5) 0.0016(5) -0.0082(6) C3 0.0394(7) 0.0309(6) 0.0265(6) -0.0031(5) 0.0110(5) -0.0092(5) C4 0.0264(6) 0.0245(6) 0.0242(5) -0.0026(4) 0.0056(4) -0.0030(5) C5 0.0240(6) 0.0331(7) 0.0368(6) 0.0069(5) 0.0118(5) 0.0038(5) C6 0.0323(7) 0.0265(6) 0.0233(5) 0.0020(4) 0.0003(5) 0.0015(5) C7 0.0529(9) 0.0392(8) 0.0323(7) -0.0061(6) -0.0108(6) 0.0061(7) C8 0.0425(8) 0.0309(7) 0.0331(6) 0.0018(5) -0.0038(6) 0.0105(6) C9 0.0499(9) 0.0462(8) 0.0371(7) 0.0149(6) 0.0110(6) -0.0029(7) C10 0.0457(8) 0.0377(7) 0.0335(6) -0.0027(6) 0.0156(6) 0.0092(6) C11 0.0251(7) 0.0454(9) 0.0769(11) -0.0022(8) 0.0121(7) -0.0016(6) N1 0.0254(5) 0.0266(5) 0.0244(5) 0.0011(4) 0.0021(4) 0.0015(4) N2 0.0210(5) 0.0235(5) 0.0229(4) 0.0005(4) 0.0036(4) -0.0011(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 Al1 N1 1.8788(10) . ? Al1 C11 1.9554(15) . ? Al1 C10 1.9608(14) . ? Al1 N2 2.0275(10) . ? C1 C2 1.370(2) . ? C1 N1 1.3769(15) . ? C2 C3 1.416(2) . ? C3 C4 1.3784(16) . ? C4 N1 1.3716(16) . ? C4 C5 1.4939(17) . ? C5 N2 1.5021(15) . ? C6 C8 1.5243(18) . ? C6 C7 1.5244(17) . ? C6 C9 1.5244(19) . ? C6 N2 1.5263(14) . ? 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 N1 Al1 C11 114.32(6) . . ? N1 Al1 C10 111.78(5) . . ? C11 Al1 C10 115.68(7) . . ? N1 Al1 N2 85.58(4) . . ? C11 Al1 N2 111.26(6) . . ? C10 Al1 N2 114.63(5) . . ? C2 C1 N1 109.74(12) . . ? C1 C2 C3 107.20(11) . . ? C4 C3 C2 106.17(11) . . ? N1 C4 C3 110.17(11) . . ? N1 C4 C5 117.66(10) . . ? C3 C4 C5 131.90(11) . . ? C4 C5 N2 109.08(10) . . ? C8 C6 C7 109.69(11) . . ? C8 C6 C9 110.18(11) . . ? C7 C6 C9 109.94(11) . . ? C8 C6 N2 110.20(9) . . ? C7 C6 N2 110.90(10) . . ? C9 C6 N2 105.87(10) . . ? C4 N1 C1 106.71(10) . . ? C4 N1 Al1 114.32(8) . . ? C1 N1 Al1 138.41(9) . . ? C5 N2 C6 113.93(9) . . ? C5 N2 Al1 107.63(7) . . ? C6 N2 Al1 121.82(7) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.235 _refine_diff_density_min -0.164 _refine_diff_density_rms 0.042 # Attachment 'wy41m_2.cif' data_wy41m _database_code_depnum_ccdc_archive 'CCDC 792979' #TrackingRef 'wy41m_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H34 Al2 N4' _chemical_formula_sum 'C20 H34 Al2 N4' _chemical_formula_weight 384.47 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.8437(8) _cell_length_b 15.3133(11) _cell_length_c 26.1398(19) _cell_angle_alpha 90.00 _cell_angle_beta 96.2580(10) _cell_angle_gamma 90.00 _cell_volume 4314.7(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4458 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 28.0 _exptl_crystal_description block _exptl_crystal_colour yellow-orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.184 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.9575 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 16760 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 28.00 _reflns_number_total 5116 _reflns_number_gt 4162 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'SAINT v6.280a (Bruker, 2004)' _computing_data_reduction 'SAINT v6.280a (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0606P)^2^+2.5359P] 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 5116 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1131 _refine_ls_wR_factor_gt 0.1072 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.002 _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 0.46523(4) 0.14787(3) 0.299697(15) 0.01943(11) Uani 1 1 d . . . Al2 Al 0.51199(4) 0.58188(3) 0.476920(16) 0.02635(13) Uani 1 1 d . . . C1 C 0.43825(15) -0.03017(11) 0.34801(6) 0.0314(3) Uani 1 1 d . . . H1 H 0.3613 -0.0248 0.3620 0.038 Uiso 1 1 calc R . . C2 C 0.51200(15) -0.10258(11) 0.35140(7) 0.0352(4) Uani 1 1 d . . . H2 H 0.4958 -0.1558 0.3681 0.042 Uiso 1 1 calc R . . C3 C 0.61709(14) -0.08383(11) 0.32551(6) 0.0300(3) Uani 1 1 d . . . H3 H 0.6844 -0.1220 0.3213 0.036 Uiso 1 1 calc R . . C4 C 0.60259(13) 0.00027(10) 0.30767(5) 0.0226(3) Uani 1 1 d . . . C5 C 0.68380(13) 0.05851(10) 0.27979(6) 0.0248(3) Uani 1 1 d . . . H5A H 0.6981 0.0312 0.2466 0.030 Uiso 1 1 calc R . . H5B H 0.7652 0.0652 0.3006 0.030 Uiso 1 1 calc R . . C6 C 0.71905(12) 0.21971(10) 0.28650(5) 0.0218(3) Uani 1 1 d . . . C7 C 0.65882(13) 0.30825(10) 0.27413(6) 0.0263(3) Uani 1 1 d . . . H7A H 0.6326 0.3120 0.2371 0.039 Uiso 1 1 calc R . . H7B H 0.7187 0.3547 0.2841 0.039 Uiso 1 1 calc R . . H7C H 0.5864 0.3149 0.2932 0.039 Uiso 1 1 calc R . . C8 C 0.83546(13) 0.21195(11) 0.25834(6) 0.0277(3) Uani 1 1 d . . . H8A H 0.8113 0.2105 0.2211 0.042 Uiso 1 1 calc R . . H8B H 0.8799 0.1581 0.2690 0.042 Uiso 1 1 calc R . . H8C H 0.8896 0.2623 0.2669 0.042 Uiso 1 1 calc R . . C9 C 0.75621(14) 0.21485(12) 0.34484(6) 0.0319(4) Uani 1 1 d . . . H9A H 0.8094 0.2647 0.3557 0.048 Uiso 1 1 calc R . . H9B H 0.8014 0.1604 0.3532 0.048 Uiso 1 1 calc R . . H9C H 0.6815 0.2164 0.3628 0.048 Uiso 1 1 calc R . . C10 C 0.41544(14) 0.22278(11) 0.35442(6) 0.0287(3) Uani 1 1 d . . . H10A H 0.3260 0.2339 0.3485 0.043 Uiso 1 1 calc R . . H10B H 0.4604 0.2783 0.3545 0.043 Uiso 1 1 calc R . . H10C H 0.4350 0.1937 0.3877 0.043 Uiso 1 1 calc R . . C11 C 0.58277(15) 0.58810(12) 0.36831(6) 0.0321(4) Uani 1 1 d . . . H11 H 0.6404 0.6350 0.3697 0.038 Uiso 1 1 calc R . . C12 C 0.55356(15) 0.53477(13) 0.32690(6) 0.0361(4) Uani 1 1 d . . . H12 H 0.5866 0.5381 0.2948 0.043 Uiso 1 1 calc R . . C13 C 0.46520(15) 0.47368(12) 0.34059(6) 0.0311(3) Uani 1 1 d . . . H13 H 0.4279 0.4281 0.3196 0.037 Uiso 1 1 calc R . . C14 C 0.44388(13) 0.49319(10) 0.39026(5) 0.0227(3) Uani 1 1 d . . . C15 C 0.36152(17) 0.45251(13) 0.42611(6) 0.0390(4) Uani 1 1 d . . . H15A H 0.3810 0.3895 0.4298 0.047 Uiso 1 1 calc R . . H15B H 0.2739 0.4581 0.4113 0.047 Uiso 1 1 calc R . . C16 C 0.25383(14) 0.52378(13) 0.49577(6) 0.0374(4) Uani 1 1 d . . . C17 C 0.27623(17) 0.57687(14) 0.54562(7) 0.0448(5) Uani 1 1 d . . . H17A H 0.3231 0.5415 0.5723 0.067 Uiso 1 1 calc R . . H17B H 0.1964 0.5934 0.5571 0.067 Uiso 1 1 calc R . . H17C H 0.3235 0.6296 0.5394 0.067 Uiso 1 1 calc R . . C18 C 0.17651(16) 0.44279(16) 0.50470(8) 0.0528(6) Uani 1 1 d . . . H18A H 0.1625 0.4091 0.4727 0.079 Uiso 1 1 calc R . . H18B H 0.0966 0.4608 0.5155 0.079 Uiso 1 1 calc R . . H18C H 0.2210 0.4066 0.5316 0.079 Uiso 1 1 calc R . . C19 C 0.18346(18) 0.58293(17) 0.45502(8) 0.0578(6) Uani 1 1 d . . . H19A H 0.2353 0.6333 0.4485 0.087 Uiso 1 1 calc R . . H19B H 0.1064 0.6033 0.4675 0.087 Uiso 1 1 calc R . . H19C H 0.1638 0.5500 0.4230 0.087 Uiso 1 1 calc R . . C20 C 0.5132(2) 0.70549(14) 0.49374(9) 0.0557(6) Uani 1 1 d . . . H20A H 0.5927 0.7311 0.4869 0.084 Uiso 1 1 calc R . . H20B H 0.5022 0.7128 0.5302 0.084 Uiso 1 1 calc R . . H20C H 0.4455 0.7349 0.4726 0.084 Uiso 1 1 calc R . . N1 N 0.49282(11) 0.03400(8) 0.32112(5) 0.0250(3) Uani 1 1 d . . . N2 N 0.62537(10) 0.14828(8) 0.26970(4) 0.0193(2) Uani 1 1 d . . . N3 N 0.51565(11) 0.56329(9) 0.40770(4) 0.0243(3) Uani 1 1 d . . . N4 N 0.37813(11) 0.49569(10) 0.47893(4) 0.0282(3) 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 0.0173(2) 0.0219(2) 0.0194(2) 0.00070(15) 0.00333(14) -0.00027(16) Al2 0.0224(2) 0.0341(3) 0.0229(2) -0.00581(18) 0.00417(16) -0.00482(18) C1 0.0273(7) 0.0335(9) 0.0337(8) 0.0087(7) 0.0041(6) -0.0073(6) C2 0.0339(8) 0.0271(9) 0.0430(9) 0.0105(7) -0.0026(7) -0.0099(7) C3 0.0264(7) 0.0236(8) 0.0385(9) 0.0016(6) -0.0026(6) -0.0015(6) C4 0.0212(6) 0.0228(8) 0.0231(7) 0.0001(5) -0.0015(5) -0.0010(5) C5 0.0203(6) 0.0255(8) 0.0288(7) 0.0059(6) 0.0035(5) 0.0039(6) C6 0.0177(6) 0.0252(8) 0.0224(7) 0.0017(5) 0.0013(5) -0.0041(5) C7 0.0243(7) 0.0246(8) 0.0299(7) -0.0005(6) 0.0020(5) -0.0036(6) C8 0.0188(6) 0.0317(9) 0.0333(8) 0.0025(6) 0.0057(5) -0.0027(6) C9 0.0259(7) 0.0440(10) 0.0245(7) 0.0026(7) -0.0023(6) -0.0067(7) C10 0.0295(7) 0.0342(9) 0.0233(7) -0.0024(6) 0.0068(5) -0.0003(6) C11 0.0264(7) 0.0428(10) 0.0275(7) 0.0118(7) 0.0051(6) -0.0030(7) C12 0.0329(8) 0.0549(12) 0.0217(7) 0.0059(7) 0.0084(6) 0.0058(8) C13 0.0320(8) 0.0375(9) 0.0237(7) -0.0040(6) 0.0028(6) 0.0076(7) C14 0.0228(6) 0.0238(8) 0.0211(7) 0.0017(5) 0.0006(5) 0.0024(6) C15 0.0431(9) 0.0529(12) 0.0204(7) -0.0019(7) 0.0007(6) -0.0248(8) C16 0.0186(7) 0.0598(12) 0.0345(8) 0.0192(8) 0.0059(6) 0.0010(7) C17 0.0391(9) 0.0593(13) 0.0395(9) 0.0135(9) 0.0199(8) 0.0218(9) C18 0.0231(8) 0.0790(16) 0.0573(12) 0.0299(11) 0.0092(8) -0.0072(9) C19 0.0309(9) 0.0866(17) 0.0546(12) 0.0397(12) -0.0008(8) 0.0015(10) C20 0.0596(13) 0.0456(13) 0.0614(13) -0.0225(10) 0.0040(10) -0.0044(10) N1 0.0222(6) 0.0254(7) 0.0277(6) 0.0056(5) 0.0045(5) -0.0015(5) N2 0.0161(5) 0.0193(6) 0.0223(5) 0.0026(4) 0.0015(4) -0.0005(4) N3 0.0237(6) 0.0280(7) 0.0216(6) 0.0032(5) 0.0038(4) -0.0021(5) N4 0.0196(6) 0.0470(9) 0.0184(6) -0.0009(5) 0.0039(4) -0.0089(5) _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 N1 1.8459(14) . ? Al1 C10 1.9550(15) . ? Al1 N2 1.9665(12) 2_655 ? Al1 N2 1.9818(12) . ? Al1 Al1 2.7832(8) 2_655 ? Al2 N3 1.8365(13) . ? Al2 C20 1.943(2) . ? Al2 N4 1.9655(14) 5_666 ? Al2 N4 1.9668(13) . ? Al2 Al2 2.8073(10) 5_666 ? C1 C2 1.364(2) . ? C1 N1 1.3785(19) . ? C2 C3 1.417(2) . ? C3 C4 1.373(2) . ? C4 N1 1.3778(18) . ? C4 C5 1.497(2) . ? C5 N2 1.5245(18) . ? C6 C7 1.524(2) . ? C6 N2 1.5244(17) . ? C6 C8 1.5336(19) . ? C6 C9 1.5361(19) . ? C11 C12 1.365(2) . ? C11 N3 1.3775(19) . ? C12 C13 1.413(2) . ? C13 C14 1.376(2) . ? C14 N3 1.3742(19) . ? C14 C15 1.499(2) . ? C15 N4 1.5236(19) . ? C16 N4 1.525(2) . ? C16 C18 1.529(3) . ? C16 C17 1.533(3) . ? C16 C19 1.536(2) . ? N2 Al1 1.9664(12) 2_655 ? N4 Al2 1.9655(14) 5_666 ? 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 N1 Al1 C10 112.38(7) . . ? N1 Al1 N2 109.33(6) . 2_655 ? C10 Al1 N2 121.54(6) . 2_655 ? N1 Al1 N2 90.17(5) . . ? C10 Al1 N2 127.70(6) . . ? N2 Al1 N2 90.35(5) 2_655 . ? N1 Al1 Al1 103.40(4) . 2_655 ? C10 Al1 Al1 143.86(5) . 2_655 ? N2 Al1 Al1 45.40(3) 2_655 2_655 ? N2 Al1 Al1 44.95(3) . 2_655 ? N3 Al2 C20 111.94(9) . . ? N3 Al2 N4 114.08(6) . 5_666 ? C20 Al2 N4 117.85(8) . 5_666 ? N3 Al2 N4 91.01(5) . . ? C20 Al2 N4 129.40(8) . . ? N4 Al2 N4 88.89(5) 5_666 . ? N3 Al2 Al2 107.34(5) . 5_666 ? C20 Al2 Al2 140.51(8) . 5_666 ? N4 Al2 Al2 44.46(4) 5_666 5_666 ? N4 Al2 Al2 44.43(4) . 5_666 ? C2 C1 N1 109.35(14) . . ? C1 C2 C3 107.49(14) . . ? C4 C3 C2 106.50(14) . . ? C3 C4 N1 109.58(13) . . ? C3 C4 C5 132.25(14) . . ? N1 C4 C5 118.11(13) . . ? C4 C5 N2 111.46(11) . . ? C7 C6 N2 108.69(10) . . ? C7 C6 C8 108.86(12) . . ? N2 C6 C8 111.33(12) . . ? C7 C6 C9 108.27(12) . . ? N2 C6 C9 110.23(11) . . ? C8 C6 C9 109.39(11) . . ? C12 C11 N3 109.37(15) . . ? C11 C12 C13 107.49(14) . . ? C14 C13 C12 106.47(14) . . ? N3 C14 C13 109.58(13) . . ? N3 C14 C15 118.15(13) . . ? C13 C14 C15 132.27(15) . . ? C14 C15 N4 111.51(13) . . ? N4 C16 C18 109.39(16) . . ? N4 C16 C17 109.39(13) . . ? C18 C16 C17 109.82(15) . . ? N4 C16 C19 110.73(13) . . ? C18 C16 C19 110.18(15) . . ? C17 C16 C19 107.30(18) . . ? C4 N1 C1 107.08(13) . . ? C4 N1 Al1 113.12(10) . . ? C1 N1 Al1 139.79(11) . . ? C6 N2 C5 110.23(10) . . ? C6 N2 Al1 121.21(8) . 2_655 ? C5 N2 Al1 108.25(9) . 2_655 ? C6 N2 Al1 118.25(9) . . ? C5 N2 Al1 107.11(8) . . ? Al1 N2 Al1 89.65(5) 2_655 . ? C14 N3 C11 107.09(12) . . ? C14 N3 Al2 112.06(9) . . ? C11 N3 Al2 139.79(11) . . ? C15 N4 C16 111.29(12) . . ? C15 N4 Al2 105.90(11) . 5_666 ? C16 N4 Al2 119.96(9) . 5_666 ? C15 N4 Al2 106.36(9) . . ? C16 N4 Al2 119.78(12) . . ? Al2 N4 Al2 91.11(5) 5_666 . