Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Cameron, Paul A.' 'Gibson, Vernon C.' 'Redshaw, Carl' 'Segal, John A.' 'Solan, Gregory A.' 'White, Andrew J. P.' 'Williams, David J.' _publ_contact_author_name 'Prof Vernon C Gibson' _publ_contact_author_address ; Prof Vernon C Gibson Department of Chemistry Imperial College South Kensington London SW7 2AY UNITED KINGDOM ; data_VG9703 _database_code_CSD 157073 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C25 H36 N O Al' _chemical_formula_weight 393.53 _chemical_melting_point ? _chemical_compound_source ? 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.865(2) _cell_length_b 15.721(3) _cell_length_c 22.912(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4994.2(14) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 41 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 12.48 _exptl_crystal_description Prisms _exptl_crystal_colour Orange _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.83 _exptl_crystal_size_min 0.73 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.047 _exptl_crystal_density_method ? _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4355 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0910 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4355 _reflns_number_observed 2118 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 3 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0706P)^2^+0.2843P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0014(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4352 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1538 _refine_ls_R_factor_obs 0.0661 _refine_ls_wR_factor_all 0.1964 _refine_ls_wR_factor_obs 0.1406 _refine_ls_goodness_of_fit_all 1.012 _refine_ls_goodness_of_fit_obs 1.088 _refine_ls_restrained_S_all 1.036 _refine_ls_restrained_S_obs 1.088 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Al Al 0.73663(9) 0.13553(8) 0.58373(6) 0.0520(3) Uani 1 d . . N N 0.7742(2) 0.0349(2) 0.62979(14) 0.0460(8) Uani 1 d . . O O 0.6129(2) 0.1123(2) 0.5870(2) 0.0662(9) Uani 1 d . . C1 C 0.7675(5) 0.2412(3) 0.6242(3) 0.091(2) Uani 1 d . . H1A H 0.7408(5) 0.2398(3) 0.6628(3) 0.136 Uiso 1 calc R . H1B H 0.7406(5) 0.2884(3) 0.6031(3) 0.136 Uiso 1 calc R . H1C H 0.8363(5) 0.2476(3) 0.6265(3) 0.136 Uiso 1 calc R . C2 C 0.7864(5) 0.1285(4) 0.5038(2) 0.090(2) Uani 1 d . . H2A H 0.7683(5) 0.0749(4) 0.4870(2) 0.136 Uiso 1 calc R . H2B H 0.8554(5) 0.1331(4) 