# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'CIF.CIF' #SUBMISSION DETAILS: _publ_contact_author ; Dr Wen-Hua Sun Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; loop_ _publ_author_name _publ_author_address 'Wen-Hua Sun' ;Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Miao Shen' ;Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Wenjuan Zhang' ;Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Shaofeng Liu' ;Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China ; 'Carl Redshaw' ;School of Chemistry University of East Anglia Norwich NR4 7TJ UK ; _publ_contact_author_name 'Dr Wen-Hua Sun' _publ_contact_author_email whsun@iccas.ac.cn data_3 _database_code_depnum_ccdc_archive 'CCDC 783402' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H58 Al2 N4 O2' _chemical_formula_weight 776.94 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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 14.338(3) _cell_length_b 14.612(3) _cell_length_c 15.122(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.05(3) _cell_angle_gamma 90.00 _cell_volume 3086.6(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9738 _cell_measurement_theta_min 1.3822 _cell_measurement_theta_max 27.3862 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.836 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9825 _exptl_absorpt_correction_T_max 0.9923 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? #_diffrn_standards_number none #_diffrn_standards_interval_count none #_diffrn_standards_interval_time none #_diffrn_standards_decay_% none _diffrn_reflns_number 24947 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.1157 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 27.33 _reflns_number_total 13265 _reflns_number_gt 8288 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. sadi 0.01 C17A C21A C17A C21' simu 0.01 c21A c21' isor 0.01 c21A c21' dfix 1.53 c17A c21A ; _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^)+(0.1408P)^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 0.3(3) _refine_ls_number_reflns 13265 _refine_ls_number_parameters 517 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.1245 _refine_ls_R_factor_gt 0.0939 _refine_ls_wR_factor_ref 0.2637 _refine_ls_wR_factor_gt 0.2406 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _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 Al1A Al 0.24675(9) 0.27582(9) 0.77321(8) 0.0323(3) Uani 1 1 d . . . N1A N 0.1588(2) 0.2576(3) 0.8744(2) 0.0302(8) Uani 1 1 d . . . Al1 Al 0.14439(9) 0.25537(10) 0.56879(9) 0.0351(3) Uani 1 1 d . . . O1A O 0.12415(19) 0.2570(2) 0.69729(18) 0.0332(7) Uani 1 1 d . . . O1 O 0.2639(2) 0.2823(2) 0.6457(2) 0.0402(8) Uani 1 1 d . . . N1 N 0.2335(2) 0.2704(3) 0.4704(2) 0.0300(8) Uani 1 1 d . . . C1A C 0.0479(3) 0.2374(3) 0.7349(3) 0.0246(8) Uani 1 1 d . . . C1 C 0.3418(3) 0.2974(4) 0.6106(3) 0.0434(12) Uani 1 1 d . . . N2 N 0.0873(3) 0.2367(2) 0.2481(2) 0.0312(8) Uani 1 1 d . . . N2A N 0.3038(3) 0.2831(3) 1.0984(3) 0.0396(9) Uani 1 1 d . . . C2A C -0.0424(4) 0.2217(4) 0.6852(4) 0.0519(14) Uani 1 1 d . . . H2AB H -0.0546 0.2208 0.6208 0.062 Uiso 1 1 calc R . . C2 C 0.4310(4) 0.3217(4) 0.6593(3) 0.0431(12) Uani 1 1 d . . . H2B H 0.4424 0.3264 0.7235 0.052 Uiso 1 1 calc R . . C3A C -0.1178(3) 0.2067(4) 0.7292(3) 0.0414(11) Uani 1 1 d . . . H3AA H -0.1801 0.1956 0.6931 0.050 Uiso 1 1 calc R . . C3 C 0.5060(3) 0.3401(3) 0.6154(3) 0.0383(11) Uani 1 1 d . . . H3A H 0.5668 0.3586 0.6501 0.046 Uiso 1 1 calc R . . C4A C -0.1051(3) 0.2075(3) 0.8227(3) 0.0331(10) Uani 1 1 d . . . H4AA H -0.1567 0.1965 0.8512 0.040 Uiso 1 1 calc R . . C4 C 0.4918(4) 0.3314(4) 0.5230(4) 0.0518(14) Uani 1 1 d . . . H4A H 0.5443 0.3401 0.4951 0.062 Uiso 1 1 calc R . . C5A C -0.0122(3) 0.2254(3) 0.8734(3) 0.0301(9) Uani 1 1 d . . . C5 C 0.3990(3) 0.3094(3) 0.4671(3) 0.0353(10) Uani 1 1 d . . . C6 C 0.3762(3) 0.2983(3) 0.3738(3) 0.0342(10) Uani 1 1 d . . . H6A H 0.4243 0.3066 0.3404 0.041 Uiso 1 1 calc R . . C6A C 0.0125(4) 0.2298(4) 0.9719(3) 0.0432(12) Uani 1 1 d . . . H6AA H -0.0360 0.2225 1.0051 0.052 Uiso 1 1 calc R . . C7 C 0.2856(3) 0.2759(4) 0.3294(3) 0.0378(11) Uani 1 1 d . . . H7A H 0.2701 0.2697 0.2652 0.045 Uiso 1 1 calc R . . C7A C 0.1061(3) 0.2447(3) 1.0174(3) 0.0340(10) Uani 1 1 d . . . H7AA H 0.1226 0.2444 1.0819 0.041 Uiso 1 1 calc R . . C8A C 0.1803(3) 0.2610(3) 0.9660(3) 0.0317(9) Uani 1 1 d . . . C8 C 0.2137(3) 0.2615(3) 0.3804(3) 0.0327(9) Uani 1 1 d . . . C9A C 0.0640(3) 0.2399(3) 0.8292(3) 0.0311(9) Uani 1 1 d . . . C9 C 0.3245(3) 0.2913(3) 0.5118(3) 0.0334(10) Uani 1 1 d . . . C10A C 0.2776(3) 0.2850(3) 1.0098(3) 0.0332(10) Uani 1 1 d . . . H10A H 0.3219 0.3020 0.9746 0.040 Uiso 1 1 calc R . . C10 C 0.1129(3) 0.2455(3) 0.3311(3) 0.0341(10) Uani 1 1 d . . . H10B H 0.0654 0.2419 0.3657 0.041 Uiso 1 1 calc R . . C11 C -0.0122(3) 0.2328(3) 0.2053(3) 0.0263(8) Uani 1 1 d . . . C11A C 0.3996(3) 0.3151(4) 1.1355(3) 0.0376(11) Uani 1 1 d . . . C12A C 0.4782(3) 0.2546(4) 1.1561(3) 0.0393(11) Uani 1 1 d . B . C12 C -0.0651(3) 0.3133(3) 0.1895(3) 0.0300(9) Uani 1 1 d . . . C13 C -0.1590(4) 0.3150(4) 0.1438(4) 0.0514(13) Uani 1 1 d . . . H13A H -0.1945 0.3704 0.1364 0.062 Uiso 1 1 calc R . . C13A C 0.5695(4) 0.2839(4) 1.1959(4) 0.0532(13) Uani 1 1 d . . . H13B H 0.6216 0.2422 1.2096 0.064 Uiso 1 1 calc R . . C14 C -0.2044(5) 0.2261(5) 0.1056(4) 0.0641(16) Uani 1 1 d . . . H14A H -0.2677 0.2246 0.0692 0.077 Uiso 1 1 calc R . . C14A C 0.5828(4) 0.3775(5) 1.2156(4) 0.0614(16) Uani 1 1 d . . . H14B H 0.6457 0.4005 1.2376 0.074 Uiso 1 1 calc R . . C15 C -0.1504(3) 0.1459(4) 0.1256(3) 0.0414(11) Uani 1 1 d . . . H15A H -0.1803 0.0891 0.1062 0.050 Uiso 1 1 calc R . . C15A C 0.5006(4) 0.4407(4) 1.2026(3) 0.0440(12) Uani 1 1 d . . . H15B H 0.5104 0.5031 1.2199 0.053 Uiso 1 1 calc R . . C16 C -0.0533(3) 0.1455(3) 0.1733(3) 0.0383(11) Uani 1 1 d . . . C16A C 0.4107(4) 0.4097(4) 1.1659(3) 0.0433(12) Uani 1 1 d . . . C17 C -0.0159(3) 0.4076(3) 0.2267(3) 0.0357(10) Uani 1 1 d . . . H17A H 0.0304 0.3956 0.2857 0.043 Uiso 1 1 calc R . . C17A C 0.4623(4) 0.1520(4) 1.1321(4) 0.0477(12) Uani 1 1 d D . . H17B H 0.4040 0.1489 1.0813 0.057 Uiso 1 1 calc R A 1 C18A C 0.3252(4) 0.4720(3) 1.1503(3) 0.0413(11) Uani 1 1 d . . . H18A H 0.2671 0.4320 1.1396 0.050 Uiso 1 1 calc R . . C18 C 0.0025(4) 0.0595(4) 0.1934(4) 0.0543(14) Uani 1 1 d . . . H18B H 0.0724 0.0740 0.2056 0.065 Uiso 1 1 calc R . . C21 C -0.0877(5) 0.4791(5) 0.2425(5) 0.0698(18) Uani 1 1 d . . . H21A H -0.0537 0.5354 0.2656 0.105 Uiso 1 1 calc R . . H21B H -0.1222 0.4558 0.2869 0.105 Uiso 1 1 calc R . . H21C H -0.1333 0.4920 0.1851 0.105 Uiso 1 1 calc R . . C21A C 0.4318(14) 0.1127(8) 1.2175(8) 0.090(4) Uani 0.77(3) 1 d PDU B 1 H21D H 0.3623 0.1184 1.2095 0.136 Uiso 0.77(3) 1 calc PR B 1 H21E H 0.4639 0.1469 1.2715 0.136 Uiso 0.77(3) 1 calc PR B 1 H21F H 0.4499 0.0480 1.2250 0.136 Uiso 0.77(3) 1 calc PR B 1 C21' C 0.490(5) 0.106(3) 1.2282(16) 0.102(10) Uani 0.23(3) 1 d PDU B 2 H21G H 0.5593 0.0959 1.2450 0.153 Uiso 0.23(3) 1 calc PR B 2 H21H H 0.4570 0.0469 1.2265 0.153 Uiso 0.23(3) 1 calc PR B 2 H21I H 0.4709 0.1457 1.2731 0.153 Uiso 0.23(3) 1 calc PR B 2 C22 C 0.0390(7) 0.4466(6) 0.1608(6) 0.103(3) Uani 1 1 d . . . H22A H 0.0693 0.5043 0.1847 0.155 Uiso 1 1 calc R . . H22B H -0.0051 0.4576 0.1021 0.155 Uiso 1 1 calc R . . H22C H 0.0884 0.4029 0.1529 0.155 Uiso 1 1 calc R . . C22A C 0.5432(5) 0.1136(5) 1.0949(5) 0.078(2) Uani 1 1 d . B . H22D H 0.5462 0.1458 1.0388 0.116 Uiso 1 1 calc R . . H22E H 0.5322 0.0483 1.0821 0.116 Uiso 1 1 calc R . . H22F H 0.6038 0.1218 1.1396 0.116 Uiso 1 1 calc R . . C23 C -0.0236(4) -0.0105(4) 0.1111(4) 0.0554(14) Uani 1 1 d . . . H23A H -0.0076 0.0166 0.0571 0.083 Uiso 1 1 calc R . . H23B H -0.0922 -0.0243 0.0985 0.083 Uiso 1 1 calc R . . H23C H 0.0131 -0.0671 0.1270 0.083 Uiso 1 1 calc R . . C23A C 0.3140(6) 0.5348(5) 1.0691(4) 0.077(2) Uani 1 1 d . . . H23D H 0.3135 0.4985 1.0146 0.116 Uiso 1 1 calc R . . H23E H 0.3676 0.5780 1.0789 0.116 Uiso 1 1 calc R . . H23F H 0.2537 0.5687 1.0613 0.116 Uiso 1 1 calc R . . C24 C -0.0221(5) 0.0159(5) 0.2828(4) 0.0655(17) Uani 1 1 d . . . H24A H -0.0051 0.0594 0.3331 0.098 Uiso 1 1 calc R . . H24B H 0.0146 -0.0407 0.2985 0.098 Uiso 1 1 calc R . . H24C H -0.0907 0.0022 0.2712 0.098 Uiso 1 1 calc R . . C24A C 0.3256(5) 0.5283(4) 1.2370(4) 0.0618(16) Uani 1 1 d . . . H24D H 0.3308 0.4867 1.2888 0.093 Uiso 1 1 calc R . . H24E H 0.2661 0.5634 1.2287 0.093 Uiso 1 1 calc R . . H24F H 0.3803 0.5703 1.2485 0.093 Uiso 1 1 calc R . . C31A C 0.2873(4) 0.4024(4) 0.8083(4) 0.0438(12) Uani 1 1 d . . . H31A H 0.3289 0.4247 0.7697 0.066 Uiso 1 1 calc R . . H31B H 0.3224 0.4034 0.8719 0.066 Uiso 1 1 calc R . . H31C H 0.2308 0.4418 0.8007 0.066 Uiso 1 1 calc R . . C31 C 0.1130(4) 0.1235(4) 0.5466(4) 0.0551(14) Uani 1 1 d . . . H31D H 0.0718 0.1033 0.5864 0.083 Uiso 1 1 calc R . . H31E H 0.1722 0.0876 0.5594 0.083 Uiso 1 1 calc R . . H31F H 0.0796 0.1148 0.4831 0.083 Uiso 1 1 calc R . . C32A C 0.3272(4) 0.1596(4) 0.8131(3) 0.0441(12) Uani 1 1 d . . . H32A H 0.3742 0.1522 0.7756 0.066 Uiso 1 1 calc R . . H32B H 0.2849 0.1060 0.8057 0.066 Uiso 1 1 calc R . . H32C H 0.3605 0.1653 0.8770 0.066 Uiso 1 1 calc R . . C32 C 0.0610(3) 0.3604(3) 0.5261(3) 0.0366(11) Uani 1 1 d . . . H32D H 0.0132 0.3663 0.5630 0.055 Uiso 1 1 calc R . . H32E H 0.0285 0.3510 0.4624 0.055 Uiso 1 1 calc R . . H32F H 0.0996 0.4163 0.5315 0.055 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 Al1A 0.0300(6) 0.0424(8) 0.0250(6) 0.0002(6) 0.0069(5) -0.0030(6) N1A 0.0341(18) 0.034(2) 0.0254(16) -0.0001(16) 0.0123(14) 0.0018(16) Al1 0.0321(7) 0.0459(9) 0.0284(6) 0.0002(6) 0.0089(5) -0.0017(6) O1A 0.0270(14) 0.0443(18) 0.0276(14) -0.0023(14) 0.0047(11) -0.0033(14) O1 0.0365(17) 0.055(2) 0.0304(15) 0.0010(16) 0.0101(13) 0.0012(16) N1 0.0314(17) 0.036(2) 0.0232(16) -0.0004(17) 0.0081(13) 0.0014(16) C1A 0.0221(18) 0.029(2) 0.0228(18) 0.0022(16) 0.0058(15) -0.0011(16) C1 0.040(3) 0.062(3) 0.033(2) 0.002(2) 0.018(2) -0.004(2) N2 0.0361(19) 0.035(2) 0.0243(17) -0.0011(15) 0.0099(14) -0.0010(16) N2A 0.0346(19) 0.053(2) 0.0335(19) 0.0021(19) 0.0118(16) -0.0010(18) C2A 0.050(3) 0.065(4) 0.038(3) -0.008(3) 0.004(2) -0.007(3) C2 0.042(3) 0.061(3) 0.028(2) 0.000(2) 0.010(2) -0.007(2) C3A 0.030(2) 0.050(3) 0.043(3) -0.008(2) 0.005(2) -0.006(2) C3 0.032(2) 0.050(3) 0.032(2) -0.002(2) 0.0063(19) -0.007(2) C4A 0.033(2) 0.036(3) 0.031(2) 0.0033(19) 0.0077(18) 0.0002(19) C4 0.040(3) 0.069(4) 0.051(3) 0.000(3) 0.020(2) -0.009(3) C5A 0.032(2) 0.035(2) 0.026(2) 0.0011(18) 0.0127(17) -0.0007(18) C5 0.031(2) 0.042(3) 0.032(2) 0.002(2) 0.0063(18) -0.0043(19) C6 0.029(2) 0.043(3) 0.031(2) 0.0019(19) 0.0069(18) -0.0031(19) C6A 0.042(3) 0.049(3) 0.042(3) 0.005(2) 0.018(2) 0.000(2) C7 0.050(3) 0.045(3) 0.0212(18) 0.002(2) 0.0135(19) 0.001(2) C7A 0.030(2) 0.041(3) 0.031(2) 0.004(2) 0.0080(17) -0.0001(19) C8A 0.033(2) 0.039(3) 0.0257(19) -0.001(2) 0.0112(16) 0.0038(19) C8 0.030(2) 0.041(3) 0.0253(19) 0.006(2) 0.0043(16) -0.004(2) C9A 0.0265(19) 0.037(2) 0.030(2) 0.0046(18) 0.0072(16) 0.0040(18) C9 0.030(2) 0.045(3) 0.026(2) -0.0049(19) 0.0087(17) -0.0061(19) C10A 0.036(2) 0.042(3) 0.0243(19) 0.0002(19) 0.0133(17) 0.001(2) C10 0.032(2) 0.044(3) 0.027(2) -0.003(2) 0.0096(17) -0.002(2) C11 0.034(2) 0.030(2) 0.0165(17) 0.0017(15) 0.0073(15) -0.0008(17) C11A 0.029(2) 0.061(3) 0.025(2) 0.005(2) 0.0089(17) 0.001(2) C12A 0.042(2) 0.047(3) 0.031(2) 0.002(2) 0.0125(19) 0.000(2) C12 0.034(2) 0.035(2) 0.0208(19) -0.0012(18) 0.0072(17) 0.0032(18) C13 0.056(3) 0.054(3) 0.045(3) 0.000(3) 0.013(3) 0.011(3) C13A 0.040(3) 0.061(4) 0.057(3) 0.001(3) 0.007(2) 0.005(3) C14 0.056(3) 0.074(4) 0.060(4) 0.005(3) 0.008(3) 0.003(3) C14A 0.042(3) 0.081(5) 0.058(4) -0.005(3) 0.004(3) -0.003(3) C15 0.042(3) 0.046(3) 0.034(2) -0.007(2) 0.007(2) -0.010(2) C15A 0.045(3) 0.041(3) 0.042(3) -0.006(2) 0.001(2) -0.003(2) C16 0.037(2) 0.048(3) 0.032(2) 0.000(2) 0.0116(19) -0.004(2) C16A 0.040(3) 0.053(3) 0.037(3) -0.002(2) 0.009(2) -0.002(2) C17 0.035(2) 0.037(2) 0.032(2) 0.0027(19) 0.0018(19) 0.0011(19) C17A 0.043(3) 0.057(3) 0.041(3) 0.003(2) 0.008(2) -0.001(2) C18A 0.042(3) 0.044(3) 0.038(3) -0.001(2) 0.007(2) -0.001(2) C18 0.053(3) 0.056(4) 0.054(3) -0.002(3) 0.011(3) -0.001(3) C21 0.085(5) 0.063(4) 0.068(4) -0.012(3) 0.029(4) -0.005(3) C21A 0.087(8) 0.081(6) 0.106(7) 0.010(5) 0.026(5) -0.024(5) C21' 0.101(12) 0.096(12) 0.111(12) -0.002(8) 0.028(9) -0.010(9) C22 0.120(7) 0.092(6) 0.106(7) -0.007(5) 0.044(6) -0.028(5) C22A 0.098(6) 0.058(4) 0.081(5) -0.005(4) 0.029(4) 0.001(4) C23 0.062(4) 0.048(3) 0.057(3) 0.000(3) 0.015(3) -0.005(3) C23A 0.098(6) 0.078(5) 0.061(4) -0.002(4) 0.028(4) 0.001(4) C24 0.070(4) 0.071(4) 0.057(4) 0.011(3) 0.018(3) 0.013(3) C24A 0.074(4) 0.060(4) 0.051(3) 0.002(3) 0.014(3) 0.016(3) C31A 0.042(3) 0.053(3) 0.037(3) 0.009(2) 0.008(2) -0.004(2) C31 0.053(3) 0.065(4) 0.050(3) -0.005(3) 0.017(3) 0.000(3) C32A 0.048(3) 0.052(3) 0.034(3) -0.005(2) 0.012(2) 0.000(2) C32 0.028(2) 0.051(3) 0.029(2) 0.007(2) 0.0026(18) -0.002(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 Al1A O1A 1.890(3) . ? Al1A C31A 1.975(6) . ? Al1A O1 2.001(3) . ? Al1A C32A 2.065(5) . ? Al1A N1A 2.208(4) . ? N1A C8A 1.350(5) . ? N1A C9A 1.401(5) . ? Al1 O1 1.882(3) . ? Al1 C32 1.963(5) . ? Al1 C31 1.989(6) . ? Al1 O1A 2.029(3) . ? Al1 N1 2.181(3) . ? O1A C1A 1.372(5) . ? O1 C1 1.359(5) . ? N1 C8 1.332(5) . ? N1 C9 1.348(5) . ? C1A C2A 1.362(6) . ? C1A C9A 1.393(5) . ? C1 C2 1.370(7) . ? C1 C9 1.462(6) . ? N2 C10 1.232(5) . ? N2 C11 1.429(5) . ? N2A C10A 1.308(5) . ? N2A C11A 1.440(6) . ? C2A C3A 1.408(7) . ? C2A H2AB 0.9500 . ? C2 C3 1.412(6) . ? C2 H2B 0.9500 . ? C3A C4A 1.385(6) . ? C3A H3AA 0.9500 . ? C3 C4 1.372(7) . ? C3 H3A 0.9500 . ? C4A C5A 1.403(6) . ? C4A H4AA 0.9500 . ? C4 C5 1.443(7) . ? C4 H4A 0.9500 . ? C5A C9A 1.421(6) . ? C5A C6A 1.452(6) . ? C5 C6 1.385(6) . ? C5 C9 1.411(6) . ? C6 C7 1.361(6) . ? C6 H6A 0.9500 . ? C6A C7A 1.380(7) . ? C6A H6AA 0.9500 . ? C7 C8 1.436(6) . ? C7 H7A 0.9500 . ? C7A C8A 1.472(6) . ? C7A H7AA 0.9500 . ? C8A C10A 1.445(6) . ? C8 C10 1.487(6) . ? C10A H10A 0.9500 . ? C10 H10B 0.9500 . ? C11 C12 1.389(6) . ? C11 C16 1.442(6) . ? C11A C12A 1.411(7) . ? C11A C16A 1.454(7) . ? C12A C13A 1.380(7) . ? C12A C17A 1.547(8) . ? C12 C13 1.369(7) . ? C12 C17 1.592(6) . ? C13 C14 1.508(9) . ? C13 H13A 0.9500 . ? C13A C14A 1.403(9) . ? C13A H13B 0.9500 . ? C14 C15 1.400(8) . ? C14 H14A 0.9500 . ? C14A C15A 1.475(8) . ? C14A H14B 0.9500 . ? C15 C16 1.417(6) . ? C15 H15A 0.9500 . ? C15A C16A 1.361(7) . ? C15A H15B 0.9500 . ? C16 C18 1.484(8) . ? C16A C18A 1.503(7) . ? C17 C22 1.513(9) . ? C17 C21 1.523(8) . ? C17 H17A 1.0000 . ? C17A C22A 1.507(9) . ? C17A C21A 1.563(9) . ? C17A C21' 1.570(13) . ? C17A H17B 1.0000 . ? C18A C23A 1.512(8) . ? C18A C24A 1.547(7) . ? C18A H18A 1.0000 . ? C18 C23 1.589(8) . ? C18 C24 1.604(8) . ? C18 H18B 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C21A H21D 0.9800 . ? C21A H21E 0.9800 . ? C21A H21F 0.9800 . ? C21' H21G 0.9800 . ? C21' H21H 0.9800 . ? C21' H21I 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C22A H22D 0.9800 . ? C22A H22E 0.9800 . ? C22A H22F 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C23A H23D 0.9800 . ? C23A H23E 0.9800 . ? C23A H23F 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C24A H24D 0.9800 . ? C24A H24E 0.9800 . ? C24A H24F 0.9800 . ? C31A H31A 0.9800 . ? C31A H31B 0.9800 . ? C31A H31C 0.9800 . ? C31 H31D 0.9800 . ? C31 H31E 0.9800 . ? C31 H31F 0.9800 . ? C32A H32A 0.9800 . ? C32A H32B 0.9800 . ? C32A H32C 0.9800 . ? C32 H32D 0.9800 . ? C32 H32E 0.9800 . ? C32 H32F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A Al1A C31A 118.45(19) . . ? O1A Al1A O1 73.80(13) . . ? C31A Al1A O1 97.01(19) . . ? O1A Al1A C32A 116.05(18) . . ? C31A Al1A C32A 125.5(2) . . ? O1 Al1A C32A 97.95(18) . . ? O1A Al1A N1A 78.76(14) . . ? C31A Al1A N1A 96.09(19) . . ? O1 Al1A N1A 152.57(14) . . ? C32A Al1A N1A 93.85(18) . . ? C8A N1A C9A 118.6(3) . . ? C8A N1A Al1A 132.3(3) . . ? C9A N1A Al1A 109.1(2) . . ? O1 Al1 C32 116.23(19) . . ? O1 Al1 C31 116.5(2) . . ? C32 Al1 C31 127.1(2) . . ? O1 Al1 O1A 73.32(13) . . ? C32 Al1 O1A 95.60(17) . . ? C31 Al1 O1A 95.6(2) . . ? O1 Al1 N1 78.96(14) . . ? C32 Al1 N1 95.97(17) . . ? C31 Al1 N1 97.3(2) . . ? O1A Al1 N1 152.27(13) . . ? C1A O1A Al1A 119.8(2) . . ? C1A O1A Al1 134.0(2) . . ? Al1A O1A Al1 105.61(14) . . ? C1 O1 Al1 120.5(3) . . ? C1 O1 Al1A 132.4(3) . . ? Al1 O1 Al1A 107.03(16) . . ? C8 N1 C9 117.2(3) . . ? C8 N1 Al1 131.6(3) . . ? C9 N1 Al1 111.1(3) . . ? C2A C1A O1A 123.7(4) . . ? C2A C1A C9A 119.1(4) . . ? O1A C1A C9A 117.1(3) . . ? O1 C1 C2 125.6(4) . . ? O1 C1 C9 115.1(4) . . ? C2 C1 C9 119.2(4) . . ? C10 N2 C11 120.3(4) . . ? C10A N2A C11A 114.9(4) . . ? C1A C2A C3A 120.1(5) . . ? C1A C2A H2AB 119.9 . . ? C3A C2A H2AB 119.9 . . ? C1 C2 C3 120.9(4) . . ? C1 C2 H2B 119.5 . . ? C3 C2 H2B 119.5 . . ? C4A C3A C2A 122.9(4) . . ? C4A C3A H3AA 118.6 . . ? C2A C3A H3AA 118.6 . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3A 119.7 . . ? C2 C3 H3A 119.7 . . ? C3A C4A C5A 116.7(4) . . ? C3A C4A H4AA 121.6 . . ? C5A C4A H4AA 121.6 . . ? C3 C4 C5 121.5(5) . . ? C3 C4 H4A 119.3 . . ? C5 C4 H4A 119.3 . . ? C4A C5A C9A 120.5(4) . . ? C4A C5A C6A 123.4(4) . . ? C9A C5A C6A 116.1(4) . . ? C6 C5 C9 115.9(4) . . ? C6 C5 C4 126.7(4) . . ? C9 C5 C4 117.4(4) . . ? C7 C6 C5 120.7(4) . . ? C7 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? C7A C6A C5A 120.2(4) . . ? C7A C6A H6AA 119.9 . . ? C5A C6A H6AA 119.9 . . ? C6 C7 C8 119.4(4) . . ? C6 C7 H7A 120.3 . . ? C8 C7 H7A 120.3 . . ? C6A C7A C8A 120.0(4) . . ? C6A C7A H7AA 120.0 . . ? C8A C7A H7AA 120.0 . . ? N1A C8A C10A 116.9(4) . . ? N1A C8A C7A 120.7(4) . . ? C10A C8A C7A 122.4(4) . . ? N1 C8 C7 121.4(4) . . ? N1 C8 C10 119.1(4) . . ? C7 C8 C10 119.2(4) . . ? C1A C9A N1A 115.0(3) . . ? C1A C9A C5A 120.7(4) . . ? N1A C9A C5A 124.3(4) . . ? N1 C9 C5 125.3(4) . . ? N1 C9 C1 114.3(4) . . ? C5 C9 C1 120.4(4) . . ? N2A C10A C8A 119.2(4) . . ? N2A C10A H10A 120.4 . . ? C8A C10A H10A 120.4 . . ? N2 C10 C8 124.0(4) . . ? N2 C10 H10B 118.0 . . ? C8 C10 H10B 118.0 . . ? C12 C11 N2 119.7(4) . . ? C12 C11 C16 121.7(4) . . ? N2 C11 C16 118.5(4) . . ? C12A C11A N2A 121.8(5) . . ? C12A C11A C16A 120.0(4) . . ? N2A C11A C16A 117.3(4) . . ? C13A C12A C11A 122.2(5) . . ? C13A C12A C17A 118.6(5) . . ? C11A C12A C17A 119.1(4) . . ? C13 C12 C11 122.6(4) . . ? C13 C12 C17 118.0(4) . . ? C11 C12 C17 119.4(4) . . ? C12 C13 C14 117.9(5) . . ? C12 C13 H13A 121.0 . . ? C14 C13 H13A 121.0 . . ? C12A C13A C14A 117.7(5) . . ? C12A C13A H13B 121.1 . . ? C14A C13A H13B 121.1 . . ? C15 C14 C13 117.9(5) . . ? C15 C14 H14A 121.0 . . ? C13 C14 H14A 121.0 . . ? C13A C14A C15A 121.1(5) . . ? C13A C14A H14B 119.5 . . ? C15A C14A H14B 119.5 . . ? C14 C15 C16 123.1(5) . . ? C14 C15 H15A 118.5 . . ? C16 C15 H15A 118.5 . . ? C16A C15A C14A 120.0(5) . . ? C16A C15A H15B 120.0 . . ? C14A C15A H15B 120.0 . . ? C15 C16 C11 116.6(4) . . ? C15 C16 C18 122.0(4) . . ? C11 C16 C18 121.4(4) . . ? C15A C16A C11A 118.2(5) . . ? C15A C16A C18A 121.8(5) . . ? C11A C16A C18A 119.9(4) . . ? C22 C17 C21 108.4(5) . . ? C22 C17 C12 110.4(5) . . ? C21 C17 C12 112.8(4) . . ? C22 C17 H17A 108.4 . . ? C21 C17 H17A 108.4 . . ? C12 C17 H17A 108.4 . . ? C22A C17A C12A 111.3(5) . . ? C22A C17A C21A 123.7(8) . . ? C12A C17A C21A 102.5(6) . . ? C22A C17A C21' 97(3) . . ? C12A C17A C21' 101.9(18) . . ? C21A C17A C21' 30(2) . . ? C22A C17A H17B 106.1 . . ? C12A C17A H17B 106.1 . . ? C21A C17A H17B 106.1 . . ? C21' C17A H17B 133.2 . . ? C16A C18A C23A 115.4(5) . . ? C16A C18A C24A 110.0(4) . . ? C23A C18A C24A 110.2(5) . . ? C16A C18A H18A 107.0 . . ? C23A C18A H18A 107.0 . . ? C24A C18A H18A 107.0 . . ? C16 C18 C23 111.5(5) . . ? C16 C18 C24 107.4(5) . . ? C23 C18 C24 110.2(5) . . ? C16 C18 H18B 109.3 . . ? C23 C18 H18B 109.3 . . ? C24 C18 H18B 109.3 . . ? C17 C21 H21A 109.5 . . ? C17 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C17 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C17A C21A H21D 109.5 . . ? C17A C21A H21E 109.5 . . ? H21D C21A H21E 109.5 . . ? C17A C21A H21F 109.5 . . ? H21D C21A H21F 109.5 . . ? H21E C21A H21F 109.5 . . ? C17A C21' H21G 109.5 . . ? C17A C21' H21H 109.5 . . ? H21G C21' H21H 109.5 . . ? C17A C21' H21I 109.5 . . ? H21G C21' H21I 109.5 . . ? H21H C21' H21I 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C17A C22A H22D 109.5 . . ? C17A C22A H22E 109.5 . . ? H22D C22A H22E 109.5 . . ? C17A C22A H22F 109.5 . . ? H22D C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C18A C23A H23D 109.5 . . ? C18A C23A H23E 109.5 . . ? H23D C23A H23E 109.5 . . ? C18A C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? C18 C24 H24A 109.5 . . ? C18 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C18 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C18A C24A H24D 109.5 . . ? C18A C24A H24E 109.5 . . ? H24D C24A H24E 109.5 . . ? C18A C24A H24F 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? Al1A C31A H31A 109.5 . . ? Al1A C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? Al1A C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? Al1 C31 H31D 109.5 . . ? Al1 C31 H31E 109.5 . . ? H31D C31 H31E 109.5 . . ? Al1 C31 H31F 109.5 . . ? H31D C31 H31F 109.5 . . ? H31E C31 H31F 109.5 . . ? Al1A C32A H32A 109.5 . . ? Al1A C32A H32B 109.5 . . ? H32A C32A H32B 109.5 . . ? Al1A C32A H32C 109.5 . . ? H32A C32A H32C 109.5 . . ? H32B C32A H32C 109.5 . . ? Al1 C32 H32D 109.5 . . ? Al1 C32 H32E 109.5 . . ? H32D C32 H32E 109.5 . . ? Al1 C32 H32F 109.5 . . ? H32D C32 H32F 109.5 . . ? H32E C32 H32F 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 O1A Al1A N1A C8A -178.0(4) . . . . ? C31A Al1A N1A C8A -60.2(4) . . . . ? O1 Al1A N1A C8A -178.3(4) . . . . ? C32A Al1A N1A C8A 66.2(4) . . . . ? O1A Al1A N1A C9A 1.7(3) . . . . ? C31A Al1A N1A C9A 119.6(3) . . . . ? O1 Al1A N1A C9A 1.4(5) . . . . ? C32A Al1A N1A C9A -114.1(3) . . . . ? C31A Al1A O1A C1A -94.6(3) . . . . ? O1 Al1A O1A C1A 176.1(3) . . . . ? C32A Al1A O1A C1A 85.1(3) . . . . ? N1A Al1A O1A C1A -3.7(3) . . . . ? C31A Al1A O1A Al1 92.9(2) . . . . ? O1 Al1A O1A Al1 3.66(16) . . . . ? C32A Al1A O1A Al1 -87.4(2) . . . . ? N1A Al1A O1A Al1 -176.19(18) . . . . ? O1 Al1 O1A C1A -174.8(4) . . . . ? C32 Al1 O1A C1A 69.5(4) . . . . ? C31 Al1 O1A C1A -58.8(4) . . . . ? N1 Al1 O1A C1A -176.3(4) . . . . ? O1 Al1 O1A Al1A -3.90(17) . . . . ? C32 Al1 O1A Al1A -119.6(2) . . . . ? C31 Al1 O1A Al1A 112.1(2) . . . . ? N1 Al1 O1A Al1A -5.4(4) . . . . ? C32 Al1 O1 C1 -91.1(4) . . . . ? C31 Al1 O1 C1 92.9(4) . . . . ? O1A Al1 O1 C1 -179.1(4) . . . . ? N1 Al1 O1 C1 0.2(4) . . . . ? C32 Al1 O1 Al1A 91.8(2) . . . . ? C31 Al1 O1 Al1A -84.2(3) . . . . ? O1A Al1 O1 Al1A 3.71(16) . . . . ? N1 Al1 O1 Al1A -176.98(19) . . . . ? O1A Al1A O1 C1 179.3(5) . . . . ? C31A Al1A O1 C1 61.7(5) . . . . ? C32A Al1A O1 C1 -65.8(5) . . . . ? N1A Al1A O1 C1 179.7(4) . . . . ? O1A Al1A O1 Al1 -3.97(17) . . . . ? C31A Al1A O1 Al1 -121.6(2) . . . . ? C32A Al1A O1 Al1 110.9(2) . . . . ? N1A Al1A O1 Al1 -3.6(4) . . . . ? O1 Al1 N1 C8 178.4(4) . . . . ? C32 Al1 N1 C8 -65.9(4) . . . . ? C31 Al1 N1 C8 62.8(5) . . . . ? O1A Al1 N1 C8 179.9(4) . . . . ? O1 Al1 N1 C9 -0.6(3) . . . . ? C32 Al1 N1 C9 115.0(3) . . . . ? C31 Al1 N1 C9 -116.3(3) . . . . ? O1A Al1 N1 C9 0.8(5) . . . . ? Al1A O1A C1A C2A -179.1(4) . . . . ? Al1 O1A C1A C2A -9.2(7) . . . . ? Al1A O1A C1A C9A 5.2(5) . . . . ? Al1 O1A C1A C9A 175.1(3) . . . . ? Al1 O1 C1 C2 176.6(4) . . . . ? Al1A O1 C1 C2 -7.0(8) . . . . ? Al1 O1 C1 C9 0.3(6) . . . . ? Al1A O1 C1 C9 176.6(3) . . . . ? O1A C1A C2A C3A -176.7(5) . . . . ? C9A C1A C2A C3A -1.1(7) . . . . ? O1 C1 C2 C3 -176.9(5) . . . . ? C9 C1 C2 C3 -0.7(8) . . . . ? C1A C2A C3A C4A 0.3(8) . . . . ? C1 C2 C3 C4 -1.8(8) . . . . ? C2A C3A C4A C5A 0.8(7) . . . . ? C2 C3 C4 C5 4.2(8) . . . . ? C3A C4A C5A C9A -1.2(7) . . . . ? C3A C4A C5A C6A 179.1(4) . . . . ? C3 C4 C5 C6 -179.6(5) . . . . ? C3 C4 C5 C9 -3.9(8) . . . . ? C9 C5 C6 C7 3.1(7) . . . . ? C4 C5 C6 C7 178.8(5) . . . . ? C4A C5A C6A C7A 177.9(4) . . . . ? C9A C5A C6A C7A -1.9(7) . . . . ? C5 C6 C7 C8 -1.4(7) . . . . ? C5A C6A C7A C8A 3.2(7) . . . . ? C9A N1A C8A C10A -176.3(4) . . . . ? Al1A N1A C8A C10A 3.5(7) . . . . ? C9A N1A C8A C7A 1.1(7) . . . . ? Al1A N1A C8A C7A -179.2(3) . . . . ? C6A C7A C8A N1A -2.9(7) . . . . ? C6A C7A C8A C10A 174.3(4) . . . . ? C9 N1 C8 C7 -1.5(7) . . . . ? Al1 N1 C8 C7 179.5(3) . . . . ? C9 N1 C8 C10 -175.4(4) . . . . ? Al1 N1 C8 C10 5.6(7) . . . . ? C6 C7 C8 N1 0.5(8) . . . . ? C6 C7 C8 C10 174.4(5) . . . . ? C2A C1A C9A N1A -179.2(4) . . . . ? O1A C1A C9A N1A -3.3(6) . . . . ? C2A C1A C9A C5A 0.7(7) . . . . ? O1A C1A C9A C5A 176.5(4) . . . . ? C8A N1A C9A C1A -179.9(4) . . . . ? Al1A N1A C9A C1A 0.3(5) . . . . ? C8A N1A C9A C5A 0.3(7) . . . . ? Al1A N1A C9A C5A -179.5(4) . . . . ? C4A C5A C9A C1A 0.5(7) . . . . ? C6A C5A C9A C1A -179.8(4) . . . . ? C4A C5A C9A N1A -179.7(4) . . . . ? C6A C5A C9A N1A 0.1(7) . . . . ? C8 N1 C9 C5 3.6(7) . . . . ? Al1 N1 C9 C5 -177.2(4) . . . . ? C8 N1 C9 C1 -178.3(4) . . . . ? Al1 N1 C9 C1 0.9(5) . . . . ? C6 C5 C9 N1 -4.4(7) . . . . ? C4 C5 C9 N1 179.5(5) . . . . ? C6 C5 C9 C1 177.6(4) . . . . ? C4 C5 C9 C1 1.5(7) . . . . ? O1 C1 C9 N1 -0.8(6) . . . . ? C2 C1 C9 N1 -177.5(5) . . . . ? O1 C1 C9 C5 177.4(4) . . . . ? C2 C1 C9 C5 0.8(7) . . . . ? C11A N2A C10A C8A -175.3(4) . . . . ? N1A C8A C10A N2A -175.4(4) . . . . ? C7A C8A C10A N2A 7.3(7) . . . . ? C11 N2 C10 C8 -172.2(4) . . . . ? N1 C8 C10 N2 179.8(5) . . . . ? C7 C8 C10 N2 5.8(7) . . . . ? C10 N2 C11 C12 79.4(5) . . . . ? C10 N2 C11 C16 -105.2(5) . . . . ? C10A N2A C11A C12A -93.6(5) . . . . ? C10A N2A C11A C16A 96.8(5) . . . . ? N2A C11A C12A C13A -176.7(4) . . . . ? C16A C11A C12A C13A -7.3(7) . . . . ? N2A C11A C12A C17A 4.2(6) . . . . ? C16A C11A C12A C17A 173.5(4) . . . . ? N2 C11 C12 C13 175.8(4) . . . . ? C16 C11 C12 C13 0.6(7) . . . . ? N2 C11 C12 C17 -4.9(6) . . . . ? C16 C11 C12 C17 179.8(4) . . . . ? C11 C12 C13 C14 -3.0(7) . . . . ? C17 C12 C13 C14 