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.291 _refine_diff_density_min -0.246 _refine_diff_density_rms 0.049 # Attachment 'wy72m_4.cif' data_wy72m _database_code_depnum_ccdc_archive 'CCDC 792980' #TrackingRef 'wy72m_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H41 Al N2 O' _chemical_formula_sum 'C25 H41 Al N2 O' _chemical_formula_weight 412.58 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.0326(19) _cell_length_b 12.5009(7) _cell_length_c 18.4002(16) _cell_angle_alpha 90.00 _cell_angle_beta 116.566(7) _cell_angle_gamma 90.00 _cell_volume 4944.3(6) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2588 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 19.91 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.109 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9595 _exptl_absorpt_correction_T_max 0.9823 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 19862 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0906 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 28.00 _reflns_number_total 5975 _reflns_number_gt 3289 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'SAINT v6.280a (Bruker, 2004)' _computing_data_reduction 'SAINT v6.280a (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0548P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5975 _refine_ls_number_parameters 277 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0980 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1126 _refine_ls_wR_factor_gt 0.1023 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.937 _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 0.12117(2) 0.55469(4) 0.41025(3) 0.02459(15) Uani 1 1 d . . . C1 C 0.16423(9) 0.44916(13) 0.29421(10) 0.0355(5) Uani 1 1 d . . . H1 H 0.1262 0.4382 0.2467 0.043 Uiso 1 1 calc R . . C2 C 0.22180(10) 0.41742(14) 0.30427(11) 0.0402(5) Uani 1 1 d . . . H2 H 0.2307 0.3816 0.2651 0.048 Uiso 1 1 calc R . . C3 C 0.26547(9) 0.44742(13) 0.38314(10) 0.0343(4) Uani 1 1 d . . . H3 H 0.3091 0.4357 0.4074 0.041 Uiso 1 1 calc R . . C4 C 0.23235(8) 0.49694(12) 0.41791(10) 0.0287(4) Uani 1 1 d . . . C5 C 0.24878(8) 0.54412(13) 0.49934(9) 0.0271(4) Uani 1 1 d . . . H5A H 0.2560 0.6220 0.4986 0.033 Uiso 1 1 calc R . . H5B H 0.2872 0.5107 0.5409 0.033 Uiso 1 1 calc R . . C6 C 0.19727(9) 0.41829(13) 0.56277(10) 0.0342(5) Uani 1 1 d . . . C7 C 0.18447(10) 0.32549(13) 0.50392(11) 0.0439(5) Uani 1 1 d . . . H7A H 0.1879 0.2579 0.5326 0.066 Uiso 1 1 calc R . . H7B H 0.2148 0.3265 0.4819 0.066 Uiso 1 1 calc R . . H7C H 0.1424 0.3324 0.4593 0.066 Uiso 1 1 calc R . . C8 C 0.14645(10) 0.42640(15) 0.58981(11) 0.0470(5) Uani 1 1 d . . . H8A H 0.1063 0.4374 0.5423 0.071 Uiso 1 1 calc R . . H8B H 0.1551 0.4869 0.6272 0.071 Uiso 1 1 calc R . . H8C H 0.1451 0.3602 0.6175 0.071 Uiso 1 1 calc R . . C9 C 0.25976(10) 0.40502(16) 0.63686(12) 0.0635(7) Uani 1 1 d . . . H9A H 0.2694 0.4699 0.6702 0.095 Uiso 1 1 calc R . . H9B H 0.2922 0.3929 0.6193 0.095 Uiso 1 1 calc R . . H9C H 0.2580 0.3437 0.6689 0.095 Uiso 1 1 calc R . . C10 C 0.04236(8) 0.48012(13) 0.37657(10) 0.0342(4) Uani 1 1 d . . . H10A H 0.0273 0.4906 0.4175 0.051 Uiso 1 1 calc R . . H10B H 0.0483 0.4036 0.3710 0.051 Uiso 1 1 calc R . . H10C H 0.0118 0.5087 0.3243 0.051 Uiso 1 1 calc R . . C11 C 0.10301(7) 0.79662(12) 0.40117(9) 0.0218(4) Uani 1 1 d . . . C12 C 0.09844(7) 0.84789(12) 0.32999(9) 0.0228(4) Uani 1 1 d . . . C13 C 0.08287(8) 0.95639(13) 0.32055(9) 0.0274(4) Uani 1 1 d . . . H13 H 0.0792 0.9915 0.2728 0.033 Uiso 1 1 calc R . . C14 C 0.07249(8) 1.01552(12) 0.37687(9) 0.0277(4) Uani 1 1 d . . . C15 C 0.07653(8) 0.96203(12) 0.44485(9) 0.0274(4) Uani 1 1 d . . . H15 H 0.0690 1.0012 0.4838 0.033 Uiso 1 1 calc R . . C16 C 0.09113(7) 0.85351(12) 0.45935(9) 0.0230(4) Uani 1 1 d . . . C17 C 0.11226(8) 0.79034(12) 0.26617(9) 0.0241(4) Uani 1 1 d . . . C18 C 0.10360(9) 0.86432(13) 0.19468(10) 0.0334(4) Uani 1 1 d . . . H18A H 0.0609 0.8919 0.1691 0.050 Uiso 1 1 calc R . . H18B H 0.1115 0.8238 0.1546 0.050 Uiso 1 1 calc R . . H18C H 0.1329 0.9242 0.2149 0.050 Uiso 1 1 calc R . . C19 C 0.06706(8) 0.69623(12) 0.22766(9) 0.0288(4) Uani 1 1 d . . . H19A H 0.0679 0.6489 0.2706 0.043 Uiso 1 1 calc R . . H19B H 0.0797 0.6560 0.1918 0.043 Uiso 1 1 calc R . . H19C H 0.0248 0.7239 0.1961 0.043 Uiso 1 1 calc R . . C20 C 0.18047(8) 0.75428(12) 0.30501(10) 0.0285(4) Uani 1 1 d . . . H20A H 0.2076 0.8172 0.3211 0.043 Uiso 1 1 calc R . . H20B H 0.1883 0.7121 0.2657 0.043 Uiso 1 1 calc R . . H20C H 0.1890 0.7105 0.3530 0.043 Uiso 1 1 calc R . . C21 C 0.09589(8) 0.80117(12) 0.53764(9) 0.0263(4) Uani 1 1 d . . . C22 C 0.16315(8) 0.76601(13) 0.59053(9) 0.0320(4) Uani 1 1 d . . . H22A H 0.1644 0.7171 0.6329 0.048 Uiso 1 1 calc R . . H22B H 0.1888 0.8290 0.6159 0.048 Uiso 1 1 calc R . . H22C H 0.1792 0.7295 0.5567 0.048 Uiso 1 1 calc R . . C23 C 0.07986(9) 0.87915(14) 0.59001(10) 0.0395(5) Uani 1 1 d . . . H23A H 0.0369 0.9042 0.5592 0.059 Uiso 1 1 calc R . . H23B H 0.1082 0.9405 0.6049 0.059 Uiso 1 1 calc R . . H23C H 0.0842 0.8426 0.6394 0.059 Uiso 1 1 calc R . . C24 C 0.05003(9) 0.70709(13) 0.51771(10) 0.0373(5) Uani 1 1 d . . . H24A H 0.0593 0.6536 0.4857 0.056 Uiso 1 1 calc R . . H24B H 0.0074 0.7333 0.4864 0.056 Uiso 1 1 calc R . . H24C H 0.0542 0.6745 0.5683 0.056 Uiso 1 1 calc R . . C25 C 0.05725(9) 1.13338(12) 0.36453(11) 0.0409(5) Uani 1 1 d . . . H25A H 0.0131 1.1426 0.3270 0.061 Uiso 1 1 calc R . . H25B H 0.0827 1.1675 0.3417 0.061 Uiso 1 1 calc R . . H25C H 0.0661 1.1665 0.4168 0.061 Uiso 1 1 calc R . . N1 N 0.17031(7) 0.49993(9) 0.36439(8) 0.0281(3) Uani 1 1 d . . . N2 N 0.19482(7) 0.52329(11) 0.51898(8) 0.0281(4) Uani 1 1 d . . . O1 O 0.12141(5) 0.69186(7) 0.41597(6) 0.0245(3) Uani 1 1 d . . . H30 H 0.1954(7) 0.5681(12) 0.5502(9) 0.024(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0264(3) 0.0217(3) 0.0251(3) 0.0014(2) 0.0110(2) 0.0010(2) C1 0.0456(13) 0.0347(10) 0.0273(9) -0.0025(8) 0.0174(9) 0.0066(9) C2 0.0558(15) 0.0370(11) 0.0377(11) -0.0004(8) 0.0297(11) 0.0083(10) C3 0.0327(12) 0.0329(10) 0.0437(11) 0.0064(8) 0.0227(10) 0.0061(9) C4 0.0321(12) 0.0260(9) 0.0279(9) 0.0049(7) 0.0134(9) 0.0005(8) C5 0.0231(10) 0.0257(9) 0.0323(9) 0.0022(7) 0.0121(8) -0.0014(8) C6 0.0387(12) 0.0297(10) 0.0320(10) 0.0110(8) 0.0138(9) 0.0007(8) C7 0.0555(15) 0.0253(10) 0.0554(12) 0.0074(9) 0.0287(11) 0.0037(9) C8 0.0649(16) 0.0492(12) 0.0390(11) 0.0066(9) 0.0341(11) -0.0022(11) C9 0.0544(16) 0.0599(14) 0.0489(13) 0.0283(10) -0.0014(11) -0.0060(12) C10 0.0323(12) 0.0308(10) 0.0363(10) 0.0015(8) 0.0126(9) -0.0007(8) C11 0.0154(9) 0.0210(9) 0.0258(9) 0.0007(7) 0.0064(7) 0.0005(7) C12 0.0153(10) 0.0224(9) 0.0268(9) 0.0007(7) 0.0058(7) -0.0012(7) C13 0.0209(10) 0.0267(9) 0.0290(9) 0.0060(7) 0.0063(8) -0.0018(8) C14 0.0200(10) 0.0227(9) 0.0343(10) 0.0004(7) 0.0067(8) 0.0013(7) C15 0.0202(10) 0.0285(9) 0.0317(9) -0.0051(7) 0.0101(8) 0.0018(8) C16 0.0170(10) 0.0220(9) 0.0274(9) -0.0012(7) 0.0076(8) 0.0009(7) C17 0.0225(10) 0.0263(9) 0.0236(8) 0.0039(7) 0.0106(8) 0.0004(8) C18 0.0353(12) 0.0357(10) 0.0293(9) 0.0061(8) 0.0144(9) 0.0014(9) C19 0.0236(11) 0.0355(10) 0.0253(9) -0.0012(7) 0.0091(8) 0.0010(8) C20 0.0252(11) 0.0327(10) 0.0296(9) 0.0023(7) 0.0141(8) 0.0005(8) C21 0.0269(11) 0.0274(9) 0.0263(9) -0.0016(7) 0.0133(8) 0.0032(8) C22 0.0350(12) 0.0339(10) 0.0263(9) 0.0010(7) 0.0130(9) 0.0050(9) C23 0.0451(14) 0.0430(11) 0.0377(10) -0.0022(8) 0.0250(10) 0.0079(9) C24 0.0362(12) 0.0460(11) 0.0365(10) -0.0006(8) 0.0222(9) -0.0049(9) C25 0.0474(14) 0.0257(10) 0.0464(11) 0.0016(8) 0.0181(10) 0.0019(9) N1 0.0320(10) 0.0258(8) 0.0269(8) 0.0019(6) 0.0135(7) 0.0025(7) N2 0.0372(10) 0.0219(8) 0.0257(8) -0.0029(6) 0.0146(7) 0.0017(7) O1 0.0286(7) 0.0197(6) 0.0259(6) 0.0022(4) 0.0127(5) 0.0037(5) _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 O1 1.7178(11) . ? Al1 N1 1.8618(14) . ? Al1 C10 1.9470(18) . ? Al1 N2 2.0303(15) . ? C1 C2 1.370(2) . ? C1 N1 1.3866(19) . ? C2 C3 1.409(2) . ? C3 C4 1.372(2) . ? C4 N1 1.371(2) . ? C4 C5 1.490(2) . ? C5 N2 1.516(2) . ? C6 C8 1.514(2) . ? C6 C9 1.520(3) . ? C6 C7 1.522(2) . ? C6 N2 1.528(2) . ? C11 O1 1.3700(17) . ? C11 C16 1.416(2) . ? C11 C12 1.418(2) . ? C12 C13 1.397(2) . ? C12 C17 1.535(2) . ? C13 C14 1.383(2) . ? C14 C15 1.383(2) . ? C14 C25 1.511(2) . ? C15 C16 1.397(2) . ? C16 C21 1.539(2) . ? C17 C20 1.534(2) . ? C17 C19 1.542(2) . ? C17 C18 1.544(2) . ? C21 C22 1.532(2) . ? C21 C23 1.536(2) . ? C21 C24 1.540(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 O1 Al1 N1 114.17(6) . . ? O1 Al1 C10 118.26(7) . . ? N1 Al1 C10 113.81(7) . . ? O1 Al1 N2 98.92(6) . . ? N1 Al1 N2 85.72(6) . . ? C10 Al1 N2 121.09(7) . . ? C2 C1 N1 109.11(16) . . ? C1 C2 C3 107.69(15) . . ? C4 C3 C2 106.27(17) . . ? N1 C4 C3 110.41(14) . . ? N1 C4 C5 115.18(15) . . ? C3 C4 C5 134.39(17) . . ? C4 C5 N2 107.54(13) . . ? C8 C6 C9 109.34(15) . . ? C8 C6 C7 110.42(15) . . ? C9 C6 C7 111.06(16) . . ? C8 C6 N2 105.63(14) . . ? C9 C6 N2 110.87(14) . . ? C7 C6 N2 109.38(13) . . ? O1 C11 C16 119.08(12) . . ? O1 C11 C12 120.03(12) . . ? C16 C11 C12 120.84(13) . . ? C13 C12 C11 117.36(13) . . ? C13 C12 C17 119.84(13) . . ? C11 C12 C17 122.76(13) . . ? C14 C13 C12 123.62(14) . . ? C15 C14 C13 117.13(14) . . ? C15 C14 C25 121.45(14) . . ? C13 C14 C25 121.42(14) . . ? C14 C15 C16 123.52(14) . . ? C15 C16 C11 117.50(13) . . ? C15 C16 C21 119.91(13) . . ? C11 C16 C21 122.56(13) . . ? C20 C17 C12 109.45(12) . . ? C20 C17 C19 112.11(13) . . ? C12 C17 C19 111.11(13) . . ? C20 C17 C18 106.37(13) . . ? C12 C17 C18 112.22(12) . . ? C19 C17 C18 105.47(12) . . ? C22 C21 C23 105.85(13) . . ? C22 C21 C16 109.40(13) . . ? C23 C21 C16 112.51(12) . . ? C22 C21 C24 111.82(13) . . ? C23 C21 C24 106.30(14) . . ? C16 C21 C24 110.86(13) . . ? C4 N1 C1 106.50(14) . . ? C4 N1 Al1 113.00(10) . . ? C1 N1 Al1 140.03(13) . . ? C5 N2 C6 115.98(13) . . ? C5 N2 Al1 101.16(9) . . ? C6 N2 Al1 119.79(11) . . ? C11 O1 Al1 161.82(10) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.233 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.045 # Attachment 'wy92m.cif' data_wy92m _database_code_depnum_ccdc_archive 'CCDC 792981' #TrackingRef 'wy92m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H34 Al2 N4' _chemical_formula_weight 384.47 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 9.240(4) _cell_length_b 14.081(6) _cell_length_c 18.041(6) _cell_angle_alpha 90.00 _cell_angle_beta 113.124(18) _cell_angle_gamma 90.00 _cell_volume 2158.7(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1124 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 20.66 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.183 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9756 _exptl_absorpt_correction_T_max 0.9841 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16742 _diffrn_reflns_av_R_equivalents 0.1089 _diffrn_reflns_av_sigmaI/netI 0.1212 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.00 _reflns_number_total 5204 _reflns_number_gt 2477 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'APEX2 v1.0-22' _computing_data_reduction 'APEX2 v1.0-22' _computing_structure_solution 'SHELXTL 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL 5.1' _computing_molecular_graphics 'SHELXTL 5.1' _computing_publication_material 'SHELXTL 5.1' _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^)+(0.0645P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5204 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1439 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1479 _refine_ls_wR_factor_gt 0.1194 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.924 _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 0.50965(9) 0.57150(6) 0.94786(5) 0.0298(2) Uani 1 1 d . . . Al2 Al -0.07277(10) 0.51113(6) 0.55455(6) 0.0383(3) Uani 1 1 d . . . C1 C 0.6675(3) 0.5339(2) 0.83179(17) 0.0438(8) Uani 1 1 d . . . H1 H 0.7266 0.5903 0.8359 0.053 Uiso 1 1 calc R . . C2 C 0.6656(3) 0.4590(3) 0.78544(18) 0.0555(10) Uani 1 1 d . . . H2 H 0.7221 0.4531 0.7516 0.067 Uiso 1 1 calc R . . C3 C 0.5645(3) 0.3908(2) 0.79628(17) 0.0463(8) Uani 1 1 d . . . H3 H 0.5400 0.3302 0.7713 0.056 Uiso 1 1 calc R . . C4 C 0.5081(3) 0.4281(2) 0.84945(15) 0.0310(6) Uani 1 1 d . . . C5 C 0.4007(4) 0.39081(19) 0.88672(18) 0.0410(8) Uani 1 1 d . . . H5A H 0.4489 0.3339 0.9193 0.049 Uiso 1 1 calc R . . H5B H 0.3000 0.3713 0.8435 0.049 Uiso 1 1 calc R . . C6 C 0.1909(3) 0.48236(19) 0.91206(15) 0.0301(6) Uani 1 1 d . . . C7 C 0.1244(3) 0.5134(2) 0.82418(16) 0.0430(8) Uani 1 1 d . . . H7A H 0.0121 0.5277 0.8069 0.064 Uiso 1 1 calc R . . H7B H 0.1383 0.4623 0.7907 0.064 Uiso 1 1 calc R . . H7C H 0.1801 0.5704 0.8183 0.064 Uiso 1 1 calc R . . C8 C 0.1093(3) 0.3927(2) 0.92294(18) 0.0416(8) Uani 1 1 d . . . H8A H 0.1529 0.3744 0.9799 0.062 Uiso 1 1 calc R . . H8B H 0.1262 0.3413 0.8906 0.062 Uiso 1 1 calc R . . H8C H -0.0038 0.4048 0.9053 0.062 Uiso 1 1 calc R . . C9 C 0.1634(3) 0.5626(2) 0.96128(16) 0.0348(7) Uani 1 1 d . . . H9A H 0.2234 0.6186 0.9578 0.052 Uiso 1 1 calc R . . H9B H 0.1980 0.5428 1.0177 0.052 Uiso 1 1 calc R . . H9C H 0.0511 0.5782 0.9401 0.052 