# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2001 data_global _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name 'Gabbai, François' 'Gardinier, James R.' _publ_contact_author_name 'Dr François Gabbaï' _publ_contact_author_address ; Chemistry Texas A&M TANU 3255 College Station TX 77843-3255 UNITED STATES OF AMERICA ; _publ_contact_author_email 'FRANCOIS@TAMU.EDU' _publ_section_title ; Reaction of N,N'-bis(mesityl)ethylenediamine with triethylaluminum. Formation of ten-membered aluminum amide heterocycles ; data_compound 2 _database_code_CSD 167783 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; 1,6-bis(pyridine)-1,6-diethyl-2,5,7,10-tetramesityl -1,6-diala-2,5,7,10-tetraaza-cylodecane ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H72 Al2 N6' _chemical_formula_weight 859.14 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)/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 8.9097(6) _cell_length_b 16.3759(11) _cell_length_c 16.7141(11) _cell_angle_alpha 90.00 _cell_angle_beta 94.0710(10) _cell_angle_gamma 90.00 _cell_volume 2432.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.69 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.173 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15955 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4275 _reflns_number_gt 3854 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.1405P)^2^+0.8217P] 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 4275 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.2016 _refine_ls_wR_factor_gt 0.1948 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.137 _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 0.59519(6) 0.12711(4) 0.10884(3) 0.0253(2) Uani 1 1 d . . . N1 N 0.56332(19) 0.02553(11) 0.15297(10) 0.0283(4) Uani 1 1 d . . . N2 N 0.58319(19) 0.13409(10) -0.00102(10) 0.0277(4) Uani 1 1 d . . . N3 N 0.41115(19) 0.18823(10) 0.14090(10) 0.0280(4) Uani 1 1 d . . . C1 C 0.7576(2) 0.19430(13) 0.16158(13) 0.0304(5) Uani 1 1 d . . . H1A H 0.7583 0.1855 0.2190 0.037 Uiso 1 1 calc R . . H1B H 0.8529 0.1745 0.1445 0.037 Uiso 1 1 calc R . . C2 C 0.7495(3) 0.28753(14) 0.14590(16) 0.0402(5) Uani 1 1 d . . . H2A H 0.8334 0.3139 0.1744 0.060 Uiso 1 1 calc R . . H2B H 0.6574 0.3087 0.1641 0.060 Uiso 1 1 calc R . . H2C H 0.7525 0.2977 0.0895 0.060 Uiso 1 1 calc R . . C3 C 0.6156(2) 0.00283(12) 0.23252(12) 0.0284(5) Uani 1 1 d . . . C4 C 0.5172(2) -0.00239(12) 0.29522(13) 