# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Chi-Tien Chen' _publ_contact_author_email CTCHEN@DRAGON.NCHU.EDU.TW _publ_section_title ; Synthesis and Catalytic Application of Aluminium Anilido-Pyrazolate Complexes ; loop_ _publ_author_name 'Chi-Tien Chen' 'Kuo-Fu Peng' # Attachment 'Al-anilido-Pz-DT-revised.CIF' data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 724274' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H18 Al N3' _chemical_formula_weight 291.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.380(2) _cell_length_b 10.366(2) _cell_length_c 15.271(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.726(4) _cell_angle_gamma 90.00 _cell_volume 1602.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3110 _cell_measurement_theta_min 4.784 _cell_measurement_theta_max 51.204 _exptl_crystal_description parallelpied _exptl_crystal_colour orange _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.528140 _exptl_absorpt_correction_T_max 1.000000 _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 8830 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 26.02 _reflns_number_total 3144 _reflns_number_gt 2249 _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^)+(0.0840P)^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 3144 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1335 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _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 Al Al 0.94722(6) 0.73895(5) 0.05348(4) 0.0468(2) Uani 1 1 d . . . N1 N 0.81378(15) 0.61171(15) 0.06771(10) 0.0497(4) Uani 1 1 d . . . N2 N 0.81089(15) 0.55704(15) 0.14834(10) 0.0483(4) Uani 1 1 d . . . N3 N 1.06300(14) 0.68244(15) 0.15922(10) 0.0471(4) Uani 1 1 d . . . C1 C 1.01528(18) 0.65837(17) 0.23554(12) 0.0450(4) Uani 1 1 d . . . C2 C 1.0859(2) 0.6909(2) 0.32266(13) 0.0552(5) Uani 1 1 d . . . H2A H 1.1700 0.7259 0.3298 0.066 Uiso 1 1 calc R . . C3 C 1.0345(2) 0.6725(2) 0.39724(13) 0.0622(6) Uani 1 1 d . . . H3A H 1.0852 0.6931 0.4536 0.075 Uiso 1 1 calc R . . C4 C 0.9093(2) 0.6239(2) 0.38982(13) 0.0634(6) Uani 1 1 d . . . H4A H 0.8748 0.6127 0.4406 0.076 Uiso 1 1 calc R . . C5 C 0.8364(2) 0.5924(2) 0.30654(13) 0.0570(5) Uani 1 1 d . . . H5A H 0.7505 0.5622 0.3004 0.068 Uiso 1 1 calc R . . C6 C 0.88961(17) 0.60512(18) 0.23122(11) 0.0459(4) Uani 1 1 d . . . C7 C 1.20172(17) 0.69244(18) 0.16874(12) 0.0451(4) Uani 1 1 d . . . C8 C 1.2863(2) 0.5930(2) 0.20688(12) 0.0566(5) Uani 1 1 d . . . H8A H 1.2518 0.5200 0.2287 0.068 Uiso 1 1 calc R . . C9 C 1.4204(2) 0.6020(3) 0.21262(14) 0.0708(6) Uani 1 1 d . . . H9A H 1.4755 0.5350 0.2384 0.085 Uiso 1 1 calc R . . C10 C 1.4734(2) 0.7090(3) 0.18051(16) 0.0764(7) Uani 1 1 d . . . H10A H 1.5639 0.7143 0.1843 0.092 Uiso 1 1 calc