# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Qian, Feng' 'Liu, Keyin' 'Ma, Haiyan' _publ_contact_author_name 'Qian, Feng' _publ_contact_author_email haiyanma@ecust.edu.cn _publ_section_title ; Amidinate Aluminum Complexes: Synthesis, Characterization and Ring-Opening Polymerization of rac-Lactide ; # Attachment 'cd28535-3.cif.txt' #============================================================================== data_cd28535 _database_code_depnum_ccdc_archive 'CCDC 772424' #TrackingRef 'cd28535-3.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H31 Al Cl2 N2' _chemical_formula_weight 481.42 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 24.771(4) _cell_length_b 14.720(2) _cell_length_c 17.004(2) _cell_angle_alpha 90.00 _cell_angle_beta 118.966(3) _cell_angle_gamma 90.00 _cell_volume 5424.8(13) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 937 _cell_measurement_theta_min 4.885 _cell_measurement_theta_max 34.283 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.269 _exptl_crystal_size_mid 0.245 _exptl_crystal_size_min 0.201 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 0.288 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7523 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _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 13973 _diffrn_reflns_av_R_equivalents 0.1262 _diffrn_reflns_av_sigmaI/netI 0.1919 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5054 _reflns_number_gt 1760 _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 [0.00000+1.00000exp(3.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0494P)^2^+0.0000sin\q/\l] where P = 0.33333Fo^2^ + 0.66667Fc^2^ ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00113(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5054 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1669 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1680 _refine_ls_wR_factor_gt 0.1276 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.002 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 Al Al 0.21076(8) 0.84218(10) 0.19206(10) 0.0613(5) Uani 1 1 d . . . Cl1 Cl 0.07516(8) 0.94070(9) 0.23779(11) 0.0858(5) Uani 1 1 d . . . Cl2 Cl 0.21431(7) 0.63804(8) 0.36119(9) 0.0738(5) Uani 1 1 d . . . N1 N 0.16183(17) 0.7423(2) 0.1154(2) 0.0439(10) Uani 1 1 d . . . N2 N 0.15408(17) 0.7936(2) 0.2306(2) 0.0445(10) Uani 1 1 d . . . C1 C 0.1341(2) 0.7298(3) 0.1649(3) 0.0419(11) Uani 1 1 d . . . C2 C 0.0876(2) 0.6598(3) 0.1503(3) 0.0450(12) Uani 1 1 d . . . C3 C 0.0974(2) 0.5707(3) 0.1333(3) 0.0572(14) Uani 1 1 d . . . H3 H 0.1331 0.5554 0.1314 0.069 Uiso 1 1 calc R . . C4 C 0.0542(3) 0.5054(4) 0.1194(4) 0.086(2) Uani 1 1 d . . . H4 H 0.0608 0.4458 0.1081 0.103 Uiso 1 1 calc R . . C5 C 0.0014(4) 0.5272(4) 0.1220(4) 0.091(2) Uani 1 1 d . . . H5 H -0.0272 0.4819 0.1132 0.110 Uiso 1 1 calc R . . C6 C -0.0103(3) 0.6141(5) 0.1372(4) 0.0820(18) Uani 1 1 d . . . H6 H -0.0467 0.6284 0.1375 0.098 Uiso 1 1 calc R . . C7 C 0.0337(3) 0.6818(3) 0.1525(3) 0.0644(15) Uani 1 1 d . . . H7 H 0.0268 0.7412 0.1641 0.077 Uiso 1 1 calc R . . C8 C 0.1414(2) 0.7024(3) 0.0287(3) 0.0455(12) Uani 1 1 d . . . C9 C 0.1795(3) 0.6364(3) 0.0194(3) 0.0513(13) Uani 1 1 d . . . C10 C 0.1612(3) 0.6031(4) -0.0668(4) 0.0725(18) Uani 1 1 d . . . H10 H 0.1854 0.5598 -0.0749 0.087 Uiso 1 1 calc R . . C11 C 0.1076(4) 0.6332(5) -0.1404(4) 0.089(2) Uani 1 1 d . . . H11 H 0.0961 0.6104 -0.1973 0.106 Uiso 1 1 calc R . . C12 C 0.0719(3) 0.6958(4) -0.1292(4) 0.0772(18) Uani 1 1 d . . . H12 H 0.0357 0.7149 -0.1790 0.093 Uiso 1 1 calc R . . C13 C 0.0878(3) 0.7326(3) -0.0449(3) 0.0585(14) Uani 1 1 d . . . C14 C 0.0463(3) 0.8049(4) -0.0390(4) 0.0743(17) Uani 1 1 d . . . H14 H 0.0627 0.8201 0.0247 0.089 Uiso 1 1 calc R . . C15 C 0.0461(3) 0.8930(4) -0.0887(4) 0.114(3) Uani 1 1 d . . . H15A H 0.0879 0.9111 -0.0699 0.170 Uiso 1 1 calc R . . H15B H 0.0255 0.9404 -0.0747 0.170 Uiso 1 1 calc R . . H15C H 0.0250 0.8823 -0.1524 0.170 Uiso 1 1 calc R . . C16 C -0.0211(3) 0.7732(4) -0.0751(4) 0.103(2) Uani 1 1 d . . . H16A H -0.0375 0.7530 -0.1362 0.155 Uiso 1 1 calc R . . H16B H -0.0455 0.8228 -0.0730 0.155 Uiso 1 1 calc R . . H16C H -0.0222 0.7240 -0.0388 0.155 Uiso 1 1 calc R . . C17 C 0.2391(3) 0.6060(3) 0.0982(3) 0.0567(14) Uani 1 1 d . . . H17 H 0.2383 0.6234 0.1532 0.068 Uiso 1 1 calc R . . C18 C 0.2468(3) 0.5016(3) 0.0993(4) 0.094(2) Uani 1 1 d . . . H18A H 0.2125 0.4729 0.1009 0.141 Uiso 1 1 calc R . . H18B H 0.2844 0.4843 0.1516 0.141 Uiso 1 1 calc R . . H18C H 0.2481 0.4829 0.0462 0.141 Uiso 1 1 calc R . . C19 C 0.2943(3) 0.6526(4) 0.0989(4) 0.093(2) Uani 1 1 d . . . H19A H 0.2973 0.6341 0.0470 0.139 Uiso 1 1 calc R . . H19B H 0.3313 0.6358 0.1523 0.139 Uiso 1 1 calc R . . H19C H 0.2890 0.7173 0.0977 0.139 Uiso 1 1 calc R . . C20 C 0.1440(2) 0.7900(3) 0.3049(3) 0.0466(12) Uani 1 1 d . . . C21 C 0.1109(2) 0.8577(3) 0.3188(3) 0.0539(13) Uani 1 1 d . . . C22 C 0.1045(3) 0.8606(4) 0.3965(4) 0.0716(16) Uani 1 1 d . . . H22 H 0.0817 0.9067 0.4038 0.086 Uiso 1 1 calc R . . C23 C 0.1318(3) 0.7962(4) 0.4605(4) 0.0803(18) Uani 1 1 d . . . H23 H 0.1277 0.7983 0.5120 0.096 Uiso 1 1 calc R . . C24 C 0.1657(3) 0.7276(4) 0.4501(3) 0.0751(17) Uani 1 1 d . . . H24 H 0.1841 0.6830 0.4940 0.090 Uiso 1 1 calc R . . C25 C 0.1720(2) 0.7259(3) 0.3726(3) 0.0506(13) Uani 1 1 d . . . C26 C 0.1886(3) 0.9610(3) 0.1352(4) 0.105(2) Uani 1 1 d . . . H26A H 0.2028 0.9662 0.0919 0.158 Uiso 1 1 calc R . . H26B H 0.2076 1.0074 0.1801 0.158 Uiso 1 1 calc R . . H26C H 0.1446 0.9682 0.1057 0.158 Uiso 1 1 calc R . . C27 C 0.2962(3) 0.8129(4) 0.2743(4) 0.099(2) Uani 1 1 d . . . H27A H 0.3027 0.8123 0.3348 0.149 Uiso 1 1 calc R . . H27B H 0.3225 0.8576 0.2692 0.149 Uiso 1 1 calc R . . H27C H 0.3057 0.7541 0.2598 0.149 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 Al 0.0751(13) 0.0563(9) 0.0621(10) -0.0161(8) 0.0407(10) -0.0253(9) Cl1 0.0948(14) 0.0610(9) 0.0997(12) 0.0124(8) 0.0455(10) 0.0266(9) Cl2 0.0880(12) 0.0592(8) 0.0720(9) 0.0105(7) 0.0370(9) 0.0258(8) N1 0.054(3) 0.039(2) 0.039(2) -0.0029(17) 0.023(2) -0.0069(19) N2 0.051(3) 0.041(2) 0.044(2) -0.0051(18) 0.026(2) -0.0048(19) C1 0.046(3) 0.034(2) 0.037(3) 0.004(2) 0.014(2) 0.003(2) C2 0.052(4) 0.040(3) 0.042(3) 0.001(2) 0.022(3) -0.006(2) C3 0.069(4) 0.044(3) 0.064(3) -0.003(3) 0.036(3) -0.016(3) C4 0.114(6) 0.056(4) 0.092(5) -0.009(3) 0.054(5) -0.034(4) C5 0.106(7) 0.077(5) 0.096(5) 0.003(4) 0.053(5) -0.043(4) C6 0.061(5) 0.106(5) 0.086(5) 0.009(4) 0.042(4) -0.016(4) C7 0.055(4) 0.065(3) 0.069(4) 0.005(3) 0.027(3) -0.006(3) C8 0.060(4) 0.042(3) 0.033(3) -0.001(2) 0.021(3) -0.011(3) C9 0.071(4) 0.041(3) 0.048(3) -0.003(2) 0.034(3) -0.013(3) C10 0.105(6) 0.066(4) 0.068(4) -0.022(3) 0.059(4) -0.028(4) C11 0.106(6) 0.115(6) 0.050(4) -0.025(4) 0.041(4) -0.048(5) C12 0.081(5) 0.102(5) 0.039(3) 0.001(3) 0.021(3) -0.030(4) C13 0.061(4) 0.060(3) 0.050(3) 0.011(3) 0.023(3) -0.012(3) C14 0.057(4) 0.089(4) 0.065(4) 0.030(3) 0.020(3) 0.002(4) C15 0.115(6) 0.080(4) 0.139(6) 0.061(4) 0.057(5) 0.021(4) C16 0.072(5) 0.131(6) 0.099(5) 0.025(4) 0.035(4) -0.004(4) C17 0.064(4) 0.051(3) 0.065(4) 0.003(3) 0.039(3) 0.004(3) C18 0.115(6) 0.060(4) 0.121(5) 0.017(3) 0.069(5) 0.019(4) C19 0.071(5) 0.106(5) 0.103(5) 0.008(4) 0.044(4) -0.014(4) C20 0.051(3) 0.042(3) 0.048(3) -0.010(2) 0.025(3) -0.008(2) C21 0.056(4) 0.045(3) 0.061(3) 0.000(2) 0.028(3) 0.001(3) C22 0.077(5) 0.067(4) 0.078(4) -0.017(3) 0.044(4) 0.000(3) C23 0.089(5) 0.104(5) 0.064(4) -0.016(4) 0.051(4) -0.001(4) C24 0.092(5) 0.084(4) 0.055(3) 0.009(3) 0.040(4) 0.003(4) C25 0.060(4) 0.043(3) 0.050(3) -0.003(2) 0.027(3) 0.006(2) C26 0.168(7) 0.049(3) 0.127(5) 0.005(3) 0.095(5) -0.028(4) C27 0.068(5) 0.141(6) 0.084(4) -0.056(4) 0.033(4) -0.039(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 Al C27 1.937(6) . ? Al C26 1.945(5) . ? Al N1 1.949(4) . ? Al N2 1.950(4) . ? Al C1 2.388(5) . ? Cl1 C21 1.730(5) . ? Cl2 C25 1.734(4) . ? N1 C1 1.331(5) . ? N1 C8 1.432(5) . ? N2 C1 1.356(5) . ? N2 C20 1.402(5) . ? C1 C2 1.475(6) . ? C2 C3 1.389(6) . ? C2 C7 1.392(6) . ? C3 C4 1.371(7) . ? C3 H3 0.9300 . ? C4 C5 1.368(8) . ? C4 H4 0.9300 . ? C5 C6 1.364(8) . ? C5 H5 0.9300 . ? C6 C7 1.403(7) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.385(6) . ? C8 C9 1.416(6) . ? C9 C10 1.397(6) . ? C9 C17 1.504(7) . ? C10 C11 1.384(8) . ? C10 H10 0.9300 . ? C11 C12 1.353(8) . ? C11 H11 0.9300 . ? C12 C13 1.398(6) . ? C12 H12 0.9300 . ? C13 C14 1.518(7) . ? C14 C16 1.545(7) . ? C14 C15 1.548(6) . ? C14 H14 0.9800 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.524(6) . ? C17 C18 1.546(6) . ? C17 H17 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.382(6) . ? C20 C25 1.387(6) . ? C21 C22 1.404(6) . ? C22 C23 1.352(7) . ? C22 H22 0.9300 . ? C23 C24 1.378(7) . ? C23 H23 0.9300 . ? C24 C25 1.401(6) . ? C24 H24 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? 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 C27 Al C26 120.4(3) . . ? C27 Al N1 115.0(2) . . ? C26 Al N1 114.3(2) . . ? C27 Al N2 112.8(2) . . ? C26 Al N2 114.9(2) . . ? N1 Al N2 68.44(15) . . ? C27 Al C1 118.2(2) . . ? C26 Al C1 121.4(2) . . ? N1 Al C1 33.86(13) . . ? N2 Al C1 34.61(13) . . ? C1 N1 C8 124.1(4) . . ? C1 N1 Al 91.4(3) . . ? C8 N1 Al 142.4(3) . . ? C1 N2 C20 124.3(4) . . ? C1 N2 Al 90.6(3) . . ? C20 N2 Al 142.0(3) . . ? N1 C1 N2 109.4(4) . . ? N1 C1 C2 126.1(4) . . ? N2 C1 C2 124.4(4) . . ? N1 C1 Al 54.7(2) . . ? N2 C1 Al 54.8(2) . . ? C2 C1 Al 178.7(3) . . ? C3 C2 C7 119.4(5) . . ? C3 C2 C1 119.6(4) . . ? C7 C2 C1 121.0(4) . . ? C4 C3 C2 119.9(5) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C5 C4 C3 120.5(6) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C6 C5 C4 121.3(6) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C7 119.0(6) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C2 C7 C6 119.9(5) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C13 C8 C9 121.2(4) . . ? C13 C8 N1 120.3(4) . . ? C9 C8 N1 118.3(4) . . ? C10 C9 C8 117.6(5) . . ? C10 C9 C17 120.7(5) . . ? C8 C9 C17 121.6(4) . . ? C11 C10 C9 121.2(6) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C12 C11 C10 119.8(6) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 121.9(6) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.1 . . ? C8 C13 C12 118.3(5) . . ? C8 C13 C14 123.3(5) . . ? C12 C13 C14 118.4(5) . . ? C13 C14 C16 113.5(5) . . ? C13 C14 C15 111.9(5) . . ? C16 C14 C15 108.7(5) . . ? C13 C14 H14 107.5 . . ? C16 C14 H14 107.5 . . ? C15 C14 H14 107.5 . . ? 