# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei1081_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H22 Al Cl2 N3' _chemical_formula_sum 'C12 H22 Al Cl2 N3' _chemical_formula_weight 306.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5365(4) _cell_length_b 13.4673(4) _cell_length_c 10.0304(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.575(2) _cell_angle_gamma 90.00 _cell_volume 1563.70(8) _cell_formula_units_Z 4 _cell_measurement_temperature 149(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 28.85 _exptl_crystal_description columnar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.459 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.975 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 149(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 21774 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3884 _reflns_number_gt 3283 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0480P)^2^+0.5836P] 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 3884 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0420 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0862 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _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 Cl1 Cl 0.05659(3) 0.89602(3) 0.80388(4) 0.03165(11) Uani 1 1 d . . . Cl2 Cl 0.20143(4) 1.10378(3) 1.02636(4) 0.03397(11) Uani 1 1 d . . . Al3 Al 0.21732(4) 0.96034(3) 0.94205(4) 0.02222(11) Uani 1 1 d . . . N1 N 0.34264(10) 0.88042(9) 0.97511(13) 0.0248(2) Uani 1 1 d . . . N2 N 0.22956(11) 0.88266(9) 1.14042(14) 0.0272(3) Uani 1 1 d . . . N3 N 0.29408(10) 1.02657(9) 0.79599(13) 0.0242(2) Uani 1 1 d . . . H1 H 0.3281 1.0839 0.8459 0.029 Uiso 1 1 calc R . . C1 C 0.30325(17) 1.12536(14) 0.58882(19) 0.0419(4) Uani 1 1 d . . . H1A H 0.3593 1.0800 0.5751 0.063 Uiso 1 1 calc R . . H1B H 0.3444 1.1770 0.6584 0.063 Uiso 1 1 calc R . . H1C H 0.2564 1.1562 0.4963 0.063 Uiso 1 1 calc R . . C2 C 0.16627(14) 0.98255(12) 0.54380(16) 0.0326(3) Uani 1 1 d . . . H2A H 0.1188 0.9440 0.5832 0.049 Uiso 1 1 calc R . . H2B H 0.2253 0.9394 0.5327 0.049 Uiso 1 1 calc R . . H2C H 0.1172 1.0097 0.4495 0.049 Uiso 1 1 calc R . . C3 C 0.13364(17) 1.13768(13) 0.6595(2) 0.0400(4) Uani 1 1 d . . . H3A H 0.1719 1.1911 0.7274 0.060 Uiso 1 1 calc R . . H3B H 0.0824 1.1009 0.6950 0.060 Uiso 1 1 calc R . . H3C H 0.0882 1.1662 0.5647 0.060 Uiso 1 1 calc R . . C4 C 0.22458(14) 1.06728(12) 0.64619(16) 0.0297(3) Uani 1 1 d . . . C5 C 0.39825(13) 0.96787(12) 0.80218(15) 0.0280(3) Uani 1 1 d . . . H5A H 0.3833 0.9372 0.7070 0.034 Uiso 1 1 