Uiso 1 1 calc R . . C10 C 0.4635(3) 0.7054(2) 0.9257(2) 0.0500(9) Uani 1 1 d . . . H10A H 0.5612 0.7399 0.9350 0.075 Uiso 1 1 calc R . . H10B H 0.4157 0.7305 0.9615 0.075 Uiso 1 1 calc R . . H10C H 0.3903 0.7136 0.8695 0.075 Uiso 1 1 calc R . . C11 C -0.0845(4) 0.3465(3) 0.65904(18) 0.0558(10) Uani 1 1 d . . . H11 H -0.1879 0.3509 0.6580 0.067 Uiso 1 1 calc R . . C12 C 0.0194(5) 0.2780(3) 0.6960(2) 0.0767(13) Uani 1 1 d . . . H12 H 0.0028 0.2262 0.7255 0.092 Uiso 1 1 calc R . . C13 C 0.1577(5) 0.2964(2) 0.68313(19) 0.0610(10) Uani 1 1 d . . . H13 H 0.2510 0.2593 0.7016 0.073 Uiso 1 1 calc R . . C14 C 0.1315(4) 0.37828(19) 0.63881(16) 0.0365(7) Uani 1 1 d . . . C15 C 0.2308(4) 0.4336(3) 0.6071(2) 0.0655(11) Uani 1 1 d . . . H15A H 0.2627 0.3925 0.5716 0.079 Uiso 1 1 calc R . . H15B H 0.3274 0.4544 0.6526 0.079 Uiso 1 1 calc R . . C16 C 0.2371(3) 0.6105(2) 0.59348(17) 0.0424(8) Uani 1 1 d . . . C17 C 0.2661(4) 0.6219(3) 0.68281(18) 0.0723(12) Uani 1 1 d . . . H17A H 0.1650 0.6251 0.6885 0.108 Uiso 1 1 calc R . . H17B H 0.3254 0.6805 0.7037 0.108 Uiso 1 1 calc R . . H17C H 0.3265 0.5675 0.7133 0.108 Uiso 1 1 calc R . . C18 C 0.3929(3) 0.6075(3) 0.5827(2) 0.0618(10) Uani 1 1 d . . . H18A H 0.4556 0.5535 0.6128 0.093 Uiso 1 1 calc R . . H18B H 0.4510 0.6666 0.6031 0.093 Uiso 1 1 calc R . . H18C H 0.3721 0.6005 0.5254 0.093 Uiso 1 1 calc R . . C19 C 0.1442(3) 0.69674(19) 0.54968(17) 0.0416(8) Uani 1 1 d . . . H19A H 0.1296 0.6943 0.4929 0.062 Uiso 1 1 calc R . . H19B H 0.2017 0.7546 0.5744 0.062 Uiso 1 1 calc R . . H19C H 0.0412 0.6970 0.5534 0.062 Uiso 1 1 calc R . . C20 C -0.1949(4) 0.6055(3) 0.5843(3) 0.0746(12) Uani 1 1 d . . . H20A H -0.2979 0.5789 0.5765 0.112 Uiso 1 1 calc R . . H20B H -0.2095 0.6620 0.5504 0.112 Uiso 1 1 calc R . . H20C H -0.1388 0.6231 0.6410 0.112 Uiso 1 1 calc R . . N1 N 0.5713(2) 0.51709(17) 0.87249(13) 0.0331(6) Uani 1 1 d . . . N2 N 0.3681(2) 0.46439(14) 0.94016(12) 0.0280(5) Uani 1 1 d . . . N3 N -0.0189(3) 0.40958(16) 0.62292(13) 0.0383(6) Uani 1 1 d . . . N4 N 0.1437(2) 0.52040(16) 0.55979(14) 0.0374(6) 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 0.0268(4) 0.0239(4) 0.0393(5) 0.0013(4) 0.0136(4) 0.0008(4) Al2 0.0321(5) 0.0291(5) 0.0607(6) 0.0033(5) 0.0256(4) -0.0012(4) C1 0.0299(16) 0.071(2) 0.0315(16) 0.0122(17) 0.0133(13) -0.0003(16) C2 0.0355(18) 0.104(3) 0.0316(17) 0.001(2) 0.0182(15) 0.0065(19) C3 0.0392(18) 0.063(2) 0.0359(17) -0.0082(16) 0.0143(14) 0.0104(17) C4 0.0285(14) 0.0368(17) 0.0258(14) 0.0047(13) 0.0086(12) 0.0127(14) C5 0.060(2) 0.0260(15) 0.0492(19) -0.0015(14) 0.0343(17) 0.0056(15) C6 0.0251(14) 0.0362(16) 0.0276(14) 0.0010(13) 0.0089(11) -0.0038(13) C7 0.0413(17) 0.0477(19) 0.0349(17) 0.0007(15) 0.0095(14) -0.0091(16) C8 0.0343(17) 0.0451(19) 0.0465(18) 0.0027(16) 0.0170(14) -0.0079(15) C9 0.0276(15) 0.0418(17) 0.0349(16) -0.0007(14) 0.0121(12) 0.0057(14) C10 0.0389(18) 0.0332(17) 0.068(2) 0.0066(16) 0.0104(16) 0.0016(15) C11 0.075(3) 0.064(2) 0.0301(17) -0.0103(18) 0.0224(17) -0.045(2) C12 0.100(3) 0.061(3) 0.043(2) 0.013(2) 0.000(2) -0.051(3) C13 0.079(3) 0.0356(19) 0.043(2) 0.0044(16) -0.0041(18) -0.0085(19) C14 0.056(2) 0.0236(15) 0.0265(15) 0.0015(13) 0.0123(14) -0.0016(15) C15 0.068(2) 0.067(2) 0.078(3) 0.047(2) 0.046(2) 0.032(2) C16 0.0336(17) 0.058(2) 0.0329(16) 0.0128(16) 0.0105(13) -0.0112(16) C17 0.055(2) 0.118(3) 0.0359(19) 0.017(2) 0.0092(16) -0.027(2) C18 0.0340(18) 0.088(3) 0.061(2) 0.026(2) 0.0159(16) -0.0108(18) C19 0.0527(19) 0.0346(17) 0.0376(17) -0.0054(15) 0.0178(15) -0.0151(15) C20 0.053(2) 0.054(2) 0.128(4) -0.019(2) 0.048(2) -0.0023(19) N1 0.0270(12) 0.0431(15) 0.0298(12) 0.0107(11) 0.0119(10) 0.0038(11) N2 0.0272(12) 0.0254(12) 0.0349(12) -0.0069(10) 0.0161(10) -0.0033(10) N3 0.0517(16) 0.0361(14) 0.0322(13) -0.0033(11) 0.0220(12) -0.0131(13) N4 0.0295(13) 0.0345(14) 0.0500(15) 0.0213(12) 0.0177(11) 0.0070(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N1 1.836(2) . ? Al1 C10 1.940(3) . ? Al1 N2 1.955(2) 3_667 ? Al1 N2 1.965(2) . ? Al1 Al1 2.8086(18) 3_667 ? Al2 N3 1.825(3) . ? Al2 C20 1.951(3) . ? Al2 N4 1.954(3) 3_566 ? Al2 N4 1.970(2) . ? Al2 Al2 2.8037(19) 3_566 ? C1 C2 1.342(4) . ? C1 N1 1.377(3) . ? C1 H1 0.9500 . ? C2 C3 1.406(4) . ? C2 H2 0.9500 . ? C3 C4 1.364(4) . ? C3 H3 0.9500 . ? C4 N1 1.375(3) . ? C4 C5 1.496(4) . ? C5 N2 1.524(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C9 1.519(4) . ? C6 C8 1.522(4) . ? C6 C7 1.522(4) . ? C6 N2 1.533(3) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.340(5) . ? C11 N3 1.375(4) . ? C11 H11 0.9500 . ? C12 C13 1.410(5) . ? C12 H12 0.9500 . ? C13 C14 1.369(4) . ? C13 H13 0.9500 . ? C14 N3 1.376(4) . ? C14 C15 1.479(4) . ? C15 N4 1.527(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C19 1.517(4) . ? C16 N4 1.521(4) . ? C16 C18 1.527(4) . ? C16 C17 1.535(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? N2 Al1 1.954(2) 3_667 ? N4 Al2 1.954(3) 3_566 ? 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 N1 Al1 C10 111.11(13) . . ? N1 Al1 N2 115.86(10) . 3_667 ? C10 Al1 N2 117.08(12) . 3_667 ? N1 Al1 N2 91.09(10) . . ? C10 Al1 N2 130.17(12) . . ? N2 Al1 N2 88.47(9) 3_667 . ? N1 Al1 Al1 108.47(9) . 3_667 ? C10 Al1 Al1 140.19(11) . 3_667 ? N2 Al1 Al1 44.39(6) 3_667 3_667 ? N2 Al1 Al1 44.08(7) . 3_667 ? N3 Al2 C20 112.42(15) . . ? N3 Al2 N4 115.13(11) . 3_566 ? C20 Al2 N4 117.05(15) . 3_566 ? N3 Al2 N4 90.99(11) . . ? C20 Al2 N4 128.92(14) . . ? N4 Al2 N4 88.80(10) 3_566 . ? N3 Al2 Al2 107.95(9) . 3_566 ? C20 Al2 Al2 139.33(14) . 3_566 ? N4 Al2 Al2 44.62(7) 3_566 3_566 ? N4 Al2 Al2 44.18(7) . 3_566 ? C2 C1 N1 110.1(3) . . ? C2 C1 H1 124.9 . . ? N1 C1 H1 124.9 . . ? C1 C2 C3 107.3(3) . . ? C1 C2 H2 126.4 . . ? C3 C2 H2 126.4 . . ? C4 C3 C2 107.0(3) . . ? C4 C3 H3 126.5 . . ? C2 C3 H3 126.5 . . ? C3 C4 N1 109.3(3) . . ? C3 C4 C5 133.2(3) . . ? N1 C4 C5 117.5(2) . . ? C4 C5 N2 112.1(2) . . ? C4 C5 H5A 109.2 . . ? N2 C5 H5A 109.2 . . ? C4 C5 H5B 109.2 . . ? N2 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C9 C6 C8 109.7(2) . . ? C9 C6 C7 107.6(2) . . ? C8 C6 C7 110.8(2) . . ? C9 C6 N2 109.4(2) . . ? C8 C6 N2 109.8(2) . . ? C7 C6 N2 109.5(2) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? Al1 C10 H10A 109.5 . . ? Al1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? Al1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 N3 109.8(3) . . ? C12 C11 H11 125.1 . . ? N3 C11 H11 125.1 . . ? C11 C12 C13 107.7(3) . . ? C11 C12 H12 126.1 . . ? C13 C12 H12 126.1 . . ? C14 C13 C12 106.7(3) . . ? C14 C13 H13 126.7 . . ? C12 C13 H13 126.7 . . ? C13 C14 N3 108.9(3) . . ? C13 C14 C15 132.4(3) . . ? N3 C14 C15 118.7(2) . . ? C14 C15 N4 111.5(2) . . ? C14 C15 H15A 109.3 . . ? N4 C15 H15A 109.3 . . ? C14 C15 H15B 109.3 . . ? N4 C15 H15B 109.3 . . ? H15A C15 H15B 108.0 . . ? C19 C16 N4 110.1(2) . . ? C19 C16 C18 109.0(2) . . ? N4 C16 C18 110.0(3) . . ? C19 C16 C17 107.0(3) . . ? N4 C16 C17 110.2(2) . . ? C18 C16 C17 110.6(2) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? Al2 C20 H20A 109.5 . . ? Al2 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? Al2 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C4 N1 C1 106.4(2) . . ? C4 N1 Al1 112.66(17) . . ? C1 N1 Al1 140.9(2) . . ? C5 N2 C6 110.7(2) . . ? C5 N2 Al1 107.48(17) . 3_667 ? C6 N2 Al1 119.56(15) . 3_667 ? C5 N2 Al1 105.95(15) . . ? C6 N2 Al1 119.44(16) . . ? Al1 N2 Al1 91.54(9) 3_667 . ? C11 N3 C14 106.9(3) . . ? C11 N3 Al2 140.6(3) . . ? C14 N3 Al2 112.12(17) . . ? C16 N4 C15 110.7(2) . . ? C16 N4 Al2 120.93(16) . 3_566 ? C15 N4 Al2 107.0(2) . 3_566 ? C16 N4 Al2 118.72(17) . . ? C15 N4 Al2 106.00(17) . . ? Al2 N4 Al2 91.20(10) 3_566 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.291 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.057 # Attachment 'wy120m.cif' data_wy120m _database_code_depnum_ccdc_archive 'CCDC 792982' #TrackingRef 'wy120m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H66 Al2 N8' _chemical_formula_weight 688.95 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 15.980(3) _cell_length_b 15.156(3) _cell_length_c 17.705(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.467(13) _cell_angle_gamma 90.00 _cell_volume 4229.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1896 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 19.83 _exptl_crystal_description tabular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.082 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9667 _exptl_absorpt_correction_T_max 0.9897 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 29976 _diffrn_reflns_av_R_equivalents 0.1005 _diffrn_reflns_av_sigmaI/netI 0.1866 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 28.00 _reflns_number_total 10184 _reflns_number_gt 3116 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'APEX2 v1.0-22' _computing_data_reduction 'APEX2 v1.0-22' _computing_structure_solution 'SHELXTL 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL 5.1' _computing_molecular_graphics 'SHELXTL 5.1' _computing_publication_material 'SHELXTL 5.1' _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^)+(0.0675P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10184 _refine_ls_number_parameters 447 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2024 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1524 _refine_ls_wR_factor_gt 0.1206 _refine_ls_goodness_of_fit_ref 0.761 _refine_ls_restrained_S_all 0.761 _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 -0.09688(4) 0.70592(6) 0.16141(4) 0.0520(3) Uani 1 1 d . . . N1 N -0.13106(12) 0.71031(18) 0.25576(11) 0.0553(6) Uani 1 1 d . . . N2 N -0.05570(11) 0.82883(14) 0.18118(10) 0.0502(6) Uani 1 1 d . . . H50 H -0.0062 0.8184 0.2118 0.060 Uiso 1 1 d R . . N3 N -0.00051(12) 0.63808(15) 0.16026(11) 0.0545(6) Uani 1 1 d . . . N4 N 0.11214(12) 0.77081(17) 0.28223(11) 0.0598(7) Uani 1 1 d . . . H4 H 0.1040 0.7990 0.2395 0.072 Uiso 1 1 d R . . C1 C -0.15456(14) 0.6544(2) 0.31017(15) 0.0646(9) Uani 1 1 d . . . H1 H -0.1608 0.5922 0.3053 0.077 Uiso 1 1 calc R . . C2 C -0.16729(17) 0.7030(3) 0.37189(15) 0.0756(11) Uani 1 1 d . . . H2 H -0.1841 0.6807 0.4172 0.091 Uiso 1 1 calc R . . C3 C -0.15130(17) 0.7916(3) 0.35703(15) 0.0761(10) Uani 1 1 d . . . H3 H -0.1546 0.8404 0.3901 0.091 Uiso 1 1 calc R . . C4 C -0.13006(15) 0.7937(2) 0.28585(14) 0.0583(9) Uani 1 1 d . . . C5 C -0.10872(16) 0.8682(2) 0.23603(13) 0.0645(9) Uani 1 1 d . . . H5A H -0.0764 0.9147 0.2677 0.077 Uiso 1 1 calc R . . H5B H -0.1612 0.8947 0.2075 0.077 Uiso 1 1 calc R . . C6 C -0.03907(16) 0.8902(2) 0.11716(13) 0.0565(8) Uani 1 1 d . . . C7 C 0.00984(16) 0.8346(2) 0.06679(13) 0.0730(10) Uani 1 1 d . . . H7A H 0.0305 0.8727 0.0291 0.109 Uiso 1 1 calc R . . H7B H -0.0278 0.7894 0.0401 0.109 Uiso 1 1 calc R . . H7C H 0.0581 0.8061 0.0989 0.109 Uiso 1 1 calc R . . C8 C 0.01449(18) 0.9678(2) 0.15047(15) 0.0816(10) Uani 1 1 d . . . H8A H -0.0150 0.9996 0.1865 0.122 Uiso 1 1 calc R . . H8B H 0.0239 1.0076 0.1091 0.122 Uiso 1 1 calc R . . H8C H 0.0692 0.9464 0.1774 0.122 Uiso 1 1 calc R . . C9 C -0.12242(17) 0.9224(2) 0.07155(14) 0.0792(10) Uani 1 1 d . . . H9A H -0.1483 0.9655 0.1020 0.119 Uiso 1 1 calc R . . H9B H -0.1610 0.8723 0.0592 0.119 Uiso 1 1 calc R . . H9C H -0.1118 0.9502 0.0241 0.119 Uiso 1 1 calc R . . C10 C 0.01099(17) 0.5894(2) 0.09675(14) 0.0650(9) Uani 1 1 d . . . H10 H -0.0308 0.5810 0.0525 0.078 Uiso 1 1 calc R . . C11 C 0.09059(19) 0.5554(2) 0.10673(17) 0.0788(10) Uani 1 1 d . . . H11 H 0.1140 0.5195 0.0715 0.095 Uiso 1 1 calc R . . C12 C 0.13172(17) 0.5831(2) 0.17880(17) 0.0757(10) Uani 1 1 d . . . H12 H 0.1884 0.5697 0.2013 0.091 Uiso 1 1 calc R . . C13 C 0.07525(16) 0.6330(2) 0.21107(14) 0.0560(8) Uani 1 1 d . . . C14 C 0.08875(16) 0.6769(2) 0.28686(13) 0.0641(9) Uani 1 1 d . . . H14A H 0.0361 0.6725 0.3093 0.077 Uiso 1 1 calc R . . H14B H 0.1343 0.6457 0.3214 0.077 Uiso 1 1 calc R . . C15 C 0.15039(17) 0.8140(3) 0.35499(15) 0.0736(10) Uani 1 1 d . . . C16 C 0.23707(18) 0.7724(3) 0.38666(17) 0.1174(15) Uani 1 1 d . . . H16A H 0.2288 0.7114 0.4022 0.176 Uiso 1 1 calc R . . H16B H 0.2645 0.8063 0.4311 0.176 Uiso 1 1 calc R . . H16C H 0.2731 0.7731 0.3469 0.176 Uiso 1 1 calc R . . C17 C 0.1634(2) 0.9105(3) 0.33760(18) 