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 . . ? C9 C17 C19 111.2(4) . . ? C9 C17 C18 111.6(5) . . ? C19 C17 C18 110.1(5) . . ? C9 C17 H17 107.9 . . ? C19 C17 H17 107.9 . . ? C18 C17 H17 107.9 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C25 116.6(4) . . ? C21 C20 N2 120.5(4) . . ? C25 C20 N2 122.5(4) . . ? C20 C21 C22 122.0(5) . . ? C20 C21 Cl1 119.3(4) . . ? C22 C21 Cl1 118.7(4) . . ? C23 C22 C21 119.7(5) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C22 C23 C24 120.6(5) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C25 119.0(5) . . ? C23 C24 H24 120.5 . . ? C25 C24 H24 120.5 . . ? C20 C25 C24 122.0(4) . . ? C20 C25 Cl2 120.1(3) . . ? C24 C25 Cl2 117.9(4) . . ? Al C26 H26A 109.5 . . ? Al C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? Al C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? Al C27 H27A 109.5 . . ? Al C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? Al C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C27 Al N1 C1 104.0(3) . . . . ? C26 Al N1 C1 -110.6(3) . . . . ? N2 Al N1 C1 -2.0(2) . . . . ? C27 Al N1 C8 -93.6(5) . . . . ? C26 Al N1 C8 51.8(6) . . . . ? N2 Al N1 C8 160.4(5) . . . . ? C1 Al N1 C8 162.4(7) . . . . ? C27 Al N2 C1 -107.1(3) . . . . ? C26 Al N2 C1 109.7(3) . . . . ? N1 Al N2 C1 2.0(2) . . . . ? C27 Al N2 C20 51.2(5) . . . . ? C26 Al N2 C20 -91.9(5) . . . . ? N1 Al N2 C20 160.3(5) . . . . ? C1 Al N2 C20 158.3(6) . . . . ? C8 N1 C1 N2 -164.3(4) . . . . ? Al N1 C1 N2 2.9(3) . . . . ? C8 N1 C1 C2 14.1(7) . . . . ? Al N1 C1 C2 -178.8(4) . . . . ? C8 N1 C1 Al -167.2(5) . . . . ? C20 N2 C1 N1 -166.9(4) . . . . ? Al N2 C1 N1 -2.9(3) . . . . ? C20 N2 C1 C2 14.7(7) . . . . ? Al N2 C1 C2 178.8(4) . . . . ? C20 N2 C1 Al -164.0(5) . . . . ? C27 Al C1 N1 -93.5(3) . . . . ? C26 Al C1 N1 87.6(3) . . . . ? N2 Al C1 N1 176.7(4) . . . . ? C27 Al C1 N2 89.8(3) . . . . ? C26 Al C1 N2 -89.1(3) . . . . ? N1 Al C1 N2 -176.7(4) . . . . ? C27 Al C1 C2 37(15) . . . . ? C26 Al C1 C2 -142(15) . . . . ? N1 Al C1 C2 131(15) . . . . ? N2 Al C1 C2 -52(15) . . . . ? N1 C1 C2 C3 46.0(6) . . . . ? N2 C1 C2 C3 -135.9(4) . . . . ? Al C1 C2 C3 -84(15) . . . . ? N1 C1 C2 C7 -133.5(5) . . . . ? N2 C1 C2 C7 44.7(6) . . . . ? Al C1 C2 C7 96(15) . . . . ? C7 C2 C3 C4 -0.3(7) . . . . ? C1 C2 C3 C4 -179.8(4) . . . . ? C2 C3 C4 C5 0.1(8) . . . . ? C3 C4 C5 C6 0.8(10) . . . . ? C4 C5 C6 C7 -1.4(10) . . . . ? C3 C2 C7 C6 -0.3(7) . . . . ? C1 C2 C7 C6 179.2(4) . . . . ? C5 C6 C7 C2 1.2(8) . . . . ? C1 N1 C8 C13 71.3(6) . . . . ? Al N1 C8 C13 -87.3(6) . . . . ? C1 N1 C8 C9 -113.1(5) . . . . ? Al N1 C8 C9 88.3(6) . . . . ? C13 C8 C9 C10 0.1(6) . . . . ? N1 C8 C9 C10 -175.4(4) . . . . ? C13 C8 C9 C17 177.4(4) . . . . ? N1 C8 C9 C17 1.9(6) . . . . ? C8 C9 C10 C11 -0.2(7) . . . . ? C17 C9 C10 C11 -177.5(5) . . . . ? C9 C10 C11 C12 -0.3(9) . . . . ? C10 C11 C12 C13 0.8(9) . . . . ? C9 C8 C13 C12 0.4(7) . . . . ? N1 C8 C13 C12 175.9(4) . . . . ? C9 C8 C13 C14 -178.4(4) . . . . ? N1 C8 C13 C14 -2.9(7) . . . . ? C11 C12 C13 C8 -0.9(8) . . . . ? C11 C12 C13 C14 177.9(5) . . . . ? C8 C13 C14 C16 -123.4(5) . . . . ? C12 C13 C14 C16 57.8(6) . . . . ? C8 C13 C14 C15 113.2(6) . . . . ? C12 C13 C14 C15 -65.6(7) . . . . ? C10 C9 C17 C19 76.7(6) . . . . ? C8 C9 C17 C19 -100.5(5) . . . . ? C10 C9 C17 C18 -46.7(6) . . . . ? C8 C9 C17 C18 136.1(4) . . . . ? C1 N2 C20 C21 -119.0(5) . . . . ? Al N2 C20 C21 87.5(6) . . . . ? C1 N2 C20 C25 68.7(6) . . . . ? Al N2 C20 C25 -84.8(6) . . . . ? C25 C20 C21 C22 -1.4(7) . . . . ? N2 C20 C21 C22 -174.2(4) . . . . ? C25 C20 C21 Cl1 179.4(4) . . . . ? N2 C20 C21 Cl1 6.7(6) . . . . ? C20 C21 C22 C23 0.6(8) . . . . ? Cl1 C21 C22 C23 179.7(4) . . . . ? C21 C22 C23 C24 -0.2(9) . . . . ? C22 C23 C24 C25 0.6(9) . . . . ? C21 C20 C25 C24 1.9(7) . . . . ? N2 C20 C25 C24 174.5(5) . . . . ? C21 C20 C25 Cl2 179.8(4) . . . . ? N2 C20 C25 Cl2 -7.7(6) . . . . ? C23 C24 C25 C20 -1.6(8) . . . . ? C23 C24 C25 Cl2 -179.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.234 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.059 # End ======================================================================= data_cd28476 _database_code_depnum_ccdc_archive 'CCDC 772425' #TrackingRef 'cd28535-3.