calc R . . H5B H 0.4658 1.0125 0.8260 0.034 Uiso 1 1 calc R . . C6 C 0.42310(12) 0.88866(11) 0.91523(15) 0.0255(3) Uani 1 1 d . . . C7 C 0.50473(13) 0.81580(12) 0.97190(17) 0.0309(3) Uani 1 1 d . . . H7 H 0.5707 0.8045 0.9494 0.037 Uiso 1 1 calc R . . C8 C 0.47150(13) 0.76021(12) 1.07124(17) 0.0321(3) Uani 1 1 d . . . H8 H 0.5111 0.7050 1.1275 0.039 Uiso 1 1 calc R . . C9 C 0.37121(13) 0.80218(11) 1.06930(16) 0.0285(3) Uani 1 1 d . . . C10 C 0.28202(14) 0.78403(12) 1.13254(18) 0.0325(3) Uani 1 1 d . . . H10A H 0.2220 0.7378 1.0707 0.039 Uiso 1 1 calc R . . H10B H 0.3184 0.7546 1.2301 0.039 Uiso 1 1 calc R . . C11 C 0.11872(15) 0.86759(14) 1.15932(19) 0.0368(4) Uani 1 1 d . . . H11A H 0.0848 0.9322 1.1649 0.055 Uiso 1 1 calc R . . H11B H 0.1331 0.8304 1.2486 0.055 Uiso 1 1 calc R . . H11C H 0.0652 0.8302 1.0770 0.055 Uiso 1 1 calc R . . C12 C 0.30997(15) 0.93533(14) 1.26955(17) 0.0368(4) Uani 1 1 d . . . H12A H 0.3242 0.8945 1.3555 0.055 Uiso 1 1 calc R . . H12B H 0.2758 0.9988 1.2801 0.055 Uiso 1 1 calc R . . H12C H 0.3832 0.9476 1.2584 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 Cl1 0.02442(18) 0.0364(2) 0.03098(19) 0.00323(14) 0.00713(15) -0.00419(14) Cl2 0.0435(2) 0.02636(19) 0.0410(2) -0.00411(14) 0.02608(19) 0.00014(14) Al3 0.0211(2) 0.0236(2) 0.0233(2) 0.00009(15) 0.00989(17) 0.00160(16) N1 0.0230(6) 0.0306(6) 0.0226(6) 0.0007(5) 0.0108(5) 0.0036(5) N2 0.0263(6) 0.0322(6) 0.0262(6) 0.0039(5) 0.0136(5) 0.0033(5) N3 0.0261(6) 0.0257(6) 0.0221(6) -0.0023(4) 0.0109(5) -0.0040(5) C1 0.0544(11) 0.0414(9) 0.0336(9) 0.0041(7) 0.0212(8) -0.0147(8) C2 0.0353(8) 0.0377(8) 0.0220(7) 0.0013(6) 0.0077(6) -0.0055(7) C3 0.0488(10) 0.0335(8) 0.0373(9) 0.0097(7) 0.0161(8) 0.0081(8) C4 0.0357(8) 0.0292(7) 0.0246(7) 0.0033(6) 0.0121(6) -0.0047(6) C5 0.0257(7) 0.0390(8) 0.0231(7) -0.0052(6) 0.0137(6) -0.0036(6) C6 0.0214(7) 0.0334(8) 0.0232(7) -0.0099(5) 0.0102(6) -0.0027(5) C7 0.0229(7) 0.0393(8) 0.0295(7) -0.0128(6) 0.0090(6) 0.0026(6) C8 0.0283(7) 0.0334(8) 0.0301(8) -0.0032(6) 0.0063(6) 0.0081(6) C9 0.0283(7) 0.0304(7) 0.0261(7) 0.0014(6) 0.0096(6) 0.0061(6) C10 0.0354(8) 0.0314(8) 0.0333(8) 0.0104(6) 0.0158(7) 0.0079(6) C11 0.0334(9) 0.0450(9) 0.0401(9) 0.0103(7) 0.0232(8) 0.0025(7) C12 0.0377(9) 0.0511(10) 0.0239(7) -0.0005(7) 0.0144(7) -0.0003(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 Cl1 Al3 2.1418(6) . ? Cl2 Al3 2.1485(5) . ? Al3 N1 1.8266(13) . ? Al3 N2 2.2006(13) . ? Al3 N3 2.2249(12) . ? N1 C6 1.3623(18) . ? N1 C9 1.3680(19) . ? N2 C12 1.481(2) . ? N2 C11 1.4867(19) . ? N2 C10 1.4977(19) . ? N3 C5 