0.5044(2) 0.136 Uiso 1 calc R . H2C H 0.7598(5) 0.1739(4) 0.4809(2) 0.136 Uiso 1 calc R . C3 C 0.5627(3) 0.0490(2) 0.6095(2) 0.0449(9) Uani 1 d . . C4 C 0.6094(3) -0.0182(2) 0.6390(2) 0.0432(9) Uani 1 d . . C5 C 0.5559(3) -0.0857(2) 0.6621(2) 0.0477(10) Uani 1 d . . H5A H 0.5880(3) -0.1287(2) 0.6821(2) 0.057 Uiso 1 calc R . C6 C 0.4573(3) -0.0904(2) 0.6563(2) 0.0486(10) Uani 1 d . . C7 C 0.4130(3) -0.0228(3) 0.6271(2) 0.0507(10) Uani 1 d . . H7A H 0.3463(3) -0.0250(3) 0.6228(2) 0.061 Uiso 1 calc R . C8 C 0.4605(3) 0.0475(2) 0.6039(2) 0.0462(9) Uani 1 d . . C9 C 0.7118(3) -0.0199(2) 0.6474(2) 0.0471(9) Uani 1 d . . H9A H 0.7360(3) -0.0660(2) 0.6682(2) 0.057 Uiso 1 calc R . C10 C 0.8742(3) 0.0218(3) 0.6471(2) 0.0526(10) Uani 1 d . . C11 C 0.9361(3) -0.0230(3) 0.6105(2) 0.0678(13) Uani 1 d . . C12 C 1.0322(4) -0.0308(4) 0.6284(4) 0.096(2) Uani 1 d . . H12A H 1.0757(4) -0.0604(4) 0.6051(4) 0.116 Uiso 1 calc R . C13 C 1.0629(4) 0.0045(5) 0.6795(4) 0.101(2) Uani 1 d . . H13A H 1.1273(4) -0.0006(5) 0.6904(4) 0.121 Uiso 1 calc R . C14 C 1.0003(4) 0.0471(4) 0.7149(3) 0.087(2) Uani 1 d . . H14A H 1.0225(4) 0.0697(4) 0.7499(3) 0.104 Uiso 1 calc R . C15 C 0.9050(3) 0.0574(3) 0.6998(2) 0.0628(12) Uani 1 d . . C16 C 0.9029(5) -0.0656(4) 0.5551(3) 0.093(2) Uani 1 d . . H16A H 0.8602(5) -0.0280(4) 0.5345(3) 0.139 Uiso 1 d R . H16B H 0.8699(5) -0.1176(4) 0.5642(3) 0.139 Uiso 1 d R . H16C H 0.9573(5) -0.0790(4) 0.5309(3) 0.139 Uiso 1 d R . C17 C 0.8373(4) 0.1015(4) 0.7406(2) 0.086(2) Uani 1 d . . H17A H 0.8358(4) 0.0719(4) 0.7773(2) 0.128 Uiso 1 d R . H17B H 0.7738(4) 0.1027(4) 0.7239(2) 0.128 Uiso 1 d R . H17C H 0.8579(4) 0.1591(4) 0.7467(2) 0.128 Uiso 1 d R . C18 C 0.4009(3) -0.1672(3) 0.6793(2) 0.0645(13) Uani 1 d . . C19 C 0.4412(5) -0.1983(5) 0.7370(3) 0.118(3) Uani 1 d . . H19A H 0.4359(5) -0.1540(5) 0.7656(3) 0.177 Uiso 1 calc R . H19B H 0.5078(5) -0.2135(5) 0.7321(3) 0.177 Uiso 1 calc R . H19C H 0.4055(5) -0.2472(5) 0.7497(3) 0.177 Uiso 1 calc R . C20 C 0.4108(6) -0.2394(4) 0.6352(4) 0.126(3) Uani 1 d . . H20A H 0.3857(6) -0.2213(4) 0.5982(4) 0.189 Uiso 1 calc R . H20B H 0.3753(6) -0.2880(4) 0.6487(4) 0.189 Uiso 1 calc R . H20C H 0.4776(6) -0.2542(4) 0.6310(4) 0.189 Uiso 1 calc R . C21 C 0.2943(4) -0.1464(5) 0.6883(4) 0.133(3) Uani 1 d . . H21A H 0.2671(4) -0.1265(5) 0.6522(4) 0.199 Uiso 1 calc R . H21B H 0.2881(4) -0.1030(5) 0.7175(4) 0.199 Uiso 1 calc R . H21C H 0.2607(4) -0.1966(5) 0.7007(4) 0.199 Uiso 1 