0.0306(5) Uani 1 1 d . . . C5 C 0.5739(3) -0.02431(14) 0.37235(13) 0.0344(5) Uani 1 1 d . . . H5A H 0.5077 -0.0289 0.4127 0.041 Uiso 1 1 calc R . . C6 C 0.7255(3) -0.03947(13) 0.39079(13) 0.0345(5) Uani 1 1 d . . . C7 C 0.8205(2) -0.03526(13) 0.32868(13) 0.0322(5) Uani 1 1 d . . . H7A H 0.9223 -0.0461 0.3397 0.039 Uiso 1 1 calc R . . C8 C 0.7693(2) -0.01548(12) 0.25058(12) 0.0295(5) Uani 1 1 d . . . C9 C 0.3509(2) 0.01697(15) 0.28183(13) 0.0359(5) Uani 1 1 d . . . H9A H 0.3035 0.0100 0.3312 0.054 Uiso 1 1 calc R . . H9B H 0.3054 -0.0192 0.2420 0.054 Uiso 1 1 calc R . . H9C H 0.3385 0.0724 0.2639 0.054 Uiso 1 1 calc R . . C10 C 0.7875(3) -0.05790(17) 0.47545(14) 0.0459(6) Uani 1 1 d . . . H10A H 0.8941 -0.0664 0.4760 0.069 Uiso 1 1 calc R . . H10B H 0.7403 -0.1062 0.4944 0.069 Uiso 1 1 calc R . . H10C H 0.7674 -0.0128 0.5097 0.069 Uiso 1 1 calc R . . C11 C 0.8794(2) -0.01663(14) 0.18640(13) 0.0348(5) Uani 1 1 d . . . H11A H 0.9778 -0.0301 0.2099 0.052 Uiso 1 1 calc R . . H11B H 0.8822 0.0362 0.1617 0.052 Uiso 1 1 calc R . . H11C H 0.8487 -0.0567 0.1467 0.052 Uiso 1 1 calc R . . C12 C 0.4765(2) 0.09084(13) -0.05723(12) 0.0298(5) Uani 1 1 d . . . H12A H 0.4198 0.1310 -0.0896 0.036 Uiso 1 1 calc R . . H12B H 0.4058 0.0612 -0.0265 0.036 Uiso 1 1 calc R . . C13 C 0.4517(2) -0.03053(13) 0.11358(12) 0.0302(5) Uani 1 1 d . . . H13A H 0.3753 0.0011 0.0831 0.036 Uiso 1 1 calc R . . H13B H 0.4027 -0.0608 0.1542 0.036 Uiso 1 1 calc R . . C14 C 0.6876(2) 0.18572(12) -0.03963(11) 0.0264(4) Uani 1 1 d . . . C15 C 0.8368(2) 0.16102(12) -0.04701(12) 0.0276(4) Uani 1 1 d . . . C16 C 0.9377(2) 0.21326(13) -0.08158(12) 0.0296(5) Uani 1 1 d . . . H16A H 1.0364 0.1960 -0.0855 0.035 Uiso 1 1 calc R . . C17 C 0.8959(2) 0.29019(13) -0.11033(11) 0.0294(5) Uani 1 1 d . . . C18 C 0.7475(2) 0.31408(12) -0.10326(12) 0.0300(5) Uani 1 1 d . . . H18A H 0.7164 0.3650 -0.1227 0.036 Uiso 1 1 calc R . . C19 C 0.6435(2) 0.26409(12) -0.06794(12) 0.0289(5) Uani 1 1 d . . . C20 C 0.8954(2) 0.07892(13) -0.01842(13) 0.0337(5) Uani 1 1 d . . . H20A H 0.9994 0.0740 -0.0291 0.050 Uiso 1 1 calc R . . H20B H 0.8384 0.0365 -0.0461 0.050 Uiso 1 1 calc R . . H20C H 0.8856 0.0740 0.0382 0.050 Uiso 1 1 calc R . . C21 C 1.0084(2) 0.34560(14) -0.14610(13) 0.0345(5) Uani 1 1 d . . . H21A H 1.1040 0.3185 -0.1456 0.052 Uiso 1 1 calc R . . H21B H 1.0187 0.3949 -0.1151 0.052 Uiso 1 1 calc R . . H21C H 0.9741 0.3587 -0.2003 0.052 Uiso 1 1 calc R . . C22 C 0.4901(2) 