1.5073(19) . ? N3 C4 1.5206(19) . ? C1 C4 1.533(2) . ? C2 C4 1.521(2) . ? C3 C4 1.528(2) . ? C5 C6 1.500(2) . ? C6 C7 1.374(2) . ? C7 C8 1.430(2) . ? C8 C9 1.372(2) . ? C9 C10 1.502(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Al3 Cl1 114.15(5) . . ? N1 Al3 Cl2 131.42(5) . . ? Cl1 Al3 Cl2 114.33(2) . . ? N1 Al3 N2 78.42(5) . . ? Cl1 Al3 N2 96.58(4) . . ? Cl2 Al3 N2 93.23(4) . . ? N1 Al3 N3 78.26(5) . . ? Cl1 Al3 N3 105.86(4) . . ? Cl2 Al3 N3 91.58(4) . . ? N2 Al3 N3 152.66(5) . . ? C6 N1 C9 108.99(12) . . ? C6 N1 Al3 127.07(10) . . ? C9 N1 Al3 123.93(10) . . ? C12 N2 C11 108.03(12) . . ? C12 N2 C10 107.80(13) . . ? C11 N2 C10 109.67(12) . . ? C12 N2 Al3 110.53(10) . . ? C11 N2 Al3 115.85(10) . . ? C10 N2 Al3 104.68(9) . . ? C5 N3 C4 112.86(11) . . ? C5 N3 Al3 110.46(9) . . ? C4 N3 Al3 124.52(9) . . ? N3 C4 C2 109.95(12) . . ? N3 C4 C3 107.52(12) . . ? C2 C4 C3 110.07(14) . . ? N3 C4 C1 110.34(13) . . ? C2 C4 C1 109.93(13) . . ? C3 C4 C1 108.99(14) . . ? C6 C5 N3 109.23(11) . . ? N1 C6 C7 108.63(13) . . ? N1 C6 C5 114.66(12) . . ? C7 C6 C5 136.60(13) . . ? C6 C7 C8 106.99(13) . . ? C9 C8 C7 106.55(14) . . ? N1 C9 C8 108.83(13) . . ? N1 C9 C10 112.15(12) . . ? C8 C9 C10 138.90(15) . . ? N2 C10 C9 106.92(12) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.484 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 936565' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei76_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H26 Al Cl2 N3' _chemical_formula_weight 334.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c' _symmetry_space_group_name_hall 'C -2yc' 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' _cell_length_a 13.7242(4) _cell_length_b 14.8920(4) _cell_length_c 17.5053(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.6970(10) _cell_angle_gamma 90.00 _cell_volume 3515.57(17) _cell_formula_units_Z 8 _cell_measurement_temperature 149(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.28 _exptl_crystal_description columnar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.840 _exptl_absorpt_correction_T_max 0.883 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 149(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 20383 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.28 _reflns_number_total 8321 _reflns_number_gt 7758 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0376P)^2^+0.4802P] 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 0.09(3) _refine_ls_number_reflns 8321 _refine_ls_number_parameters 373 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0303 