R . . C11 C 1.3926(2) 0.8069(3) 0.14315(15) 0.0692(6) Uani 1 1 d . . . H11A H 1.4282 0.8795 0.1216 0.083 Uiso 1 1 calc R . . C12 C 1.2574(2) 0.7993(2) 0.13701(13) 0.0571(5) Uani 1 1 d . . . H12A H 1.2034 0.8670 0.1112 0.069 Uiso 1 1 calc R . . C13 C 0.72518(19) 0.4581(2) 0.13627(14) 0.0599(5) Uani 1 1 d . . . H13A H 0.7070 0.4048 0.1810 0.072 Uiso 1 1 calc R . . C14 C 0.6694(2) 0.4497(2) 0.04667(16) 0.0677(6) Uani 1 1 d . . . H14A H 0.6058 0.3910 0.0186 0.081 Uiso 1 1 calc R . . C16 C 0.9952(2) 0.6965(2) -0.05951(14) 0.0680(6) Uani 1 1 d . . . H16A H 1.0305 0.6106 -0.0563 0.102 Uiso 1 1 calc R . . H16B H 1.0604 0.7565 -0.0703 0.102 Uiso 1 1 calc R . . H16C H 0.9182 0.7016 -0.1076 0.102 Uiso 1 1 calc R . . C17 C 0.8717(2) 0.9092(2) 0.06703(17) 0.0787(7) Uani 1 1 d . . . H17A H 0.8524 0.9159 0.1255 0.118 Uiso 1 1 calc R . . H17B H 0.7919 0.9202 0.0220 0.118 Uiso 1 1 calc R . . H17C H 0.9340 0.9749 0.0602 0.118 Uiso 1 1 calc R . . C15 C 0.7268(2) 0.5454(2) 0.00677(15) 0.0622(6) Uani 1 1 d . . . H15A H 0.7078 0.5620 -0.0546 0.075 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 0.0471(4) 0.0512(3) 0.0411(3) 0.0003(2) 0.0077(2) 0.0072(2) N1 0.0482(9) 0.0550(9) 0.0421(8) -0.0031(7) 0.0016(7) 0.0035(7) N2 0.0419(8) 0.0547(9) 0.0472(9) -0.0026(7) 0.0073(6) -0.0011(7) N3 0.0418(9) 0.0597(9) 0.0398(8) 0.0013(7) 0.0090(6) -0.0024(7) C1 0.0452(10) 0.0473(10) 0.0421(10) -0.0016(8) 0.0089(8) -0.0001(8) C2 0.0505(12) 0.0667(13) 0.0467(11) -0.0074(9) 0.0070(9) -0.0100(9) C3 0.0670(14) 0.0772(15) 0.0404(11) -0.0096(10) 0.0076(9) -0.0077(11) C4 0.0696(14) 0.0785(15) 0.0462(12) 0.0004(10) 0.0221(10) -0.0045(11) C5 0.0512(12) 0.0679(13) 0.0542(12) 0.0014(10) 0.0165(9) -0.0059(10) C6 0.0439(10) 0.0495(10) 0.0437(10) -0.0027(8) 0.0083(8) -0.0007(8) C7 0.0413(10) 0.0567(11) 0.0367(9) -0.0059(8) 0.0072(7) -0.0031(8) C8 0.0537(12) 0.0650(12) 0.0481(11) 0.0040(9) 0.0050(9) 0.0035(9) C9 0.0523(13) 0.0985(18) 0.0571(13) -0.0019(13) 0.0022(10) 0.0160(12) C10 0.0464(13) 0.121(2) 0.0615(14) -0.0116(14) 0.0105(11) -0.0065(14) C11 0.0630(15) 0.0862(16) 0.0617(14) -0.0078(12) 0.0206(11) -0.0235(13) C12 0.0554(12) 0.0617(12) 0.0544(12) 0.0000(10) 0.0123(9) -0.0050(10) C13 0.0465(11) 0.0627(12) 0.0695(14) -0.0063(11) 0.0109(10) -0.0096(10) C14 0.0507(12) 0.0676(14) 0.0783(16) -0.0166(12) 0.0005(11) -0.0070(10) C16 0.0729(15) 0.0833(15) 0.0479(12) 0.0071(11) 0.0136(10) 0.0169(12) C17 0.0767(17) 0.0607(14) 0.0946(18) -0.0118(13) 0.0100(13) 0.0112(12) C15 0.0513(12) 0.0713(14) 0.0566(12) -0.0123(11) -0.0037(10) 0.0044(10) _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 N3 1.8814(16) . ? Al C16 1.948(2) . ? Al N1 1.9590(17) . ? Al C17 1.960(2) . ? N1 C15 1.336(2) . ? N1 N2 1.362(2) . ? N2 C13 1.343(2) . ? N2 C6 