0.1240(15) Uani 1 1 d . . . H17A H 0.1946 0.9152 0.2945 0.186 Uiso 1 1 calc R . . H17B H 0.1960 0.9391 0.3827 0.186 Uiso 1 1 calc R . . H17C H 0.1082 0.9395 0.3243 0.186 Uiso 1 1 calc R . . C18 C 0.0903(2) 0.8047(3) 0.41230(16) 0.1234(16) Uani 1 1 d . . . H18A H 0.0353 0.8308 0.3911 0.185 Uiso 1 1 calc R . . H18B H 0.1140 0.8352 0.4598 0.185 Uiso 1 1 calc R . . H18C H 0.0827 0.7420 0.4230 0.185 Uiso 1 1 calc R . . C19 C -0.18475(15) 0.6841(2) 0.07436(13) 0.0670(9) Uani 1 1 d . . . H19A H -0.2055 0.6234 0.0767 0.101 Uiso 1 1 calc R . . H19B H -0.1616 0.6923 0.0269 0.101 Uiso 1 1 calc R . . H19C H -0.2317 0.7254 0.0754 0.101 Uiso 1 1 calc R . . Al2 Al 0.40064(4) 0.46620(6) 0.17302(4) 0.0517(3) Uani 1 1 d . . . N5 N 0.36256(12) 0.46246(18) 0.26618(11) 0.0587(7) Uani 1 1 d . . . N6 N 0.44272(11) 0.34502(14) 0.19543(9) 0.0494(6) Uani 1 1 d . . . H51 H 0.4909 0.3539 0.2260 0.059 Uiso 1 1 d R . . N7 N 0.49843(11) 0.53248(15) 0.17469(10) 0.0514(6) Uani 1 1 d . . . N8 N 0.61175(13) 0.39893(17) 0.29894(10) 0.0615(7) Uani 1 1 d . . . H8 H 0.6051 0.3701 0.2565 0.074 Uiso 1 1 d R . . C20 C 0.34065(15) 0.5202(2) 0.32015(16) 0.0761(10) Uani 1 1 d . . . H20 H 0.3332 0.5821 0.3141 0.091 Uiso 1 1 calc R . . C21 C 0.33157(18) 0.4726(3) 0.38336(17) 0.0891(13) Uani 1 1 d . . . H21 H 0.3164 0.4959 0.4291 0.107 Uiso 1 1 calc R . . C22 C 0.34830(18) 0.3834(3) 0.37001(16) 0.0829(11) Uani 1 1 d . . . H22 H 0.3467 0.3353 0.4042 0.099 Uiso 1 1 calc R . . C23 C 0.36715(15) 0.3803(2) 0.29784(14) 0.0581(9) Uani 1 1 d . . . C24 C 0.38841(16) 0.3055(2) 0.24925(14) 0.0661(9) Uani 1 1 d . . . H24A H 0.3361 0.2793 0.2201 0.079 Uiso 1 1 calc R . . H24B H 0.4200 0.2590 0.2814 0.079 Uiso 1 1 calc R . . C25 C 0.46253(16) 0.2832(2) 0.13276(13) 0.0550(8) Uani 1 1 d . . . C26 C 0.51376(15) 0.3378(2) 0.08442(13) 0.0699(9) Uani 1 1 d . . . H26A H 0.4785 0.3859 0.0597 0.105 Uiso 1 1 calc R . . H26B H 0.5321 0.3001 0.0452 0.105 Uiso 1 1 calc R . . H26C H 0.5637 0.3623 0.1173 0.105 Uiso 1 1 calc R . . C27 C 0.51514(18) 0.2049(2) 0.16696(15) 0.0794(10) Uani 1 1 d . . . H27A H 0.5692 0.2260 0.1956 0.119 Uiso 1 1 calc R . . H27B H 0.5261 0.1655 0.1258 0.119 Uiso 1 1 calc R . . H27C H 0.4840 0.1727 0.2016 0.119 Uiso 1 1 calc R . . C28 C 0.38111(17) 0.2511(2) 0.08440(15) 0.0827(10) Uani 1 1 d . . . H28A H 0.3514 0.2117 0.1150 0.124 Uiso 1 1 calc R . . H28B H 0.3945 0.2191 0.0398 0.124 Uiso 1 1 calc R . . H28C H 0.3448 0.3018 0.0672 0.124 Uiso 1 1 calc R . . C29 C 0.51338(16) 0.57862(19) 0.11095(14) 0.0608(8) Uani 1 1 d . . . H29 H 0.4721 0.5886 0.0666 0.073 Uiso 1 1 calc R . . C30 C 0.59451(17) 0.6077(2) 0.11991(15) 0.0704(10) Uani 1 1 d . . . H30 H 0.6200 0.6406 0.0841 0.085 Uiso 1 1 calc R . . C31 C 0.63337(16) 0.5794(2) 0.19270(16) 0.0663(9) Uani 1 1 d . . . H31 H 0.6906 0.5900 0.2154 0.080 Uiso 1 1 calc R . . C32 C 0.57458(15) 0.53404(19) 0.22535(13) 0.0527(8) Uani 1 1 d . . . C33 C 0.58533(16) 0.4916(2) 0.30220(13) 0.0639(9) Uani 1 1 d . . . H33A H 0.6285 0.5244 0.3380 0.077 Uiso 1 1 calc R . . H33B H 0.5310 0.4945 0.3222 0.077 Uiso 1 1 calc R . . C34 C 0.65067(17) 0.3574(3) 0.37259(14) 0.0720(10) Uani 1 1 d . . . C35 C 0.73308(17) 0.4050(3) 0.40685(16) 0.1123(14) Uani 1 1 d . . . H35A H 0.7725 0.4041 0.3699 0.168 Uiso 1 1 calc R . . H35B H 0.7590 0.3749 0.4539 0.168 Uiso 1 1 calc R . . H35C H 0.7203 0.4662 0.4186 0.168 Uiso 1 1 calc R . . C36 C 0.6703(2) 0.2619(3) 0.35523(18) 0.1223(15) Uani 1 1 d . . . H36A H 0.6171 0.2295 0.3402 0.184 Uiso 1 1 calc R . . H36B H 0.7030 0.2346 0.4010 0.184 Uiso 1 1 calc R . . H36C H 0.7035 0.2602 0.3133 0.184 Uiso 1 1 calc R . . C37 C 0.58802(18) 0.3611(3) 0.42829(15) 0.1030(13) Uani 1 1 d . . . H37A H 0.5762 0.4228 0.4392 0.154 Uiso 1 1 calc R . . H37B H 0.6122 0.3312 0.4760 0.154 Uiso 1 1 calc R . . H37C H 0.5352 0.3317 0.4057 0.154 Uiso 1 1 calc R . . C38 C 0.31738(15) 0.4884(2) 0.08243(13) 0.0705(9) Uani 1 1 d . . . H38A H 0.2964 0.5490 0.0838 0.106 Uiso 1 1 calc R . . H38B H 0.2699 0.4471 0.0810 0.106 Uiso 1 1 calc R . . H38C H 0.3437 0.4802 0.0367 0.106 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 0.0451(4) 0.0636(8) 0.0472(4) -0.0033(4) 0.0074(3) -0.0003(5) N1 0.0543(13) 0.063(2) 0.0490(12) 0.0018(14) 0.0108(10) -0.0026(14) N2 0.0476(11) 0.0576(19) 0.0456(11) -0.0015(12) 0.0084(9) 0.0035(12) N3 0.0509(12) 0.0598(19) 0.0517(12) -0.0069(12) 0.0050(9) 0.0028(13) N4 0.0651(14) 0.064(2) 0.0460(12) 0.0049(13) -0.0027(10) -0.0073(15) C1 0.0485(15) 0.080(3) 0.0644(17) 0.0176(19) 0.0076(13) -0.0016(17) C2 0.0672(19) 0.110(4) 0.0518(17) 0.011(2) 0.0173(14) 0.012(2) C3 0.077(2) 0.099(3) 0.0554(18) -0.008(2) 0.0196(14) 0.013(2) C4 0.0541(16) 0.074(3) 0.0480(15) 0.0009(18) 0.0126(12) 0.0059(18) C5 0.0685(17) 0.070(3) 0.0568(16) -0.0076(17) 0.0158(13) 0.0097(18) C6 0.0632(17) 0.055(2) 0.0520(15) 0.0039(16) 0.0117(13) 0.0001(18) C7 0.0763(19) 0.083(3) 0.0667(17) 0.0058(18) 0.0322(14) -0.0019(19) C8 0.094(2) 0.065(3) 0.086(2) 0.0066(19) 0.0167(17) -0.015(2) C9 0.081(2) 0.092(3) 0.0640(17) 0.0168(18) 0.0088(15) 0.008(2) C10 0.0656(19) 0.065(3) 0.0638(17) -0.0127(17) 0.0098(14) 0.0030(18) C11 0.074(2) 0.076(3) 0.090(2) -0.015(2) 0.0237(17) 0.009(2) C12 0.0515(17) 0.085(3) 0.091(2) 0.006(2) 0.0117(16) 0.0089(19) C13 0.0506(16) 0.057(2) 0.0600(16) 0.0041(16) 0.0064(13) -0.0003(17) C14 0.0573(17) 0.075(3) 0.0568(16) 0.0059(18) -0.0004(12) 0.0005(19) C15 0.0649(19) 0.093(3) 0.0586(18) -0.015(2) -0.0029(14) -0.015(2) C16 0.080(2) 0.158(5) 0.099(2) -0.023(2) -0.0306(18) 0.004(3) C17 0.162(4) 0.098(4) 0.101(3) -0.028(3) -0.011(2) -0.036(3) C18 0.106(3) 0.199(5) 0.071(2) -0.041(2) 0.0315(19) -0.031(3) C19 0.0553(16) 0.079(3) 0.0638(16) -0.0043(17) 0.0002(12) -0.0059(18) Al2 0.0470(4) 0.0571(7) 0.0518(4) 0.0015(4) 0.0110(3) -0.0002(5) N5 0.0586(13) 0.065(2) 0.0557(13) -0.0121(14) 0.0193(10) -0.0070(15) N6 0.0468(11) 0.0550(18) 0.0461(11) -0.0020(11) 0.0068(9) -0.0056(12) N7 0.0493(12) 0.0578(18) 0.0470(11) 0.0015(12) 0.0079(9) -0.0034(13) N8 0.0698(15) 0.062(2) 0.0467(12) 0.0006(13) -0.0071(10) 0.0060(15) C20 0.0597(18) 0.093(3) 0.081(2) -0.035(2) 0.0257(15) -0.0182(19) C21 0.072(2) 0.138(4) 0.062(2) -0.034(2) 0.0246(15) -0.030(3) C22 0.081(2) 0.113(4) 0.0596(19) 0.004(2) 0.0258(15) -0.025(2) C23 0.0569(16) 0.070(3) 0.0506(16) -0.0013(17) 0.0166(13) -0.0102(18) C24 0.0690(18) 0.072(3) 0.0598(16) 0.0109(18) 0.0184(13) -0.0111(18) C25 0.0589(16) 0.054(2) 0.0524(15) -0.0028(15) 0.0094(12) 0.0068(17) C26 0.0737(18) 0.079(3) 0.0603(16) 0.0011(17) 0.0221(14) 0.0129(19) C27 0.089(2) 0.060(3) 0.088(2) -0.0008(19) 0.0114(17) 0.015(2) C28 0.0752(19) 0.096(3) 0.0716(18) -0.0269(19) -0.0029(15) 0.002(2) C29 0.0643(18) 0.063(3) 0.0564(16) 0.0119(16) 0.0136(13) -0.0059(17) C30 0.0600(18) 0.082(3) 0.0739(19) 0.0071(18) 0.0241(15) -0.0110(19) C31 0.0453(15) 0.070(3) 0.0821(19) -0.0017(19) 0.0069(14) -0.0074(17) C32 0.0531(16) 0.053(2) 0.0515(15) -0.0012(15) 0.0069(12) -0.0017(16) C33 0.0645(18) 0.065(3) 0.0594(17) -0.0056(18) 0.0019(13) 0.0028(19) C34 0.0678(19) 0.085(3) 0.0587(17) 0.0169(19) -0.0042(14) 0.005(2) C35 0.065(2) 0.166(5) 0.094(2) 0.036(2) -0.0201(16) -0.009(2) C36 0.158(4) 0.098(4) 0.102(3) 0.028(3) -0.007(2) 0.042(3) C37 0.092(2) 0.151(4) 0.0642(19) 0.033(2) 0.0052(16) -0.005(2) C38 0.0566(16) 0.080(3) 0.0734(17) 0.0046(18) 0.0048(13) 0.0065(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 N1 1.842(2) . ? Al1 N3 1.855(2) . ? Al1 C19 1.935(2) . ? Al1 N2 1.987(2) . ? N1 C4 1.371(3) . ? N1 C1 1.381(3) . ? N2 C5 1.513(3) . ? N2 C6 1.523(3) . ? N2 H50 0.8962 . ? N3 C10 1.382(3) . ? N3 C13 1.387(3) . ? N4 C14 1.477(3) . ? N4 C15 1.484(3) . ? N4 H4 0.8600 . ? C1 C2 1.361(4) . ? C1 H1 0.9500 . ? C2 C3 1.400(4) . ? C2 H2 0.9500 . ? C3 C4 1.358(3) . ? C3 H3 0.9500 . ? C4 C5 1.506(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C8 1.516(4) . ? C6 C9 1.520(3) . ? C6 C7 1.532(3) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.357(3) . ? C10 H10 0.9500 . ? C11 C12 1.400(4) . ? C11 H11 0.9500 . ? C12 C13 1.372(3) . ? C12 H12 0.9500 . ? C13 C14 1.482(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C18 1.514(3) . ? C15 C17 1.515(5) . ? C15 C16 1.541(4) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? Al2 N5 1.850(2) . ? Al2 N7 1.854(2) . ? Al2 C38 1.937(2) . ? Al2 N6 1.974(2) . ? N5 C23 1.363(3) . ? N5 C20 1.382(3) . ? N6 C24 1.514(3) . ? N6 C25 1.525(3) . ? N6 H51 0.8756 . ? N7 C29 1.381(3) . ? N7 C32 1.388(3) . ? N8 C33 1.470(3) . ? N8 C34 1.489(3) . ? N8 H8 0.8600 . ? C20 C21 1.358(4) . ? C20 H20 0.9500 . ? C21 C22 1.407(5) . ? C21 H21 0.9500 . ? C22 C23 1.361(3) . ? C22 H22 0.9500 . ? C23 C24 1.495(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C28 1.515(3) . ? C25 C27 1.521(4) . ? C25 C26 1.522(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.354(3) . ? C29 H29 0.9500 . ? C30 C31 1.402(3) . ? C30 H30 0.9500 . ? C31 C32 1.367(3) . ? C31 H31 0.9500 . ? C32 C33 1.489(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C37 1.517(3) . ? C34 C36 1.523(5) . ? C34 C35 1.536(4) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? 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 N1 Al1 N3 113.61(10) . . ? N1 Al1 C19 116.35(10) . . ? N3 Al1 C19 113.04(11) . . ? N1 Al1 N2 86.87(10) . . ? N3 Al1 N2 105.67(9) . . ? C19 Al1 N2 118.47(11) . . ? C4 N1 C1 106.4(2) . . ? C4 N1 Al1 113.54(19) . . ? C1 N1 Al1 140.0(2) . . ? C5 N2 C6 114.9(2) . . ? C5 N2 Al1 106.20(15) . . ? C6 N2 Al1 122.30(15) . . ? C5 N2 H50 102.3 . . ? C6 N2 H50 108.2 . . ? Al1 N2 H50 100.1 . . ? C10 N3 C13 106.2(2) . . ? C10 N3 Al1 121.77(17) . . ? C13 N3 Al1 131.43(18) . . ? C14 N4 C15 116.7(2) . . ? C14 N4 H4 121.7 . . ? C15 N4 H4 121.6 . . ? C2 C1 N1 108.8(3) . . ? C2 C1 H1 125.6 . . ? N1 C1 H1 125.6 . . ? C1 C2 C3 108.2(3) . . ? C1 C2 H2 125.9 . . ? C3 C2 H2 125.9 . . ? C4 C3 C2 106.2(3) . . ? C4 C3 H3 126.9 . . ? C2 C3 H3 126.9 . . ? C3 C4 N1 110.5(3) . . ? C3 C4 C5 132.6(3) . . ? N1 C4 C5 116.9(2) . . ? C4 C5 N2 106.5(2) . . ? C4 C5 H5A 110.4 . . ? N2 C5 H5A 110.4 . . ? C4 C5 H5B 110.4 . . ? N2 C5 H5B 110.4 . . ? H5A C5 H5B 108.6 . . ? C8 C6 C9 110.3(3) . . ? C8 C6 N2 109.9(2) . . ? C9 C6 N2 110.3(2) . . ? C8 C6 C7 110.1(2) . . ? C9 C6 C7 110.7(2) . . ? N2 C6 C7 105.4(2) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 N3 110.1(2) . . ? C11 C10 H10 124.9 . . ? N3 C10 H10 124.9 . . ? C10 C11 C12 107.1(3) . . ? C10 C11 H11 126.4 . . ? C12 C11 H11 126.4 . . ? C13 C12 C11 107.6(2) . . ? C13 C12 H12 126.2 . . ? C11 C12 H12 126.2 . . ? C12 C13 N3 108.9(2) . . ? C12 C13 C14 128.1(2) . . ? N3 C13 C14 123.0(2) . . ? N4 C14 C13 112.5(2) . . ? N4 C14 H14A 109.1 . . ? C13 C14 H14A 109.1 . . ? N4 C14 H14B 109.1 . . ? C13 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? N4 C15 C18 108.9(2) . . ? N4 C15 C17 107.5(3) . . ? C18 C15 C17 110.5(3) . . ? N4 C15 C16 110.6(3) . . ? C18 C15 C16 110.4(3) . . ? C17 C15 C16 108.9(3) . . ? 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 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? Al1 C19 H19A 109.5 . . ? Al1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? Al1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N5 Al2 N7 113.72(10) . . ? N5 Al2 C38 117.48(10) . . ? N7 Al2 C38 112.43(11) . . ? N5 Al2 N6 86.75(10) . . ? N7 Al2 N6 104.04(9) . . ? C38 Al2 N6 119.52(12) . . ? C23 N5 C20 107.2(2) . . ? C23 N5 Al2 113.04(19) . . ? C20 N5 Al2 139.0(2) . . ? C24 N6 C25 115.1(2) . . ? C24 N6 Al2 106.44(15) . . ? C25 N6 Al2 122.04(15) . . ? C24 N6 H51 101.9 . . ? C25 N6 H51 106.1 . . ? Al2 N6 H51 102.6 . . ? C29 N7 C32 105.56(19) . . ? C29 N7 Al2 121.32(16) . . ? C32 N7 Al2 131.80(18) . . ? C33 N8 C34 116.8(2) . . ? C33 N8 H8 121.6 . . ? C34 N8 H8 121.6 . . ? C21 C20 N5 107.9(3) . . ? C21 C20 H20 126.0 . . ? N5 C20 H20 126.0 . . ? C20 C21 C22 108.8(3) . . ? C20 C21 H21 125.6 . . ? C22 C21 H21 125.6 . . ? C23 C22 C21 105.6(3) . . ? C23 C22 H22 127.2 . . ? C21 C22 H22 127.2 . . ? C22 C23 N5 110.5(3) . . ? C22 C23 C24 132.3(3) . . ? N5 C23 C24 117.3(2) . . ? C23 C24 N6 105.7(2) . . ? C23 C24 H24A 110.6 . . ? N6 C24 H24A 110.6 . . ? C23 C24 H24B 110.6 . . ? N6 C24 H24B 110.6 . . ? H24A C24 H24B 108.7 . . ? C28 C25 C27 110.0(3) . . ? C28 C25 C26 110.4(2) . . ? C27 C25 C26 109.5(2) . . ? C28 C25 N6 110.28(19) . . ? C27 C25 N6 110.9(2) . . ? C26 C25 N6 105.7(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 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 N7 111.1(2) . . ? C30 C29 H29 124.5 . . ? N7 C29 H29 124.5 . . ? C29 C30 C31 106.2(2) . . ? C29 C30 H30 126.9 . . ? C31 C30 H30 126.9 . . ? C32 C31 C30 108.1(2) . . ? C32 C31 H31 125.9 . . ? C30 C31 H31 125.9 . . ? C31 C32 N7 109.0(2) . . ? C31 C32 C33 128.3(2) . . ? N7 C32 C33 122.7(2) . . ? N8 C33 C32 111.6(2) . . ? N8 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? N8 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? N8 C34 C37 109.2(2) . . ? N8 C34 C36 107.2(2) . . ? C37 C34 C36 110.3(3) . . ? N8 C34 C35 110.8(3) . . ? C37 C34 C35 109.9(3) . . ? C36 C34 C35 109.5(3) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? 