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0674 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.001 _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 0.55465(3) 0.84216(3) 0.85942(3) 0.02073(10) Uani 1 1 d . . . Al2 Al 0.05751(4) 0.89953(3) 0.85050(3) 0.02199(11) Uani 1 1 d . . . C1 C -0.04349(15) 0.94392(12) 0.63083(11) 0.0316(4) Uani 1 1 d . . . H1A H 0.0094 0.9764 0.6119 0.047 Uiso 1 1 calc R . . H1B H -0.0987 0.9334 0.5875 0.047 Uiso 1 1 calc R . . H1C H -0.0180 0.8862 0.6529 0.047 Uiso 1 1 calc R . . C2 C -0.11155(15) 1.09245(13) 0.66050(11) 0.0348(4) Uani 1 1 d . . . H2A H -0.1281 1.1305 0.7020 0.052 Uiso 1 1 calc R . . H2B H -0.1698 1.0864 0.6190 0.052 Uiso 1 1 calc R . . H2C H -0.0572 1.1199 0.6395 0.052 Uiso 1 1 calc R . . C3 C -0.16735(13) 0.95385(13) 0.71983(11) 0.0326(4) Uani 1 1 d . . . H3A H -0.2230 0.9497 0.6759 0.049 Uiso 1 1 calc R . . H3B H -0.1874 0.9891 0.7616 0.049 Uiso 1 1 calc R . . H3C H -0.1479 0.8934 0.7390 0.049 Uiso 1 1 calc R . . C4 C -0.07965(13) 0.99963(11) 0.69335(9) 0.0248(3) Uani 1 1 d . . . C5 C 0.08778(14) 1.06342(12) 0.74982(11) 0.0289(4) Uani 1 1 d . . . H5A H 0.1036 1.0474 0.6986 0.035 Uiso 1 1 calc R . . H5B H 0.0709 1.1281 0.7493 0.035 Uiso 1 1 calc R . . C6 C 0.17472(13) 1.04470(10) 0.81258(9) 0.0245(3) Uani 1 1 d . . . C7 C 0.26666(13) 1.08321(11) 0.83713(11) 0.0294(4) Uani 1 1 d . . . H7 H 0.2902 1.1376 0.8187 0.035 Uiso 1 1 calc R . . C8 C 0.31949(13) 1.02544(12) 0.89550(11) 0.0296(4) Uani 1 1 d . . . H8 H 0.3853 1.0337 0.9231 0.036 Uiso 1 1 calc R . . C9 C 0.25694(13) 0.95553(11) 0.90426(10) 0.0260(3) Uani 1 1 d . . . C10 C 0.26106(14) 0.87751(12) 0.95802(10) 0.0315(4) Uani 1 1 d . . . H10A H 0.2676 0.8990 1.0122 0.038 Uiso 1 1 calc R . . H10B H 0.3194 0.8397 0.9545 0.038 Uiso 1 1 calc R . . C11 C 0.14451(17) 0.76583(12) 1.00233(10) 0.0351(4) Uani 1 1 d . . . C12 C 0.2335(2) 0.70695(16) 1.03637(13) 0.0534(7) Uani 1 1 d . . . H12A H 0.2910 0.7452 1.0554 0.080 Uiso 1 1 calc R . . H12B H 0.2490 0.6667 0.9960 0.080 Uiso 1 1 calc R . . H12C H 0.2175 0.6713 1.0795 0.080 Uiso 1 1 calc R . . C13 C 0.11966(18) 0.82633(15) 1.06734(11) 0.0450(5) Uani 1 1 d . . . H13A H 0.0676 0.8689 1.0453 0.068 Uiso 1 1 calc R . . H13B H 0.1791 0.8594 1.0916 0.068 Uiso 1 1 calc R . . H13C H 0.0965 0.7892 1.1066 0.068 Uiso 1 1 calc R . . C14 C 0.0568(2) 0.70747(13) 0.96903(13) 0.0474(6) Uani 1 1 d . . . H14A H 0.0733 0.6708 0.9267 0.071 Uiso 1 1 calc R . . H14B H -0.0004 0.7456 0.9489 0.071 Uiso 1 1 calc R . . H14C H 0.0408 0.6682 1.0098 0.071 Uiso 1 1 calc R . . C15 