calc R . C22 C 0.4074(3) 0.1201(3) 0.5733(2) 0.0539(10) Uani 1 d . . C23 C 0.2973(4) 0.1083(4) 0.5756(3) 0.083(2) Uani 1 d . . H23A H 0.2665(4) 0.1550(4) 0.5560(3) 0.124 Uiso 1 calc R . H23B H 0.2765(4) 0.1066(4) 0.6155(3) 0.124 Uiso 1 calc R . H23C H 0.2801(4) 0.0560(4) 0.5566(3) 0.124 Uiso 1 calc R . C24 C 0.4382(5) 0.1242(4) 0.5091(2) 0.095(2) Uani 1 d . . H24A H 0.4047(5) 0.1699(4) 0.4900(2) 0.143 Uiso 1 calc R . H24B H 0.4228(5) 0.0714(4) 0.4902(2) 0.143 Uiso 1 calc R . H24C H 0.5065(5) 0.1339(4) 0.5068(2) 0.143 Uiso 1 calc R . C25 C 0.4290(4) 0.2055(3) 0.6038(2) 0.0702(14) Uani 1 d . . H25A H 0.3952(4) 0.2504(3) 0.5842(2) 0.105 Uiso 1 calc R . H25B H 0.4970(4) 0.2165(3) 0.6026(2) 0.105 Uiso 1 calc R . H25C H 0.4081(4) 0.2027(3) 0.6438(2) 0.105 Uiso 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 Al 0.0526(7) 0.0460(6) 0.0574(6) 0.0094(6) 0.0014(6) -0.0061(6) N 0.044(2) 0.045(2) 0.050(2) 0.0036(14) 0.0045(15) 0.002(2) O 0.050(2) 0.062(2) 0.086(2) 0.031(2) -0.007(2) -0.0047(14) C1 0.110(5) 0.059(3) 0.104(5) -0.003(3) -0.019(4) -0.008(3) C2 0.108(5) 0.087(4) 0.077(3) 0.021(3) 0.021(3) -0.004(4) C3 0.047(2) 0.042(2) 0.045(2) 0.002(2) 0.000(2) 0.000(2) C4 0.041(2) 0.043(2) 0.046(2) -0.002(2) 0.001(2) 0.004(2) C5 0.049(2) 0.036(2) 0.058(2) 0.003(2) 0.001(2) 0.003(2) C6 0.046(2) 0.041(2) 0.058(2) -0.005(2) 0.001(2) 0.002(2) C7 0.042(2) 0.050(2) 0.061(2) -0.005(2) -0.004(2) -0.002(2) C8 0.049(2) 0.045(2) 0.045(2) -0.004(2) 0.000(2) 0.006(2) C9 0.051(2) 0.041(2) 0.050(2) 0.001(2) 0.000(2) 0.001(2) C10 0.043(2) 0.053(2) 0.062(3) 0.013(2) -0.001(2) -0.003(2) C11 0.053(3) 0.065(3) 0.085(3) 0.012(3) 0.012(3) 0.006(2) C12 0.050(3) 0.100(5) 0.139(6) 0.024(4) 0.017(4) 0.015(3) C13 0.044(3) 0.109(5) 0.149(7) 0.038(5) -0.018(4) -0.001(3) C14 0.073(4) 0.086(4) 0.101(4) 0.021(3) -0.036(4) -0.012(3) C15 0.057(3) 0.060(3) 0.071(3) 0.012(2) -0.012(2) -0.005(2) C16 0.092(4) 0.091(4) 0.095(4) -0.014(4) 0.021(4) 0.013(4) C17 0.103(5) 0.088(4) 0.065(3) -0.003(3) -0.016(3) 0.001(3) C18 0.050(3) 0.051(2) 0.092(4) 0.007(2) 0.002(3) -0.004(2) C19 0.114(5) 0.114(5) 0.125(6) 0.064(5) -0.023(5) -0.057(4) C20 0.162(8) 0.065(4) 0.152(7) -0.014(4) 0.006(6) -0.046(5) C21 0.065(4) 0.096(5) 0.237(10) 0.061(6) 0.045(5) 0.001(3) C22 0.051(2) 0.054(2) 0.057(3) 0.001(2) -0.007(2) 0.009(2) C23 0.062(3) 0.071(3) 0.115(5) 0.008(3) -0.021(3) 0.015(2) C24 0.118(5) 0.115(5) 0.054(3) 0.009(3) -0.009(3) 0.047(4) C25 0.083(3) 0.046(2) 0.082(3) 