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H32 Al F N2' _chemical_formula_weight 430.53 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' F F 0.0171 0.0103 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0046(7) _cell_length_b 10.6737(8) _cell_length_c 14.0804(11) _cell_angle_alpha 69.3390(10) _cell_angle_beta 83.1210(10) _cell_angle_gamma 83.9360(10) _cell_volume 1254.22(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2785 _cell_measurement_theta_min 5.290 _cell_measurement_theta_max 53.932 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.386 _exptl_crystal_size_mid 0.369 _exptl_crystal_size_min 0.321 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.140 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7779 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _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 7464 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5331 _reflns_number_gt 3959 _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^)+(0.0802P)^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 5331 _refine_ls_number_parameters 286 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1444 _refine_ls_wR_factor_gt 0.1349 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.005 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 Al Al 0.78609(6) 0.65907(5) 0.73125(4) 0.04505(17) Uani 1 1 d . . . F1 F 0.93274(14) 0.43115(13) 0.69965(12) 0.0854(4) Uani 1 1 d . . . N1 N 0.86151(14) 0.80446(12) 0.76390(9) 0.0366(3) Uani 1 1 d . . . N2 N 1.00090(15) 0.64086(13) 0.73520(10) 0.0418(3) Uani 1 1 d . . . C1 C 1.00090(17) 0.75061(15) 0.76058(11) 0.0360(3) Uani 1 1 d . . . C2 C 1.13180(17) 0.80173(16) 0.78650(12) 0.0393(4) Uani 1 1 d . . . C3 C 1.1709(2) 0.93088(19) 0.73655(18) 0.0624(5) Uani 1 1 d . . . H3 H 1.1144 0.9890 0.6856 0.075 Uiso 1 1 calc R . . C4 C 1.2948(2) 0.9747(2) 0.7621(2) 0.0819(8) Uani 1 1 d . . . H4 H 1.3223 1.0618 0.7272 0.098 Uiso 1 1 calc R . . C5 C 1.3767(2) 0.8915(3) 0.8378(2) 0.0745(7) Uani 1 1 d . . . H5 H 1.4597 0.9218 0.8545 0.089 Uiso 1 1 calc R . . C6 C 1.3371(2) 0.7640(3) 0.88888(17) 0.0691(6) Uani 1 1 d . . . H6 H 1.3924 0.7074 0.9411 0.083 Uiso 1 1 calc R . . C7 C 1.2158(2) 0.7186(2) 0.86375(14) 0.0550(5) Uani 1 1 d . . . H7 H 1.1898 0.6311 0.8989 0.066 Uiso 1 1 calc R . . C8 C 0.81350(16) 0.91666(15) 0.79534(12) 0.0368(4) Uani 1 1 d . . . C9 C 0.77370(19) 1.03966(17) 0.72037(13) 0.0465(4) Uani 1 1 d . . . C10 C 0.7174(2) 1.14545(19) 0.75168(17) 0.0628(5) Uani 1 1 d . . . H10 H 0.6912 1.2275 0.7029 0.075 Uiso 1 1 calc R . . C11 C 0.6988(3) 1.1330(2) 0.85263(19) 0.0716(6) Uani 1 1 d . . . H11 H 0.6599 1.2055 0.8720 0.086 Uiso 1 1 calc R . . C12 C 0.7385(2) 1.0120(2) 0.92497(16) 0.0623(5) Uani 1 1 d . . . H12 H 0.7261 1.0041 0.9933 0.075 Uiso 1 1 calc R . . C13 C 0.79616(18) 0.90189(18) 0.89920(13) 0.0443(4) Uani 1 1 d . . . C14 C 0.8365(2) 0.77156(19) 0.98285(13) 0.0527(5) Uani 1 1 d . . . H14 H 0.8797 0.7065 0.9508 0.063 Uiso 1 1 calc R . . C15 C 0.6971(3) 0.7145(3) 1.05186(17) 0.0802(7) Uani 1 1 d . . . H15A H 0.6507 0.7783 1.0821 0.120 Uiso 1 1 calc R . . H15B H 0.7256 0.6326 1.1045 0.120 Uiso 1 1 calc R . . H15C H 0.6276 0.6969 1.0122 0.120 Uiso 1 1 calc R . . C16 C 0.9537(2) 0.7901(3) 1.04614(17) 0.0795(7) Uani 1 1 d . . . H16A H 1.0381 0.8307 1.0017 0.119 Uiso 1 1 calc R . . H16B H 0.9860 0.7043 1.0929 0.119 Uiso 1 1 calc R . . H16C H 0.9104 0.8469 1.0835 0.119 Uiso 1 1 calc R . . C17 C 0.7905(2) 1.05733(19) 0.60806(14) 0.0570(5) Uani 1 1 d . . . H17 H 0.8420 0.9750 0.6010 0.068 Uiso 1 1 calc R . . C18 C 0.8862(3) 1.1741(3) 0.54497(19) 0.0947(9) Uani 1 1 d . . . H18A H 0.9056 1.1743 0.4764 0.142 Uiso 1 1 calc R . . H18B H 0.9795 1.1639 0.5744 0.142 Uiso 1 1 calc R . . H18C H 0.8335 1.2573 0.5445 0.142 Uiso 1 1 calc R . . C19 C 0.6396(3) 1.0763(3) 0.56544(19) 0.0853(7) Uani 1 1 d . . . H19A H 0.5821 1.0007 0.6032 0.128 Uiso 1 1 calc R . . H19B H 0.6544 1.0836 0.4951 0.128 Uiso 1 1 calc R . . H19C H 0.5867 1.1567 0.5711 0.128 Uiso 1 1 calc R . . C20 C 1.12001(19) 0.56478(16) 0.70371(12) 0.0408(4) Uani 1 1 d . . . C21 C 1.2709(2) 0.58763(18) 0.68533(14) 0.0517(4) Uani 1 1 d . . . H21 H 1.3042 0.6609 0.6959 0.062 Uiso 1 1 calc R . . C22 C 1.3730(2) 0.5028(2) 0.65148(17) 0.0676(6) Uani 1 1 d . . . H22 H 1.4741 0.5191 0.6405 0.081 Uiso 1 1 calc R . . C23 C 1.3275(3) 0.3955(3) 0.63389(19) 0.0797(7) Uani 1 1 d . . . H23 H 1.3972 0.3394 0.6110 0.096 Uiso 1 1 calc R . . C24 C 1.1803(3) 0.3715(2) 0.6500(2) 0.0775(7) Uani 1 1 d . . . H24 H 1.1476 0.2991 0.6380 0.093 Uiso 1 1 calc R . . C25 C 1.0807(2) 0.45500(19) 0.68412(15) 0.0558(5) Uani 1 1 d . . . C26 C 0.6770(3) 0.5339(2) 0.84755(18) 0.0723(6) Uani 1 1 d . . . H26A H 0.6838 0.4476 0.8398 0.108 Uiso 1 1 calc R . . H26B H 0.5737 0.5663 0.8514 0.108 Uiso 1 1 calc R . . H26C H 0.7196 0.5261 0.9089 0.108 Uiso 1 1 calc R . . C27 C 0.7169(3) 0.7149(2) 