177.8(5) . . . . ? C11A C12A C13A C14A -0.3(8) . . . . ? C17A C12A C13A C14A 178.9(5) . . . . ? C12 C13 C14 C15 5.2(8) . . . . ? C12A C13A C14A C15A 6.0(9) . . . . ? C13 C14 C15 C16 -5.3(8) . . . . ? C13A C14A C15A C16A -4.0(9) . . . . ? C14 C15 C16 C11 2.9(7) . . . . ? C14 C15 C16 C18 -179.8(5) . . . . ? C12 C11 C16 C15 -0.4(6) . . . . ? N2 C11 C16 C15 -175.7(4) . . . . ? C12 C11 C16 C18 -177.7(4) . . . . ? N2 C11 C16 C18 7.0(6) . . . . ? C14A C15A C16A C11A -3.6(8) . . . . ? C14A C15A C16A C18A -179.2(5) . . . . ? C12A C11A C16A C15A 9.1(7) . . . . ? N2A C11A C16A C15A 178.9(4) . . . . ? C12A C11A C16A C18A -175.2(4) . . . . ? N2A C11A C16A C18A -5.4(7) . . . . ? C13 C12 C17 C22 -96.7(6) . . . . ? C11 C12 C17 C22 84.1(6) . . . . ? C13 C12 C17 C21 24.8(6) . . . . ? C11 C12 C17 C21 -154.5(5) . . . . ? C13A C12A C17A C22A -39.7(7) . . . . ? C11A C12A C17A C22A 139.4(5) . . . . ? C13A C12A C17A C21A 94.3(9) . . . . ? C11A C12A C17A C21A -86.5(9) . . . . ? C13A C12A C17A C21' 63(3) . . . . ? C11A C12A C17A C21' -118(3) . . . . ? C15A C16A C18A C23A 76.5(7) . . . . ? C11A C16A C18A C23A -99.1(6) . . . . ? C15A C16A C18A C24A -48.9(7) . . . . ? C11A C16A C18A C24A 135.6(5) . . . . ? C15 C16 C18 C23 38.2(7) . . . . ? C11 C16 C18 C23 -144.6(5) . . . . ? C15 C16 C18 C24 -82.6(6) . . . . ? C11 C16 C18 C24 94.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.33 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.335 _refine_diff_density_min -0.347 _refine_diff_density_rms 0.071 #==END data_6 _database_code_depnum_ccdc_archive 'CCDC 783403' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H25 Al N2 O' _chemical_formula_weight 360.42 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' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.043(3) _cell_length_b 9.4295(19) _cell_length_c 15.913(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.56(3) _cell_angle_gamma 90.00 _cell_volume 1972.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5862 _cell_measurement_theta_min 1.67 _cell_measurement_theta_max 25.00 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9818 _exptl_absorpt_correction_T_max 0.9943 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? #_diffrn_standards_number none #_diffrn_standards_interval_count none #_diffrn_standards_interval_time none #_diffrn_standards_decay_% none _diffrn_reflns_number 13031 _diffrn_reflns_av_R_equivalents 0.0670 _diffrn_reflns_av_sigmaI/netI 0.0610 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3461 _reflns_number_gt 3065 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART & SAINT' _computing_data_reduction 'Siemens XPREP' _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. The R(ods) exceeds 0.1 due to the disorder of the phenyl ring, which also lead the GOF is quit high. ; _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^)+(0.0392P)^2^+3.4879P] 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 3461 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 #_refine_ls_R_factor_ref 0.1225 _refine_ls_R_factor_gt 0.1086 _refine_ls_wR_factor_ref 0.2022 _refine_ls_wR_factor_gt 0.1950 _refine_ls_goodness_of_fit_ref 1.300 _refine_ls_restrained_S_all 1.300 _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 0.97984(10) 0.90995(14) 0.17643(9) 0.0338(4) Uani 1 1 d . . . O1 O 1.1001(2) 1.0017(3) 0.2497(2) 0.0422(8) Uani 1 1 d . . . N2 N 0.8028(3) 0.9168(4) 0.0881(2) 0.0311(8) Uani 1 1 d . . . N1 N 0.9354(3) 1.1118(4) 0.1453(2) 0.0315(8) Uani 1 1 d . . . C1 C 1.1028(3) 1.1412(5) 0.2411(3) 0.0355(10) Uani 1 1 d . . . C8 C 0.8458(3) 1.1560(4) 0.0869(3) 0.0322(10) Uani 1 1 d . . . C6 C 0.9066(4) 1.3965(5) 0.1017(3) 0.0458(12) Uani 1 1 d . . . H6A H 0.8953 1.4940 0.0863 0.055 Uiso 1 1 calc R . . C5 C 1.0013(3) 1.3527(5) 0.1629(3) 0.0390(11) Uani 1 1 d . . . C9 C 1.0118(3) 1.2053(5) 0.1821(3) 0.0345(10) Uani 1 1 d . . . C32 C 0.9577(3) 0.7852(5) 0.2672(3) 0.0407(11) Uani 1 1 d . . . H32A H 1.0231 0.7644 0.3143 0.061 Uiso 1 1 calc R . . H32B H 0.9260 0.6965 0.2388 0.061 Uiso 1 1 calc R . . H32C H 0.9129 0.8327 0.2937 0.061 Uiso 1 1 calc R . . C10 C 0.7697(3) 1.0389(5) 0.0552(3) 0.0326(10) Uani 1 1 d . . . C11 C 0.7364(3) 0.7964(5) 0.0688(3) 0.0326(10) Uani 1 1 d . . . C2 C 1.1839(4) 1.2308(5) 0.2817(3) 0.0437(12) Uani 1 1 d . . . H2A H 1.2460 1.1933 0.3219 0.052 Uiso 1 1 calc R . . C7 C 0.8303(4) 1.2999(5) 0.0639(3) 0.0408(11) Uani 1 1 d . . . H7A H 0.7669 1.3306 0.0222 0.049 Uiso 1 1 calc R . . C41 C 0.6632(3) 1.0735(5) -0.0070(3) 0.0404(11) Uani 1 1 d . . . H41A H 0.6669 1.1406 -0.0535 0.048 Uiso 1 1 calc R . . H41B H 0.6301 0.9856 -0.0376 0.048 Uiso 1 1 calc R . . C3 C 1.1750(4) 1.3768(5) 0.2639(3) 0.0481(13) Uani 1 1 d . . . H3A H 1.2321 1.4360 0.2921 0.058 Uiso 1 1 calc R . . C12 C 0.6914(3) 0.7580(5) 0.1317(3) 0.0445(12) Uani 1 1 d . . . C31 C 1.0188(4) 0.8249(5) 0.0797(3) 0.0451(12) Uani 1 1 d . . . H31A H 1.0926 0.8108 0.1011 0.068 Uiso 1 1 calc R . . H31B H 0.9986 0.8884 0.0277 0.068 Uiso 1 1 calc R . . H31C H 0.9845 0.7333 0.0625 0.068 Uiso 1 1 calc R . . C4 C 1.0870(4) 1.4377(5) 0.2071(4) 0.0488(13) Uani 1 1 d . . . H4A H 1.0839 1.5373 0.1976 0.059 Uiso 1 1 calc R . . C42 C 0.5991(4) 1.1377(5) 0.0420(4) 0.0515(13) Uani 1 1 d . . . H42A H 0.5312 1.1592 -0.0010 0.077 Uiso 1 1 calc R . . H42B H 0.6312 1.2252 0.0719 0.077 Uiso 1 1 calc R . . H42C H 0.5933 1.0703 0.0869 0.077 Uiso 1 1 calc R . . C16 C 0.7213(4) 0.7165(5) -0.0091(3) 0.0460(13) Uani 1 1 d . . . C18 C 0.7636(4) 0.7618(6) -0.0797(3) 0.0635(17) Uani 1 1 d . . . H18A H 0.8015 0.8505 -0.0612 0.095 Uiso 1 1 calc R . . H18B H 0.7076 0.7764 -0.1368 0.095 Uiso 1 1 calc R . . H18C H 0.8092 0.6880 -0.0871 0.095 Uiso 1 1 calc R . . C15 C 0.6625(4) 0.5922(6) -0.0208(4) 0.0652(18) Uani 1 1 d . . . H15A H 0.6500 0.5363 -0.0732 0.078 Uiso 1 1 calc R . . C13 C 0.6355(4) 0.6333(6) 0.1173(4) 0.0619(16) Uani 1 1 d . . . H13A H 0.6054 0.6043 0.1594 0.074 Uiso 1 1 calc R . . C17 C 0.7024(4) 0.8467(7) 0.2129(3) 0.0591(15) Uani 1 1 d . . . H17A H 0.6660 0.8013 0.2482 0.089 Uiso 1 1 calc R . . H17B H 0.6738 0.9411 0.1939 0.089 Uiso 1 1 calc R . . H17C H 0.7746 0.8555 0.2497 0.089 Uiso 1 1 calc R . . C14 C 0.6230(4) 0.5512(6) 0.0430(5) 0.075(2) Uani 1 1 d . . . H14A H 0.5864 0.4646 0.0356 0.089 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 0.0357(7) 0.0325(7) 0.0339(7) 0.0035(6) 0.0130(6) 0.0027(6) O1 0.0375(18) 0.0374(19) 0.047(2) 0.0035(15) 0.0090(15) -0.0011(14) N2 0.0334(19) 0.035(2) 0.0256(18) -0.0008(16) 0.0107(15) -0.0023(16) N1 0.0345(19) 0.029(2) 0.0334(19) 0.0025(16) 0.0151(16) 0.0001(16) C1 0.033(2) 0.037(3) 0.040(3) 0.000(2) 0.017(2) 0.001(2) C8 0.037(2) 0.031(2) 0.031(2) 0.0044(19) 0.0158(19) 0.0080(19) C6 0.053(3) 0.032(3) 0.061(3) 0.009(2) 0.029(3) 0.007(2) C5 0.041(3) 0.034(3) 0.049(3) -0.002(2) 0.025(2) 0.001(2) C9 0.035(2) 0.034(2) 0.040(3) -0.002(2) 0.019(2) -0.002(2) C32 0.040(3) 0.042(3) 0.036(3) 0.008(2) 0.007(2) 0.001(2) C10 0.034(2) 0.037(3) 0.028(2) 0.0031(19) 0.0127(19) 0.003(2) C11 0.025(2) 0.036(2) 0.030(2) 0.0039(19) 0.0009(18) 0.0037(19) C2 0.036(3) 0.050(3) 0.046(3) -0.006(2) 0.016(2) -0.005(2) C7 0.041(3) 0.034(3) 0.049(3) 0.008(2) 0.018(2) 0.006(2) C41 0.040(3) 0.043(3) 0.034(2) 0.000(2) 0.008(2) 0.002(2) C3 0.044(3) 0.046(3) 0.059(3) -0.013(3) 0.024(3) -0.018(2) C12 0.036(3) 0.049(3) 0.042(3) 0.017(2) 0.006(2) 0.002(2) C31 0.043(3) 0.051(3) 0.044(3) 0.002(2) 0.018(2) 0.005(2) C4 0.052(3) 0.037(3) 0.067(4) -0.004(3) 0.032(3) -0.007(2) C42 0.041(3) 0.049(3) 0.062(3) -0.004(3) 0.015(2) 0.007(2) C16 0.043(3) 0.042(3) 0.040(3) -0.005(2) -0.002(2) 0.011(2) C18 0.065(4) 0.081(4) 0.036(3) -0.019(3) 0.007(3) 0.021(3) C15 0.051(3) 0.037(3) 0.074(4) -0.015(3) -0.021(3) 0.012(3) C13 0.037(3) 0.058(4) 0.083(4) 0.030(3) 0.010(3) -0.004(3) C17 0.048(3) 0.088(4) 0.047(3) 0.016(3) 0.024(3) 0.009(3) C14 0.042(3) 0.041(3) 0.110(6) 0.016(4) -0.011(4) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 O1 1.891(3) . ? Al1 C32 1.971(5) . ? Al1 C31 1.975(5) . ? Al1 N1 2.010(4) . ? Al1 N2 2.389(4) . ? O1 C1 1.325(5) . ? N2 C10 1.282(5) . ? N2 C11 1.432(5) . ? N1 C8 1.341(5) . ? N1 C9 1.353(5) . ? C1 C2 1.383(6) . ? C1 C9 1.427(6) . ? C8 C7 1.403(6) . ? C8 C10 1.496(6) . ? C6 C7 1.374(6) . ? C6 C5 1.407(6) . ? C6 H6A 0.9500 . ? C5 C4 1.411(7) . ? C5 C9 1.420(6) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C10 C41 1.511(6) . ? C11 C16 1.403(6) . ? C11 C12 1.407(6) . ? C2 C3 1.403(7) . ? C2 H2A 0.9500 . ? C7 H7A 0.9500 . ? C41 C42 1.509(6) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C3 C4 1.374(7) . ? C3 H3A 0.9500 . ? C12 C13 1.388(7) . ? C12 C17 1.500(7) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C4 H4A 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C16 