C 0.40588(16) 1.05377(13) 0.67869(11) 0.0375(4) Uani 1 1 d . . . H15A H 0.3481 1.0201 0.6520 0.056 Uiso 1 1 calc R . . H15B H 0.4294 1.0940 0.6417 0.056 Uiso 1 1 calc R . . H15C H 0.3872 1.0893 0.7209 0.056 Uiso 1 1 calc R . . C16 C 0.57786(15) 1.04113(12) 0.75338(12) 0.0339(4) Uani 1 1 d . . . H16A H 0.6019 1.0803 0.7159 0.051 Uiso 1 1 calc R . . H16B H 0.6306 0.9994 0.7759 0.051 Uiso 1 1 calc R . . H16C H 0.5588 1.0777 0.7948 0.051 Uiso 1 1 calc R . . C17 C 0.51612(16) 0.93286(13) 0.64615(11) 0.0363(4) Uani 1 1 d . . . H17A H 0.5654 0.8876 0.6676 0.054 Uiso 1 1 calc R . . H17B H 0.5439 0.9724 0.6109 0.054 Uiso 1 1 calc R . . H17C H 0.4568 0.9030 0.6175 0.054 Uiso 1 1 calc R . . C18 C 0.48834(14) 0.98831(11) 0.71231(10) 0.0290(4) Uani 1 1 d . . . C19 C 0.36213(13) 0.87685(12) 0.74173(10) 0.0288(4) Uani 1 1 d . . . H19A H 0.3038 0.9164 0.7403 0.035 Uiso 1 1 calc R . . H19B H 0.3632 0.8564 0.6881 0.035 Uiso 1 1 calc R . . C20 C 0.35462(13) 0.79735(11) 0.79294(10) 0.0240(3) Uani 1 1 d . . . C21 C 0.28572(12) 0.73260(11) 0.79675(9) 0.0262(3) Uani 1 1 d . . . H21 H 0.2209 0.7294 0.7662 0.031 Uiso 1 1 calc R . . C22 C 0.32916(13) 0.67020(11) 0.85547(10) 0.0254(3) Uani 1 1 d . . . H22 H 0.2992 0.6175 0.8712 0.031 Uiso 1 1 calc R . . C23 C 0.42308(12) 0.70185(11) 0.88470(9) 0.0235(3) Uani 1 1 d . . . C24 C 0.50397(13) 0.67742(12) 0.95042(10) 0.0282(4) Uani 1 1 d . . . H24A H 0.5152 0.6117 0.9511 0.034 Uiso 1 1 calc R . . H24B H 0.4857 0.6951 1.0004 0.034 Uiso 1 1 calc R . . C25 C 0.67626(12) 0.72375(12) 1.01223(9) 0.0254(3) Uani 1 1 d . . . C26 C 0.64422(15) 0.77695(13) 1.07833(10) 0.0341(4) Uani 1 1 d . . . H26A H 0.6248 0.8378 1.0603 0.051 Uiso 1 1 calc R . . H26B H 0.6995 0.7802 1.1226 0.051 Uiso 1 1 calc R . . H26C H 0.5878 0.7469 1.0944 0.051 Uiso 1 1 calc R . . C27 C 0.76954(13) 0.76465(13) 0.99126(11) 0.0325(4) Uani 1 1 d . . . H27A H 0.7881 0.7311 0.9480 0.049 Uiso 1 1 calc R . . H27B H 0.8237 0.7617 1.0364 0.049 Uiso 1 1 calc R . . H27C H 0.7568 0.8275 0.9759 0.049 Uiso 1 1 calc R . . C28 C 0.69643(14) 0.62582(12) 1.03822(11) 0.0318(4) Uani 1 1 d . . . H28A H 0.7532 0.6236 1.0814 0.048 Uiso 1 1 calc R . . H28B H 0.7111 0.5903 0.9946 0.048 Uiso 1 1 calc R . . H28C H 0.6378 0.6011 1.0553 0.048 Uiso 1 1 calc R . . Cl1 Cl 0.66544(3) 0.80796(3) 0.79291(2) 0.02950(9) Uani 1 1 d . . . Cl2 Cl 0.58890(3) 0.95137(3) 0.94012(2) 0.03245(10) Uani 1 1 d . . . Cl3 Cl 0.02043(3) 0.78371(3) 0.77818(2) 0.02994(9) Uani 1 1 d . . . Cl4 Cl -0.05014(3) 0.93346(3) 0.92065(2) 0.03050(9) Uani 1 1 d . . . N1 N 0.16935(10) 0.96702(9) 