0.59601(17) 0.0735(6) Uani 1 1 d . . . H27A H 0.7759 0.7850 0.5500 0.110 Uiso 1 1 calc R . . H27B H 0.6135 0.7476 0.5985 0.110 Uiso 1 1 calc R . . H27C H 0.7270 0.6398 0.5727 0.110 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al 0.0406(3) 0.0493(3) 0.0497(3) -0.0208(2) -0.0048(2) -0.0090(2) F1 0.0627(8) 0.0860(9) 0.1366(12) -0.0736(9) -0.0008(8) -0.0161(7) N1 0.0345(7) 0.0386(7) 0.0367(7) -0.0129(6) -0.0062(5) 0.0003(5) N2 0.0395(8) 0.0416(8) 0.0483(8) -0.0208(6) -0.0031(6) -0.0022(6) C1 0.0379(8) 0.0367(8) 0.0303(7) -0.0075(6) -0.0025(6) -0.0037(6) C2 0.0334(8) 0.0427(9) 0.0453(9) -0.0206(7) -0.0018(7) -0.0001(7) C3 0.0438(11) 0.0474(11) 0.0902(15) -0.0144(10) -0.0111(10) -0.0043(8) C4 0.0521(13) 0.0580(13) 0.136(2) -0.0322(15) -0.0032(14) -0.0184(11) C5 0.0378(11) 0.1022(19) 0.1095(19) -0.0668(16) -0.0080(12) -0.0087(12) C6 0.0479(12) 0.1030(18) 0.0664(13) -0.0387(13) -0.0176(10) -0.0001(12) C7 0.0482(11) 0.0651(12) 0.0514(10) -0.0173(9) -0.0121(8) -0.0030(9) C8 0.0278(8) 0.0405(9) 0.0436(9) -0.0159(7) -0.0040(6) -0.0025(6) C9 0.0378(9) 0.0435(10) 0.0542(10) -0.0123(8) -0.0048(7) -0.0006(7) C10 0.0649(13) 0.0412(10) 0.0781(14) -0.0167(10) -0.0099(10) 0.0062(9) C11 0.0727(15) 0.0596(13) 0.0959(17) -0.0484(13) -0.0043(12) 0.0094(11) C12 0.0643(13) 0.0728(14) 0.0625(12) -0.0410(11) -0.0034(10) -0.0011(10) C13 0.0373(9) 0.0528(10) 0.0474(9) -0.0229(8) -0.0036(7) -0.0041(7) C14 0.0540(11) 0.0641(12) 0.0386(9) -0.0162(8) -0.0073(8) -0.0001(9) C15 0.0706(15) 0.0916(17) 0.0609(13) -0.0046(12) 0.0002(11) -0.0130(12) C16 0.0668(15) 0.1132(19) 0.0619(13) -0.0318(13) -0.0243(11) 0.0054(13) C17 0.0558(12) 0.0525(11) 0.0491(10) -0.0032(9) -0.0056(8) 0.0057(9) C18 0.0871(18) 0.0980(19) 0.0674(15) 0.0142(14) -0.0063(13) -0.0196(14) C19 0.0691(16) 0.115(2) 0.0727(15) -0.0315(14) -0.0208(12) 0.0041(14) C20 0.0459(9) 0.0391(9) 0.0363(8) -0.0128(7) -0.0038(7) 0.0016(7) C21 0.0485(11) 0.0518(11) 0.0562(11) -0.0223(9) 0.0002(8) -0.0029(8) C22 0.0498(12) 0.0792(15) 0.0771(14) -0.0369(12) 0.0044(10) 0.0044(10) C23 0.0719(16) 0.0870(17) 0.0954(17) -0.0588(15) -0.0017(13) 0.0193(13) C24 0.0807(17) 0.0685(14) 0.1040(18) -0.0582(14) -0.0085(13) 0.0055(12) C25 0.0525(11) 0.0568(11) 0.0668(12) -0.0326(10) -0.0045(9) -0.0026(9) C26 0.0677(14) 0.0655(13) 0.0816(15) -0.0236(12) 0.0095(11) -0.0206(11) C27 0.0766(15) 0.0877(16) 0.0663(13) -0.0312(12) -0.0206(11) -0.0165(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al N2 1.9290(14) . ? Al C27 1.943(2) . ? Al C26 1.944(2) . ? Al N1 1.9701(14) . ? Al C1 2.3962(17) . ? F1 C25 1.361(2) . ? N1 C1 1.3269(19) . ? N1 C8 1.427(2) . ? N2 C1 1.340(2) . ? N2 C20 1.401(2) . ? C1 C2 1.483(2) . ? C2 C3 1.370(2) . ? C2 C7 1.385(2) . ? C3 C4 1.385(3) . ? C3 H3 0.9300 . ? C4 C5 1.360(3) . ? C4 H4 0.9300 . ? C5 C6 1.359(3) . ? C5 H5 0.9300 . ? C6 C7 1.370(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.406(2) . ? C8 C9 1.407(2) . ? C9 C10 1.380(3) . ? C9 C17 1.516(3) . ? C10 C11 1.371(3) . ? C10 H10 0.9300 . ? C11 C12 1.377(3) . ? C11 H11 0.9300 . ? C12 C13 1.381(3) . ? C12 H12 0.9300 . ? C13 C14 1.514(2) . ? C14 C15 1.530(3) . ? C14 C16 1.530(3) . ? C14 H14 0.9800 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.517(3) . ? C17 C18 1.532(3) . ? C17 H17 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C25 1.383(2) . ? C20 C21 1.383(2) . ? C21 C22 1.384(3) . ? C21 H21 0.9300 . ? C22 C23 1.365(3) . ? C22 H22 0.9300 . ? C23 C24 1.354(3) . ? C23 H23 0.9300 . ? C24 C25 1.363(3) . ? C24 H24 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? 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 Al C27 115.20(9) . . ? N2 Al C26 114.72(9) . . ? C27 Al C26 120.77(11) . . ? N2 Al N1 67.56(6) . . ? C27 Al N1 114.18(8) . . ? C26 Al N1 112.81(8) . . ? N2 Al C1 33.96(5) . . ? C27 Al C1 120.94(8) . . ? C26 Al C1 118.22(8) . . ? N1 Al C1 33.62(5) . . ? C1 N1 C8 125.79(13) . . ? C1 N1 Al 91.09(10) . . ? C8 N1 Al 142.57(10) . . ? C1 N2 C20 130.41(14) . . ? C1 N2 Al 92.50(10) . . ? C20 N2 Al 135.85(12) . . ? N1 C1 N2 108.79(14) . . ? N1 C1 C2 124.51(14) . . ? N2 C1 C2 126.62(14) . . ? N1 C1 Al 55.29(8) . . ? N2 C1 Al 53.54(8) . . ? C2 C1 Al 175.96(11) . . ? C3 C2 C7 118.75(17) . . ? C3 C2 C1 121.47(15) . . ? C7 C2 C1 119.78(15) . . ? C2 C3 C4 119.84(19) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 120.7(2) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C6 C5 C4 119.8(2) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 120.3(2) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C6 C7 C2 120.6(2) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? C13 C8 C9 120.96(15) . . ? C13 C8 N1 120.66(14) . . ? C9 C8 N1 118.22(14) . . ? C10 C9 C8 118.11(17) . . ? C10 C9 C17 120.13(16) . . ? C8 C9 C17 121.76(15) . . ? C11 C10 C9 121.88(19) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C10 C11 C12 119.23(18) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C11 C12 C13 122.07(19) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C12 C13 C8 117.75(17) . . ? C12 C13 C14 119.22(16) . . ? C8 C13 C14 123.03(15) . . ? C13 C14 C15 111.04(16) . . ? C13 C14 C16 111.33(17) . . ? C15 C14 C16 110.18(18) . . ? C13 C14 H14 108.1 . . ? C15 C14 H14 108.1 . . ? C16 C14 H14 108.1 . . ? 