0.005(2) -0.010(3) 0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al O 1.755(3) . ? Al C1 1.950(5) . ? Al C2 1.960(5) . ? Al N 1.972(3) . ? N C9 1.285(5) . ? N C10 1.457(5) . ? O C3 1.319(5) . ? C3 C4 1.411(5) . ? C3 C8 1.423(6) . ? C4 C5 1.399(6) . ? C4 C9 1.433(6) . ? C5 C6 1.376(6) . ? C6 C7 1.398(6) . ? C6 C18 1.532(6) . ? C7 C8 1.392(6) . ? C8 C22 1.528(6) . ? C10 C11 1.391(7) . ? C10 C15 1.398(7) . ? C11 C12 1.400(8) . ? C11 C16 1.507(8) . ? C12 C13 1.364(10) . ? C13 C14 1.363(9) . ? C14 C15 1.375(7) . ? C15 C17 1.496(7) . ? C18 C19 1.516(8) . ? C18 C20 1.525(8) . ? C18 C21 1.528(8) . ? C22 C24 1.534(7) . ? C22 C23 1.539(7) . ? C22 C25 1.543(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O Al C1 111.8(2) . . ? O Al C2 111.8(2) . . ? C1 Al C2 114.5(3) . . ? O Al N 93.92(15) . . ? C1 Al N 111.8(2) . . ? C2 Al N 111.2(2) . . ? C9 N C10 117.4(3) . . ? C9 N Al 121.9(3) . . ? C10 N Al 120.7(3) . . ? C3 O Al 133.5(3) . . ? O C3 C4 120.7(4) . . ? O C3 C8 120.2(4) . . ? C4 C3 C8 119.2(4) . . ? C5 C4 C3 120.4(3) . . ? C5 C4 C9 117.4(4) . . ? C3 C4 C9 122.2(4) . . ? C6 C5 C4 122.1(4) . . ? C5 C6 C7 116.2(4) . . ? C5 C6 C18 121.1(4) . . ? C7 C6 C18 122.6(4) . . ? C8 C7 C6 125.3(4) . . ? C7 C8 C3 116.8(4) . . ? C7 C8 C22 122.6(4) . . ? C3 C8 C22 120.6(4) . . ? N C9 C4 127.7(4) . . ? C11 C10 C15 122.3(4) . . ? C11 C10 N 119.7(4) . . ? C15 C10 N 118.0(4) . . ? C10 C11 C12 117.1(6) . . ? C10 C11 C16 122.9(5) . . ? C12 C11 C16 119.9(6) . . ? C13 C12 C11 120.8(6) . . ? C14 C13 C12 120.8(5) . . ? C13 C14 C15 121.4(6) . . ? C14 C15 C10 117.6(5) . . ? C14 C15 C17 120.0(5) . . ? C10 C15 C17 122.3(4) . . ? C19 C18 C20 107.7(5) . . ? C19 C18 C21 107.9(6) . . ? C20 C18 C21 109.6(6) . . ? C19 C18 C6 111.4(4) . . ? C20 C18 C6 108.3(4) . . ? C21 C18 C6 111.8(4) . . ? C8 C22 C24 109.7(4) . . ? C8 C22 C23 111.9(4) . . ? C24 C22 C23 108.3(4) . . ? C8 C22 C25 110.4(3) . . ? C24 C22 C25 110.1(4) . . ? C23 C22 C25 106.4(4) . . ? _refine_diff_density_max 0.179 _refine_diff_density_min -0.153 _refine_diff_density_rms 0.045 data_VG9721 _database_code_CSD 157074 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C29 H44 N O Al' _chemical_formula_weight 449.63 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Al' 'Al' 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.316(2) _cell_length_b 10.2771(4) _cell_length_c 29.6170(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2835.