C15 1.408(8) . ? C16 C18 1.505(7) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C15 C14 1.372(9) . ? C15 H15A 0.9500 . ? C13 C14 1.371(9) . ? C13 H13A 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C14 H14A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Al1 C32 99.10(17) . . ? O1 Al1 C31 103.54(18) . . ? C32 Al1 C31 119.2(2) . . ? O1 Al1 N1 81.46(14) . . ? C32 Al1 N1 129.06(18) . . ? C31 Al1 N1 109.87(18) . . ? O1 Al1 N2 150.45(14) . . ? C32 Al1 N2 92.75(16) . . ? C31 Al1 N2 93.90(17) . . ? N1 Al1 N2 70.15(13) . . ? C1 O1 Al1 116.2(3) . . ? C10 N2 C11 120.6(3) . . ? C10 N2 Al1 114.7(3) . . ? C11 N2 Al1 124.7(3) . . ? C8 N1 C9 120.4(4) . . ? C8 N1 Al1 126.8(3) . . ? C9 N1 Al1 112.3(3) . . ? O1 C1 C2 127.4(4) . . ? O1 C1 C9 115.9(4) . . ? C2 C1 C9 116.7(4) . . ? N1 C8 C7 120.2(4) . . ? N1 C8 C10 112.9(4) . . ? C7 C8 C10 126.8(4) . . ? C7 C6 C5 120.7(4) . . ? C7 C6 H6A 119.6 . . ? C5 C6 H6A 119.6 . . ? C6 C5 C4 127.7(4) . . ? C6 C5 C9 116.0(4) . . ? C4 C5 C9 116.3(4) . . ? N1 C9 C5 122.6(4) . . ? N1 C9 C1 113.5(4) . . ? C5 C9 C1 123.9(4) . . ? Al1 C32 H32A 109.5 . . ? Al1 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? Al1 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N2 C10 C8 114.2(4) . . ? N2 C10 C41 126.5(4) . . ? C8 C10 C41 119.2(4) . . ? C16 C11 C12 121.7(4) . . ? C16 C11 N2 120.0(4) . . ? C12 C11 N2 118.3(4) . . ? C1 C2 C3 120.3(5) . . ? C1 C2 H2A 119.8 . . ? C3 C2 H2A 119.8 . . ? C6 C7 C8 120.1(4) . . ? C6 C7 H7A 120.0 . . ? C8 C7 H7A 120.0 . . ? C42 C41 C10 112.4(4) . . ? C42 C41 H41A 109.1 . . ? C10 C41 H41A 109.1 . . ? C42 C41 H41B 109.1 . . ? C10 C41 H41B 109.1 . . ? H41A C41 H41B 107.9 . . ? C4 C3 C2 122.6(5) . . ? C4 C3 H3A 118.7 . . ? C2 C3 H3A 118.7 . . ? C13 C12 C11 118.0(5) . . ? C13 C12 C17 119.8(5) . . ? C11 C12 C17 122.2(4) . . ? Al1 C31 H31A 109.5 . . ? Al1 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? Al1 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C3 C4 C5 120.2(5) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C11 C16 C15 117.6(5) . . ? C11 C16 C18 122.0(5) . . ? C15 C16 C18 120.4(5) . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C15 C16 120.6(6) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C14 C13 C12 121.0(6) . . ? C14 C13 H13A 119.5 . . ? C12 C13 H13A 119.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C14 C15 121.0(6) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? 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 C32 Al1 O1 C1 -134.0(3) . . . . ? C31 Al1 O1 C1 102.9(3) . . . . ? N1 Al1 O1 C1 -5.6(3) . . . . ? N2 Al1 O1 C1 -21.6(5) . . . . ? O1 Al1 N2 C10 25.2(5) . . . . ? C32 Al1 N2 C10 139.2(3) . . . . ? C31 Al1 N2 C10 -101.4(3) . . . . ? N1 Al1 N2 C10 8.4(3) . . . . ? O1 Al1 N2 C11 -156.8(3) . . . . ? C32 Al1 N2 C11 -42.8(3) . . . . ? C31 Al1 N2 C11 76.6(3) . . . . ? N1 Al1 N2 C11 -173.6(3) . . . . ? O1 Al1 N1 C8 178.5(4) . . . . ? C32 Al1 N1 C8 -86.7(4) . . . . ? C31 Al1 N1 C8 77.1(4) . . . . ? N2 Al1 N1 C8 -9.9(3) . . . . ? O1 Al1 N1 C9 6.3(3) . . . . ? C32 Al1 N1 C9 101.1(3) . . . . ? C31 Al1 N1 C9 -95.1(3) . . . . ? N2 Al1 N1 C9 178.0(3) . . . . ? Al1 O1 C1 C2 -174.9(4) . . . . ? Al1 O1 C1 C9 4.0(5) . . . . ? C9 N1 C8 C7 -0.5(6) . . . . ? Al1 N1 C8 C7 -172.1(3) . . . . ? C9 N1 C8 C10 -178.5(4) . . . . ? Al1 N1 C8 C10 9.9(5) . . . . ? C7 C6 C5 C4 179.8(5) . . . . ? C7 C6 C5 C9 0.1(7) . . . . ? C8 N1 C9 C5 1.4(6) . . . . ? Al1 N1 C9 C5 174.1(3) . . . . ? C8 N1 C9 C1 -178.6(4) . . . . ? Al1 N1 C9 C1 -5.9(4) . . . . ? C6 C5 C9 N1 -1.1(6) . . . . ? C4 C5 C9 N1 179.1(4) . . . . ? C6 C5 C9 C1 178.8(4) . . . . ? C4 C5 C9 C1 -0.9(7) . . . . ? O1 C1 C9 N1 1.5(6) . . . . ? C2 C1 C9 N1 -179.5(4) . . . . ? O1 C1 C9 C5 -178.4(4) . . . . ? C2 C1 C9 C5 0.6(7) . . . . ? C11 N2 C10 C8 175.6(3) . . . . ? Al1 N2 C10 C8 -6.3(4) . . . . ? C11 N2 C10 C41 -1.6(6) . . . . ? Al1 N2 C10 C41 176.5(3) . . . . ? N1 C8 C10 N2 -0.7(5) . . . . ? C7 C8 C10 N2 -178.5(4) . . . . ? N1 C8 C10 C41 176.7(4) . . . . ? C7 C8 C10 C41 -1.1(6) . . . . ? C10 N2 C11 C16 85.9(5) . . . . ? Al1 N2 C11 C16 -92.0(4) . . . . ? C10 N2 C11 C12 -96.8(5) . . . . ? Al1 N2 C11 C12 85.3(4) . . . . ? O1 C1 C2 C3 178.5(4) . . . . ? C9 C1 C2 C3 -0.4(7) . . . . ? C5 C6 C7 C8 0.7(7) . . . . ? N1 C8 C7 C6 -0.5(7) . . . . ? C10 C8 C7 C6 177.2(4) . . . . ? N2 C10 C41 C42 99.3(5) . . . . ? C8 C10 C41 C42 -77.7(5) . . . . ? C1 C2 C3 C4 0.6(8) . . . . ? C16 C11 C12 C13 3.6(6) . . . . ? N2 C11 C12 C13 -173.6(4) . . . . ? C16 C11 C12 C17 -176.7(4) . . . . ? N2 C11 C12 C17 6.1(6) . . . . ? C2 C3 C4 C5 -1.0(8) . . . . ? C6 C5 C4 C3 -178.6(5) . . . . ? C9 C5 C4 C3 1.1(7) . . . . ? C12 C11 C16 C15 -2.6(6) . . . . ? N2 C11 C16 C15 174.5(4) . . . . ? C12 C11 C16 C18 175.9(4) . . . . ? N2 C11 C16 C18 -6.9(6) . . . . ? C11 C16 C15 C14 -0.8(7) . . . . ? C18 C16 C15 C14 -179.4(5) . . . . ? C11 C12 C13 C14 -1.2(7) . . . . ? C17 C12 C13 C14 179.1(5) . . . . ? C12 C13 C14 C15 -2.2(8) . . . . ? C16 C15 C14 C13 3.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.340 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.057 _publ_section_references ; Sheldrick G.M.(1996), SADABS, Absorption Correction Program, University of Goeltingen, German Siemens(1994), SAINT Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1996), SMART Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1994), SHELXTL^TM^ Version 5 Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA ; #==END data_8 _database_code_depnum_ccdc_archive 'CCDC 783404' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H33 Al N2 O' _chemical_formula_weight 416.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.237(2) _cell_length_b 15.701(3) _cell_length_c 14.671(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.25(3) _cell_angle_gamma 90.00 _cell_volume 2348.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7161 _cell_measurement_theta_min 1.90 _cell_measurement_theta_max 27.52 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.178 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9700 _exptl_absorpt_correction_T_max 0.9895 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? #_diffrn_standards_number none #_diffrn_standards_interval_count none #_diffrn_standards_interval_time none #_diffrn_standards_decay_% none _diffrn_reflns_number 18916 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0469 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.52 _reflns_number_total 5364 _reflns_number_gt 4788 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART & SAINT' _computing_data_reduction 'Siemens XPREP' _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^)+(0.0860P)^2^+2.0131P] 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 5364 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 #_refine_ls_R_factor_ref 0.1066 _refine_ls_R_factor_gt 0.0960 _refine_ls_wR_factor_ref 0.2351 _refine_ls_wR_factor_gt 0.2285 _refine_ls_goodness_of_fit_ref 1.274 _refine_ls_restrained_S_all 1.274 _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 0.95920(9) 0.21281(6) 0.65757(6) 0.0303(3) Uani 1 1 d . . . O1 O 1.0588(2) 0.11349(15) 0.68277(16) 0.0409(6) Uani 1 1 d . . . N2 N 0.7977(2) 0.28946(15) 0.55377(16) 0.0266(5) Uani 1 1 d . . . C12 C 0.5641(3) 0.2999(2) 0.5778(2) 0.0311(7) Uani 1 1 d . . . N1 N 0.9735(2) 0.17747(17) 0.52854(18) 0.0315(6) Uani 1 1 d . . . C11 C 0.6864(3) 0.34022(19) 0.57652(19) 0.0279(6) Uani 1 1 d . . . C9 C 1.0641(3) 0.1153(2) 0.5238(2) 0.0350(7) Uani 1 1 d . . . C8 C 0.9191(3) 0.2142(2) 0.4528(2) 0.0331(7) Uani 1 1 d . . . C16 C 0.7044(3) 0.4261(2) 0.6012(2) 0.0322(7) Uani 1 1 d . . . C10 C 0.8137(3) 0.2765(2) 0.4688(2) 0.0296(6) Uani 1 1 d . . . C31 C 0.8222(3) 0.1976(2) 0.7406(2) 0.0392(8) Uani 1 1 d . . . H31A H 0.8498 0.2243 0.7997 0.059 Uiso 1 1 calc R . . H31B H 0.8073 0.1366 0.7497 0.059 Uiso 1 1 calc R . . H31C H 0.7408 0.2242 0.7142 0.059 Uiso 1 1 calc R . . C32 C 1.0919(3) 0.3048(2) 0.6733(2) 0.0382(8) Uani 1 1 d . . . H32A H 1.0940 0.3277 0.7355 0.057 Uiso 1 1 calc R . . H32B H 1.0689 0.3502 0.6290 0.057 Uiso 1 1 calc R . . H32C H 1.1784 0.2818 0.6632 0.057 Uiso 1 1 calc R . . C17 C 0.5437(3) 0.2059(2) 0.5562(2) 0.0370(7) Uani 1 1 d . . . H17A H 0.6321 0.1796 0.5528 0.044 Uiso 1 1 calc R . . C13 C 0.4586(3) 0.3492(2) 0.6006(2) 0.0393(8) Uani 1 1 d . . . H13A H 0.3745 0.3237 0.6006 0.047 Uiso 1 1 calc R . . C18 C 0.8385(3) 0.4684(2) 0.6069(2) 0.0339(7) Uani 1 1 d . . . H18A H 0.8998 0.4297 0.5774 0.041 Uiso 1 1 calc R . . C1 C 1.1093(3) 0.0801(2) 0.6108(3) 0.0377(8) Uani 1 1 d . . . C14 C 0.4737(3) 0.4340(2) 0.6229(3) 0.0434(8) Uani 1 1 d . . . H14A H 0.4002 0.4667 0.6374 0.052 Uiso 1 1 calc R . . C5 C 1.1085(3) 0.0875(2) 0.4402(3) 0.0417(8) Uani 