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 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? Al2 C38 H38A 109.5 . . ? Al2 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? Al2 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.344 _refine_diff_density_min -0.325 _refine_diff_density_rms 0.045 data_shj123_0m _database_code_depnum_ccdc_archive 'CCDC 808790' #TrackingRef 'shj123_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H32 Al N3' _chemical_formula_sum 'C16 H32 Al N3' _chemical_formula_weight 293.43 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' _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 9.0135(8) _cell_length_b 9.9804(9) _cell_length_c 10.8491(8) _cell_angle_alpha 103.080(5) _cell_angle_beta 96.371(5) _cell_angle_gamma 102.129(5) _cell_volume 916.46(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.760 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.063 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 324 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9583 _exptl_absorpt_correction_T_max 0.9789 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 11521 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.79 _reflns_number_total 4721 _reflns_number_gt 3781 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0529P)^2^+0.1910P] 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 4721 _refine_ls_number_parameters 189 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1136 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 0.53235(5) 0.72010(4) 0.29025(4) 0.03116(12) Uani 1 1 d . . . C1 C 0.69837(15) 0.84929(14) 0.24054(13) 0.0324(3) Uani 1 1 d . . . H1A H 0.6539 0.8942 0.1789 0.049 Uiso 1 1 calc R . . H1B H 0.7678 0.7955 0.2011 0.049 Uiso 1 1 calc R . . H1C H 0.7560 0.9225 0.3169 0.049 Uiso 1 1 calc R . . C2 C 0.41743(15) 0.79106(15) 0.42430(12) 0.0331(3) Uani 1 1 d . . . H2A H 0.4795 0.8080 0.5089 0.050 Uiso 1 1 calc R . . H2B H 0.3210 0.7206 0.4172 0.050 Uiso 1 1 calc R . . H2C H 0.3946 0.8799 0.4136 0.050 Uiso 1 1 calc R . . C4 C 0.97679(15) 0.76066(16) 0.46617(14) 0.0378(3) Uani 1 1 d . . . H4A H 0.9455 0.8055 0.3993 0.057 Uiso 1 1 calc R . . H4B H 1.0015 0.6714 0.4264 0.057 Uiso 1 1 calc R . . H4C H 1.0677 0.8243 0.5246 0.057 Uiso 1 1 calc R . . C5 C 0.84536(14) 0.73074(14) 0.54129(11) 0.0286(3) Uani 1 1 d . . . C6 C 0.81202(17) 0.87022(15) 0.60871(13) 0.0380(3) Uani 1 1 d . . . H6A H 0.7268 0.8508 0.6560 0.057 Uiso 1 1 calc R . . H6B H 0.7838 0.9199 0.5448 0.057 Uiso 1 1 calc R . . H6C H 0.9040 0.9296 0.6686 0.057 Uiso 1 1 calc R . . C7 C 0.89056(18) 0.65394(18) 0.64169(13) 0.0426(4) Uani 1 1 d . . . H7A H 0.9167 0.5664 0.5990 0.064 Uiso 1 1 calc R . . H7B H 0.8041 0.6307 0.6868 0.064 Uiso 1 1 calc R . . H7C H 0.9798 0.7156 0.7035 0.064 Uiso 1 1 calc R . . C8 C 0.70998(17) 0.50059(14) 0.38426(15) 0.0379(3) Uani 1 1 d . . . H8A H 0.7146 0.4421 0.4465 0.045 Uiso 1 1 calc R . . H8B H 0.8043 0.5060 0.3449 0.045 Uiso 1 1 calc R . . C9 C 0.57156(15) 0.43457(13) 0.28305(13) 0.0299(3) Uani 1 1 d . . . C10 C 0.50261(16) 0.29581(13) 0.21814(13) 0.0330(3) Uani 1 1 d . . . H10 H 0.5276 0.2135 0.2358 0.040 Uiso 1 1 calc R . . C11 C 0.38714(15) 0.29977(13) 0.11993(12) 0.0308(3) Uani 1 1 d . . . H11 H 0.3206 0.2206 0.0584 0.037 Uiso 1 1 calc R . . C12 C 0.39011(14) 0.44088(12) 0.13111(11) 0.0264(3) Uani 1 1 d . . . C13 C 0.28917(15) 0.51351(13) 0.06616(13) 0.0319(3) Uani 1 1 d . . . H13A H 0.1856 0.4933 0.0903 0.038 Uiso 1 1 calc R . . H13B H 0.2783 0.4780 -0.0281 0.038 Uiso 1 1 calc R . . C14 C 0.24576(14) 0.75662(13) 0.08045(12) 0.0268(3) Uani 1 1 d . . . C15 C 0.16288(16) 0.70721(17) -0.05893(13) 0.0383(3) Uani 1 1 d . . . H15A H 0.0994 0.6104 -0.0753 0.057 Uiso 1 1 calc R . . H15B H 0.2390 0.7090 -0.1168 0.057 Uiso 1 1 calc R . . H15C H 0.0972 0.7706 -0.0740 0.057 Uiso 1 1 calc R . . C16 C 0.12663(16) 0.74811(16) 0.17008(13) 0.0354(3) Uani 1 1 d . . . H16A H 0.1790 0.7837 0.2594 0.053 Uiso 1 1 calc R . . H16B H 0.0695 0.6493 0.1552 0.053 Uiso 1 1 calc R . . H16C H 0.0551 0.8059 0.1530 0.053 Uiso 1 1 calc R . . C17 C 0.33876(17) 0.90944(14) 0.10726(14) 0.0382(3) Uani 1 1 d . . . H17A H 0.4154 0.9150 0.0501 0.057 Uiso 1 1 calc R . . H17B H 0.3910 0.9416 0.1967 0.057 Uiso 1 1 calc R . . H17C H 0.2697 0.9700 0.0923 0.057 Uiso 1 1 calc R . . N1 N 0.50260(12) 0.52366(10) 0.23065(10) 0.0269(2) Uani 1 1 d . . . N2 N 0.35892(11) 0.66975(10) 0.10575(9) 0.0241(2) Uani 1 1 d . . . H2D H 0.4224 0.6816 0.0451 0.029 Uiso 1 1 calc R . . N5 N 0.70107(12) 0.64523(11) 0.45126(10) 0.0261(2) Uani 1 1 d . . . H5A H 0.6254 0.6288 0.4972 0.031 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0307(2) 0.02013(18) 0.0398(2) 0.00073(16) 0.01872(17) 0.00077(15) C1 0.0270(6) 0.0341(7) 0.0311(6) 0.0085(5) 0.0038(5) -0.0029(5) C2 0.0322(7) 0.0408(7) 0.0291(6) 0.0074(6) 0.0097(5) 0.0144(6) C4 0.0251(7) 0.0456(8) 0.0408(7) 0.0074(6) 0.0113(6) 0.0054(6) C5 0.0233(6) 0.0363(7) 0.0237(6) 0.0039(5) 0.0048(4) 0.0056(5) C6 0.0350(8) 0.0395(7) 0.0322(7) -0.0030(6) 0.0052(6) 0.0067(6) C7 0.0423(8) 0.0576(9) 0.0293(7) 0.0122(7) 0.0019(6) 0.0162(7) C8 0.0366(8) 0.0278(6) 0.0467(8) 0.0063(6) -0.0036(6) 0.0114(6) C9 0.0299(7) 0.0238(6) 0.0353(7) 0.0053(5) 0.0057(5) 0.0074(5) C10 0.0373(7) 0.0219(6) 0.0403(7) 0.0070(5) 0.0116(6) 0.0069(5) C11 0.0333(7) 0.0225(6) 0.0322(7) 0.0015(5) 0.0101(5) 0.0006(5) C12 0.0248(6) 0.0234(5) 0.0269(6) 0.0015(5) 0.0075(5) 0.0009(5) C13 0.0279(7) 0.0244(6) 0.0353(7) 0.0003(5) -0.0014(5) 0.0001(5) C14 0.0238(6) 0.0300(6) 0.0273(6) 0.0081(5) 0.0054(5) 0.0068(5) C15 0.0334(7) 0.0507(8) 0.0307(7) 0.0104(6) 0.0027(5) 0.0114(6) C16 0.0278(7) 0.0442(8) 0.0361(7) 0.0084(6) 0.0111(5) 0.0119(6) C17 0.0399(8) 0.0300(7) 0.0466(8) 0.0151(6) 0.0055(6) 0.0075(6) N1 0.0240(5) 0.0218(5) 0.0315(5) 0.0025(4) 0.0030(4) 0.0042(4) N2 0.0214(5) 0.0236(5) 0.0258(5) 0.0044(4) 0.0071(4) 0.0025(4) N5 0.0236(5) 0.0272(5) 0.0272(5) 0.0063(4) 0.0069(4) 0.0049(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 Al1 N1 1.8709(11) . ? Al1 C2 1.9662(13) . ? Al1 C1 1.9687(12) . ? Al1 N2 2.2855(11) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C4 C5 1.5273(17) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N5 1.4994(16) . ? C5 C6 1.5254(19) . ? C5 C7 1.5331(19) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N5 1.4851(17) . ? C8 C9 1.4898(19) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N1 1.3722(17) . ? C9 C10 1.3784(17) . ? C10 C11 1.418(2) . ? C10 H10 0.9500 . ? C11 C12 1.3802(17) . ? C11 H11 0.9500 . ? C12 N1 1.3704(16) . ? C12 C13 1.4885(19) . ? C13 N2 1.4955(15) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N2 1.5114(16) . ? C14 C17 1.5236(17) . ? C14 C16 1.5285(16) . ? C14 C15 1.5313(18) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? N2 H2D 0.9300 . ? N5 H5A 0.8977 . ? 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 N1 Al1 C2 117.88(6) . . ? N1 Al1 C1 120.16(5) . . ? C2 Al1 C1 121.19(6) . . ? N1 Al1 N2 77.94(4) . . ? C2 Al1 N2 103.07(5) . . ? C1 Al1 N2 97.21(5) . . ? 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 . . ? Al1 C2 H2A 109.5 . . ? Al1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? Al1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N5 C5 C6 106.85(10) . . ? N5 C5 C4 110.08(10) . . ? C6 C5 C4 109.56(11) . . ? N5 C5 C7 111.26(11) . . ? C6 C5 C7 109.31(11) . . ? C4 C5 C7 109.72(12) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N5 C8 C9 109.10(11) . . ? N5 C8 H8A 109.9 . . ? C9 C8 H8A 109.9 . . ? N5 C8 H8B 109.9 . . ? C9 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? N1 C9 C10 109.57(12) . . ? N1 C9 C8 117.46(11) . . ? C10 C9 C8 132.59(12) . . ? C9 C10 C11 106.73(12) . . ? C9 C10 H10 126.6 . . ? C11 C10 H10 126.6 . . ? C12 C11 C10 106.69(11) . . ? C12 C11 H11 126.7 . . ? C10 C11 H11 126.7 . . ? N1 C12 C11 109.56(12) . . ? N1 C12 C13 117.38(10) . . ? C11 C12 C13 132.77(12) . . ? C12 C13 N2 109.11(10) . . ? C12 C13 H13A 109.9 . . ? N2 C13 H13A 109.9 . . ? C12 C13 H13B 109.9 . . ? N2 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? N2 C14 C17 106.60(10) . . ? N2 C14 C16 110.62(10) . . ? C17 C14 C16 109.40(11) . . ? N2 C14 C15 111.60(10) . . ? C17 C14 C15 109.34(11) . . ? C16 C14 C15 109.23(11) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? 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 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C12 N1 C9 107.44(10) . . ? C12 N1 Al1 123.65(9) . . ? C9 N1 Al1 128.51(9) . . ? C13 N2 C14 113.27(9) . . ? C13 N2 Al1 108.39(8) . . ? C14 N2 Al1 124.83(7) . . ? C13 N2 H2D 102.3 . . ? C14 N2 H2D 102.3 . . ? Al1 N2 H2D 102.3 . . ? C8 N5 C5 113.89(10) . . ? C8 N5 H5A 103.4 . . ? C5 N5 H5A 108.7 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.79 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.271 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.039 data_shj75m _database_code_depnum_ccdc_archive 'CCDC 808791' #TrackingRef 'shj75m_9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H50 Al N3 O' _chemical_formula_sum 'C29 H50 Al N3 O' _chemical_formula_weight 483.70 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' _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 17.1684(3) _cell_length_b 10.1390(2) _cell_length_c 16.2407(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.7340(10) _cell_angle_gamma 90.00 _cell_volume 2823.81(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2352 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 28.0 _exptl_crystal_description columnar _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.962 _exptl_absorpt_correction_T_max 0.971 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 48630 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 28.00 _reflns_number_total 6832 _reflns_number_gt 4955 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2010)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0460P)^2^+0.9421P] 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 6832 _refine_ls_number_parameters 323 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0694 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1086 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 0.79842(2) 0.74680(4) 0.77236(3) 0.01756(11) Uani 1 1 d . . . H1 H 0.8732(9) 0.6884(16) 0.7430(9) 0.021 Uiso 1 1 d . . . C1 C 0.97717(10) 0.84144(18) 0.86913(13) 0.0371(4) Uani 1 1 d . . . H1A H 0.9617 0.8211 0.9250 0.056 Uiso 1 1 calc R . . H1B H 1.0331 0.8613 0.8704 0.056 Uiso 1 1 calc R . . H1C H 0.9663 0.7653 0.8332 0.056 Uiso 1 1 calc R . . C2 C 0.95163(10) 1.07869(17) 0.89178(11) 0.0330(4) Uani 1 1 d . . . H2A H 0.9253 1.1576 0.8695 0.050 Uiso 1 1 calc R . . H2B H 1.0082 1.0928 0.8941 0.050 Uiso 1 1 calc R . . H2C H 0.9344 1.0614 0.9474 0.050 Uiso 1 1 calc R . . C3 C 0.93132(9) 0.96043(16) 0.83614(10) 0.0228(3) Uani 1 1 d . . . C4 C 0.95086(11) 0.9896(2) 0.74786(11) 0.0398(5) Uani 1 1 d . . . H4A H 0.9405 0.9112 0.7138 0.060 Uiso 1 1 calc R . . H4B H 1.0061 1.0135 0.7461 0.060 Uiso 1 1 calc R . . H4C H 0.9186 1.0630 0.7267 0.060 Uiso 1 1 calc R . . C5 C 0.79211(10) 1.03973(16) 0.81713(11) 0.0310(4) Uani 1 1 d . . . H5A H 0.7587 1.0572 0.8640 0.037 Uiso 1 1 calc R . . H5B H 0.8230 1.1201 0.8071 0.037 Uiso 1 1 calc R . . C6 C 0.68080(9) 0.72263(15) 0.62354(9) 0.0237(3) Uani 1 1 d . . . H6A H 0.7068 0.7165 0.5706 0.028 Uiso 1 1 calc R . . H6B H 0.6252 0.6987 0.6136 0.028 Uiso 1 1 calc R . . C7 C 0.68726(9) 0.85970(16) 0.65638(9) 