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 . . ? C9 C17 C19 111.72(16) . . ? C9 C17 C18 112.11(19) . . ? C19 C17 C18 109.89(18) . . ? C9 C17 H17 107.6 . . ? C19 C17 H17 107.6 . . ? C18 C17 H17 107.6 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C25 C20 C21 115.46(16) . . ? C25 C20 N2 115.62(15) . . ? C21 C20 N2 128.85(16) . . ? C20 C21 C22 120.80(18) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C23 C22 C21 121.1(2) . . ? C23 C22 H22 119.5 . . ? C21 C22 H22 119.5 . . ? C24 C23 C22 119.51(19) . . ? C24 C23 H23 120.2 . . ? C22 C23 H23 120.2 . . ? C23 C24 C25 119.0(2) . . ? C23 C24 H24 120.5 . . ? C25 C24 H24 120.5 . . ? F1 C25 C24 118.91(18) . . ? F1 C25 C20 116.94(15) . . ? C24 C25 C20 124.14(19) . . ? Al C26 H26A 109.5 . . ? Al C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? Al C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? Al C27 H27A 109.5 . . ? Al C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? Al C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Al N1 C1 -1.40(8) . . . . ? C27 Al N1 C1 -110.04(11) . . . . ? C26 Al N1 C1 107.09(11) . . . . ? N2 Al N1 C8 -172.25(18) . . . . ? C27 Al N1 C8 79.11(18) . . . . ? C26 Al N1 C8 -63.76(19) . . . . ? C1 Al N1 C8 -170.8(2) . . . . ? C27 Al N2 C1 108.57(12) . . . . ? C26 Al N2 C1 -104.38(11) . . . . ? N1 Al N2 C1 1.39(8) . . . . ? C27 Al N2 C20 -58.95(18) . . . . ? C26 Al N2 C20 88.10(17) . . . . ? N1 Al N2 C20 -166.14(17) . . . . ? C1 Al N2 C20 -167.5(2) . . . . ? C8 N1 C1 N2 175.12(13) . . . . ? Al N1 C1 N2 1.97(12) . . . . ? C8 N1 C1 C2 -1.9(2) . . . . ? Al N1 C1 C2 -175.09(13) . . . . ? C8 N1 C1 Al 173.16(16) . . . . ? C20 N2 C1 N1 166.59(15) . . . . ? Al N2 C1 N1 -2.01(12) . . . . ? C20 N2 C1 C2 -16.4(3) . . . . ? Al N2 C1 C2 174.97(13) . . . . ? C20 N2 C1 Al 168.60(19) . . . . ? N2 Al C1 N1 177.68(14) . . . . ? C27 Al C1 N1 87.76(12) . . . . ? C26 Al C1 N1 -89.29(12) . . . . ? C27 Al C1 N2 -89.93(13) . . . . ? C26 Al C1 N2 93.03(12) . . . . ? N1 Al C1 N2 -177.68(14) . . . . ? N2 Al C1 C2 -93.8(16) . . . . ? C27 Al C1 C2 176.3(16) . . . . ? C26 Al C1 C2 -0.8(17) . . . . ? N1 Al C1 C2 88.5(16) . . . . ? N1 C1 C2 C3 -57.8(2) . . . . ? N2 C1 C2 C3 125.70(19) . . . . ? Al C1 C2 C3 -143.5(16) . . . . ? N1 C1 C2 C7 121.26(17) . . . . ? N2 C1 C2 C7 -55.3(2) . . . . ? Al C1 C2 C7 35.5(17) . . . . ? C7 C2 C3 C4 1.6(3) . . . . ? C1 C2 C3 C4 -179.33(19) . . . . ? C2 C3 C4 C5 -1.3(4) . . . . ? C3 C4 C5 C6 0.1(4) . . . . ? C4 C5 C6 C7 0.7(3) . . . . ? C5 C6 C7 C2 -0.3(3) . . . . ? C3 C2 C7 C6 -0.9(3) . . . . ? C1 C2 C7 C6 -179.93(17) . . . . ? C1 N1 C8 C13 -76.8(2) . . . . ? Al N1 C8 C13 91.9(2) . . . . ? C1 N1 C8 C9 107.78(17) . . . . ? Al N1 C8 C9 -83.5(2) . . . . ? C13 C8 C9 C10 0.1(3) . . . . ? N1 C8 C9 C10 175.54(16) . . . . ? C13 C8 C9 C17 -179.57(16) . . . . ? N1 C8 C9 C17 -4.1(2) . . . . ? C8 C9 C10 C11 -0.4(3) . . . . ? C17 C9 C10 C11 179.24(19) . . . . ? C9 C10 C11 C12 0.5(3) . . . . ? C10 C11 C12 C13 -0.2(3) . . . . ? C11 C12 C13 C8 -0.1(3) . . . . ? C11 C12 C13 C14 -179.61(19) . . . . ? C9 C8 C13 C12 0.1(2) . . . . ? N1 C8 C13 C12 -175.18(15) . . . . ? C9 C8 C13 C14 179.66(16) . . . . ? N1 C8 C13 C14 4.3(2) . . . . ? C12 C13 C14 C15 64.3(2) . . . . ? C8 C13 C14 C15 -115.2(2) . . . . ? C12 C13 C14 C16 -58.9(2) . . . . ? C8 C13 C14 C16 121.63(19) . . . . ? C10 C9 C17 C19 -68.1(3) . . . . ? C8 C9 C17 C19 111.5(2) . . . . ? C10 C9 C17 C18 55.7(2) . . . . ? C8 C9 C17 C18 -124.6(2) . . . . ? C1 N2 C20 C25 179.36(16) . . . . ? Al N2 C20 C25 -17.1(2) . . . . ? C1 N2 C20 C21 -3.7(3) . . . . ? Al N2 C20 C21 159.83(15) . . . . ? C25 C20 C21 C22 -1.2(3) . . . . ? N2 C20 C21 C22 -178.11(17) . . . . ? C20 C21 C22 C23 1.0(3) . . . . ? C21 C22 C23 C24 -0.2(4) . . . . ? C22 C23 C24 C25 -0.3(4) . . . . ? C23 C24 C25 F1 179.6(2) . . . . ? C23 C24 C25 C20 0.1(4) . . . . ? C21 C20 C25 F1 -178.84(16) . . . . ? N2 C20 C25 F1 -1.5(2) . . . . ? C21 C20 C25 C24 0.7(3) . . . . ? N2 C20 C25 C24 178.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.324 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.037 # End ======================================================================= data_cd28471 _database_code_depnum_ccdc_archive 'CCDC 772426' #TrackingRef 'cd28535-3.