1.436(2) . ? N3 C1 1.386(2) . ? N3 C7 1.419(2) . ? C1 C6 1.405(3) . ? C1 C2 1.411(3) . ? C2 C3 1.373(3) . ? C2 H2A 0.9300 . ? C3 C4 1.374(3) . ? C3 H3A 0.9300 . ? C4 C5 1.369(3) . ? C4 H4A 0.9300 . ? C5 C6 1.388(3) . ? C5 H5A 0.9300 . ? C7 C12 1.386(3) . ? C7 C8 1.395(3) . ? C8 C9 1.379(3) . ? C8 H8A 0.9300 . ? C9 C10 1.376(3) . ? C9 H9A 0.9300 . ? C10 C11 1.360(4) . ? C10 H10A 0.9300 . ? C11 C12 1.388(3) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.366(3) . ? C13 H13A 0.9300 . ? C14 C15 1.367(3) . ? C14 H14A 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C15 H15A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Al C16 116.76(9) . . ? N3 Al N1 91.65(7) . . ? C16 Al N1 105.73(9) . . ? N3 Al C17 112.60(9) . . ? C16 Al C17 118.86(11) . . ? N1 Al C17 106.60(9) . . ? C15 N1 N2 105.63(16) . . ? C15 N1 Al 130.95(15) . . ? N2 N1 Al 122.51(11) . . ? C13 N2 N1 109.85(15) . . ? C13 N2 C6 128.09(17) . . ? N1 N2 C6 122.06(14) . . ? C1 N3 C7 118.01(15) . . ? C1 N3 Al 119.92(12) . . ? C7 N3 Al 120.48(12) . . ? N3 C1 C6 122.11(16) . . ? N3 C1 C2 122.85(17) . . ? C6 C1 C2 114.97(16) . . ? C3 C2 C1 122.21(19) . . ? C3 C2 H2A 118.9 . . ? C1 C2 H2A 118.9 . . ? C2 C3 C4 121.01(18) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C5 C4 C3 118.90(18) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 120.52(19) . . ? C4 C5 H5A 119.7 . . ? C6 C5 H5A 119.7 . . ? C5 C6 C1 122.24(17) . . ? C5 C6 N2 116.39(16) . . ? C1 C6 N2 121.34(15) . . ? C12 C7 C8 117.65(18) . . ? C12 C7 N3 120.98(17) . . ? C8 C7 N3 121.31(17) . . ? C9 C8 C7 120.7(2) . . ? C9 C8 H8A 119.6 . . ? C7 C8 H8A 119.6 . . ? C10 C9 C8 120.6(2) . . ? C10 C9 H9A 119.7 . . ? C8 C9 H9A 119.7 . . ? C11 C10 C9 119.6(2) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? C10 C11 C12 120.4(2) . . ? C10 C11 H11A 119.8 . . ? C12 C11 H11A 119.8 . . ? C7 C12 C11 121.0(2) . . ? C7 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? N2 C13 C14 107.9(2) . . ? N2 C13 H13A 126.0 . . ? C14 C13 H13A 126.0 . . ? C13 C14 C15 105.66(19) . . ? C13 C14 H14A 127.2 . . ? C15 C14 H14A 127.2 . . ? Al C16 H16A 109.5 . . ? Al C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? Al C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? Al C17 H17A 109.5 . . ? Al C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? Al C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N1 C15 C14 110.9(2) . . ? N1 C15 H15A 124.5 . . ? C14 C15 H15A 124.