0.85367(8) 0.0230(3) Uani 1 1 d . . . N2 N 0.00149(10) 1.00815(9) 0.76522(7) 0.0206(3) Uani 1 1 d . . . H2 H -0.0278 1.0472 0.7958 0.031 Uiso 1 1 calc R . . N3 N 0.16762(11) 0.82319(9) 0.93604(8) 0.0260(3) Uani 1 1 d . . . H3 H 0.1878 0.7797 0.9042 0.039 Uiso 1 1 calc R . . N4 N 0.45560(11) 0.92784(9) 0.77308(8) 0.0236(3) Uani 1 1 d . . . H4 H 0.4330 0.9696 0.8052 0.035 Uiso 1 1 calc R . . N5 N 0.43830(10) 0.77904(9) 0.84641(8) 0.0224(3) Uani 1 1 d . . . N6 N 0.59648(10) 0.72584(9) 0.93955(7) 0.0211(3) Uani 1 1 d . . . H6 H 0.6223 0.6861 0.9075 0.032 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 0.0207(2) 0.0191(2) 0.0222(2) -0.00355(18) 0.00354(18) -0.00214(18) Al2 0.0254(2) 0.0183(2) 0.0238(2) -0.00042(19) 0.00855(19) -0.0006(2) C1 0.0354(10) 0.0336(9) 0.0260(8) -0.0037(7) 0.0063(7) 0.0039(7) C2 0.0377(10) 0.0362(10) 0.0307(9) 0.0056(8) 0.0069(8) 0.0131(8) C3 0.0245(9) 0.0397(10) 0.0332(9) -0.0036(8) 0.0044(7) -0.0002(7) C4 0.0260(8) 0.0273(8) 0.0204(7) -0.0024(6) 0.0024(6) 0.0035(6) C5 0.0313(9) 0.0238(8) 0.0316(9) 0.0080(7) 0.0059(7) -0.0039(7) C6 0.0284(9) 0.0196(7) 0.0270(8) -0.0002(6) 0.0088(7) -0.0018(6) C7 0.0278(9) 0.0243(8) 0.0386(10) -0.0058(7) 0.0128(8) -0.0026(7) C8 0.0221(8) 0.0296(9) 0.0375(9) -0.0106(7) 0.0062(7) 0.0001(6) C9 0.0258(9) 0.0266(8) 0.0256(8) -0.0049(6) 0.0046(7) 0.0041(6) C10 0.0326(10) 0.0345(9) 0.0249(8) -0.0004(7) -0.0007(7) 0.0077(7) C11 0.0561(12) 0.0278(9) 0.0252(9) 0.0088(7) 0.0176(8) 0.0129(8) C12 0.0797(17) 0.0514(13) 0.0336(11) 0.0194(10) 0.0225(11) 0.0359(12) C13 0.0663(15) 0.0473(12) 0.0261(9) 0.0038(9) 0.0206(10) 0.0168(11) C14 0.0767(17) 0.0268(10) 0.0444(12) 0.0119(9) 0.0260(12) -0.0005(10) C15 0.0481(12) 0.0326(10) 0.0317(10) 0.0076(8) 0.0075(9) 0.0096(8) C16 0.0401(11) 0.0240(8) 0.0382(10) 0.0041(7) 0.0091(8) -0.0020(7) C17 0.0513(12) 0.0332(9) 0.0271(9) 0.0009(7) 0.0146(9) 0.0053(8) C18 0.0381(10) 0.0233(8) 0.0273(8) 0.0043(7) 0.0112(7) 0.0039(7) C19 0.0253(9) 0.0327(9) 0.0255(8) 0.0034(7) -0.0024(7) 0.0014(7) C20 0.0243(9) 0.0257(8) 0.0210(7) -0.0040(6) 0.0017(6) 0.0028(6) C21 0.0210(8) 0.0347(9) 0.0222(8) -0.0089(7) 0.0022(6) -0.0010(7) C22 0.0253(8) 0.0261(8) 0.0259(8) -0.0057(6) 0.0073(7) -0.0053(7) C23 0.0245(8) 0.0227(8) 0.0232(8) -0.0025(6) 0.0042(6) -0.0025(6) C24 0.0299(9) 0.0259(8) 0.0275(8) 0.0056(7) 0.0020(7) -0.0071(7) C25 0.0247(9) 0.0295(9) 0.0202(7) -0.0036(6) -0.0007(6) -0.0009(7) C26 0.0406(11) 0.0379(10) 0.0233(8) -0.0075(7) 0.0047(7) -0.0014(8) C27 0.0254(9) 0.0392(10) 0.0302(9) -0.0050(7) -0.0017(7) -0.0036(7) C28 0.0333(10) 0.0335(9) 0.0266(8) 