0.0217(3) Uani 1 1 d . . . C8 C 0.74219(9) 1.00686(15) 0.74170(10) 0.0225(3) Uani 1 1 d . . . C9 C 0.68663(10) 1.07255(16) 0.69363(11) 0.0299(4) Uani 1 1 d . . . H9 H 0.6739 1.1636 0.6966 0.036 Uiso 1 1 calc R . . C10 C 0.65190(10) 0.97816(17) 0.63870(11) 0.0295(4) Uani 1 1 d . . . H10 H 0.6118 0.9941 0.5976 0.035 Uiso 1 1 calc R . . C11 C 0.66852(10) 0.43199(17) 0.60844(11) 0.0324(4) Uani 1 1 d . . . H11A H 0.6290 0.4217 0.6496 0.049 Uiso 1 1 calc R . . H11B H 0.6830 0.3450 0.5877 0.049 Uiso 1 1 calc R . . H11C H 0.6473 0.4860 0.5626 0.049 Uiso 1 1 calc R . . C12 C 0.80227(11) 0.52063(18) 0.58449(11) 0.0325(4) Uani 1 1 d . . . H12A H 0.7785 0.5649 0.5359 0.049 Uiso 1 1 calc R . . H12B H 0.8233 0.4351 0.5683 0.049 Uiso 1 1 calc R . . H12C H 0.8445 0.5754 0.6086 0.049 Uiso 1 1 calc R . . C13 C 0.77472(10) 0.41389(16) 0.71769(10) 0.0270(4) Uani 1 1 d . . . H13A H 0.8216 0.4561 0.7423 0.041 Uiso 1 1 calc R . . H13B H 0.7884 0.3272 0.6959 0.041 Uiso 1 1 calc R . . H13C H 0.7362 0.4031 0.7598 0.041 Uiso 1 1 calc R . . C14 C 0.74063(9) 0.49945(15) 0.64808(9) 0.0213(3) Uani 1 1 d . . . C15 C 0.62097(9) 0.84025(16) 0.87633(11) 0.0282(4) Uani 1 1 d . . . H15A H 0.6493 0.8593 0.8267 0.042 Uiso 1 1 calc R . . H15B H 0.6575 0.8401 0.9246 0.042 Uiso 1 1 calc R . . H15C H 0.5811 0.9080 0.8833 0.042 Uiso 1 1 calc R . . C16 C 0.53215(9) 0.70214(18) 0.78635(10) 0.0294(4) Uani 1 1 d . . . H16A H 0.4938 0.7738 0.7862 0.044 Uiso 1 1 calc R . . H16B H 0.5050 0.6173 0.7812 0.044 Uiso 1 1 calc R . . H16C H 0.5659 0.7134 0.7399 0.044 Uiso 1 1 calc R . . C17 C 0.58195(8) 0.70512(15) 0.86762(9) 0.0204(3) Uani 1 1 d . . . C18 C 0.52673(9) 0.69522(17) 0.93976(10) 0.0266(4) Uani 1 1 d . . . H18A H 0.5574 0.6986 0.9922 0.040 Uiso 1 1 calc R . . H18B H 0.4980 0.6118 0.9359 0.040 Uiso 1 1 calc R . . H18C H 0.4898 0.7690 0.9369 0.040 Uiso 1 1 calc R . . C19 C 0.63743(8) 0.58423(15) 0.87526(9) 0.0184(3) Uani 1 1 d . . . C20 C 0.60123(9) 0.46062(15) 0.87768(9) 0.0213(3) Uani 1 1 d . . . H20 H 0.5472 0.4549 0.8624 0.026 Uiso 1 1 calc R . . C21 C 0.71951(8) 0.58762(14) 0.88966(8) 0.0165(3) Uani 1 1 d . . . C22 C 0.75791(8) 0.47831(15) 0.92903(9) 0.0179(3) Uani 1 1 d . . . C23 C 0.85102(9) 0.61496(16) 1.02023(10) 0.0244(3) Uani 1 1 d . . . H23A H 0.9050 0.6218 1.0422 0.037 Uiso 1 1 calc R . . H23B H 0.8158 0.6123 1.0659 0.037 Uiso 1 1 calc R . . H23C H 0.8384 0.6916 0.9853 0.037 Uiso 1 1 calc R . . C24 C 0.84132(8) 0.48802(15) 0.96876(9) 0.0188(3) Uani 1 1 d . . . C25 C 0.90275(8) 0.48346(16) 0.90337(9) 0.0227(3) Uani 1 1 d . . . H25A H 0.8977 0.4006 0.8725 0.034 Uiso 1 1 calc R . . H25B H 0.9549 0.4889 0.9303 0.034 Uiso 1 1 calc R . . H25C H 0.8949 0.5580 0.8654 0.034 Uiso 1 1 calc R . . C26 C 0.85840(9) 0.37322(16) 1.02876(10) 0.0270(4) Uani 1 1 d . . . H26A H 0.8595 0.2903 0.9979 0.041 Uiso 1 1 calc R . . H26B H 0.8175 0.3689 1.0688 0.041 Uiso 1 1 calc R . . H26C H 0.9090 0.3873 1.0579 0.041 Uiso 1 1 calc R . . C27 C 0.71715(8) 0.36028(15) 0.93199(9) 0.0199(3) Uani 1 1 d . . . H27 H 0.7427 0.2856 0.9561 0.024 Uiso 1 1 calc R . . C28 C 0.64034(9) 0.34633(15) 0.90121(9) 0.0210(3) Uani 1 1 d . . . C29 C 0.60106(10) 0.21313(16) 0.89653(10) 0.0272(4) Uani 1 1 d . . . H29A H 0.5443 0.2250 0.8935 0.041 Uiso 1 1 calc R . . H29B H 0.6164 0.1616 0.9457 0.041 Uiso 1 1 calc R . . H29C H 0.6169 0.1663 0.8473 0.041 Uiso 1 1 calc R . . N1 N 0.84602(7) 0.92584(12) 0.83768(8) 0.0202(3) Uani 1 1 d . . . H3 H 0.8383 0.9088 0.8930 0.030 Uiso 1 1 calc R . . N2 N 0.74297(7) 0.87742(12) 0.71840(8) 0.0198(3) Uani 1 1 d . . . N3 N 0.71886(7) 0.62992(12) 0.68528(7) 0.0185(3) Uani 1 1 d . . . H2 H 0.6780 0.6073 0.7181 0.028 Uiso 1 1 calc R . . O1 O 0.76223(5) 0.69365(10) 0.86645(6) 0.0179(2) 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 0.0166(2) 0.0165(2) 0.0196(2) 0.00181(18) 0.00060(16) 0.00125(18) C1 0.0271(9) 0.0316(10) 0.0511(12) -0.0082(9) -0.0123(8) 0.0014(8) C2 0.0294(9) 0.0287(9) 0.0403(10) -0.0089(8) -0.0048(7) -0.0051(7) C3 0.0183(7) 0.0225(8) 0.0276(8) -0.0034(7) 0.0008(6) -0.0038(6) C4 0.0407(10) 0.0450(12) 0.0350(10) -0.0042(9) 0.0157(8) -0.0157(9) C5 0.0258(8) 0.0196(8) 0.0471(11) -0.0082(8) -0.0040(7) 0.0036(7) C6 0.0241(8) 0.0278(9) 0.0187(7) 0.0020(6) -0.0037(6) 0.0037(6) C7 0.0203(7) 0.0260(8) 0.0190(7) 0.0029(6) 0.0015(6) 0.0027(6) C8 0.0211(7) 0.0173(7) 0.0293(8) 0.0028(6) 0.0056(6) 0.0005(6) C9 0.0288(9) 0.0191(8) 0.0418(10) 0.0067(8) 0.0030(7) 0.0056(7) C10 0.0263(8) 0.0293(9) 0.0322(9) 0.0075(7) -0.0041(7) 0.0079(7) C11 0.0392(10) 0.0279(9) 0.0291(9) -0.0043(8) -0.0091(7) -0.0054(8) C12 0.0388(10) 0.0304(9) 0.0292(9) -0.0009(8) 0.0106(7) 0.0060(8) C13 0.0382(9) 0.0194(8) 0.0231(8) -0.0016(7) -0.0038(7) 0.0024(7) C14 0.0265(8) 0.0186(7) 0.0186(7) -0.0029(6) -0.0002(6) 0.0000(6) C15 0.0234(8) 0.0227(8) 0.0392(10) 0.0013(7) 0.0078(7) 0.0041(7) C16 0.0234(8) 0.0403(10) 0.0243(8) 0.0018(8) -0.0020(6) 0.0103(7) C17 0.0160(7) 0.0242(8) 0.0209(8) 0.0008(6) -0.0001(6) 0.0022(6) C18 0.0222(8) 0.0316(9) 0.0263(8) -0.0015(7) 0.0038(6) 0.0016(7) C19 0.0174(7) 0.0225(8) 0.0154(7) -0.0004(6) -0.0005(5) 0.0007(6) C20 0.0180(7) 0.0265(8) 0.0194(7) -0.0007(6) 0.0001(6) -0.0038(6) C21 0.0174(7) 0.0178(7) 0.0144(7) -0.0014(6) 0.0013(5) -0.0017(6) C22 0.0170(7) 0.0220(8) 0.0147(7) 0.0005(6) 0.0028(5) 0.0016(6) C23 0.0225(7) 0.0289(9) 0.0214(8) -0.0026(7) -0.0037(6) 0.0013(7) C24 0.0177(7) 0.0211(7) 0.0173(7) 0.0016(6) -0.0008(5) 0.0025(6) C25 0.0186(7) 0.0265(8) 0.0231(8) 0.0018(7) 0.0021(6) 0.0044(6) C26 0.0256(8) 0.0293(9) 0.0258(8) 0.0089(7) -0.0028(6) 0.0028(7) C27 0.0231(7) 0.0202(8) 0.0165(7) 0.0025(6) 0.0015(6) 0.0017(6) C28 0.0244(8) 0.0217(8) 0.0172(7) -0.0007(6) 0.0043(6) -0.0047(6) C29 0.0322(9) 0.0244(8) 0.0248(8) 0.0004(7) 0.0001(7) -0.0073(7) N1 0.0196(6) 0.0193(6) 0.0220(6) -0.0001(5) 0.0032(5) -0.0005(5) N2 0.0201(6) 0.0177(6) 0.0217(6) 0.0020(5) 0.0007(5) 0.0022(5) N3 0.0198(6) 0.0189(6) 0.0168(6) 0.0013(5) 0.0004(5) 0.0007(5) O1 0.0175(5) 0.0173(5) 0.0189(5) 0.0023(4) -0.0007(4) -0.0021(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 Al1 O1 1.7612(11) . ? Al1 N2 1.8299(13) . ? Al1 N1 2.2374(13) . ? Al1 N3 2.2552(13) . ? C1 C3 1.524(2) . ? C2 C3 1.532(2) . ? C3 N1 1.5072(19) . ? C3 C4 1.517(2) . ? C5 C8 1.499(2) . ? C5 N1 1.507(2) . ? C6 C7 1.491(2) . ? C6 N3 1.5011(18) . ? C7 N2 1.3674(19) . ? C7 C10 1.370(2) . ? C8 N2 1.3662(19) . ? C8 C9 1.375(2) . ? C9 C10 1.420(2) . ? C11 C14 1.529(2) . ? C12 C14 1.529(2) . ? C13 C14 1.520(2) . ? C14 N3 1.5087(19) . ? C15 C17 1.529(2) . ? C16 C17 1.538(2) . ? C17 C18 1.545(2) . ? C17 C19 1.554(2) . ? C19 C20 1.400(2) . ? C19 C21 1.4180(19) . ? C20 C28 1.384(2) . ? C21 O1 1.3646(17) . ? C21 C22 1.425(2) . ? C22 C27 1.388(2) . ? C22 C24 1.5454(19) . ? C23 C24 1.539(2) . ? C24 C25 1.533(2) . ? C24 C26 1.537(2) . ? C27 C28 1.395(2) . ? C28 C29 1.510(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 O1 Al1 N2 116.11(6) . . ? O1 Al1 N1 88.45(5) . . ? N2 Al1 N1 79.03(5) . . ? O1 Al1 N3 98.93(5) . . ? N2 Al1 N3 78.13(5) . . ? N1 Al1 N3 156.97(5) . . ? N1 C3 C4 108.65(13) . . ? N1 C3 C1 107.22(13) . . ? C4 C3 C1 110.66(15) . . ? N1 C3 C2 111.49(13) . . ? C4 C3 C2 110.51(14) . . ? C1 C3 C2 108.25(13) . . ? C8 C5 N1 109.38(13) . . ? C7 C6 N3 108.80(12) . . ? N2 C7 C10 109.07(14) . . ? N2 C7 C6 115.05(13) . . ? C10 C7 C6 135.86(14) . . ? N2 C8 C9 108.89(14) . . ? N2 C8 C5 115.29(13) . . ? C9 C8 C5 135.26(15) . . ? C8 C9 C10 106.82(14) . . ? C7 C10 C9 106.89(14) . . ? N3 C14 C13 107.25(12) . . ? N3 C14 C11 110.46(13) . . ? C13 C14 C11 109.46(13) . . ? N3 C14 C12 109.88(13) . . ? C13 C14 C12 109.17(13) . . ? C11 C14 C12 110.55(13) . . ? C15 C17 C16 108.68(13) . . ? C15 C17 C18 105.67(13) . . ? C16 C17 C18 108.26(12) . . ? C15 C17 C19 115.81(12) . . ? C16 C17 C19 111.50(13) . . ? C18 C17 C19 106.51(12) . . ? C20 C19 C21 117.13(13) . . ? C20 C19 C17 115.92(12) . . ? C21 C19 C17 126.50(13) . . ? C28 C20 C19 123.16(13) . . ? O1 C21 C19 121.10(13) . . ? O1 C21 C22 119.56(12) . . ? C19 C21 C22 119.34(13) . . ? C27 C22 C21 117.55(13) . . ? C27 C22 C24 119.94(13) . . ? C21 C22 C24 122.50(13) . . ? C25 C24 C26 107.43(12) . . ? C25 C24 C23 109.96(13) . . ? C26 C24 C23 106.05(12) . . ? C25 C24 C22 111.30(12) . . ? C26 C24 C22 111.19(12) . . ? C23 C24 C22 110.74(12) . . ? C22 C27 C28 122.99(14) . . ? C20 C28 C27 116.87(14) . . ? C20 C28 C29 121.69(14) . . ? C27 C28 C29 121.41(14) . . ? C5 N1 C3 113.89(12) . . ? C5 N1 Al1 108.06(9) . . ? C3 N1 Al1 120.94(9) . . ? C7 N2 C8 108.33(12) . . ? C7 N2 Al1 125.97(11) . . ? C8 N2 Al1 125.06(11) . . ? C6 N3 C14 112.94(11) . . ? C6 N3 Al1 108.73(9) . . ? C14 N3 Al1 123.89(9) . . ? C21 O1 Al1 134.20(9) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.305 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.045 # Attachment 'wy271n_7.cif' data_271n _database_code_depnum_ccdc_archive 'CCDC 808792' #TrackingRef 'wy271n_7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63 H108 Al2 Li2 N12' _chemical_formula_weight 1101.45 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.2957(3) _cell_length_b 20.3506(8) _cell_length_c 17.9295(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.594(2) _cell_angle_gamma 90.00 _cell_volume 3344.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4867 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.094 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9669 _exptl_absorpt_correction_T_max 0.9755 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 50486 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 28.71 _reflns_number_total 8383 _reflns_number_gt 5860 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'SAINT v6.280a (Bruker, 2004)' _computing_data_reduction 'SAINT v6.280a (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0643P)^2^+1.0773P] 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 8383 _refine_ls_number_parameters 373 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0819 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1491 _refine_ls_wR_factor_gt 0.1351 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 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 0.13476(5) 0.21334(2) 0.89300(3) 0.02348(13) Uani 1 1 d . . . N1 N 0.11907(16) 0.19830(7) 0.78752(7) 0.0269(3) Uani 1 1 d . . . N2 N -0.14027(17) 0.27931(7) 0.70688(8) 0.0336(3) Uani 1 1 d . . . H49 H -0.1593 0.2597 0.6604 0.040 Uiso 1 1 d R . . N3 N 0.21350(16) 0.13254(7) 0.91172(7) 0.0268(3) Uani 1 1 d . . . N4 N -0.05499(15) 0.22738(6) 0.91564(7) 0.0238(3) Uani 1 1 d . . . N5 N 0.18878(16) 0.29451(7) 0.92632(8) 0.0278(3) Uani 1 1 d . . . N6 N -0.25901(16) 0.13637(7) 0.80807(8) 0.0307(3) Uani 1 1 d . . . H50 H -0.3471 0.1564 0.8045 0.037 Uiso 1 1 d R . . C1 C 0.1066(2) 0.23588(9) 0.72150(9) 0.0328(4) Uani 1 1 d . . . C2 C 0.1816(2) 0.20555(11) 0.67212(10) 0.0429(5) Uani 1 1 d . . . H1 H 0.1885 0.2201 0.6225 0.051 Uiso 1 1 calc R . . C3 C 0.2477(2) 0.14844(11) 0.70802(10) 0.0431(5) Uani 1 1 d . . . H2 H 0.3078 0.1180 0.6873 0.052 Uiso 1 1 calc R . . C4 C 0.20820(19) 0.14555(9) 0.77824(9) 0.0306(4) Uani 1 1 d . . . C5 C 0.0171(2) 0.29679(9) 0.71372(10) 0.0364(4) Uani 1 1 d . . . H3 H 0.0336 0.3214 0.6683 0.044 Uiso 1 1 calc R . . H4 H 0.0462 0.3252 0.7585 0.044 Uiso 1 1 calc R . . C6 C -0.2450(2) 0.33475(9) 0.70965(10) 0.0396(5) Uani 1 1 d . . . C7 C -0.2228(3) 0.39013(10) 0.65531(12) 0.0494(5) Uani 1 1 d . . . H5 H -0.2304 0.3725 0.6039 0.074 Uiso 1 1 calc R . . H6 H -0.1260 0.4096 0.6708 0.074 Uiso 1 1 calc R . . H7 H -0.2978 0.4238 0.6563 0.074 Uiso 1 1 calc R . . C8 C -0.3964(2) 0.30537(12) 0.68678(13) 0.0515(6) Uani 1 1 d . . . H8 H -0.4060 0.2877 0.6353 0.077 Uiso 1 1 calc R . . H9 H -0.4701 0.3395 0.6884 0.077 Uiso 1 1 calc R . . H10 H -0.4106 0.2700 0.7219 0.077 Uiso 1 1 calc R . . C9 C -0.2284(3) 0.36029(12) 0.79055(12) 0.0586(6) Uani 1 1 d . . . H11 H -0.3048 0.3928 0.7942 0.088 Uiso 1 1 calc R . . H12 H -0.1324 0.3809 0.8046 0.088 Uiso 1 1 calc R . . H13 H -0.2373 0.3236 0.8249 0.088 Uiso 1 1 calc R . . C10 C 0.2503(2) 0.10080(9) 0.84476(9) 0.0340(4) Uani 1 1 d . . . H14 H 0.1975 0.0586 0.8358 0.041 Uiso 1 1 calc R . . H15 H 0.3564 0.0917 0.8520 0.041 Uiso 1 1 calc R . . C11 C 0.25507(19) 0.09777(8) 0.98368(9) 0.0279(4) Uani 1 1 d . . . C12 C 