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 22 _cell_measurement_theta_min 10.86 _cell_measurement_theta_max 24.73 _exptl_crystal_description Plates _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.053 _exptl_crystal_density_method ? _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 7.20 _diffrn_reflns_number 2616 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 62.97 _reflns_number_total 2616 _reflns_number_observed 2257 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+0.3976P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0023(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.22(8) _refine_ls_number_reflns 2615 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_obs 0.0523 _refine_ls_wR_factor_all 0.1392 _refine_ls_wR_factor_obs 0.1288 _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.065 _refine_ls_restrained_S_all 1.060 _refine_ls_restrained_S_obs 1.065 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Al Al 0.61214(12) 0.56823(12) 0.35994(3) 0.0325(3) Uani 1 d . . O O 0.6675(3) 0.5501(3) 0.41686(8) 0.0379(6) Uani 1 d . . N N 0.4301(3) 0.4742(3) 0.36948(9) 0.0323(7) Uani 1 d . . C1 C 0.7313(5) 0.4731(5) 0.31657(13) 0.0478(10) Uani 1 d . . H1A H 0.7407(5) 0.3833(5) 0.32621(13) 0.072 Uiso 1 calc R . H1B H 0.8256(5) 0.5129(5) 0.31503(13) 0.072 Uiso 1 calc R . H1C H 0.6866(5) 0.4759(5) 0.28701(13) 0.072 Uiso 1 calc R . C2 C 0.5817(5) 0.7513(5) 0.34583(14) 0.0466(10) Uani 1 d . . H2A H 0.5219(5) 0.7905(5) 0.36894(14) 0.070 Uiso 1 calc R . H2B H 0.5345(5) 0.7588(5) 0.31675(14) 0.070 Uiso 1 calc R . H2C H 0.6734(5) 0.7957(5) 0.34477(14) 0.070 Uiso 1 calc R . C3 C 0.5977(4) 0.5154(3) 0.45375(11) 0.0281(7) Uani 1 d . . C4 C 0.4617(4) 0.4549(3) 0.45142(11) 0.0288(7) Uani 1 d . . C5 C 0.3921(4) 0.4100(3) 0.49035(11) 0.0315(7) Uani 1 d . . H5A H 0.3020(4) 0.3696(3) 0.48759(11) 0.038 Uiso 1 calc R . C6 C 0.4522(4) 0.4235(4) 0.53247(11) 0.0320(7) Uani 1 d . . C7 C 0.5859(5) 0.4881(3) 0.53425(11) 0.0324(8) Uani 1 d . . H7A H 0.6275(5) 0.4998(3) 0.56287(11) 0.039 Uiso 1 calc R . C8 C 0.6607(4) 0.5355(3) 0.49745(11) 0.0281(7) Uani 1 d . . C9 C 0.3879(4) 0.4360(4) 0.40914(11) 0.0324(7) Uani 1 d . . H9A H 0.2999(4) 0.3912(4) 0.41039(11) 0.039 Uiso 1 calc R . C10 C 0.3370(4) 0.4442(5) 0.33124(11) 0.0350(8) Uani 1 d . . C11 C 0.2348(5) 0.5371(5) 0.31808(13) 0.0410(9) Uani 1 d . . C12 C 0.1515(5) 0.5106(6) 0.28031(15) 0.0550(12) Uani 1 d . . H12A H 0.0835(5) 0.5718(6) 0.27029(15) 0.066 Uiso 1 calc