0.29797(14) -0.05482(14) 0.0345(5) Uani 1 1 d . . . H22A H 0.4804 0.3514 -0.0782 0.052 Uiso 1 1 calc R . . H22B H 0.4778 0.3015 0.0017 0.052 Uiso 1 1 calc R . . H22C H 0.4143 0.2627 -0.0795 0.052 Uiso 1 1 calc R . . C23 C 0.2832(2) 0.19345(13) 0.09330(13) 0.0311(5) Uani 1 1 d . . . H23A H 0.2801 0.1700 0.0425 0.037 Uiso 1 1 calc R . . C24 C 0.1559(2) 0.23245(14) 0.11716(14) 0.0350(5) Uani 1 1 d . . . H24A H 0.0687 0.2345 0.0832 0.042 Uiso 1 1 calc R . . C25 C 0.1604(2) 0.26809(14) 0.19180(14) 0.0373(5) Uani 1 1 d . . . H25A H 0.0761 0.2943 0.2093 0.045 Uiso 1 1 calc R . . C26 C 0.2924(3) 0.26427(14) 0.24036(14) 0.0378(5) Uani 1 1 d . . . H26A H 0.2988 0.2891 0.2905 0.045 Uiso 1 1 calc R . . C27 C 0.4142(2) 0.22340(14) 0.21379(13) 0.0333(5) Uani 1 1 d . . . H27A H 0.5017 0.2199 0.2474 0.040 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 0.0267(4) 0.0269(4) 0.0225(4) -0.0011(2) 0.0022(3) 0.0006(2) N1 0.0317(9) 0.0296(9) 0.0234(9) -0.0016(7) 0.0000(7) -0.0019(7) N2 0.0310(9) 0.0291(9) 0.0231(9) -0.0008(6) 0.0024(7) 0.0001(6) N3 0.0297(9) 0.0286(9) 0.0259(9) 0.0000(7) 0.0034(7) 0.0003(6) C1 0.0282(10) 0.0334(11) 0.0297(11) -0.0010(8) 0.0015(8) 0.0011(8) C2 0.0377(12) 0.0330(12) 0.0491(14) -0.0038(10) -0.0026(10) -0.0035(9) C3 0.0359(11) 0.0226(10) 0.0269(10) -0.0011(8) 0.0039(8) -0.0021(8) C4 0.0375(11) 0.0251(10) 0.0296(11) -0.0030(8) 0.0047(8) -0.0060(8) C5 0.0447(12) 0.0308(11) 0.0284(11) -0.0022(8) 0.0089(9) -0.0097(9) C6 0.0461(12) 0.0301(11) 0.0271(11) 0.0022(8) 0.0016(9) -0.0069(9) C7 0.0373(11) 0.0267(11) 0.0322(11) 0.0013(8) -0.0003(9) -0.0012(8) C8 0.0358(11) 0.0240(10) 0.0288(10) -0.0003(8) 0.0039(8) -0.0008(8) C9 0.0370(11) 0.0390(12) 0.0326(11) -0.0047(9) 0.0090(9) -0.0014(9) C10 0.0515(14) 0.0546(15) 0.0309(12) 0.0091(10) -0.0021(10) -0.0106(11) C11 0.0354(11) 0.0379(12) 0.0314(11) 0.0035(9) 0.0049(9) 0.0071(9) C12 0.0312(10) 0.0302(11) 0.0277(10) -0.0020(8) -0.0002(8) 0.0020(8) C13 0.0328(10) 0.0305(11) 0.0270(10) -0.0021(8) 0.0014(8) -0.0015(8) C14 0.0323(10) 0.0263(10) 0.0206(9) -0.0014(7) 0.0015(8) 0.0011(8) C15 0.0337(10) 0.0264(10) 0.0226(9) 0.0003(8) 0.0009(8) 0.0049(8) C16 0.0295(10) 0.0328(11) 0.0263(10) -0.0012(8) 0.0012(8) 0.0048(8) C17 0.0350(11) 0.0303(11) 0.0228(10) -0.0002(8) 0.0010(8) 0.0002(8) C18 0.0377(11) 0.0257(10) 0.0266(10) 0.0018(8) 0.0020(8) 0.0045(8) C19 0.0329(11) 0.0290(11) 0.0245(10) -0.0002(8) 0.0008(8) 0.0049(8) C20 0.0350(11) 0.0285(11) 0.0378(12) 0.0040(9) 0.0049(9) 