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H45 Al N2' _chemical_formula_weight 496.69 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 Trigonal _symmetry_space_group_name_H-M P3(2)21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'y, x, -z' 'x-y, -y, -z+1/3' '-x, -x+y, -z+2/3' _cell_length_a 14.9484(8) _cell_length_b 14.9484(8) _cell_length_c 12.2099(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2362.8(3) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3287 _cell_measurement_theta_min 4.579 _cell_measurement_theta_max 44.154 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.301 _exptl_crystal_size_mid 0.261 _exptl_crystal_size_min 0.215 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.047 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 810 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.88245 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _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 13607 _diffrn_reflns_av_R_equivalents 0.0519 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 26.49 _reflns_number_total 3273 _reflns_number_gt 2940 _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^)+(0.0567P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(2) _chemical_absolute_configuration ad _refine_ls_number_reflns 3273 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.1219 _refine_ls_wR_factor_gt 0.1186 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.004 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 Al Al 0.52852(6) 0.52852(6) 0.0000 0.0371(2) Uani 1 2 d S . . N1 N 0.60807(12) 0.66316(12) 0.06776(12) 0.0303(4) Uani 1 1 d . . . C1 C 0.68684(18) 0.68684(18) 0.0000 0.0289(6) Uani 1 2 d S . . C2 C 0.78583(19) 0.78583(19) 0.0000 0.0373(7) Uani 1 2 d S . . C3 C 0.7881(2) 0.87836(18) 0.0175(2) 0.0532(6) Uani 1 1 d . . . H3 H 0.7267 0.8785 0.0292 0.064 Uiso 1 1 calc R . . C4 C 0.8797(2) 0.9695(2) 0.0177(3) 0.0778(10) Uani 1 1 d . . . H4 H 0.8803 1.0312 0.0299 0.093 Uiso 1 1 calc R . . C5 C 0.9705(3) 0.9705(3) 0.0000 0.0947(17) Uani 1 2 d S . . H5 H 1.0328 1.0328 0.0000 0.114 Uiso 1 2 calc SR . . C6 C 0.61438(16) 0.71855(15) 0.16525(15) 0.0328(4) Uani 1 1 d . . . C7 C 0.67196(17) 0.71731(17) 0.25437(17) 0.0394(5) Uani 1 1 d . . . C8 C 0.6733(2) 0.7706(2) 0.34896(18) 0.0520(6) Uani 1 1 d . . . H8 H 0.7119 0.7713 0.4091 0.062 Uiso 1 1 calc R . . C9 C 0.6188(2) 0.8218(2) 0.3548(2) 0.0626(8) Uani 1 1 d . . . H9 H 0.6211 0.8575 0.4181 0.075 Uiso 1 1 calc R . . C10 C 0.5609(2) 0.8204(2) 0.2671(2) 0.0558(7) Uani 1 1 d . . . H10 H 0.5233 0.8544 0.2723 0.067 Uiso 1 1 calc R . . C11 C 0.55711(18) 0.76974(18) 0.17127(17) 0.0396(5) Uani 1 1 d . . . C12 C 0.4898(2) 0.7665(2) 0.0772(2) 0.0516(7) Uani 1 1 d . . . H12 H 0.5096 0.7418 0.0123 0.062 Uiso 1 1 calc R . . C13 C 0.3776(2) 0.6906(3) 0.1010(3) 0.0902(11) Uani 1 1 d . . . H13A H 0.3692 0.6236 0.1146 0.125 Uiso 1 1 calc R . . H13B H 0.3362 0.6871 0.0392 0.125 Uiso 1 1 calc R . . H13C H 0.3560 0.7131 0.1643 0.125 Uiso 1 1 calc R . . C14 C 0.5028(3) 0.8721(3) 0.0496(3) 0.0974(12) Uani 1 1 d . . . H14A H 0.4818 0.8972 0.1111 0.126 Uiso 1 1 calc R . . H14B H 0.4608 0.8657 -0.0128 0.126 Uiso 1 1 calc R . . H14C H 0.5739 0.9197 0.0330 0.126 Uiso 1 1 calc R . . C15 C 0.72882(19) 0.65697(19) 0.2562(2) 0.0491(6) Uani 1 1 d . . . H15 H 0.7223 0.6270 0.1833 0.059 Uiso 1 1 calc R . . C16 C 0.6790(3) 0.5678(2) 0.3380(2) 0.0742(9) Uani 1 1 d . . . H16A H 0.6852 0.5948 0.4106 0.111 Uiso 1 1 calc R . . H16B H 0.7133 0.5281 0.3345 0.111 Uiso 1 1 calc R . . H16C H 0.6073 0.5244 0.3201 0.111 Uiso 1 1 calc R . . C17 C 0.8438(2) 0.7259(3) 0.2798(3) 0.0793(10) Uani 1 1 d . . . H17A H 0.8736 0.7803 0.2265 0.119 Uiso 1 1 calc R . . H17B H 0.8774 0.6855 0.2762 0.119 Uiso 1 1 calc R . . H17C H 0.8527 0.7552 0.3517 0.119 Uiso 1 1 calc R . . C18 C 0.5049(3) 0.4152(2) 0.0964(2) 0.0742(10) Uani 1 1 d . . . H18A H 0.5697 0.4275 0.1258 0.111 Uiso 1 1 calc R . . H18B H 0.4733 0.3517 0.0558 0.111 Uiso 1 1 calc R . . H18C H 0.4602 0.4104 0.1553 0.111 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 Al 0.0328(3) 0.0328(3) 0.0375(5) -0.0029(2) 0.0029(2) 0.0104(4) N1 0.0307(9) 0.0312(9) 0.0295(7) -0.0018(7) 0.0021(7) 0.0160(8) C1 0.0317(11) 0.0317(11) 0.0281(13) 0.0011(6) -0.0011(6) 0.0195(13) C2 0.0339(11) 0.0339(11) 0.0356(15) -0.0034(7) 0.0034(7) 0.0106(14) C3 0.0469(15) 0.0379(13) 0.0695(16) -0.0017(12) 0.0112(13) 0.0171(12) C4 0.070(2) 0.0323(14) 0.113(3) -0.0079(15) 0.0191(19) 0.0114(15) C5 0.0495(17) 0.0495(17) 0.143(5) -0.0206(18) 0.0206(18) -0.007(2) C6 0.0341(11) 0.0322(10) 0.0306(9) -0.0003(8) 0.0058(9) 0.0154(9) C7 0.0449(13) 0.0400(12) 0.0328(11) -0.0001(9) 0.0046(9) 0.0209(10) C8 0.0614(17) 0.0643(17) 0.0320(11) -0.0092(11) -0.0038(11) 0.0327(14) C9 0.077(2) 0.072(2) 0.0420(13) -0.0202(13) 0.0046(14) 0.0392(17) C10 0.0604(17) 0.0591(17) 0.0618(16) -0.0106(13) 0.0106(13) 0.0403(14) C11 0.0423(13) 0.0429(13) 0.0379(11) 0.0015(10) 0.0091(10) 0.0246(11) C12 0.0575(16) 0.0660(17) 0.0497(14) 0.0010(12) 0.0030(12) 0.0446(15) C13 0.0556(19) 0.121(3) 0.085(2) 0.004(2) -0.0121(17) 0.037(2) C14 0.124(3) 0.087(3) 0.107(3) 0.011(2) -0.016(2) 0.073(3) C15 0.0591(16) 0.0593(16) 0.0411(12) -0.0052(11) -0.0122(11) 0.0388(13) C16 0.100(3) 