0.4198(2) 0.09177(13) 1.00539(12) 0.0527(6) Uani 1 1 d . . . H16 H 0.4635 0.1357 1.0097 0.079 Uiso 1 1 calc R . . H17 H 0.4585 0.0667 0.9664 0.079 Uiso 1 1 calc R . . H18 H 0.4435 0.0690 1.0540 0.079 Uiso 1 1 calc R . . C13 C 0.1902(3) 0.02906(11) 0.98041(13) 0.0562(6) Uani 1 1 d . . . H19 H 0.0844 0.0317 0.9639 0.084 Uiso 1 1 calc R . . H20 H 0.2107 0.0090 1.0307 0.084 Uiso 1 1 calc R . . H21 H 0.2335 0.0023 0.9445 0.084 Uiso 1 1 calc R . . C14 C 0.1985(3) 0.13744(13) 1.04422(11) 0.0701(8) Uani 1 1 d . . . H22 H 0.0918 0.1398 1.0326 0.105 Uiso 1 1 calc R . . H23 H 0.2392 0.1819 1.0457 0.105 Uiso 1 1 calc R . . H24 H 0.2278 0.1163 1.0935 0.105 Uiso 1 1 calc R . . C15 C -0.04920(19) 0.28375(8) 0.95982(9) 0.0269(3) Uani 1 1 d . . . C16 C -0.1639(2) 0.28367(9) 0.99907(10) 0.0356(4) Uani 1 1 d . . . H25 H -0.1853 0.3165 1.0333 0.043 Uiso 1 1 calc R . . C17 C -0.2440(2) 0.22552(9) 0.97894(10) 0.0345(4) Uani 1 1 d . . . H26 H -0.3302 0.2124 0.9969 0.041 Uiso 1 1 calc R . . C18 C -0.17564(18) 0.19143(8) 0.92908(9) 0.0273(4) Uani 1 1 d . . . C19 C 0.07637(19) 0.32964(8) 0.95852(9) 0.0298(4) Uani 1 1 d . . . H27 H 0.0437 0.3688 0.9274 0.036 Uiso 1 1 calc R . . H28 H 0.1159 0.3445 1.0105 0.036 Uiso 1 1 calc R . . C20 C 0.3268(2) 0.32925(9) 0.92441(10) 0.0323(4) Uani 1 1 d . . . C21 C 0.4176(2) 0.28618(10) 0.88014(12) 0.0418(5) Uani 1 1 d . . . H29 H 0.4292 0.2424 0.9032 0.063 Uiso 1 1 calc R . . H30 H 0.5138 0.3062 0.8812 0.063 Uiso 1 1 calc R . . H31 H 0.3680 0.2823 0.8276 0.063 Uiso 1 1 calc R . . C22 C 0.4115(2) 0.34000(12) 1.00445(11) 0.0489(5) Uani 1 1 d . . . H32 H 0.4303 0.2975 1.0299 0.073 Uiso 1 1 calc R . . H33 H 0.3539 0.3676 1.0332 0.073 Uiso 1 1 calc R . . H34 H 0.5045 0.3617 1.0015 0.073 Uiso 1 1 calc R . . C23 C 0.3030(2) 0.39568(10) 0.88415(13) 0.0467(5) Uani 1 1 d . . . H35 H 0.2492 0.4249 0.9131 0.070 Uiso 1 1 calc R . . H36 H 0.2468 0.3893 0.8334 0.070 Uiso 1 1 calc R . . H37 H 0.3976 0.4153 0.8802 0.070 Uiso 1 1 calc R . . C24 C -0.2123(2) 0.12706(8) 0.89111(9) 0.0304(4) Uani 1 1 d . . . H38 H -0.2918 0.1058 0.9128 0.036 Uiso 1 1 calc R . . H39 H -0.1259 0.0979 0.9003 0.036 Uiso 1 1 calc R . . C25 C -0.2753(2) 0.07554(9) 0.76050(10) 0.0341(4) Uani 1 1 d . . . C26 C -0.1265(2) 0.04439(11) 0.76119(13) 0.0504(5) Uani 1 1 d . . . H40 H -0.0603 0.0768 0.7449 0.076 Uiso 1 1 calc R . . H41 H -0.1362 0.0068 0.7266 0.076 Uiso 1 1 calc R . . H42 H -0.0871 0.0295 0.8125 0.076 Uiso 1 1 calc R . . C27 C -0.3806(2) 0.02613(10) 0.78602(12) 0.0448(5) Uani 1 1 d . . . H43 H -0.3425 0.0116 0.8376 0.067 Uiso 1 1 calc R . . H44 H -0.3909 -0.0118 0.7519 0.067 Uiso 1 1 calc R . . H45 H -0.4760 0.0469 0.7849 0.067 Uiso 1 1 calc R . . C28 C -0.3369(3) 0.09879(11) 0.68042(11) 0.0488(5) Uani 1 1 d . . . H46 H -0.3545 0.0607 0.6466 0.073 Uiso 1 1 calc R . . H47 H -0.2668 0.1283 0.6624 0.073 Uiso 1 1 calc R . . H48 H -0.4289 0.1222 0.6809 0.073 Uiso 1 1 calc R . . Li1 Li -0.1206(4) 0.20880(16) 0.78752(17) 0.0359(7) Uani 1 1 d . . . C29 C 0.2954(6) 0.5267(4) 1.0606(5) 0.133(3) Uani 0.50 1 d PD . . H29A H 0.3415 0.5514 1.0240 0.200 Uiso 0.50 1 calc PR . . H29B H 0.3456 0.4845 1.0713 0.200 Uiso 0.50 1 calc PR . . H29C H 0.3018 0.5520 1.1075 0.200 Uiso 0.50 1 calc PR . . C30 C 0.1371(5) 0.51445(16) 1.0282(2) 0.1141(15) Uani 1 1 d D . . H30A H 0.2379 0.5256 1.0485 0.137 Uiso 0.50 1 d P . . C31 C 0.0600(7) 0.48064(18) 1.0726(3) 0.128(2) Uani 1 1 d D . . H31A H 0.1020 0.4671 1.1221 0.154 Uiso 1 1 calc R . . C32 C 0.0823(6) 0.53326(16) 0.9573(2) 0.1169(18) Uani 1 1 d D . . H32A H 0.1422 0.5562 0.9280 0.140 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 0.0248(3) 0.0258(2) 0.0204(2) 0.00127(18) 0.00544(18) 0.0047(2) N1 0.0282(8) 0.0335(7) 0.0204(6) 0.0018(5) 0.0080(5) 0.0049(6) N2 0.0370(9) 0.0363(8) 0.0266(7) 0.0055(6) 0.0022(6) 0.0035(7) N3 0.0342(8) 0.0267(7) 0.0205(6) 0.0012(5) 0.0074(5) 0.0086(6) N4 0.0247(8) 0.0269(7) 0.0206(6) 0.0011(5) 0.0062(5) 0.0052(5) N5 0.0259(8) 0.0285(7) 0.0296(7) -0.0003(5) 0.0066(6) 0.0030(6) N6 0.0306(9) 0.0350(8) 0.0262(7) 0.0014(6) 0.0034(6) 0.0031(6) C1 0.0307(10) 0.0459(10) 0.0225(8) 0.0070(7) 0.0065(7) 0.0006(8) C2 0.0458(13) 0.0624(13) 0.0230(8) 0.0054(8) 0.0135(8) 0.0055(10) C3 0.0431(12) 0.0600(12) 0.0294(9) -0.0034(9) 0.0156(8) 0.0118(10) C4 0.0268(10) 0.0405(9) 0.0254(8) -0.0033(7) 0.0072(7) 0.0064(8) C5 0.0372(11) 0.0423(10) 0.0294(9) 0.0128(7) 0.0049(7) -0.0013(8) C6 0.0435(12) 0.0415(10) 0.0315(9) 0.0076(8) -0.0003(8) 0.0104(9) C7 0.0572(15) 0.0391(10) 0.0480(12) 0.0132(9) -0.0025(10) 0.0059(10) C8 0.0407(13) 0.0599(13) 0.0515(12) 0.0151(10) 0.0004(9) 0.0089(10) C9 0.0666(16) 0.0677(15) 0.0387(11) -0.0040(10) 0.0009(10) 0.0283(13) C10 0.0342(11) 0.0394(9) 0.0291(8) -0.0026(7) 0.0078(7) 0.0139(8) C11 0.0322(10) 0.0260(8) 0.0257(8) 0.0037(6) 0.0052(7) 0.0072(7) C12 0.0358(12) 0.0733(15) 0.0443(11) 0.0155(11) -0.0067(9) -0.0042(11) C13 0.0643(16) 0.0490(12) 0.0486(12) 0.0189(10) -0.0099(11) -0.0228(11) C14 0.119(2) 0.0693(16) 0.0260(10) 0.0139(10) 0.0223(12) 0.0531(16) C15 0.0300(9) 0.0291(8) 0.0218(7) -0.0007(6) 0.0046(6) 0.0073(7) C16 0.0397(11) 0.0406(10) 0.0290(8) -0.0052(7) 0.0134(7) 0.0082(8) C17 0.0286(10) 0.0485(11) 0.0289(9) 0.0017(7) 0.0125(7) 0.0022(8) C18 0.0254(9) 0.0358(9) 0.0213(7) 0.0045(6) 0.0055(6) 0.0033(7) C19 0.0339(10) 0.0284(8) 0.0269(8) -0.0025(6) 0.0047(7) 0.0051(7) C20 0.0290(10) 0.0356(9) 0.0322(9) 0.0010(7) 0.0046(7) -0.0020(7) C21 0.0317(11) 0.0456(11) 0.0501(11) -0.0025(9) 0.0124(8) -0.0035(9) C22 0.0390(12) 0.0660(14) 0.0395(11) -0.0035(10) -0.0002(9) -0.0109(10) C23 0.0491(14) 0.0375(10) 0.0544(12) 0.0083(9) 0.0109(10) -0.0042(9) C24 0.0320(10) 0.0339(9) 0.0256(8) 0.0044(7) 0.0056(7) -0.0005(7) C25 0.0326(11) 0.0396(10) 0.0309(9) -0.0044(7) 0.0075(7) -0.0017(8) C26 0.0389(13) 0.0563(13) 0.0557(13) -0.0203(10) 0.0076(10) 0.0038(10) C27 0.0477(13) 0.0425(11) 0.0464(11) -0.0065(9) 0.0142(9) -0.0085(9) C28 0.0536(14) 0.0606(13) 0.0313(10) -0.0032(9) 0.0045(9) -0.0067(11) Li1 0.0347(18) 0.0414(17) 0.0306(15) 0.0090(12) 0.0029(12) 0.0005(14) C29 0.163(9) 0.082(5) 0.158(8) -0.064(5) 0.034(7) -0.012(5) C30 0.186(4) 0.0586(19) 0.120(3) -0.010(2) 0.090(3) 0.039(2) C31 0.238(6) 0.068(2) 0.107(3) 0.021(2) 0.110(4) 0.063(3) C32 0.214(5) 0.0475(16) 0.124(3) 0.0200(19) 0.130(4) 0.033(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N5 1.7993(14) . ? Al1 N3 1.8083(14) . ? Al1 N4 1.8963(15) . ? Al1 N1 1.8973(14) . ? Al1 Li1 2.779(3) . ? N1 C4 1.383(2) . ? N1 C1 1.398(2) . ? N1 Li1 2.238(4) . ? N2 C5 1.490(2) . ? N2 C6 1.496(2) . ? N2 Li1 2.023(3) . ? N2 H49 0.9150 . ? N3 C10 1.454(2) . ? N3 C11 1.4659(19) . ? N4 C15 1.390(2) . ? N4 C18 1.393(2) . ? N4 Li1 2.308(3) . ? N5 C19 1.462(2) . ? N5 C20 1.470(2) . ? N6 C24 1.492(2) . ? N6 C25 1.497(2) . ? N6 Li1 2.030(4) . ? N6 H50 0.9079 . ? C1 C2 1.363(3) . ? C1 C5 1.487(3) . ? C1 Li1 2.645(4) . ? C2 C3 1.418(3) . ? C2 H1 0.9500 . ? C3 C4 1.370(2) . ? C3 H2 0.9500 . ? C4 C10 1.500(2) . ? C5 Li1 2.675(4) . ? C5 H3 0.9900 . ? C5 H4 0.9900 . ? C6 C8 1.521(3) . ? C6 C9 1.524(3) . ? C6 C7 1.526(3) . ? C7 H5 0.9800 . ? C7 H6 0.9800 . ? C7 H7 0.9800 . ? C8 H8 0.9800 . ? C8 H9 0.9800 . ? C8 H10 0.9800 . ? C9 H11 0.9800 . ? C9 H12 0.9800 . ? C9 H13 0.9800 . ? C10 H14 0.9900 . ? C10 H15 0.9900 . ? C11 C14 1.516(3) . ? C11 C13 1.520(3) . ? C11 C12 1.520(3) . ? C12 H16 0.9800 . ? C12 H17 0.9800 . ? C12 H18 0.9800 . ? C13 H19 0.9800 . ? C13 H20 0.9800 . ? C13 H21 0.9800 . ? C14 H22 0.9800 . ? C14 H23 0.9800 . ? C14 H24 0.9800 . ? C15 C16 1.372(3) . ? C15 C19 1.498(2) . ? C16 C17 1.413(3) . ? C16 H25 0.9500 . ? C17 C18 1.369(2) . ? C17 H26 0.9500 . ? C18 C24 1.489(2) . ? C18 Li1 2.695(3) . ? C19 H27 0.9900 . ? C19 H28 0.9900 . ? C20 C21 1.528(3) . ? C20 C23 1.531(3) . ? C20 C22 1.533(3) . ? C21 H29 0.9800 . ? C21 H30 0.9800 . ? C21 H31 0.9800 . ? C22 H32 0.9800 . ? C22 H33 0.9800 . ? C22 H34 0.9800 . ? C23 H35 0.9800 . ? C23 H36 0.9800 . ? C23 H37 0.9800 . ? C24 Li1 2.733(3) . ? C24 H38 0.9900 . ? C24 H39 0.9900 . ? C25 C26 1.520(3) . ? C25 C27 1.525(3) . ? C25 C28 1.529(3) . ? C26 H40 0.9800 . ? C26 H41 0.9800 . ? C26 H42 0.9800 . ? C27 H43 0.9800 . ? C27 H44 0.9800 . ? C27 H45 0.9800 . ? C28 H46 0.9800 . ? C28 H47 0.9800 . ? C28 H48 0.9800 . ? C29 C30 1.510(3) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C29 H30A 0.5427 . ? C30 C32 1.343(3) . ? C30 C31 1.346(3) . ? C30 H30A 0.9743 . ? C31 C32 1.372(6) 3_567 ? C31 H31A 0.9500 . ? C32 C31 1.372(6) 3_567 ? C32 H32A 0.9500 . ? 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 N5 Al1 N3 133.72(7) . . ? N5 Al1 N4 90.50(6) . . ? N3 Al1 N4 117.35(7) . . ? N5 Al1 N1 116.73(7) . . ? N3 Al1 N1 89.99(6) . . ? N4 Al1 N1 108.54(6) . . ? N5 Al1 Li1 114.58(8) . . ? N3 Al1 Li1 111.68(8) . . ? N4 Al1 Li1 55.34(8) . . ? N1 Al1 Li1 53.22(8) . . ? C4 N1 C1 106.83(14) . . ? C4 N1 Al1 107.28(10) . . ? C1 N1 Al1 137.54(12) . . ? C4 N1 Li1 133.66(14) . . ? C1 N1 Li1 90.32(12) . . ? Al1 N1 Li1 84.02(9) . . ? C5 N2 C6 116.88(15) . . ? C5 N2 Li1 98.04(13) . . ? C6 N2 Li1 119.53(15) . . ? C5 N2 H49 102.6 . . ? C6 N2 H49 109.4 . . ? Li1 N2 H49 108.8 . . ? C10 N3 C11 116.65(13) . . ? C10 N3 Al1 113.25(10) . . ? C11 N3 Al1 129.90(10) . . ? C15 N4 C18 106.90(13) . . ? C15 N4 Al1 107.30(11) . . ? C18 N4 Al1 139.65(11) . . ? C15 N4 Li1 132.94(13) . . ? C18 N4 Li1 89.96(12) . . ? Al1 N4 Li1 82.13(9) . . ? C19 N5 C20 117.26(13) . . ? C19 N5 Al1 113.69(11) . . ? C20 N5 Al1 129.05(11) . . ? C24 N6 C25 116.66(13) . . ? C24 N6 Li1 100.68(13) . . ? C25 N6 Li1 120.28(14) . . ? C24 N6 H50 103.7 . . ? C25 N6 H50 109.1 . . ? Li1 N6 H50 104.6 . . ? C2 C1 N1 108.85(16) . . ? C2 C1 C5 130.99(16) . . ? N1 C1 C5 120.12(15) . . ? C2 C1 Li1 136.85(16) . . ? N1 C1 Li1 57.78(11) . . ? C5 C1 Li1 74.90(12) . . ? C1 C2 C3 107.83(16) . . ? C1 C2 H1 126.1 . . ? C3 C2 H1 126.1 . . ? C4 C3 C2 106.86(17) . . ? C4 C3 H2 126.6 . . ? C2 C3 H2 126.6 . . ? C3 C4 N1 109.57(16) . . ? C3 C4 C10 133.01(17) . . ? N1 C4 C10 117.26(14) . . ? C1 C5 N2 109.57(15) . . ? C1 C5 Li1 72.66(12) . . ? N2 C5 Li1 48.49(10) . . ? C1 C5 H3 109.8 . . ? N2 C5 H3 109.8 . . ? Li1 C5 H3 153.9 . . ? C1 C5 H4 109.8 . . ? N2 C5 H4 109.8 . . ? Li1 C5 H4 94.5 . . ? H3 C5 H4 108.2 . . ? N2 C6 C8 105.81(16) . . ? N2 C6 C9 108.99(15) . . ? C8 C6 C9 109.45(19) . . ? N2 C6 C7 112.20(17) . . ? C8 C6 C7 109.60(16) . . ? C9 C6 C7 110.65(18) . . ? C6 C7 H5 109.5 . . ? C6 C7 H6 109.5 . . ? H5 C7 H6 109.5 . . ? C6 C7 H7 109.5 . . ? H5 C7 H7 109.5 . . ? H6 C7 H7 109.5 . . ? C6 C8 H8 109.5 . . ? C6 C8 H9 109.5 . . ? H8 C8 H9 109.5 . . ? C6 C8 H10 109.5 . . ? H8 C8 H10 109.5 . . ? H9 C8 H10 109.5 . . ? C6 C9 H11 109.5 . . ? C6 C9 H12 109.5 . . ? H11 C9 H12 109.5 . . ? C6 C9 H13 109.5 . . ? H11 C9 H13 109.5 . . ? H12 C9 H13 109.5 . . ? N3 C10 C4 108.70(14) . . ? N3 C10 H14 109.9 . . ? C4 C10 H14 109.9 . . ? N3 C10 H15 109.9 . . ? C4 C10 H15 109.9 . . ? H14 C10 H15 108.3 . . ? N3 C11 C14 107.53(13) . . ? N3 C11 C13 111.43(14) . . ? C14 C11 C13 109.55(19) . . ? N3 C11 C12 111.75(15) . . ? C14 C11 C12 108.33(18) . . ? C13 C11 C12 108.20(17) . . ? C11 C12 H16 109.5 . . ? C11 C12 H17 109.5 . . ? H16 C12 H17 109.5 . . ? C11 C12 H18 109.5 . . ? H16 C12 H18 109.5 . . ? H17 C12 H18 109.5 . . ? C11 C13 H19 109.5 . . ? C11 C13 H20 109.5 . . ? H19 C13 H20 109.5 . . ? C11 C13 H21 109.5 . . ? H19 C13 H21 109.5 . . ? H20 C13 H21 109.5 . . ? C11 C14 H22 109.5 . . ? C11 C14 H23 109.5 . . ? H22 C14 H23 109.5 . . ? C11 C14 H24 109.5 . . ? H22 C14 H24 109.5 . . ? H23 C14 H24 109.5 . . ? C16 C15 N4 109.38(15) . . ? C16 C15 C19 133.07(15) . . ? N4 C15 C19 117.51(14) . . ? C15 C16 C17 106.96(15) . . ? C15 C16 H25 126.5 . . ? C17 C16 H25 126.5 . . ? C18 C17 C16 107.99(16) . . ? C18 C17 H26 126.0 . . ? C16 C17 H26 126.0 . . ? C17 C18 N4 108.76(15) . . ? C17 C18 C24 130.43(17) . . ? N4 C18 C24 120.81(15) . . ? C17 C18 Li1 136.93(14) . . ? N4 C18 Li1 58.90(10) . . ? C24 C18 Li1 75.51(11) . . ? N5 C19 C15 108.14(13) . . ? N5 C19 H27 110.1 . . ? C15 C19 H27 110.1 . . ? N5 C19 H28 110.1 . . ? C15 C19 H28 110.1 . . ? H27 C19 H28 108.4 . . ? N5 C20 C21 107.22(14) . . ? N5 C20 C23 112.15(15) . . ? C21 C20 C23 108.10(16) . . ? N5 C20 C22 111.15(15) . . ? C21 C20 C22 109.04(16) . . ? C23 C20 C22 109.07(17) . . ? C20 C21 H29 