1 1 d . . . C7 C 0.9584(4) 0.1906(2) 0.3666(2) 0.0423(8) Uani 1 1 d . . . H7A H 0.9202 0.2175 0.3126 0.051 Uiso 1 1 calc R . . C41 C 0.7364(3) 0.3168(2) 0.3883(2) 0.0375(7) Uani 1 1 d . . . H41A H 0.6532 0.3396 0.4077 0.045 Uiso 1 1 calc R . . H41B H 0.7146 0.2730 0.3407 0.045 Uiso 1 1 calc R . . C24 C 0.8361(4) 0.5544(2) 0.5567(3) 0.0442(8) Uani 1 1 d . . . H24A H 0.8039 0.5461 0.4924 0.066 Uiso 1 1 calc R . . H24B H 0.9249 0.5781 0.5605 0.066 Uiso 1 1 calc R . . H24C H 0.7779 0.5938 0.5854 0.066 Uiso 1 1 calc R . . C23 C 0.8896(4) 0.4789(2) 0.7078(2) 0.0410(8) Uani 1 1 d . . . H23A H 0.8920 0.4232 0.7380 0.061 Uiso 1 1 calc R . . H23B H 0.8314 0.5171 0.7379 0.061 Uiso 1 1 calc R . . H23C H 0.9783 0.5031 0.7119 0.061 Uiso 1 1 calc R . . C15 C 0.5952(3) 0.4715(2) 0.6243(3) 0.0419(8) Uani 1 1 d . . . H15A H 0.6050 0.5296 0.6414 0.050 Uiso 1 1 calc R . . C2 C 1.1995(3) 0.0143(2) 0.6114(3) 0.0468(9) Uani 1 1 d . . . H2B H 1.2315 -0.0120 0.6674 0.056 Uiso 1 1 calc R . . C22 C 0.4776(4) 0.1601(2) 0.6315(3) 0.0464(9) Uani 1 1 d . . . H22A H 0.5292 0.1688 0.6904 0.070 Uiso 1 1 calc R . . H22B H 0.4721 0.0990 0.6179 0.070 Uiso 1 1 calc R . . H22C H 0.3891 0.1831 0.6347 0.070 Uiso 1 1 calc R . . C6 C 1.0521(4) 0.1288(3) 0.3612(3) 0.0474(9) Uani 1 1 d . . . H6A H 1.0792 0.1137 0.3031 0.057 Uiso 1 1 calc R . . C42 C 0.8142(4) 0.3893(2) 0.3477(2) 0.0436(8) Uani 1 1 d . . . H42A H 0.7616 0.4143 0.2953 0.065 Uiso 1 1 calc R . . H42B H 0.8960 0.3666 0.3276 0.065 Uiso 1 1 calc R . . H42C H 0.8345 0.4332 0.3944 0.065 Uiso 1 1 calc R . . C4 C 1.2014(4) 0.0204(2) 0.4443(3) 0.0509(10) Uani 1 1 d . . . H4A H 1.2339 -0.0007 0.3900 0.061 Uiso 1 1 calc R . . C3 C 1.2433(3) -0.0134(2) 0.5281(3) 0.0529(11) Uani 1 1 d . . . H3A H 1.3057 -0.0583 0.5300 0.063 Uiso 1 1 calc R . . C21 C 0.4645(4) 0.1915(3) 0.4637(3) 0.0569(11) Uani 1 1 d . . . H21A H 0.5078 0.2205 0.4154 0.085 Uiso 1 1 calc R . . H21B H 0.3759 0.2146 0.4658 0.085 Uiso 1 1 calc R . . H21C H 0.4592 0.1304 0.4506 0.085 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 0.0313(5) 0.0314(5) 0.0285(5) -0.0018(4) 0.0039(4) -0.0016(4) O1 0.0426(13) 0.0389(13) 0.0401(13) -0.0003(10) -0.0022(10) 0.0091(11) N2 0.0251(12) 0.0283(13) 0.0263(12) -0.0004(10) 0.0016(9) -0.0045(10) C12 0.0278(15) 0.0341(16) 0.0314(15) 0.0045(12) 0.0020(12) -0.0010(12) N1 0.0272(13) 0.0342(14) 0.0332(13) -0.0046(11) 0.0031(10) -0.0022(11) C11 0.0262(14) 0.0328(16) 0.0241(13) 0.0036(12) -0.0006(11) 0.0009(12) C9 0.0265(15) 0.0314(16) 0.0475(19) -0.0119(14) 0.0050(13) -0.0052(13) C8 0.0331(16) 0.0370(17) 0.0295(15) -0.0067(13) 0.0043(12) -0.0097(13) C16 0.0298(15) 0.0339(16) 0.0325(15) 0.0044(13) 0.0006(12) -0.0001(13) C10 0.0277(15) 0.0351(16) 0.0259(14) -0.0013(12) 0.0016(11) -0.0092(12) C31 0.0397(18) 0.044(2) 0.0333(16) 0.0076(14) 0.0035(14) -0.0017(15) C32 0.0295(16) 0.0411(18) 0.0431(18) 0.0042(15) -0.0025(13) -0.0017(14) C17 0.0294(16) 0.0396(18) 0.0416(18) 0.0000(14) 0.0015(13) -0.0075(14) C13 0.0246(15) 0.050(2) 0.0435(18) 0.0068(16) 0.0031(13) -0.0019(14) C18 0.0329(16) 0.0314(16) 0.0371(17) 0.0001(13) 0.0019(13) -0.0048(13) C1 0.0285(16) 0.0310(17) 0.053(2) -0.0097(15) -0.0013(14) -0.0005(13) C14 0.0314(17) 0.044(2) 0.055(2) 0.0053(16) 0.0032(15) 0.0120(15) C5 0.0338(17) 0.0410(19) 0.052(2) -0.0181(16) 0.0122(15) -0.0094(15) C7 0.047(2) 0.049(2) 0.0324(17) -0.0083(15) 0.0108(14) -0.0073(16) C41 0.0349(17) 0.050(2) 0.0263(15) 0.0030(14) -0.0031(12) -0.0035(15) C24 0.045(2) 0.0388(19) 0.048(2) 0.0048(16) 0.0022(16) -0.0097(16) C23 0.0423(19) 0.0383(18) 0.0408(18) 0.0016(15) -0.0039(15) -0.0055(15) C15 0.0417(19) 0.0354(18) 0.048(2) -0.0009(15) 0.0023(15) 0.0060(15) C2 0.0364(18) 0.0324(18) 0.069(3) -0.0128(17) -0.0082(17) 0.0006(15) C22 0.0402(19) 0.046(2) 0.053(2) 0.0069(17) 0.0066(16) -0.0090(16) C6 0.050(2) 0.055(2) 0.0397(19) -0.0189(17) 0.0211(16) -0.0131(18) C42 0.046(2) 0.052(2) 0.0314(17) 0.0107(15) 0.0008(14) -0.0050(17) C4 0.0344(18) 0.044(2) 0.076(3) -0.027(2) 0.0159(18) -0.0047(16) C3 0.0285(17) 0.038(2) 0.092(3) -0.026(2) 0.0003(19) -0.0003(15) C21 0.059(3) 0.062(3) 0.047(2) -0.0009(19) -0.0054(18) -0.024(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 O1 1.881(2) . ? Al1 C31 1.955(3) . ? Al1 C32 1.981(3) . ? Al1 N1 1.991(3) . ? O1 C1 1.324(4) . ? N2 C10 1.287(4) . ? N2 C11 1.454(4) . ? C12 C13 1.394(5) . ? C12 C11 1.405(4) . ? C12 C17 1.520(5) . ? N1 C8 1.328(4) . ? N1 C9 1.353(4) . ? C11 C16 1.404(4) . ? C9 C5 1.415(5) . ? C9 C1 1.429(5) . ? C8 C7 1.411(4) . ? C8 C10 1.491(5) . ? C16 C15 1.393(5) . ? C16 C18 1.520(4) . ? C10 C41 1.500(4) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C17 C22 1.528(5) . ? C17 C21 1.533(5) . ? C17 H17A 1.0000 . ? C13 C14 1.377(5) . ? C13 H13A 0.9500 . ? C18 C23 1.534(5) . ? C18 C24 1.536(5) . ? C18 H18A 1.0000 . ? C1 C2 1.386(5) . ? C14 C15 1.374(5) . ? C14 H14A 0.9500 . ? C5 C6 1.406(6) . ? C5 C4 1.416(5) . ? C7 C6 1.372(5) . ? C7 H7A 0.9500 . ? C41 C42 1.541(5) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C15 H15A 0.9500 . ? C2 C3 1.409(6) . ? C2 H2B 0.9500 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C6 H6A 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C4 C3 1.372(6) . ? C4 H4A 0.9500 . ? C3 H3A 0.9500 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Al1 C31 100.55(14) . . ? O1 Al1 C32 103.15(13) . . ? C31 Al1 C32 122.68(16) . . ? O1 Al1 N1 82.54(11) . . ? C31 Al1 N1 132.69(14) . . ? C32 Al1 N1 101.80(14) . . ? C1 O1 Al1 114.5(2) . . ? C10 N2 C11 118.7(3) . . ? C13 C12 C11 117.7(3) . . ? C13 C12 C17 119.6(3) . . ? C11 C12 C17 122.7(3) . . ? C8 N1 C9 120.5(3) . . ? C8 N1 Al1 127.8(2) . . ? C9 N1 Al1 111.1(2) . . ? C16 C11 C12 121.7(3) . . ? C16 C11 N2 119.9(3) . . ? C12 C11 N2 118.3(3) . . ? N1 C9 C5 122.9(3) . . ? N1 C9 C1 113.6(3) . . ? C5 C9 C1 123.5(3) . . ? N1 C8 C7 120.2(3) . . ? N1 C8 C10 114.0(3) . . ? C7 C8 C10 125.7(3) . . ? C15 C16 C11 117.7(3) . . ? C15 C16 C18 120.3(3) . . ? C11 C16 C18 122.0(3) . . ? N2 C10 C8 114.4(3) . . ? N2 C10 C41 126.3(3) . . ? C8 C10 C41 119.3(3) . . ? Al1 C31 H31A 109.5 . . ? Al1 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? Al1 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? Al1 C32 H32A 109.5 . . ? Al1 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? Al1 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C12 C17 C22 111.5(3) . . ? C12 C17 C21 112.3(3) . . ? C22 C17 C21 109.7(3) . . ? C12 C17 H17A 107.7 . . ? C22 C17 H17A 107.7 . . ? C21 C17 H17A 107.7 . . ? C14 C13 C12 121.5(3) . . ? C14 C13 H13A 119.3 . . ? C12 C13 H13A 119.3 . . ? C16 C18 C23 109.1(3) . . ? C16 C18 C24 112.5(3) . . ? C23 C18 C24 110.9(3) . . ? C16 C18 H18A 108.1 . . ? C23 C18 H18A 108.1 . . ? C24 C18 H18A 108.1 . . ? O1 C1 C2 126.7(3) . . ? O1 C1 C9 116.2(3) . . ? C2 C1 C9 117.1(3) . . ? C15 C14 C13 119.9(3) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C6 C5 C9 115.6(3) . . ? C6 C5 C4 127.0(3) . . ? C9 C5 C4 117.4(4) . . ? C6 C7 C8 119.7(3) . . ? C6 C7 H7A 120.1 . . ? C8 C7 H7A 120.1 . . ? C10 C41 C42 111.2(3) . . ? C10 C41 H41A 109.4 . . ? C42 C41 H41A 109.4 . . ? C10 C41 H41B 109.4 . . ? C42 C41 H41B 109.4 . . ? H41A C41 H41B 108.0 . . ? C18 C24 H24A 109.5 . . ? C18 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C18 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C14 C15 C16 121.5(3) . . ? C14 C15 H15A 119.2 . . ? C16 C15 H15A 119.2 . . ? C1 C2 C3 119.3(4) . . ? C1 C2 H2B 120.4 . . ? C3 C2 H2B 120.4 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C7 C6 C5 121.0(3) . . ? C7 C6 H6A 119.5 . . ? C5 C6 H6A 119.5 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C4 C3 C2 124.1(4) . . ? C4 C3 H3A 118.0 . . ? C2 C3 H3A 118.0 . . ? C17 C21 H21A 109.5 . . ? C17 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C17 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 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 C31 Al1 O1 C1 144.3(2) . . . . ? C32 Al1 O1 C1 -88.3(2) . . . . ? N1 Al1 O1 C1 12.2(2) . . . . ? O1 Al1 N1 C8 176.5(3) . . . . ? C31 Al1 N1 C8 79.0(3) . . . . ? C32 Al1 N1 C8 -81.6(3) . . . . ? O1 Al1 N1 C9 -12.5(2) . . . . ? C31 Al1 N1 C9 -110.0(2) . . . . ? C32 Al1 N1 C9 89.5(2) . . . . ? C13 C12 C11 C16 2.9(4) . . . . ? C17 C12 C11 C16 -176.8(3) . . . . ? C13 C12 C11 N2 179.4(3) . . . . ? C17 C12 C11 N2 -0.2(4) . . . . ? C10 N2 C11 C16 -100.3(3) . . . . ? C10 N2 C11 C12 83.1(3) . . . . ? C8 N1 C9 C5 1.7(5) . . . . ? Al1 N1 C9 C5 -170.1(2) . . . . ? C8 N1 C9 C1 -177.7(3) . . . . ? Al1 N1 C9 C1 10.5(3) . . . . ? C9 N1 C8 C7 -2.1(5) . . . . ? Al1 N1 C8 C7 168.2(2) . . . . ? C9 N1 C8 C10 175.5(3) . . . . ? Al1 N1 C8 C10 -14.2(4) . . . . ? C12 C11 C16 C15 -2.1(4) . . . . ? N2 C11 C16 C15 -178.6(3) . . . . ? C12 C11 C16 C18 