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.220 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.039 #==END data_compound_3 _database_code_depnum_ccdc_archive 'CCDC 724275' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H20 Al N3 O' _chemical_formula_sum 'C18 H20 Al N3 O' _chemical_formula_weight 321.35 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.4157(6) _cell_length_b 10.5978(6) _cell_length_c 15.1969(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1677.49(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3679 _cell_measurement_theta_min 3.2809 _cell_measurement_theta_max 29.1241 _exptl_crystal_description parallelpied _exptl_crystal_colour orange _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 0.129 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9210 _exptl_absorpt_correction_T_max 0.9563 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 6118 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 29.25 _reflns_number_total 2184 _reflns_number_gt 1826 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _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^)+(0.0878P)^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 ? _chemical_absolute_configuration unk _refine_ls_number_reflns 2184 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1207 _refine_ls_wR_factor_gt 0.1175 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 Al Al 0.94431(8) 0.50445(9) 0.07989(5) 0.0144(2) Uani 1 1 d . . . O O 1.0341(2) 0.6299(2) -0.01765(13) 0.0221(5) Uani 1 1 d . . . N1 N 0.8405(2) 0.3694(2) 0.13987(16) 0.0161(5) Uani 1 1 d . . . N2 N 0.7274(2) 0.3211(2) 0.11017(15) 0.0146(5) Uani 1 1 d . . . N3 N 0.8529(2) 0.4684(2) -0.02537(15) 0.0149(5) Uani 1 1 d . . . C1 C 0.7207(3) 0.4452(3) -0.02763(18) 0.0144(6) Uani 1 1 d . . . C2 C 0.6407(3) 0.4921(3) -0.09392(18) 0.0180(6) Uani 1 1 d . . . H2A H 0.6784 0.5397 -0.1401 0.022 Uiso 1 1 calc R . . C3 C 0.5095(3) 0.4727(3) -0.0956(2) 0.0206(7) Uani 1 1 d . . . H3A H 0.4594 0.5060 -0.1424 0.025 Uiso 1 1 calc R . . C4 C 0.4513(3) 0.4041(3) -0.0287(2) 0.0218(7) Uani 1 1 d . . . H4A H 0.3614 0.3895 -0.0294 0.026 Uiso 1 1 calc R . . C5 C 0.5255(3) 0.3581(3) 0.0382(2) 0.0204(7) Uani 1 1 d . . . H5A H 0.4859 0.3124 0.0846 0.025 Uiso 1 1 calc R . . C6 C 0.6573(3) 0.3765(3) 0.03971(18) 0.0149(6) Uani 1 1 d . . . C7 C 0.9156(3) 0.4931(3) -0.10441(18) 0.0157(6) Uani 1 1 d . . . C8 C 0.8911(3) 0.4361(3) -0.18559(19) 0.0168(6) Uani 1 1 d . . . H8A H 0.8229 0.3770 -0.1912 0.020 Uiso 1 1 calc R . . C9 C 0.9666(3) 0.4658(3) -0.25816(19) 0.0208(7) Uani 1 1 d . . . H9A H 0.9480 0.4277 -0.3133 0.025 Uiso 1 1 calc R . . C10 C 1.0671(3) 0.5487(3) -0.25202(19) 0.0211(7) Uani 1 1 d . . . H10A H 1.1177 0.5674 -0.3024 0.025 Uiso 1 1 calc R . . C11 C 1.0945(3) 0.6052(3) -0.1720(2) 0.0200(7) Uani 1 1 d . . . H11A H 1.1647 0.6620 -0.1666 0.024 Uiso 1 1 calc R . . C12 C 1.0189(3) 0.5778(3) -0.1005(2) 0.0181(6) Uani 1 1 d . . . C13 C 1.1430(4) 0.7088(4) -0.0026(2) 0.0347(9) Uani 1 1 d . . . H13A H 1.1635 0.7553 -0.0566 0.052 Uiso 1 1 calc R . . H13B H 