0.0672(19) 0.0654(18) 0.0099(15) -0.0107(17) 0.0489(19) C17 0.065(2) 0.093(2) 0.087(2) -0.0071(18) -0.0167(17) 0.0449(18) C18 0.097(3) 0.0422(15) 0.0694(18) 0.0153(14) 0.0153(17) 0.0240(16) _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 N1 1.9381(18) . ? Al N1 1.9381(18) 4 ? Al C18 1.945(3) 4 ? Al C18 1.945(3) . ? Al C1 2.367(3) . ? N1 C1 1.334(2) . ? N1 C6 1.426(2) . ? C1 N1 1.334(2) 4 ? C1 C2 1.480(4) . ? C2 C3 1.383(3) . ? C2 C3 1.383(3) 4 ? C3 C4 1.366(4) . ? C3 H3 0.9300 . ? C4 C5 1.367(4) . ? C4 H4 0.9300 . ? C5 C4 1.367(4) 4 ? C5 H5 0.9300 . ? C6 C7 1.393(3) . ? C6 C11 1.407(3) . ? C7 C8 1.397(3) . ? C7 C15 1.518(3) . ? C8 C9 1.372(4) . ? C8 H8 0.9300 . ? C9 C10 1.370(4) . ? C9 H9 0.9300 . ? C10 C11 1.379(3) . ? C10 H10 0.9300 . ? C11 C12 1.512(3) . ? C12 C13 1.511(4) . ? C12 C14 1.529(4) . ? C12 H12 0.9800 . ? 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 C17 1.525(4) . ? C15 C16 1.528(4) . ? C15 H15 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? 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 Al N1 68.61(9) . 4 ? N1 Al C18 118.24(11) . 4 ? N1 Al C18 113.34(10) 4 4 ? N1 Al C18 113.34(10) . . ? N1 Al C18 118.24(11) 4 . ? C18 Al C18 116.5(2) 4 . ? N1 Al C1 34.31(5) . . ? N1 Al C1 34.31(5) 4 . ? C18 Al C1 121.75(10) 4 . ? C18 Al C1 121.75(10) . . ? C1 N1 C6 124.77(17) . . ? C1 N1 Al 90.73(13) . . ? C6 N1 Al 141.95(13) . . ? N1 C1 N1 109.9(2) 4 . ? N1 C1 C2 125.03(12) 4 . ? N1 C1 C2 125.03(12) . . ? N1 C1 Al 54.97(12) 4 . ? N1 C1 Al 54.97(12) . . ? C2 C1 Al 179.999(1) . . ? C3 C2 C3 118.4(3) . 4 ? C3 C2 C1 120.80(15) . . ? C3 C2 C1 120.79(15) 4 . ? C4 C3 C2 120.5(3) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 120.4(3) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C4 119.7(4) . 4 ? C4 C5 H5 120.2 . . ? C4 C5 H5 120.2 4 . ? C7 C6 C11 120.96(18) . . ? C7 C6 N1 120.42(18) . . ? C11 C6 N1 118.54(18) . . ? C6 C7 C8 118.1(2) . . ? C6 C7 C15 123.57(19) . . ? C8 C7 C15 118.2(2) . . ? C9 C8 C7 121.2(2) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C10 C9 C8 119.8(2) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 121.6(2) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C6 118.3(2) . . ? C10 C11 C12 120.4(2) . . ? C6 C11 C12 121.27(19) . . ? C13 C12 C11 110.5(2) . . ? C13 C12 C14 109.7(3) . . ? C11 C12 C14 113.3(3) . . ? C13 C12 H12 107.7 . . ? C11 C12 H12 107.7 . . ? C14 C12 H12 107.7 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C7 C15 C17 112.2(2) . . ? C7 C15 C16 110.8(2) . . ? C17 C15 C16 111.0(2) . . ? C7 C15 H15 107.5 . . ? C17 C15 H15 107.5 . . ? C16 C15 H15 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 . . ? 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 . . ? Al C18 H18A 109.5 . . ? Al C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? Al C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Al N1 C1 0.0 4 . . . ? C18 Al N1 C1 -105.82(13) 4 . . . ? C18 Al N1 C1 112.61(13) . . . . ? N1 Al N1 C6 -160.3(3) 4 . . . ? C18 Al N1 C6 93.9(2) 4 . . . ? C18 Al N1 C6 -47.7(2) . . . . ? C1 Al N1 C6 -160.3(3) . . . . ? C6 N1 C1 N1 165.35(19) . . . 4 ? Al N1 C1 N1 0.0 . . . 4 ? C6 N1 C1 C2 -14.65(19) . . . . ? Al N1 C1 C2 180.0 . . . . ? C6 N1 C1 Al 165.35(19) . . . . ? N1 Al C1 N1 180.0 . . . 4 ? C18 Al C1 N1 -85.39(14) 4 . . 4 ? C18 Al C1 N1 94.61(14) . . . 4 ? N1 Al C1 N1 180.0 4 . . . ? C18 Al C1 N1 94.61(14) 4 . . . ? C18 Al C1 N1 -85.39(14) . . . . ? N1 Al C1 C2 -49.23(8) . . . . ? N1 Al C1 C2 130.77(8) 4 . . . ? C18 Al C1 C2 45.37(11) 4 . . . ? C18 Al C1 C2 -134.63(11) . . . . ? N1 C1 C2 C3 141.12(14) 4 . . . ? N1 C1 C2 C3 -38.88(14) . . . . ? Al C1 C2 C3 10.36(12) . . . . ? N1 C1 C2 C3 -38.88(14) 4 . . 4 ? N1 C1 C2 C3 141.12(14) . . . 4 ? Al C1 C2 C3 -169.64(12) . . . 4 ? C3 C2 C3 C4 -0.2(2) 4 . . . ? C1 C2 C3 C4 179.8(2) . . . . ? C2 C3 C4 C5 0.3(4) . . . . ? C3 C4 C5 C4 -0.2(2) . . . 4 ? C1 N1 C6 C7 -67.6(2) . . . . ? Al N1 C6 C7 88.2(3) . . . . ? C1 N1 C6 C11 115.6(2) . . . . ? Al N1 C6 C11 -88.6(2) . . . . ? C11 C6 C7 C8 -1.6(3) . . . . ? N1 C6 C7 C8 -178.30(19) . . . . ? C11 C6 C7 C15 175.3(2) . . . . ? N1 C6 C7 C15 -1.5(3) . . . . ? C6 C7 C8 C9 0.7(3) . . . . ? C15 C7 C8 C9 -176.3(2) . . . . ? C7 C8 C9 C10 0.6(4) . . . . ? C8 C9 C10 C11 -1.1(4) . . . . ? C9 C10 C11 C6 0.2(4) . . . . ? C9 C10 C11 C12 178.0(3) . . . . ? C7 C6 C11 C10 1.2(3) . . . . ? N1 C6 C11 C10 178.0(2) . . . . ? C7 C6 C11 C12 -176.6(2) . . . . ? N1 C6 C11 C12 0.2(3) . . . . ? C10 C11 C12 C13 -75.5(3) . . . . ? C6 C11 C12 C13 102.2(3) . . . . ? C10 C11 C12 C14 48.1(4) . . . . ? C6 C11 C12 C14 -134.2(3) . . . . ? C6 C7 C15 C17 123.4(2) . . . . ? C8 C7 C15 C17 -59.8(3) . . . . ? C6 C7 C15 C16 -111.9(2) . . . . ? C8 C7 C15 C16 64.9(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.332 _refine_diff_density_min -0.160 _refine_diff_density_rms 0.035 # End =======================================================================