0.0065(8) C21 0.0347(11) 0.0371(12) 0.0315(11) 0.0023(9) 0.0019(9) -0.0020(9) C22 0.0364(11) 0.0313(11) 0.0362(12) 0.0044(9) 0.0044(9) 0.0082(8) C23 0.0290(10) 0.0349(11) 0.0292(11) 0.0003(8) 0.0015(8) -0.0026(8) C24 0.0271(10) 0.0411(13) 0.0369(12) 0.0029(9) 0.0030(9) 0.0001(8) C25 0.0331(11) 0.0344(12) 0.0453(13) -0.0007(10) 0.0102(9) 0.0043(9) C26 0.0397(12) 0.0408(13) 0.0334(12) -0.0078(9) 0.0058(9) 0.0030(9) C27 0.0330(11) 0.0384(12) 0.0286(11) -0.0036(9) 0.0016(8) 0.0005(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N2 1.8352(18) . ? Al1 N1 1.8499(18) . ? Al1 C1 1.975(2) . ? Al1 N3 2.0255(18) . ? N1 C3 1.427(3) . ? N1 C13 1.474(3) . ? N2 C14 1.443(3) . ? N2 C12 1.470(3) . ? N3 C23 1.346(3) . ? N3 C27 1.346(3) . ? C1 C2 1.550(3) . ? C3 C8 1.414(3) . ? C3 C4 1.416(3) . ? C4 C5 1.398(3) . ? C4 C9 1.516(3) . ? C5 C6 1.386(3) . ? C6 C7 1.387(3) . ? C6 C10 1.513(3) . ? C7 C8 1.390(3) . ? C8 C11 1.504(3) . ? C12 C13 1.535(3) 3_655 ? C13 C12 1.535(3) 3_655 ? C14 C15 1.404(3) . ? C14 C19 1.414(3) . ? C15 C16 1.396(3) . ? C15 C20 1.508(3) . ? C16 C17 1.390(3) . ? C17 C18 1.392(3) . ? C17 C21 1.507(3) . ? C18 C19 1.398(3) . ? C19 C22 1.506(3) . ? C23 C24 1.385(3) . ? C24 C25 1.375(3) . ? C25 C26 1.383(3) . ? C26 C27 1.375(3) . ? 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 N2 Al1 N1 117.08(8) . . ? N2 Al1 C1 113.62(9) . . ? N1 Al1 C1 116.83(8) . . ? N2 Al1 N3 104.08(8) . . ? N1 Al1 N3 100.88(8) . . ? C1 Al1 N3 100.83(8) . . ? C3 N1 C13 114.79(16) . . ? C3 N1 Al1 123.83(13) . . ? C13 N1 Al1 119.98(13) . . ? C14 N2 C12 113.86(16) . . ? C14 N2 Al1 119.37(13) . . ? C12 N2 Al1 126.77(14) . . ? C23 N3 C27 118.01(18) . . ? C23 N3 Al1 122.86(14) . . ? C27 N3 Al1 119.10(14) . . ? C2 C1 Al1 116.69(15) . . ? C8 C3 C4 118.09(19) . . ? C8 C3 N1 120.09(18) . . ? C4 C3 N1 121.82(18) . . ? C5 C4 C3 119.7(2) . . ? C5 C4 C9 118.40(19) . . ? C3 C4 C9 121.88(19) . . ? C6 C5 C4 122.3(2) . . ? C7 C6 C5 117.5(2) . . ? C7 C6 C10 120.6(2) . . ? C5 C6 C10 121.9(2) . . ? C6 C7 C8 122.5(2) . . ? C7 C8 C3 119.85(19) . . ? C7 C8 C11 118.69(19) . . ? C3 C8 C11 121.43(18) . . ? N2 C12 C13 115.05(16) . 3_655 ? N1 C13 C12 112.16(17) . 