1.2167 0.6566 0.0144 0.052 Uiso 1 1 calc R . . H13C H 1.1237 0.7687 0.0447 0.052 Uiso 1 1 calc R . . C14 C 0.6915(3) 0.2223(3) 0.16139(19) 0.0201(7) Uani 1 1 d . . . H14A H 0.6165 0.1724 0.1540 0.024 Uiso 1 1 calc R . . C15 C 0.7820(3) 0.2075(3) 0.2251(2) 0.0228(7) Uani 1 1 d . . . H15A H 0.7826 0.1466 0.2710 0.027 Uiso 1 1 calc R . . C16 C 0.8737(3) 0.3006(3) 0.20893(19) 0.0190(7) Uani 1 1 d . . . H16A H 0.9493 0.3129 0.2428 0.023 Uiso 1 1 calc R . . C17 C 0.8860(3) 0.6474(3) 0.15177(19) 0.0186(7) Uani 1 1 d . . . H17A H 0.8396 0.6158 0.2034 0.028 Uiso 1 1 calc R . . H17B H 0.8288 0.7010 0.1168 0.028 Uiso 1 1 calc R . . H17C H 0.9604 0.6968 0.1710 0.028 Uiso 1 1 calc R . . C18 C 1.1144(3) 0.4261(3) 0.1013(2) 0.0252(7) Uani 1 1 d . . . H18A H 1.1059 0.3598 0.1460 0.038 Uiso 1 1 calc R . . H18B H 1.1746 0.4905 0.1222 0.038 Uiso 1 1 calc R . . H18C H 1.1466 0.3891 0.0465 0.038 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 0.0138(4) 0.0161(4) 0.0134(4) -0.0017(4) -0.0014(3) -0.0017(4) O 0.0259(12) 0.0243(12) 0.0160(10) -0.0026(9) 0.0027(10) -0.0121(10) N1 0.0171(13) 0.0174(12) 0.0138(11) -0.0025(10) -0.0023(11) -0.0010(11) N2 0.0143(12) 0.0153(12) 0.0142(11) -0.0014(9) 0.0016(10) -0.0025(11) N3 0.0153(12) 0.0175(13) 0.0118(11) -0.0003(9) 0.0002(10) -0.0030(10) C1 0.0147(13) 0.0135(14) 0.0150(13) -0.0038(11) 0.0012(12) 0.0011(12) C2 0.0195(14) 0.0183(15) 0.0163(13) -0.0004(12) 0.0004(12) 0.0009(13) C3 0.0207(15) 0.0217(17) 0.0195(14) -0.0037(12) -0.0050(13) 0.0030(13) C4 0.0135(14) 0.0296(17) 0.0222(14) -0.0082(13) -0.0016(14) 0.0009(13) C5 0.0189(16) 0.0202(16) 0.0222(15) -0.0065(13) 0.0058(13) -0.0016(13) C6 0.0185(15) 0.0141(14) 0.0120(12) -0.0019(11) 0.0007(12) 0.0003(12) C7 0.0166(13) 0.0165(14) 0.0139(12) 0.0018(11) 0.0007(11) 0.0006(13) C8 0.0143(14) 0.0197(16) 0.0163(13) -0.0003(12) -0.0022(13) 0.0014(12) C9 0.0245(17) 0.0250(17) 0.0128(13) -0.0003(11) -0.0032(13) 0.0034(14) C10 0.0207(16) 0.0273(16) 0.0154(13) 0.0081(12) 0.0041(13) 0.0027(14) C11 0.0192(15) 0.0179(16) 0.0231(15) 0.0045(12) -0.0005(14) -0.0037(13) C12 0.0201(15) 0.0171(15) 0.0172(14) -0.0001(11) -0.0015(13) -0.0015(12) C13 0.044(2) 0.035(2) 0.0250(16) -0.0053(16) 0.0031(17) -0.0215(18) C14 0.0222(17) 0.0187(16) 0.0196(15) 0.0019(12) 0.0062(14) -0.0023(13) C15 0.0272(18) 0.0211(17) 0.0200(15) 0.0048(12) 0.0040(15) 0.0004(14) C16 0.0225(17) 0.0216(17) 0.0128(13) 0.0014(12) -0.0005(13) 0.0008(13) C17 0.0187(16) 0.0204(16) 0.0166(13) -0.0015(12) -0.0008(13) -0.0007(13) C18 0.0158(15) 0.0267(18) 0.0332(18) -0.0012(14) 0.0005(15) 0.0013(14) _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 N3 1.900(2) . ? Al C17 1.964(3) . ? Al C18 1.983(3) . ? Al N1 2.012(3) . ? Al O 2.200(2) . ? O C12 1.384(4) . ? O C13 1.428(4) . ? N1 