R . C13 C 0.1684(6) 0.3938(7) 0.2573(2) 0.066(2) Uani 1 d . . H13A H 0.1108(6) 0.3762(7) 0.2320(2) 0.079 Uiso 1 calc R . C14 C 0.2683(6) 0.3034(6) 0.2710(2) 0.0564(13) Uani 1 d . . H14A H 0.2777(6) 0.2250(6) 0.2549(2) 0.068 Uiso 1 calc R . C15 C 0.3566(5) 0.3266(5) 0.30856(13) 0.0408(10) Uani 1 d . . C16 C 0.2076(5) 0.6611(5) 0.3446(2) 0.0473(10) Uani 1 d . . H16A H 0.2941(5) 0.6774(5) 0.3631(2) 0.057 Uiso 1 calc R . C17 C 0.0823(7) 0.6389(8) 0.3772(2) 0.080(2) Uani 1 d . . H17A H 0.1006(7) 0.5618(8) 0.3952(2) 0.121 Uiso 1 calc R . H17B H -0.0057(7) 0.6273(8) 0.3602(2) 0.121 Uiso 1 calc R . H17C H 0.0726(7) 0.7137(8) 0.3970(2) 0.121 Uiso 1 calc R . C18 C 0.1838(9) 0.7810(7) 0.3157(2) 0.081(2) Uani 1 d . . H18A H 0.1673(9) 0.8557(7) 0.3350(2) 0.122 Uiso 1 calc R . H18B H 0.1009(9) 0.7676(7) 0.2964(2) 0.122 Uiso 1 calc R . H18C H 0.2679(9) 0.7963(7) 0.2971(2) 0.122 Uiso 1 calc R . C19 C 0.4635(6) 0.2238(5) 0.32434(14) 0.0455(10) Uani 1 d . . H19A H 0.5373(6) 0.2689(5) 0.34259(14) 0.055 Uiso 1 calc R . C20 C 0.5408(7) 0.1558(6) 0.2858(2) 0.0665(15) Uani 1 d . . H20A H 0.5858(7) 0.2202(6) 0.2665(2) 0.100 Uiso 1 calc R . H20B H 0.4722(7) 0.1056(6) 0.2683(2) 0.100 Uiso 1 calc R . H20C H 0.6135(7) 0.0981(6) 0.2980(2) 0.100 Uiso 1 calc R . C21 C 0.3927(8) 0.1237(6) 0.3546(2) 0.075(2) Uani 1 d . . H21A H 0.3436(8) 0.1675(6) 0.3792(2) 0.113 Uiso 1 calc R . H21B H 0.4653(8) 0.0659(6) 0.3669(2) 0.113 Uiso 1 calc R . H21C H 0.3240(8) 0.0735(6) 0.3373(2) 0.113 Uiso 1 calc R . C22 C 0.3837(5) 0.3745(4) 0.57637(12) 0.0397(9) Uani 1 d . . C23 C 0.2406(5) 0.3049(5) 0.56719(15) 0.0494(11) Uani 1 d . . H23A H 0.2567(5) 0.2324(5) 0.54684(15) 0.074 Uiso 1 calc R . H23B H 0.1736(5) 0.3655(5) 0.55353(15) 0.074 Uiso 1 calc R . H23C H 0.2012(5) 0.2730(5) 0.59540(15) 0.074 Uiso 1 calc R . C24 C 0.4861(6) 0.2761(5) 0.5991(2) 0.0553(13) Uani 1 d . . H24A H 0.5029(6) 0.2036(5) 0.5788(2) 0.083 Uiso 1 calc R . H24B H 0.4431(6) 0.2445(5) 0.6268(2) 0.083 Uiso 1 calc R . H24C H 0.5766(6) 0.3185(5) 0.6059(2) 0.083 Uiso 1 calc R . C25 C 0.3576(8) 0.4882(5) 0.6083(2) 0.069(2) Uani 1 d . . H25A H 0.3143(8) 0.4565(5) 0.6360(2) 0.104 Uiso 1 calc R . H25B H 0.2937(8) 0.5504(5) 0.5941(2) 0.104 Uiso 1 calc R . H25C H 0.4483(8) 0.5302(5) 0.6152(2) 0.104 Uiso 1 calc R . C26 C 0.8054(5) 0.6044(4) 0.50208(12) 0.0347(8) Uani 1 d . . C27 C 0.9237(5) 0.5192(5) 0.4806(2) 0.0475(10) Uani 1 d . . H27A H 1.0157(5) 0.5626(5) 0.4835(2) 0.071 Uiso 1 calc