3_655 ? C15 C14 C19 118.32(18) . . ? C15 C14 N2 121.02(17) . . ? C19 C14 N2 120.61(18) . . ? C16 C15 C14 120.13(18) . . ? C16 C15 C20 117.34(18) . . ? C14 C15 C20 122.53(18) . . ? C17 C16 C15 122.26(19) . . ? C16 C17 C18 117.30(19) . . ? C16 C17 C21 120.88(19) . . ? C18 C17 C21 121.81(19) . . ? C17 C18 C19 122.22(19) . . ? C18 C19 C14 119.76(18) . . ? C18 C19 C22 118.77(18) . . ? C14 C19 C22 121.28(18) . . ? N3 C23 C24 122.4(2) . . ? C25 C24 C23 119.1(2) . . ? C24 C25 C26 118.8(2) . . ? C27 C26 C25 119.4(2) . . ? N3 C27 C26 122.3(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.612 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.074 data_compound 3 _database_code_CSD 167784 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; 1,6-bis(tetrahydrofuran)-1,6-diethyl-2,5,7,10- tetramesityl-1,6-diala-2,5,7,10-tetraaza-cylodecane ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H78 Al2 N4 O2' _chemical_formula_weight 845.14 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 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 8.5899(5) _cell_length_b 17.0806(9) _cell_length_c 16.3606(9) _cell_angle_alpha 90.00 _cell_angle_beta 95.1310(10) _cell_angle_gamma 90.00 _cell_volume 2390.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.174 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16327 _diffrn_reflns_av_R_equivalents 0.0827 _diffrn_reflns_av_sigmaI/netI 0.0764 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4211 _reflns_number_gt 2453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.1626P)^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 4211 _refine_ls_number_parameters 287 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1330 _refine_ls_R_factor_gt 0.0894 _refine_ls_wR_factor_ref 0.2583 _refine_ls_wR_factor_gt 0.2180 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.40434(14) 0.12603(6) 0.89186(7) 0.0301(4) Uani 1 1 d . . . O1 O 0.5830(3) 0.18325(15) 0.85721(16) 0.0370(7) Uani 1 1 d . . . N1 N 0.4304(4) 0.02642(17) 0.85171(19) 0.0298(8) Uani 1 1 d . . . N2 N 0.4271(4) 0.13933(17) 1.00339(18) 0.0291(8) Uani 1 1 d . . . C1 C 0.2328(5) 0.1879(2) 0.8356(2) 0.0344(10) Uani 1 1 d . . . H1A H 0.2295 0.1765 0.7774 0.041 Uiso 1 1 calc R . . H1B H 0.1354 0.1693 0.8543 0.041 Uiso 1 1 calc R . . C2 C 0.2372(5) 0.2773(2) 0.8458(3) 0.0442(11) Uani 1 1 d . . . H2A H 0.1469 0.2999 0.8159 0.066 Uiso 1 1 calc R . . H2B H 0.3301 0.2976 0.8250 0.066 Uiso 1 1 calc R . . H2C H 0.2372 0.2902 0.9029 0.066 Uiso 1 1 calc R . . C3 C 0.7353(5) 0.1905(2) 0.9016(3) 0.0414(11) Uani 1 1 d . . . H3A H 0.7995 0.1453 0.8922 0.050 Uiso 1 1 calc R . . H3B H 0.7261 0.1954 0.9601 0.050 Uiso 1 1 calc R . . C4 C 0.8049(5) 0.2634(3) 0.8686(3) 0.0529(13) Uani 1 1 d . . . H4A H 0.9122 0.2543 