175.3(3) . . . . ? N2 C11 C16 C18 -1.2(4) . . . . ? C11 N2 C10 C8 -171.9(2) . . . . ? C11 N2 C10 C41 7.2(4) . . . . ? N1 C8 C10 N2 4.4(4) . . . . ? C7 C8 C10 N2 -178.2(3) . . . . ? N1 C8 C10 C41 -174.7(3) . . . . ? C7 C8 C10 C41 2.7(5) . . . . ? C13 C12 C17 C22 -52.0(4) . . . . ? C11 C12 C17 C22 127.6(3) . . . . ? C13 C12 C17 C21 71.7(4) . . . . ? C11 C12 C17 C21 -108.7(4) . . . . ? C11 C12 C13 C14 -1.4(5) . . . . ? C17 C12 C13 C14 178.3(3) . . . . ? C15 C16 C18 C23 72.6(4) . . . . ? C11 C16 C18 C23 -104.8(3) . . . . ? C15 C16 C18 C24 -50.9(4) . . . . ? C11 C16 C18 C24 131.8(3) . . . . ? Al1 O1 C1 C2 171.1(3) . . . . ? Al1 O1 C1 C9 -9.8(4) . . . . ? N1 C9 C1 O1 -1.0(4) . . . . ? C5 C9 C1 O1 179.6(3) . . . . ? N1 C9 C1 C2 178.1(3) . . . . ? C5 C9 C1 C2 -1.3(5) . . . . ? C12 C13 C14 C15 -0.9(5) . . . . ? N1 C9 C5 C6 0.0(5) . . . . ? C1 C9 C5 C6 179.3(3) . . . . ? N1 C9 C5 C4 -178.5(3) . . . . ? C1 C9 C5 C4 0.9(5) . . . . ? N1 C8 C7 C6 0.8(5) . . . . ? C10 C8 C7 C6 -176.4(3) . . . . ? N2 C10 C41 C42 102.3(4) . . . . ? C8 C10 C41 C42 -78.7(4) . . . . ? C13 C14 C15 C16 1.7(6) . . . . ? C11 C16 C15 C14 -0.2(5) . . . . ? C18 C16 C15 C14 -177.7(3) . . . . ? O1 C1 C2 C3 -179.9(3) . . . . ? C9 C1 C2 C3 1.1(5) . . . . ? C8 C7 C6 C5 0.9(5) . . . . ? C9 C5 C6 C7 -1.2(5) . . . . ? C4 C5 C6 C7 177.0(3) . . . . ? C6 C5 C4 C3 -178.5(3) . . . . ? C9 C5 C4 C3 -0.3(5) . . . . ? C5 C4 C3 C2 0.1(6) . . . . ? C1 C2 C3 C4 -0.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.414 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.094 _publ_section_references ; Sheldrick G.M.(1996), SADABS, Absorption Correction Program, University of Goeltingen, German Siemens(1994), SAINT Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1996), SMART Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1994), SHELXTL^TM^ Version 5 Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA ; #==END data_12 _database_code_depnum_ccdc_archive 'CCDC 783405' #TrackingRef 'CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H38 Al2 N2 O' _chemical_formula_weight 460.55 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 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 29.760(16) _cell_length_b 12.705(7) _cell_length_c 16.265(9) _cell_angle_alpha 90.00 _cell_angle_beta 104.699(7) _cell_angle_gamma 90.00 _cell_volume 5949(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7290 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.028 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9783 _exptl_absorpt_correction_T_max 0.9896 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? #_diffrn_standards_number none #_diffrn_standards_interval_count none #_diffrn_standards_interval_time none #_diffrn_standards_decay_% none _diffrn_reflns_number 19739 _diffrn_reflns_av_R_equivalents 0.1695 _diffrn_reflns_av_sigmaI/netI 0.1735 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5236 _reflns_number_gt 2970 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART & SAINT' _computing_data_reduction 'Siemens XPREP' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5236 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 #_refine_ls_R_factor_ref 0.2734 _refine_ls_R_factor_gt 0.2014 _refine_ls_wR_factor_ref 0.4917 _refine_ls_wR_factor_gt 0.4507 _refine_ls_goodness_of_fit_ref 1.383 _refine_ls_restrained_S_all 1.383 _refine_ls_shift/su_max 0.058 _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 Al1 Al 0.14704(10) 0.3418(2) 0.13400(18) 0.0317(8) Uani 1 1 d . . . N1 N 0.1342(2) 0.3113(5) 0.2453(4) 0.0200(16) Uani 1 1 d . . . Al2 Al 0.09475(13) 0.1383(3) -0.0031(2) 0.0529(11) Uani 1 1 d . . . O1 O 0.1067(3) 0.2110(6) 0.1022(5) 0.051(2) Uani 1 1 d . . . N2 N 0.1774(3) 0.4750(6) 0.2219(6) 0.043(2) Uani 1 1 d . . . C9 C 0.1093(3) 0.2243(7) 0.2470(6) 0.033(2) Uani 1 1 d . . . C16 C 0.1687(4) 0.6515(8) 0.1657(7) 0.045(3) Uani 1 1 d . . . C13 C 0.2570(4) 0.6514(10) 0.1445(8) 0.056(3) Uani 1 1 d . . . H13A H 0.2883 0.6529 0.1409 0.067 Uiso 1 1 calc R . . C32 C 0.1058(5) 0.4371(10) 0.0520(8) 0.075(4) Uani 1 1 d . . . H32A H 0.0951 0.4014 -0.0029 0.113 Uiso 1 1 calc R . . H32B H 0.1229 0.5009 0.0449 0.113 Uiso 1 1 calc R . . H32C H 0.0790 0.4562 0.0735 0.113 Uiso 1 1 calc R . . C1 C 0.0937(3) 0.1696(9) 0.1704(8) 0.050(3) Uani 1 1 d . . . C14 C 0.2282(4) 0.7335(8) 0.1113(7) 0.046(3) Uani 1 1 d . . . H14A H 0.2382 0.7861 0.0784 0.056 Uiso 1 1 calc R . . C10 C 0.1726(4) 0.4703(8) 0.2969(7) 0.045(3) Uani 1 1 d . . . C5 C 0.0981(4) 0.1895(9) 0.3240(8) 0.050(3) Uani 1 1 d . . . C41 C 0.1888(4) 0.5518(8) 0.3678(7) 0.051(3) Uani 1 1 d . . . H41A H 0.1959 0.6186 0.3424 0.062 Uiso 1 1 calc R . . H41B H 0.1631 0.5655 0.3948 0.062 Uiso 1 1 calc R . . C8 C 0.1493(4) 0.3725(7) 0.3141(6) 0.041(3) Uani 1 1 d . . . C15 C 0.1856(4) 0.7388(8) 0.1258(7) 0.046(3) Uani 1 1 d . . . H15A H 0.1668 0.7996 0.1098 0.055 Uiso 1 1 calc R . . C3 C 0.0591(4) 0.0416(10) 0.2474(9) 0.063(4) Uani 1 1 d . . . H3A H 0.0421 -0.0220 0.2462 0.075 Uiso 1 1 calc R . . C4 C 0.0727(4) 0.0937(9) 0.3214(7) 0.051(3) Uani 1 1 d . . . H4A H 0.0656 0.0672 0.3712 0.062 Uiso 1 1 calc R . . C2 C 0.0687(4) 0.0769(9) 0.1714(8) 0.050(3) Uani 1 1 d . . . H2A H 0.0581 0.0373 0.1206 0.060 Uiso 1 1 calc R . . C6 C 0.1151(5) 0.2523(9) 0.3933(8) 0.061(4) Uani 1 1 d . . . H6A H 0.1103 0.2304 0.4462 0.074 Uiso 1 1 calc R . . C42 C 0.2305(5) 0.5178(9) 0.4342(8) 0.069(4) Uani 1 1 d . . . H42A H 0.2402 0.5745 0.4757 0.103 Uiso 1 1 calc R . . H42B H 0.2557 0.5015 0.4076 0.103 Uiso 1 1 calc R . . H42C H 0.2229 0.4549 0.4630 0.103 Uiso 1 1 calc R . . C7 C 0.1385(4) 0.3443(8) 0.3915(7) 0.049(3) Uani 1 1 d . . . H7A H 0.1473 0.3881 0.4403 0.059 Uiso 1 1 calc R . . C12 C 0.2419(4) 0.5673(8) 0.1825(6) 0.040(3) Uani 1 1 d . . . C20 C 0.0874(5) 0.7442(12) 0.1423(10) 0.091(5) Uani 1 1 d . . . H20A H 0.0571 0.7304 0.1534 0.136 Uiso 1 1 calc R . . H20B H 0.0842 0.7442 0.0808 0.136 Uiso 1 1 calc R . . H20C H 0.0989 0.8129 0.1659 0.136 Uiso 1 1 calc R . . C11 C 0.1976(4) 0.5666(8) 0.1914(7) 0.047(3) Uani 1 1 d . . . C31 C 0.2060(4) 0.2786(9) 0.1237(7) 0.050(3) Uani 1 1 d . . . H31A H 0.1994 0.2154 0.0880 0.075 Uiso 1 1 calc R . . H31B H 0.2250 0.2594 0.1802 0.075 Uiso 1 1 calc R . . H31C H 0.2229 0.3295 0.0976 0.075 Uiso 1 1 calc R . . C18 C 0.1214(5) 0.6591(10) 0.1837(10) 0.079(4) Uani 1 1 d . . . H18A H 0.1265 0.6669 0.2460 0.095 Uiso 1 1 calc R . . H18B H 0.1057 0.5906 0.1681 0.095 Uiso 1 1 calc R . . C35 C 0.1257(5) 0.0020(10) 0.0272(8) 0.074(4) Uani 1 1 d . . . H35A H 0.1022 -0.0525 0.0261 0.112 Uiso 1 1 calc R . . H35B H 0.1466 0.0063 0.0843 0.112 Uiso 1 1 calc R . . H35C H 0.1436 -0.0157 -0.0138 0.112 Uiso 1 1 calc R . . C17 C 0.2743(4) 0.4825(10) 0.2260(9) 0.065(4) Uani 1 1 d . . . H17A H 0.2558 0.4185 0.2286 0.078 Uiso 1 1 calc R . . H17B H 0.2884 0.5052 0.2852 0.078 Uiso 1 1 calc R . . C34 C 0.1208(6) 0.2228(12) -0.0843(9) 0.091(5) Uani 1 1 d . . . H34A H 0.1531 0.2418 -0.0571 0.136 Uiso 1 1 calc R . . H34B H 0.1024 0.2869 -0.1001 0.136 Uiso 1 1 calc R . . H34C H 0.1198 0.1809 -0.1354 0.136 Uiso 1 1 calc R . . C19 C 0.3130(6) 0.4534(14) 0.1860(11) 0.109(6) Uani 1 1 d . . . H19A H 0.3261 0.3853 0.2082 0.164 Uiso 1 1 calc R . . H19B H 0.3373 0.5073 0.1995 0.164 Uiso 1 1 calc R . . H19C H 0.3008 0.4487 0.1242 0.164 Uiso 1 1 calc R . . C33 C 0.0265(5) 0.1322(11) -0.0470(9) 0.086(5) Uani 1 1 d . . . H33A H 0.0156 0.0609 -0.0395 0.128 Uiso 1 1 calc R . . H33B H 0.0180 0.1504 -0.1075 0.128 Uiso 1 1 calc R . . H33C H 0.0121 0.1823 -0.0157 0.128 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 0.0387(16) 0.0253(15) 0.0317(16) 0.0049(13) 0.0101(13) -0.0038(13) N1 0.025(4) 0.025(4) 0.011(3) 0.001(3) 0.006(3) 0.001(3) Al2 0.067(2) 0.0373(19) 0.054(2) 0.0042(17) 0.0133(18) -0.0058(17) O1 0.065(5) 0.047(5) 0.042(5) -0.004(4) 0.015(4) -0.017(4) N2 0.051(5) 0.025(4) 0.056(6) -0.003(4) 0.017(5) 0.013(4) C9 0.037(5) 0.035(5) 0.026(5) 0.013(4) 0.007(4) -0.005(4) C16 0.050(6) 0.044(6) 0.040(6) 0.004(5) 0.012(5) -0.004(5) C13 0.037(6) 0.070(8) 0.064(8) -0.005(7) 0.020(6) -0.013(6) C32 0.135(13) 0.046(7) 0.059(9) 0.014(7) 0.053(9) 0.000(8) C1 0.037(6) 0.044(6) 0.070(8) 0.000(6) 0.017(6) -0.016(5) C14 0.060(7) 0.037(6) 0.041(7) -0.001(5) 0.010(6) 0.011(5) C10 0.065(7) 0.045(6) 0.022(5) -0.010(5) 0.005(5) 0.008(6) C5 0.057(7) 0.037(6) 0.056(8) -0.002(6) 0.016(6) 0.008(5) C41 0.074(8) 0.041(6) 0.047(7) 0.011(6) 0.029(6) 0.011(6) C8 0.071(7) 0.026(5) 0.028(6) -0.006(4) 0.018(5) 0.001(5) C15 0.044(6) 0.037(6) 0.047(7) 0.002(5) -0.005(5) 0.005(5) C3 0.060(8) 0.049(7) 0.076(10) 0.018(7) 0.012(7) -0.011(6) C4 0.059(7) 0.059(7) 0.042(7) -0.003(6) 0.023(6) -0.009(6) C2 0.041(6) 0.051(7) 0.051(7) -0.003(6) -0.002(5) 0.007(5) C6 0.092(9) 