R . H27B H 0.9022(5) 0.5056(5) 0.4489(2) 0.071 Uiso 1 calc R . H27C H 0.9274(5) 0.4358(5) 0.4959(2) 0.071 Uiso 1 calc R . C28 C 0.8468(6) 0.6266(6) 0.55176(14) 0.0565(13) Uani 1 d . . H28A H 0.9389(6) 0.6704(6) 0.55321(14) 0.085 Uiso 1 calc R . H28B H 0.8532(6) 0.5435(6) 0.56713(14) 0.085 Uiso 1 calc R . H28C H 0.7744(6) 0.6800(6) 0.56627(14) 0.085 Uiso 1 calc R . C29 C 0.8022(6) 0.7384(4) 0.4795(2) 0.0505(11) Uani 1 d . . H29A H 0.8950(6) 0.7799(4) 0.4829(2) 0.076 Uiso 1 calc R . H29B H 0.7290(6) 0.7917(4) 0.4936(2) 0.076 Uiso 1 calc R . H29C H 0.7805(6) 0.7284(4) 0.4477(2) 0.076 Uiso 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 Al 0.0363(5) 0.0422(6) 0.0190(4) 0.0015(4) 0.0004(4) -0.0063(5) O 0.0374(13) 0.056(2) 0.0203(11) 0.0048(12) -0.0022(10) -0.0153(13) N 0.037(2) 0.038(2) 0.0212(13) -0.0007(12) 0.0000(12) -0.0035(13) C1 0.049(2) 0.062(3) 0.033(2) 0.002(2) 0.007(2) 0.002(2) C2 0.058(3) 0.045(2) 0.036(2) 0.003(2) 0.003(2) -0.007(2) C3 0.035(2) 0.030(2) 0.0196(14) -0.0006(12) 0.0005(14) -0.0034(15) C4 0.033(2) 0.030(2) 0.0232(15) -0.0025(13) 0.0015(14) -0.0045(14) C5 0.035(2) 0.033(2) 0.027(2) -0.0010(13) 0.004(2) -0.002(2) C6 0.043(2) 0.030(2) 0.023(2) -0.0007(14) 0.0037(14) -0.003(2) C7 0.048(2) 0.029(2) 0.0207(14) -0.0005(13) -0.0020(14) -0.001(2) C8 0.037(2) 0.027(2) 0.0201(14) -0.0006(13) -0.0012(13) -0.0009(15) C9 0.035(2) 0.037(2) 0.0250(15) -0.0023(14) -0.0006(15) -0.007(2) C10 0.034(2) 0.050(2) 0.0214(15) -0.003(2) -0.0009(14) -0.004(2) C11 0.035(2) 0.057(3) 0.031(2) 0.001(2) -0.004(2) -0.002(2) C12 0.049(2) 0.078(3) 0.038(2) -0.003(2) -0.012(2) 0.005(2) C13 0.054(3) 0.101(5) 0.043(2) -0.018(3) -0.019(2) -0.005(3) C14 0.062(3) 0.066(3) 0.041(2) -0.019(2) -0.012(2) -0.009(3) C15 0.041(2) 0.053(2) 0.028(2) -0.008(2) -0.002(2) -0.009(2) C16 0.045(2) 0.054(3) 0.043(2) -0.001(2) -0.001(2) 0.008(2) C17 0.066(4) 0.095(5) 0.080(4) -0.032(4) 0.030(3) -0.010(4) C18 0.104(5) 0.068(4) 0.072(4) 0.006(3) 0.000(4) 0.035(4) C19 0.055(3) 0.043(2) 0.037(2) -0.005(2) 0.005(2) 0.000(2) C20 0.081(4) 0.069(3) 0.050(3) -0.018(3) 0.008(3) 0.015(3) C21 0.089(4) 0.054(3) 0.084(4) 0.012(3) 0.029(4) -0.002(3) C22 0.053(2) 0.039(2) 0.027(2) 0.0037(15) 0.007(2) -0.006(2) C23 0.051(3) 0.057(3) 0.040(2) 0.009(2) 0.010(2) -0.010(2) C24 0.071(3) 0.054(3) 0.041(2) 0.021(2) -0.009(2) -0.011(3) C25 0.113(5) 0.057(3) 0.038(2) -0.007(2) 0.038(3) -0.015(3) C26 0.043(2) 0.037(2) 0.024(2) -0.0009(15) -0.0041(15) -0.009(2) C27 