0.8571 0.063 Uiso 1 1 calc R . . H4B H 0.8029 0.3060 0.9078 0.063 Uiso 1 1 calc R . . C5 C 0.7022(6) 0.2831(3) 0.7890(3) 0.0518(13) Uani 1 1 d . . . H5A H 0.6438 0.3310 0.7955 0.062 Uiso 1 1 calc R . . H5B H 0.7661 0.2895 0.7435 0.062 Uiso 1 1 calc R . . C6 C 0.5952(5) 0.2156(2) 0.7748(3) 0.0400(11) Uani 1 1 d . . . H6A H 0.4937 0.2324 0.7502 0.048 Uiso 1 1 calc R . . H6B H 0.6379 0.1772 0.7392 0.048 Uiso 1 1 calc R . . C7 C 0.3813(4) 0.0050(2) 0.7696(2) 0.0281(9) Uani 1 1 d . . . C8 C 0.2231(5) -0.0111(2) 0.7468(2) 0.0279(9) Uani 1 1 d . . . C9 C 0.1712(5) -0.0263(2) 0.6649(2) 0.0318(9) Uani 1 1 d . . . H9A H 0.0654 -0.0355 0.6511 0.038 Uiso 1 1 calc R . . C10 C 0.2726(5) -0.0281(2) 0.6037(2) 0.0326(10) Uani 1 1 d . . . C11 C 0.4298(5) -0.0167(2) 0.6272(2) 0.0334(10) Uani 1 1 d . . . H11A H 0.5006 -0.0199 0.5876 0.040 Uiso 1 1 calc R . . C12 C 0.4861(5) -0.0006(2) 0.7079(2) 0.0314(9) Uani 1 1 d . . . C13 C 0.1046(5) -0.0141(2) 0.8098(2) 0.0352(10) Uani 1 1 d . . . H13A H 0.0032 -0.0255 0.7829 0.053 Uiso 1 1 calc R . . H13B H 0.1019 0.0355 0.8372 0.053 Uiso 1 1 calc R . . H13C H 0.1335 -0.0543 0.8493 0.053 Uiso 1 1 calc R . . C14 C 0.2129(5) -0.0403(3) 0.5153(3) 0.0437(11) Uani 1 1 d . . . H14A H 0.2990 -0.0396 0.4817 0.066 Uiso 1 1 calc R . . H14B H 0.1409 0.0008 0.4982 0.066 Uiso 1 1 calc R . . H14C H 0.1605 -0.0899 0.5095 0.066 Uiso 1 1 calc R . . C15 C 0.6589(5) 0.0116(2) 0.7254(3) 0.0385(10) Uani 1 1 d . . . H15A H 0.6828 0.0221 0.7828 0.058 Uiso 1 1 calc R . . H15B H 0.6912 0.0552 0.6939 0.058 Uiso 1 1 calc R . . H15C H 0.7134 -0.0347 0.7107 0.058 Uiso 1 1 calc R . . C16 C 0.3130(5) 0.1870(2) 1.0398(2) 0.0295(9) Uani 1 1 d . . . C17 C 0.1595(5) 0.1602(2) 1.0462(2) 0.0297(9) Uani 1 1 d . . . C18 C 0.0536(5) 0.2089(2) 1.0804(2) 0.0329(10) Uani 1 1 d . . . H18A H -0.0474 0.1906 1.0845 0.039 Uiso 1 1 calc R . . C19 C 0.0912(5) 0.2834(2) 1.1089(2) 0.0317(10) Uani 1 1 d . . . C20 C 0.2417(5) 0.3095(2) 1.1014(2) 0.0336(10) Uani 1 1 d . . . H20A H 0.2694 0.3597 1.1196 0.040 Uiso 1 1 calc R . . C21 C 0.3536(5) 0.2633(2) 1.0676(2) 0.0305(9) Uani 1 1 d . . . C22 C 0.1052(5) 0.0797(2) 1.0184(2) 0.0338(10) Uani 1 1 d . . . H22A H -0.0024 0.0729 1.0285 0.051 Uiso 1 1 calc R . . H22B H 0.1677 0.0408 1.0482 0.051 Uiso 1 1 calc R . . H22C H 0.1157 0.0741 0.9607 0.051 Uiso 1 1 calc R . . C23 C -0.0282(5) 0.3333(2) 1.1475(2) 0.0393(10) Uani 1 1 d . . . H23A H 0.0178 0.3827 1.1638 0.059 Uiso 1 1 calc R . . H23B H -0.0613 0.3069 1.1948 0.059 Uiso 1 1 calc R . . H23C H -0.1168 0.3418 1.1085 0.059 Uiso 1 1 calc R . . C24 C 0.5108(5) 0.2974(2) 1.0555(3) 0.0390(11) Uani 1 1 d . . . H24A H 0.5175 0.3495 1.0777 0.058 Uiso 1 1 calc R . . H24B H 0.5246 0.2992 0.9979 0.058 Uiso 1 1 calc R . . H24C H 0.5910 0.2654 1.0831 0.058 Uiso 1 1 calc R . . C25 C 0.5388(5) -0.0283(2) 0.8973(3) 0.0318(10) Uani 1 1 d . . . H25A H 0.610(4) -0.048(2) 0.869(2) 0.023(10) Uiso 1 1 d . . . H25B H 0.595(5) 0.002(2) 0.943(2) 0.031(10) Uiso 1 1 d . . . C26 C 0.5357(5) 0.0992(2) 1.0644(2) 0.0324(10) Uani 1 1 d . . . H26A H 0.567(5) 0.135(2) 1.111(3) 0.041(11) Uiso 1 1 d . . . H26B H 0.628(4) 0.0822(19) 1.039(2) 0.017(9) 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 0.0357(8) 0.0266(6) 0.0275(7) 0.0033(5) -0.0002(5) -0.0013(5) O1 0.0374(18) 0.0391(16) 0.0337(16) 0.0072(12) -0.0014(13) -0.0064(12) N1 0.035(2) 0.0254(16) 0.0278(18) 0.0022(13) -0.0049(14) -0.0005(14) N2 0.032(2) 0.0280(16) 0.0265(18) 0.0027(13) -0.0023(14) 0.0011(13) C1 0.036(3) 0.037(2) 0.029(2) 0.0048(17) 0.0004(18) 0.0000(18) C2 0.041(3) 0.033(2) 0.057(3) 0.007(2) -0.003(2) 0.0039(19) C3 0.036(3) 0.037(2) 0.049(3) 0.0014(19) -0.005(2) -0.0012(19) C4 0.038(3) 0.046(3) 0.073(4) 0.008(2) -0.004(2) -0.010(2) C5 0.066(3) 0.044(3) 0.046(3) 0.002(2) 0.012(2) -0.006(2) C6 0.046(3) 0.040(2) 0.035(2) 0.0129(19) 0.010(2) 0.0004(19) C7 0.032(2) 0.0238(18) 0.028(2) 0.0028(15) -0.0007(17) 0.0027(16) C8 0.032(2) 0.0223(18) 0.030(2) 0.0013(15) 0.0022(17) 0.0028(15) C9 0.035(2) 0.0272(19) 0.032(2) -0.0031(16) -0.0035(18) 0.0007(17) C10 0.042(3) 0.0251(19) 0.030(2) -0.0014(16) -0.0028(18) 0.0043(17) C11 0.044(3) 0.028(2) 0.028(2) 0.0029(16) 0.0064(18) 0.0068(18) C12 0.036(3) 0.0262(19) 0.031(2) 0.0023(16) 0.0022(18) 0.0050(16) C13 0.034(3) 0.038(2) 0.034(2) -0.0025(18) 0.0056(18) -0.0035(18) C14 0.049(3) 0.045(3) 0.037(2) -0.0061(19) 0.000(2) 0.006(2) C15 0.037(3) 0.045(2) 0.034(2) 0.0022(19) 0.0060(19) -0.0022(19) C16 0.038(3) 0.029(2) 0.021(2) 0.0045(15) -0.0018(17) -0.0009(17) C17 0.038(3) 0.0250(19) 0.025(2) 0.0035(16) -0.0017(17) -0.0020(17) C18 0.033(3) 0.035(2) 0.030(2) 0.0035(17) -0.0019(18) -0.0037(17) C19 0.036(3) 0.032(2) 0.025(2) 0.0023(16) -0.0023(18) 0.0006(17) C20 0.043(3) 0.0268(19) 0.030(2) -0.0030(16) -0.0044(19) -0.0066(18) C21 0.036(2) 0.029(2) 0.025(2) -0.0001(16) -0.0030(17) -0.0047(17) C22 0.035(2) 0.031(2) 0.035(2) -0.0025(17) -0.0003(18) -0.0069(17) C23 0.044(3) 0.036(2) 