0.055(8) 0.054(8) 0.019(7) 0.050(7) 0.016(7) C42 0.109(11) 0.043(7) 0.043(7) -0.024(6) -0.003(7) -0.014(7) C7 0.075(8) 0.037(6) 0.039(6) -0.005(5) 0.020(6) -0.012(6) C12 0.050(7) 0.035(6) 0.034(6) -0.004(5) 0.008(5) -0.007(5) C20 0.067(9) 0.102(12) 0.108(12) 0.064(10) 0.029(8) 0.043(8) C11 0.071(8) 0.028(6) 0.038(6) -0.004(5) 0.007(6) 0.002(5) C31 0.068(7) 0.053(7) 0.034(6) -0.001(5) 0.023(6) -0.002(6) C18 0.090(10) 0.050(8) 0.097(12) 0.004(8) 0.023(9) -0.019(7) C35 0.114(12) 0.054(8) 0.043(8) 0.011(6) -0.003(8) 0.000(7) C17 0.061(8) 0.056(8) 0.088(10) -0.024(7) 0.036(7) -0.010(6) C34 0.145(14) 0.075(10) 0.063(9) 0.004(8) 0.045(10) -0.027(10) C19 0.118(14) 0.110(15) 0.081(12) 0.014(11) -0.009(10) 0.011(11) C33 0.089(10) 0.074(10) 0.075(10) 0.023(8) -0.014(8) 0.013(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C31 1.976(11) . ? Al1 N1 1.981(7) . ? Al1 C32 1.980(13) . ? Al1 O1 2.039(7) . ? Al1 N2 2.252(9) . ? N1 C8 1.343(11) . ? N1 C9 1.335(11) . ? Al2 O1 1.899(8) . ? Al2 C35 1.963(13) . ? Al2 C33 1.975(14) . ? Al2 C34 2.005(13) . ? O1 C1 1.368(13) . ? N2 C10 1.264(13) . ? N2 C11 1.453(13) . ? C9 C1 1.399(15) . ? C9 C5 1.443(14) . ? C16 C11 1.376(15) . ? C16 C15 1.438(14) . ? C16 C18 1.513(17) . ? C13 C14 1.370(15) . ? C13 C12 1.365(15) . ? C13 H13A 0.9500 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C1 C2 1.396(15) . ? C14 C15 1.351(15) . ? C14 H14A 0.9500 . ? C10 C8 1.485(14) . ? C10 C41 1.533(15) . ? C5 C6 1.369(16) . ? C5 C4 1.428(15) . ? C41 C42 1.488(17) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C8 C7 1.422(13) . ? C15 H15A 0.9500 . ? C3 C4 1.342(16) . ? C3 C2 1.412(16) . ? C3 H3A 0.9500 . ? C4 H4A 0.9500 . ? C2 H2A 0.9500 . ? C6 C7 1.365(15) . ? C6 H6A 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C7 H7A 0.9500 . ? C12 C11 1.363(15) . ? C12 C17 1.498(16) . ? C20 C18 1.517(17) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C17 C19 1.50(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C31 Al1 N1 112.3(4) . . ? C31 Al1 C32 127.1(5) . . ? N1 Al1 C32 120.3(4) . . ? C31 Al1 O1 97.2(4) . . ? N1 Al1 O1 80.4(3) . . ? C32 Al1 O1 95.9(5) . . ? C31 Al1 N2 97.9(4) . . ? N1 Al1 N2 72.9(3) . . ? C32 Al1 N2 92.8(5) . . ? O1 Al1 N2 152.8(3) . . ? C8 N1 C9 122.1(8) . . ? C8 N1 Al1 123.1(6) . . ? C9 N1 Al1 114.8(6) . . ? O1 Al2 C35 103.5(5) . . ? O1 Al2 C33 106.5(5) . . ? C35 Al2 C33 115.4(6) . . ? O1 Al2 C34 108.6(5) . . ? C35 Al2 C34 113.7(7) . . ? C33 Al2 C34 108.5(7) . . ? C1 O1 Al2 121.2(7) . . ? C1 O1 Al1 112.1(6) . . ? Al2 O1 Al1 126.0(4) . . ? C10 N2 C11 121.7(9) . . ? C10 N2 Al1 116.8(7) . . ? C11 N2 Al1 121.2(7) . . ? N1 C9 C1 116.9(8) . . ? N1 C9 C5 121.5(9) . . ? C1 C9 C5 121.6(9) . . ? C11 C16 C15 118.7(10) . . ? C11 C16 C18 122.1(10) . . ? C15 C16 C18 119.1(10) . . ? C14 C13 C12 122.1(10) . . ? C14 C13 H13A 119.0 . . ? C12 C13 H13A 119.0 . . ? Al1 C32 H32A 109.5 . . ? Al1 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? Al1 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O1 C1 C2 126.4(11) . . ? O1 C1 C9 115.7(9) . . ? C2 C1 C9 117.8(11) . . ? C15 C14 C13 119.3(11) . . ? C15 C14 H14A 120.3 . . ? C13 C14 H14A 120.3 . . ? N2 C10 C8 113.2(9) . . ? N2 C10 C41 127.1(10) . . ? C8 C10 C41 119.7(9) . . ? C6 C5 C4 127.1(11) . . ? C6 C5 C9 114.7(10) . . ? C4 C5 C9 118.1(10) . . ? C42 C41 C10 113.2(9) . . ? C42 C41 H41A 108.9 . . ? C10 C41 H41A 108.9 . . ? C42 C41 H41B 108.9 . . ? C10 C41 H41B 108.9 . . ? H41A C41 H41B 107.7 . . ? N1 C8 C7 119.3(9) . . ? N1 C8 C10 113.6(8) . . ? C7 C8 C10 126.8(9) . . ? C14 C15 C16 119.4(10) . . ? C14 C15 H15A 120.3 . . ? C16 C15 H15A 120.3 . . ? C4 C3 C2 123.0(11) . . ? C4 C3 H3A 118.5 . . ? C2 C3 H3A 118.5 . . ? C3 C4 C5 119.0(11) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C1 C2 C3 120.4(11) . . ? C1 C2 H2A 119.8 . . ? C3 C2 H2A 119.8 . . ? C7 C6 C5 124.4(11) . . ? C7 C6 H6A 117.8 . . ? C5 C6 H6A 117.8 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C6 C7 C8 117.8(10) . . ? C6 C7 H7A 121.1 . . ? C8 C7 H7A 121.1 . . ? C11 C12 C13 119.4(10) . . ? C11 C12 C17 118.0(10) . . ? C13 C12 C17 122.1(10) . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C12 C11 C16 120.6(10) . . ? C12 C11 N2 122.5(9) . . ? C16 C11 N2 116.8(10) . . ? Al1 C31 H31A 109.5 . . ? Al1 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? Al1 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C16 C18 C20 120.6(11) . . ? C16 C18 H18A 107.2 . . ? C20 C18 H18A 107.2 . . ? C16 C18 H18B 107.2 . . ? C20 C18 H18B 107.2 . . ? H18A C18 H18B 106.8 . . ? Al2 C35 H35A 109.5 . . ? Al2 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? Al2 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C12 C17 C19 116.4(12) . . ? C12 C17 H17A 108.2 . . ? C19 C17 H17A 108.2 . . ? C12 C17 H17B 108.2 . . ? C19 C17 H17B 108.2 . . ? H17A C17 H17B 107.4 . . ? Al2 C34 H34A 109.5 . . ? Al2 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? Al2 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 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 . . ? Al2 C33 H33A 109.5 . . ? Al2 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? Al2 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 C31 Al1 N1 C8 88.7(8) . . . . ? C32 Al1 N1 C8 -86.1(9) . . . . ? O1 Al1 N1 C8 -177.4(8) . . . . ? N2 Al1 N1 C8 -3.0(7) . . . . ? C31 Al1 N1 C9 -91.1(7) . . . . ? C32 Al1 N1 C9 94.2(8) . . . . ? O1 Al1 N1 C9 2.9(6) . . . . ? N2 Al1 N1 C9 177.2(7) . . . . ? C35 Al2 O1 C1 -57.0(9) . . . . ? C33 Al2 O1 C1 65.2(9) . . . . ? C34 Al2 O1 C1 -178.1(9) . . . . ? C35 Al2 O1 Al1 113.1(7) . . . . ? C33 Al2 O1 Al1 -124.7(6) . . . . ? C34 Al2 O1 Al1 -8.0(8) . . . . ? C31 Al1 O1 C1 109.3(7) . . . . ? N1 Al1 O1 C1 -2.2(7) . . . . ? C32 Al1 O1 C1 -122.0(8) . . . . ? N2 Al1 O1 C1 -14.1(11) . . . . ? C31 Al1 O1 Al2 -61.6(6) . . . . ? N1 Al1 O1 Al2 -173.1(5) . . . . ? C32 Al1 O1 Al2 67.1(6) . . . . ? N2 Al1 O1 Al2 175.1(5) . . . . ? C31 Al1 N2 C10 -111.3(8) . . . . ? N1 Al1 N2 C10 -0.3(8) . . . . ? C32 Al1 N2 C10 120.6(9) . . . . ? O1 Al1 N2 C10 12.0(12) . . . . ? C31 Al1 N2 C11 74.4(8) . . . . ? N1 Al1 N2 C11 -174.6(8) . . . . ? C32 Al1 N2 C11 -53.7(8) . . . . ? O1 Al1 N2 C11 -162.4(8) . . . . ? C8 N1 C9 C1 177.2(9) . . . . ? Al1 N1 C9 C1 -3.0(11) . . . . ? C8 N1 C9 C5 -1.6(14) . . . . ? Al1 N1 C9 C5 178.2(7) . . . . ? Al2 O1 C1 C2 -4.3(15) . . . . ? Al1 O1 C1 C2 -175.6(9) . . . . ? Al2 O1 C1 C9 172.7(7) . . . . ? Al1 O1 C1 C9 1.3(12) . . . . ? N1 C9 C1 O1 1.1(14) . . . . ? C5 C9 C1 O1 179.9(9) . . . . ? N1 C9 C1 C2 178.3(9) . . . . ? C5 C9 C1 C2 -2.9(16) . . . . ? C12 C13 C14 C15 8.6(17) . . . . ? C11 N2 C10 C8 177.3(9) . . . . ? Al1 N2 C10 C8 2.9(12) . . . . ? C11 N2 C10 C41 -3.8(17) . . . . ? Al1 N2 C10 C41 -178.1(8) . . . . ? N1 C9 C5 C6 -0.1(15) . . . . ? C1 C9 C5 C6 -178.8(10) . . . . ? N1 C9 C5 C4 -177.8(9) . . . . ? C1 C9 C5 C4 3.4(16) . . . . ? N2 C10 C41 C42 -105.7(13) . . . . ? C8 C10 C41 C42 73.2(14) . . . . ? C9 N1 C8 C7 -0.1(15) . . . . ? Al1 N1 C8 C7 -179.8(7) . . . . ? C9 N1 C8 C10 -174.8(8) . . . . ? Al1 N1 C8 C10 5.5(12) . . . . ? N2 C10 C8 N1 -5.2(14) . . . . ? C41 C10 C8 N1 175.8(9) . . . . ? N2 C10 C8 C7 -179.4(11) . . . . ? C41 C10 C8 C7 1.6(17) . . . . ? C13 C14 C15 C16 -8.3(16) . . . . ? C11 C16 C15 C14 2.8(16) . . . . ? C18 C16 C15 C14 178.5(11) . . . . ? C2 C3 C4 C5 0.2(19) . . . . ? C6 C5 C4 C3 -179.4(12) . . . . ? C9 C5 C4 C3 -2.0(17) . . . . ? O1 C1 C2 C3 177.9(11) . . . . ? C9 C1 C2 C3 1.0(16) . . . . ? C4 C3 C2 C1 0.4(18) . . . . ? C4 C5 C6 C7 -178.8(11) . . . . ? C9 C5 C6 C7 3.7(18) . . . . ? C5 C6 C7 C8 -5.4(18) . . . . ? N1 C8 C7 C6 3.4(16) . . . . ? C10 C8 C7 C6 177.3(11) . . . . ? C14 C13 C12 C11 -2.9(17) . . . . ? C14 C13 C12 C17 -174.1(11) . . . . ? C13 C12 C11 C16 -2.8(16) . . . . ? C17 C12 C11 C16 168.7(10) . . . . ? C13 C12 C11 N2 172.6(10) . . . . ? C17 C12 C11 N2 -15.9(15) . . . . ? C15 C16 C11 C12 2.9(16) . . . . ? C18 C16 C11 C12 -172.7(11) . . . . ? C15 C16 C11 N2 -172.8(9) . . . . ? C18 C16 C11 N2 11.6(16) . . . . ? C10 N2 C11 C12 103.6(12) . . . . ? Al1 N2 C11 C12 -82.3(12) . . . . ? C10 N2 C11 C16 -80.8(14) . . . . ? Al1 N2 C11 C16 93.3(10) . . . . ? C11 C16 C18 C20 -169.8(12) . . . . ? C15 C16 C18 C20 14.6(19) . . . . ? C11 C12 C17 C19 152.6(12) . . . . ? C13 C12 C17 C19 -36.1(17) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.593 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.153 _publ_section_references ; Sheldrick G.M.(1996), SADABS, Absorption Correction Program, University of Goeltingen, German Siemens(1994), SAINT Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1996), SMART Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1994), SHELXTL^TM^ Version 5 Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA ; #==END