0.039(2) 0.050(2) 0.054(2) -0.006(2) -0.004(2) 0.000(2) C28 0.062(3) 0.079(3) 0.029(2) -0.004(2) -0.012(2) -0.030(3) C29 0.059(3) 0.039(2) 0.054(2) 0.006(2) -0.008(2) -0.013(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al O 1.773(3) . ? Al C2 1.948(5) . ? Al C1 1.959(5) . ? Al N 1.972(3) . ? O C3 1.321(4) . ? N C9 1.300(5) . ? N C10 1.460(5) . ? C3 C4 1.413(5) . ? C3 C8 1.436(4) . ? C4 C5 1.401(5) . ? C4 C9 1.442(5) . ? C5 C6 1.374(5) . ? C6 C7 1.412(6) . ? C6 C22 1.533(5) . ? C7 C8 1.382(5) . ? C8 C26 1.529(5) . ? C10 C15 1.395(6) . ? C10 C11 1.404(6) . ? C11 C12 1.389(6) . ? C11 C16 1.517(6) . ? C12 C13 1.390(8) . ? C13 C14 1.376(9) . ? C14 C15 1.404(6) . ? C15 C19 1.525(7) . ? C16 C18 1.517(7) . ? C16 C17 1.534(7) . ? C19 C21 1.516(7) . ? C19 C20 1.520(6) . ? C22 C25 1.523(6) . ? C22 C23 1.537(7) . ? C22 C24 1.544(7) . ? C26 C29 1.531(6) . ? C26 C28 1.538(5) . ? C26 C27 1.545(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O Al C2 110.4(2) . . ? O Al C1 114.0(2) . . ? C2 Al C1 115.1(2) . . ? O Al N 93.58(13) . . ? C2 Al N 112.2(2) . . ? C1 Al N 109.7(2) . . ? C3 O Al 132.2(2) . . ? C9 N C10 117.2(3) . . ? C9 N Al 122.6(3) . . ? C10 N Al 120.3(2) . . ? O C3 C4 121.3(3) . . ? O C3 C8 120.4(3) . . ? C4 C3 C8 118.3(3) . . ? C5 C4 C3 121.3(3) . . ? C5 C4 C9 116.7(3) . . ? C3 C4 C9 122.0(3) . . ? C6 C5 C4 121.6(3) . . ? C5 C6 C7 116.2(3) . . ? C5 C6 C22 124.5(4) . . ? C7 C6 C22 119.3(3) . . ? C8 C7 C6 125.5(3) . . ? C7 C8 C3 117.0(3) . . ? C7 C8 C26 122.5(3) . . ? C3 C8 C26 120.5(3) . . ? N C9 C4 126.8(4) . . ? C15 C10 C11 123.0(4) . . ? C15 C10 N 118.6(4) . . ? C11 C10 N 118.3(4) . . ? C12 C11 C10 118.0(4) . . ? C12 C11 C16 119.2(4) . . ? C10 C11 C16 122.7(4) . . ? C11 C12 C13 120.1(5) . . ? C14 C13 C12 121.0(4) . . ? C13 C14 C15 121.0(5) . . ? C10 C15 C14 116.9(4) . . ? C10 C15 C19 122.5(4) . . ? C14 C15 C19 120.5(4) . . ? C18 C16 C11 114.5(4) . . ? C18 C16 C17 111.4(5) . . ? C11 C16 C17 109.2(5) . . ? C21 C19 C20 109.8(5) . . ? C21 C19 C15 111.6(5) . . ? C20 C19 C15 113.4(4) . . ? C25 C22 C6 110.0(3) . . ? C25 C22 C23 109.2(4) . . ? C6 C22 C23 111.3(3) . . ? C25 C22 C24 109.3(4) . . ? C6 C22 C24 109.1(4) . . ? C23 C22 C24 107.9(4) . . ? C8 C26 C29 111.1(3) . . ? C8 C26 C28 112.1(3) . . ? C29 C26 C28 106.8(4) . . ? C8 C26 C27 109.3(3) . . ? C29 C26 C27 110.1(4) . . ? C28 C26 C27 107.4(4) . . ? _refine_diff_density_max 0.212 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.048