0.037(2) -0.0024(18) -0.002(2) 0.0021(19) C24 0.047(3) 0.031(2) 0.039(2) -0.0023(18) 0.003(2) -0.0076(19) C25 0.035(3) 0.030(2) 0.030(2) 0.0011(17) -0.002(2) 0.0031(18) C26 0.041(3) 0.032(2) 0.024(2) -0.0007(17) -0.0014(19) -0.0027(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 N2 1.832(3) . ? Al1 N1 1.845(3) . ? Al1 O1 1.946(3) . ? Al1 C1 1.973(4) . ? O1 C3 1.444(5) . ? O1 C6 1.470(5) . ? N1 C7 1.419(5) . ? N1 C25 1.473(5) . ? N2 C16 1.444(5) . ? N2 C26 1.473(5) . ? C1 C2 1.535(5) . ? C3 C4 1.503(6) . ? C4 C5 1.544(7) . ? C5 C6 1.480(6) . ? C7 C8 1.404(5) . ? C7 C12 1.415(5) . ? C8 C9 1.398(5) . ? C8 C13 1.513(5) . ? C9 C10 1.386(6) . ? C10 C11 1.384(6) . ? C10 C14 1.506(6) . ? C11 C12 1.391(5) . ? C12 C15 1.501(6) . ? C16 C17 1.409(5) . ? C16 C21 1.413(5) . ? C17 C18 1.387(5) . ? C17 C22 1.509(5) . ? C18 C19 1.384(5) . ? C19 C20 1.383(6) . ? C19 C23 1.514(5) . ? C20 C21 1.396(5) . ? C21 C24 1.500(5) . ? C25 C26 1.530(6) 3_657 ? C26 C25 1.530(6) 3_657 ? 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 N2 Al1 N1 117.62(14) . . ? N2 Al1 O1 102.18(14) . . ? N1 Al1 O1 103.63(14) . . ? N2 Al1 C1 114.03(16) . . ? N1 Al1 C1 115.93(17) . . ? O1 Al1 C1 99.82(15) . . ? C3 O1 C6 107.1(3) . . ? C3 O1 Al1 126.8(2) . . ? C6 O1 Al1 125.3(3) . . ? C7 N1 C25 115.9(3) . . ? C7 N1 Al1 122.6(2) . . ? C25 N1 Al1 119.8(3) . . ? C16 N2 C26 113.2(3) . . ? C16 N2 Al1 117.7(2) . . ? C26 N2 Al1 128.5(3) . . ? C2 C1 Al1 118.1(3) . . ? O1 C3 C4 105.2(3) . . ? C3 C4 C5 105.5(4) . . ? C6 C5 C4 105.3(4) . . ? O1 C6 C5 104.0(4) . . ? C8 C7 C12 117.4(3) . . ? C8 C7 N1 120.0(3) . . ? C12 C7 N1 122.6(3) . . ? C9 C8 C7 120.6(4) . . ? C9 C8 C13 118.0(4) . . ? C7 C8 C13 121.3(3) . . ? C10 C9 C8 122.0(4) . . ? C9 C10 C11 117.2(4) . . ? C9 C10 C14 121.0(4) . . ? C11 C10 C14 121.8(4) . . ? C10 C11 C12 122.6(4) . . ? C11 C12 C7 120.1(4) . . ? C11 C12 C15 117.5(3) . . ? C7 C12 C15 122.4(4) . . ? C17 C16 C21 118.8(3) . . ? C17 C16 N2 121.4(3) . . ? C21 C16 N2 119.7(3) . . ? C18 C17 C16 119.1(3) . . ? C18 C17 C22 118.2(4) . . ? C16 C17 C22 122.7(3) . . ? C19 C18 C17 123.1(4) . . ? C20 C19 C18 117.3(4) . . ? C20 C19 C23 122.0(3) . . ? C18 C19 C23 120.7(4) . . ? C19 C20 C21 122.3(4) . . ? C20 C21 C16 119.4(4) . . ? C20 C21 C24 119.5(3) . . ? C16 C21 C24 121.0(3) . . ? N1 C25 C26 116.2(4) . 3_657 ? N2 C26 C25 112.6(3) . 3_657 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.066 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.120