109.5 . . ? C20 C21 H30 109.5 . . ? H29 C21 H30 109.5 . . ? C20 C21 H31 109.5 . . ? H29 C21 H31 109.5 . . ? H30 C21 H31 109.5 . . ? C20 C22 H32 109.5 . . ? C20 C22 H33 109.5 . . ? H32 C22 H33 109.5 . . ? C20 C22 H34 109.5 . . ? H32 C22 H34 109.5 . . ? H33 C22 H34 109.5 . . ? C20 C23 H35 109.5 . . ? C20 C23 H36 109.5 . . ? H35 C23 H36 109.5 . . ? C20 C23 H37 109.5 . . ? H35 C23 H37 109.5 . . ? H36 C23 H37 109.5 . . ? C18 C24 N6 110.54(13) . . ? C18 C24 Li1 72.65(11) . . ? N6 C24 Li1 46.88(10) . . ? C18 C24 H38 109.5 . . ? N6 C24 H38 109.5 . . ? Li1 C24 H38 150.5 . . ? C18 C24 H39 109.5 . . ? N6 C24 H39 109.5 . . ? Li1 C24 H39 98.1 . . ? H38 C24 H39 108.1 . . ? N6 C25 C26 109.56(15) . . ? N6 C25 C27 112.54(15) . . ? C26 C25 C27 110.55(17) . . ? N6 C25 C28 105.40(15) . . ? C26 C25 C28 109.54(17) . . ? C27 C25 C28 109.09(16) . . ? C25 C26 H40 109.5 . . ? C25 C26 H41 109.5 . . ? H40 C26 H41 109.5 . . ? C25 C26 H42 109.5 . . ? H40 C26 H42 109.5 . . ? H41 C26 H42 109.5 . . ? C25 C27 H43 109.5 . . ? C25 C27 H44 109.5 . . ? H43 C27 H44 109.5 . . ? C25 C27 H45 109.5 . . ? H43 C27 H45 109.5 . . ? H44 C27 H45 109.5 . . ? C25 C28 H46 109.5 . . ? C25 C28 H47 109.5 . . ? H46 C28 H47 109.5 . . ? C25 C28 H48 109.5 . . ? H46 C28 H48 109.5 . . ? H47 C28 H48 109.5 . . ? N2 Li1 N6 131.29(17) . . ? N2 Li1 N1 92.25(14) . . ? N6 Li1 N1 126.28(16) . . ? N2 Li1 N4 124.93(16) . . ? N6 Li1 N4 90.49(12) . . ? N1 Li1 N4 85.28(11) . . ? N2 Li1 C1 61.08(10) . . ? N6 Li1 C1 144.08(17) . . ? N1 Li1 C1 31.90(7) . . ? N4 Li1 C1 108.25(13) . . ? N2 Li1 C5 33.47(8) . . ? N6 Li1 C5 160.98(16) . . ? N1 Li1 C5 60.39(9) . . ? N4 Li1 C5 108.29(13) . . ? C1 Li1 C5 32.44(7) . . ? N2 Li1 C18 139.22(16) . . ? N6 Li1 C18 60.54(9) . . ? N1 Li1 C18 109.44(12) . . ? N4 Li1 C18 31.13(6) . . ? C1 Li1 C18 137.73(13) . . ? C5 Li1 C18 137.32(14) . . ? N2 Li1 C24 156.31(17) . . ? N6 Li1 C24 32.44(7) . . ? N1 Li1 C24 111.42(12) . . ? N4 Li1 C24 58.92(8) . . ? C1 Li1 C24 142.52(14) . . ? C5 Li1 C24 166.50(14) . . ? C18 Li1 C24 31.84(6) . . ? N2 Li1 Al1 115.34(14) . . ? N6 Li1 Al1 113.32(12) . . ? N1 Li1 Al1 42.77(6) . . ? N4 Li1 Al1 42.53(6) . . ? C1 Li1 Al1 69.07(8) . . ? C5 Li1 Al1 83.67(10) . . ? C18 Li1 Al1 68.78(8) . . ? C24 Li1 Al1 83.43(9) . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C30 C29 H30A 7.3 . . ? H29A C29 H30A 105.3 . . ? H29B C29 H30A 116.7 . . ? H29C C29 H30A 106.2 . . ? C32 C30 C31 123.4(4) . . ? C32 C30 C29 120.6(6) . . ? C31 C30 C29 115.9(6) . . ? C32 C30 H30A 118.5 . . ? C31 C30 H30A 118.2 . . ? C29 C30 H30A 4.1 . . ? C30 C31 C32 116.6(4) . 3_567 ? C30 C31 H31A 121.7 . . ? C32 C31 H31A 121.7 3_567 . ? C30 C32 C31 120.0(4) . 3_567 ? C30 C32 H32A 120.0 . . ? C31 C32 H32A 120.0 3_567 . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 28.71 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.573 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.048 # Attachment 'wy331_6.cif' data_wy331 _database_code_depnum_ccdc_archive 'CCDC 808793' #TrackingRef 'wy331_6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H36 Al N3' _chemical_formula_sum 'C18 H36 Al N3' _chemical_formula_weight 321.48 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' _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 10.4122(7) _cell_length_b 17.7071(11) _cell_length_c 10.7696(7) _cell_angle_alpha 90.00 _cell_angle_beta 102.188(7) _cell_angle_gamma 90.00 _cell_volume 1940.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 2657 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.990 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow-orange' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.975 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 8712 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0983 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.99 _reflns_number_total 4358 _reflns_number_gt 2596 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'SAINT v6.280a (Bruker, 2004)' _computing_data_reduction 'SAINT v6.280a (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0621P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4358 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1298 _refine_ls_wR_factor_gt 0.1208 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.946 _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 0.74412(6) 0.99780(4) 0.74206(6) 0.01807(17) Uani 1 1 d . . . C1 C 0.5962(2) 0.79434(13) 1.0721(2) 0.0265(5) Uani 1 1 d . . . H1A H 0.5732 0.8334 1.1253 0.040 Uiso 1 1 calc R . . H1B H 0.6353 0.7528 1.1240 0.040 Uiso 1 1 calc R . . H1C H 0.5186 0.7773 1.0141 0.040 Uiso 1 1 calc R . . C2 C 0.6941(2) 0.82535(11) 0.9973(2) 0.0208(5) Uani 1 1 d . . . C3 C 0.7321(2) 0.76353(12) 0.9135(2) 0.0270(5) Uani 1 1 d . . . H3A H 0.7936 0.7833 0.8668 0.040 Uiso 1 1 calc R . . H3B H 0.6550 0.7461 0.8552 0.040 Uiso 1 1 calc R . . H3C H 0.7716 0.7222 0.9656 0.040 Uiso 1 1 calc R . . C4 C 0.8159(2) 0.85282(13) 1.0899(2) 0.0282(6) Uani 1 1 d . . . H4A H 0.8778 0.8724 1.0435 0.042 Uiso 1 1 calc R . . H4B H 0.8549 0.8115 1.1423 0.042 Uiso 1 1 calc R . . H4C H 0.7919 0.8919 1.1424 0.042 Uiso 1 1 calc R . . C5 C 0.5143(2) 0.87989(12) 0.8275(2) 0.0194(5) Uani 1 1 d . . . H5A H 0.4488 0.8631 0.8735 0.023 Uiso 1 1 calc R . . H5B H 0.5237 0.8412 0.7663 0.023 Uiso 1 1 calc R . . C6 C 0.4707(2) 0.95214(12) 0.75970(19) 0.0189(5) Uani 1 1 d . . . C7 C 0.3503(2) 0.98630(12) 0.7302(2) 0.0209(5) Uani 1 1 d . . . H7A H 0.2740 0.9699 0.7537 0.025 Uiso 1 1 calc R . . C8 C 0.3636(2) 1.05148(12) 0.6571(2) 0.0208(5) Uani 1 1 d . . . H8A H 0.2978 1.0856 0.6229 0.025 Uiso 1 1 calc R . . C9 C 0.4920(2) 1.05417(11) 0.64690(19) 0.0174(5) Uani 1 1 d . . . C10 C 0.5704(2) 1.11071(12) 0.5913(2) 0.0218(5) Uani 1 1 d . . . H10A H 0.5760 1.1576 0.6387 0.026 Uiso 1 1 calc R . . H10B H 0.5278 1.1211 0.5039 0.026 Uiso 1 1 calc R . . C11 C 0.8067(2) 1.13864(12) 0.5791(2) 0.0205(5) Uani 1 1 d . . . C12 C 0.8289(3) 1.19588(13) 0.6877(2) 0.0282(6) Uani 1 1 d . . . H12A H 0.7486 1.2225 0.6875 0.042 Uiso 1 1 calc R . . H12B H 0.8956 1.2311 0.6767 0.042 Uiso 1 1 calc R . . H12C H 0.8565 1.1699 0.7672 0.042 Uiso 1 1 calc R . . C13 C 0.7631(2) 1.18057(12) 0.4533(2) 0.0254(5) Uani 1 1 d . . . H13A H 0.6830 1.2074 0.4536 0.038 Uiso 1 1 calc R . . H13B H 0.7487 1.1449 0.3846 0.038 Uiso 1 1 calc R . . H13C H 0.8301 1.2157 0.4426 0.038 Uiso 1 1 calc R . . C14 C 0.9334(2) 1.09575(13) 0.5786(2) 0.0284(5) Uani 1 1 d . . . H14A H 0.9604 1.0691 0.6574 0.043 Uiso 1 1 calc R . . H14B H 1.0009 1.1308 0.5685 0.043 Uiso 1 1 calc R . . H14C H 0.9189 1.0604 0.5095 0.043 Uiso 1 1 calc R . . C15 C 0.8370(2) 0.91518(12) 0.6756(2) 0.0220(5) Uani 1 1 d . . . H15A H 0.7839 0.8698 0.6704 0.026 Uiso 1 1 calc R . . H15B H 0.8448 0.9280 0.5899 0.026 Uiso 1 1 calc R . . C16 C 0.9743(2) 0.89757(14) 0.7540(2) 0.0309(6) Uani 1 1 d . . . H16A H 1.0121 0.8569 0.7150 0.046 Uiso 1 1 calc R . . H16B H 0.9679 0.8832 0.8385 0.046 Uiso 1 1 calc R . . H16C H 1.0288 0.9416 0.7578 0.046 Uiso 1 1 calc R . . C17 C 0.7297(2) 1.09749(13) 0.9588(2) 0.0276(6) Uani 1 1 d . . . H17A H 0.7754 1.1192 1.0374 0.041 Uiso 1 1 calc R . . H17B H 0.6571 1.0679 0.9736 0.041 Uiso 1 1 calc R . . H17C H 0.6976 1.1370 0.8993 0.041 Uiso 1 1 calc R . . C18 C 0.8238(2) 1.04675(12) 0.9044(2) 0.0199(5) Uani 1 1 d . . . H18A H 0.8572 1.0079 0.9663 0.024 Uiso 1 1 calc R . . H18B H 0.8979 1.0769 0.8923 0.024 Uiso 1 1 calc R . . N1 N 0.70545(18) 1.07990(9) 0.59675(16) 0.0181(4) Uani 1 1 d . . . H1 H 0.6979 1.0511 0.5209 0.022 Uiso 1 1 d . . . N2 N 0.64081(17) 0.89131(9) 0.91684(16) 0.0190(4) Uani 1 1 d . . . H2 H 0.6197 0.9302 0.9788 0.023 Uiso 1 1 d . . . N3 N 0.55950(16) 0.99355(9) 0.70905(15) 0.0162(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0189(3) 0.0146(3) 0.0208(3) -0.0021(3) 0.0045(3) 0.0005(3) C1 0.0309(14) 0.0259(12) 0.0217(12) 0.0043(10) 0.0033(11) -0.0009(11) C2 0.0265(12) 0.0145(11) 0.0205(11) 0.0011(9) 0.0032(10) 0.0002(10) C3 0.0371(15) 0.0196(12) 0.0241(12) 0.0026(10) 0.0063(11) 0.0054(11) C4 0.0305(14) 0.0250(13) 0.0259(12) 0.0026(10) -0.0012(11) 0.0005(11) C5 0.0224(12) 0.0152(11) 0.0216(11) 0.0008(9) 0.0067(10) -0.0024(10) C6 0.0233(12) 0.0164(11) 0.0178(11) -0.0004(9) 0.0061(10) -0.0016(10) C7 0.0190(11) 0.0199(11) 0.0249(11) -0.0021(9) 0.0072(10) -0.0032(10) C8 0.0225(12) 0.0168(11) 0.0214(11) 0.0000(9) 0.0010(10) 0.0036(10) C9 0.0207(11) 0.0140(10) 0.0168(10) -0.0006(8) 0.0024(9) 0.0025(9) C10 0.0226(12) 0.0166(11) 0.0272(12) 0.0037(9) 0.0075(10) 0.0032(10) C11 0.0260(12) 0.0147(10) 0.0225(11) 0.0004(9) 0.0089(10) -0.0041(10) C12 0.0367(14) 0.0199(12) 0.0285(13) -0.0020(10) 0.0079(11) -0.0069(11) C13 0.0331(14) 0.0183(11) 0.0277(13) 0.0029(9) 0.0129(11) -0.0019(11) C14 0.0251(13) 0.0253(12) 0.0363(14) 0.0046(10) 0.0101(11) -0.0008(11) C15 0.0282(13) 0.0173(11) 0.0219(11) -0.0004(9) 0.0087(10) 0.0020(10) C16 0.0312(14) 0.0315(14) 0.0318(13) 0.0059(11) 0.0104(12) 0.0109(12) C17 0.0379(15) 0.0224(12) 0.0237(12) -0.0045(10) 0.0092(11) -0.0027(11) C18 0.0218(12) 0.0158(11) 0.0214(11) 0.0007(9) 0.0030(10) -0.0031(10) N1 0.0212(10) 0.0132(9) 0.0215(9) -0.0017(7) 0.0078(8) -0.0022(8) N2 0.0234(10) 0.0133(9) 0.0195(9) -0.0005(7) 0.0027(8) 0.0000(8) N3 0.0172(9) 0.0136(9) 0.0174(9) 0.0011(7) 0.0025(7) 0.0010(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N3 1.8811(18) . ? Al1 C15 1.970(2) . ? Al1 C18 1.971(2) . ? Al1 N1 2.1116(18) . ? C1 C2 1.529(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N2 1.490(3) . ? C2 C4 1.519(3) . ? C2 C3 1.523(3) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 N2 1.472(3) . ? C5 C6 1.495(3) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.367(3) . ? C6 N3 1.380(3) . ? C7 C8 1.420(3) . ? C7 H7A 0.9300 . ? C8 C9 1.364(3) . ? C8 H8A 0.9300 . ? C9 N3 1.377(3) . ? C9 C10 1.495(3) . ? C10 N1 1.498(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N1 1.521(3) . ? C11 C12 1.528(3) . ? C11 C14 1.524(3) . ? C11 C13 1.528(3) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.531(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.533(3) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? N1 H1 0.9520 . ? N2 H2 1.0147 . ? 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 N3 Al1 C15 117.53(9) . . ? N3 Al1 C18 114.01(9) . . ? C15 Al1 C18 120.14(10) . . ? N3 Al1 N1 81.96(7) . . ? C15 Al1 N1 105.86(8) . . ? C18 Al1 N1 109.48(8) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C4 106.71(17) . . ? N2 C2 C3 109.29(17) . . ? C4 C2 C3 109.51(19) . . ? N2 C2 C1 112.35(18) . . ? C4 C2 C1 109.04(18) . . ? C3 C2 C1 109.86(18) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 109.84(17) . . ? N2 C5 H5A 109.7 . . ? C6 C5 H5A 109.7 . . ? N2 C5 H5B 109.7 . . ? C6 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C7 C6 N3 109.33(18) . . ? C7 C6 C5 131.38(19) . . ? N3 C6 C5 119.20(18) . . ? C6 C7 C8 107.24(19) . . ? C6 C7 H7A 126.4 . . ? C8 C7 H7A 126.4 . . ? C9 C8 C7 106.6(2) . . ? C9 C8 H8A 126.7 . . ? C7 C8 H8A 126.7 . . ? C8 C9 N3 109.99(18) . . ? C8 C9 C10 133.1(2) . . ? N3 C9 C10 116.79(18) . . ? C9 C10 N1 109.16(16) . . ? C9 C10 H10A 109.8 . . ? N1 C10 H10A 109.8 . . ? C9 C10 H10B 109.8 . . ? N1 C10 H10B 109.8 . . ? H10A C10 H10B 108.3 . . ? N1 C11 C12 110.81(17) . . ? N1 C11 C14 106.46(16) . . ? C12 C11 C14 110.0(2) . . ? N1 C11 C13 111.03(18) . . ? C12 C11 C13 108.98(17) . . ? C14 C11 C13 109.52(18) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 Al1 115.06(15) . . ? C16 C15 H15A 108.5 . . ? Al1 C15 H15A 108.5 . . ? C16 C15 H15B 108.5 . . ? Al1 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? 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 . . ? C18 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C17 C18 Al1 114.41(16) . . ? C17 C18 H18A 108.7 . . ? Al1 C18 H18A 108.7 . . ? C17 C18 H18B 108.7 . . ? Al1 C18 H18B 108.7 . . ? H18A C18 H18B 107.6 . . ? C10 N1 C11 114.57(15) . . ? C10 N1 Al1 108.07(12) . . ? C11 N1 Al1 122.31(13) . . ? C10 N1 H1 104.8 . . ? C11 N1 H1 101.1 . . ? Al1 N1 H1 103.6 . . ? C5 N2 C2 116.38(16) . . ? C5 N2 H2 103.6 . . ? C2 N2 H2 104.8 . . ? C6 N3 C9 106.88(17) . . ? C6 N3 Al1 133.63(14) . . ? C9 N3 Al1 117.22(14) . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.547 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.058