C16 1.324(4) . ? N1 N2 1.362(4) . ? N2 C14 1.357(4) . ? N2 C6 1.423(4) . ? N3 C7 1.392(4) . ? N3 C1 1.399(4) . ? C1 C2 1.399(4) . ? C1 C6 1.419(4) . ? C2 C3 1.381(4) . ? C2 H2A 0.9500 . ? C3 C4 1.389(5) . ? C3 H3A 0.9500 . ? C4 C5 1.367(5) . ? C4 H4A 0.9500 . ? C5 C6 1.387(4) . ? C5 H5A 0.9500 . ? C7 C8 1.397(4) . ? C7 C12 1.403(4) . ? C8 C9 1.390(4) . ? C8 H8A 0.9500 . ? C9 C10 1.370(4) . ? C9 H9A 0.9500 . ? C10 C11 1.385(4) . ? C10 H10A 0.9500 . ? C11 C12 1.373(4) . ? C11 H11A 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.361(5) . ? C14 H14A 0.9500 . ? C15 C16 1.395(5) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 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 N3 Al C17 117.91(12) . . ? N3 Al C18 120.12(13) . . ? C17 Al C18 120.53(15) . . ? N3 Al N1 88.23(11) . . ? C17 Al N1 97.51(12) . . ? C18 Al N1 96.15(13) . . ? N3 Al O 76.55(10) . . ? C17 Al O 92.30(12) . . ? C18 Al O 89.10(13) . . ? N1 Al O 164.49(10) . . ? C12 O C13 118.0(2) . . ? C12 O Al 108.88(18) . . ? C13 O Al 125.73(19) . . ? C16 N1 N2 106.3(3) . . ? C16 N1 Al 127.7(2) . . ? N2 N1 Al 125.60(19) . . ? C14 N2 N1 109.8(3) . . ? C14 N2 C6 127.5(3) . . ? N1 N2 C6 122.6(2) . . ? C7 N3 C1 118.3(2) . . ? C7 N3 Al 116.96(19) . . ? C1 N3 Al 123.31(19) . . ? C2 C1 N3 122.8(3) . . ? C2 C1 C6 115.1(3) . . ? N3 C1 C6 122.0(3) . . ? C3 C2 C1 123.4(3) . . ? C3 C2 H2A 118.3 . . ? C1 C2 H2A 118.3 . . ? C2 C3 C4 119.7(3) . . ? C2 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C5 C4 C3 119.0(3) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 121.5(3) . . ? C4 C5 H5A 119.3 . . ? C6 C5 H5A 119.3 . . ? C5 C6 C1 121.4(3) . . ? C5 C6 N2 117.5(3) . . ? C1 C6 N2 121.1(3) . . ? N3 C7 C8 126.5(3) . . ? N3 C7 C12 116.3(3) . . ? C8 C7 C12 117.0(3) . . ? C9 C8 C7 119.9(3) . . ? C9 C8 H8A 120.0 . . ? C7 C8 H8A 120.0 . . ? C10 C9 C8 121.5(3) . . ? C10 C9 H9A 119.2 . . ? C8 C9 H9A 119.2 . . ? C9 C10 C11 119.7(3) . . ? C9 C10 H10A 120.2 . . ? C11 C10 H10A 120.2 . . ? C12 C11 C10 119.0(3) . . ? C12 C11 H11A 120.5 . . ? C10 C11 H11A 120.5 . . ? C11 C12 O 124.8(3) . . ? C11 C12 C7 122.8(3) . . ? O C12 C7 112.4(2) . . ? O C13 H13A 109.5 . . ? O C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 C15 107.9(3) . . ? N2 C14 H14A 126.1 . . ? C15 C14 H14A 126.1 . . ? C14 C15 C16 105.5(3) . . ? C14 C15 H15A 127.3 . . ? C16 C15 H15A 127.3 . . ? N1 C16 C15 110.6(3) . . ? N1 C16 H16A 124.7 . . ? C15 C16 H16A 124.7 . . ? Al C17 H17A 109.5 . . ? Al C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? Al 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 . . ? _diffrn_measured_fraction_theta_max 0.841 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.425 _refine_diff_density_min -0.474 _refine_diff_density_rms 0.058 #==END