0.0041(7) 0.0004(7) 0.0046(7) Cl1 0.0308(2) 0.02503(19) 0.0363(2) 0.00477(16) 0.01552(18) 0.00507(16) Cl2 0.0387(2) 0.02256(19) 0.0319(2) -0.00874(16) -0.00432(17) 0.00214(17) Cl3 0.0341(2) 0.01839(17) 0.0359(2) -0.00490(16) 0.00275(17) 0.00063(16) Cl4 0.0362(2) 0.02642(19) 0.0333(2) 0.00428(17) 0.01800(18) 0.00501(16) N1 0.0242(7) 0.0196(6) 0.0246(7) 0.0017(5) 0.0034(5) -0.0001(5) N2 0.0242(7) 0.0184(6) 0.0195(6) 0.0001(5) 0.0050(5) 0.0009(5) N3 0.0362(8) 0.0220(7) 0.0214(7) 0.0027(5) 0.0100(6) 0.0086(6) N4 0.0271(7) 0.0230(7) 0.0200(6) -0.0004(5) 0.0029(5) 0.0021(5) N5 0.0209(7) 0.0225(7) 0.0227(6) 0.0004(5) 0.0008(5) -0.0022(5) N6 0.0224(7) 0.0217(6) 0.0184(6) -0.0030(5) 0.0018(5) -0.0016(5) _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 N5 1.8303(15) . ? Al1 Cl1 2.1411(6) . ? Al1 Cl2 2.1482(6) . ? Al1 N4 2.2354(14) . ? Al1 N6 2.2358(14) . ? Al2 N1 1.8269(15) . ? Al2 Cl3 2.1442(6) . ? Al2 Cl4 2.1493(6) . ? Al2 N3 2.2312(15) . ? Al2 N2 2.2384(14) . ? C1 C4 1.528(2) . ? C2 C4 1.530(2) . ? C3 C4 1.528(2) . ? C4 N2 1.523(2) . ? C5 C6 1.491(3) . ? C5 N2 1.507(2) . ? C6 N1 1.372(2) . ? C6 C7 1.380(2) . ? C7 C8 1.427(3) . ? C8 C9 1.376(3) . ? C9 N1 1.365(2) . ? C9 C10 1.490(2) . ? C10 N3 1.504(2) . ? C11 C14 1.511(3) . ? C11 N3 1.521(2) . ? C11 C12 1.532(3) . ? C11 C13 1.539(3) . ? C15 C18 1.526(3) . ? C16 C18 1.522(3) . ? C17 C18 1.527(2) . ? C18 N4 1.524(2) . ? C19 C20 1.500(2) . ? C19 N4 1.504(2) . ? C20 C21 1.361(2) . ? C20 N5 1.368(2) . ? C21 C22 1.431(3) . ? C22 C23 1.379(2) . ? C23 N5 1.366(2) . ? C23 C24 1.488(2) . ? C24 N6 1.503(2) . ? C25 N6 1.517(2) . ? C25 C27 1.523(3) . ? C25 C26 1.533(2) . ? C25 C28 1.537(2) . ? 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 N5 Al1 Cl1 120.09(5) . . ? N5 Al1 Cl2 123.37(5) . . ? Cl1 Al1 Cl2 116.54(3) . . ? N5 Al1 N4 78.58(6) . . ? Cl1 Al1 N4 99.92(4) . . ? Cl2 Al1 N4 92.52(4) . . ? N5 Al1 N6 78.27(6) . . ? Cl1 Al1 N6 91.79(4) . . ? Cl2 Al1 N6 100.05(4) . . ? N4 Al1 N6 156.85(5) . . ? N1 Al2 Cl3 124.50(5) . . ? N1 Al2 Cl4 121.07(5) . . ? Cl3 Al2 Cl4 114.42(3) . . ? N1 Al2 N3 78.42(6) . . ? Cl3 Al2 N3 92.48(4) . . ? Cl4 Al2 N3 100.84(4) . . ? N1 Al2 N2 78.78(6) . . ? Cl3 Al2 N2 99.96(4) . . ? Cl4 Al2 N2 91.36(4) . . ? N3 Al2 N2 157.19(6) . . ? N2 C4 C1 110.62(14) . . ? N2 C4 C3 106.43(13) . . ? C1 C4 C3 110.73(15) . . ? N2 C4 C2 110.46(14) . . ? C1 C4 C2 109.26(14) . . ? C3 C4 C2 109.30(15) . . ? C6 C5 N2 108.31(13) . . ? N1 C6 C7 108.80(15) . . ? N1 C6 C5 115.52(14) . . ? C7 C6 C5 135.43(15) . . ? C6 C7 C8 106.63(16) . . ? C9 C8 C7 106.95(16) . . ? N1 C9 C8 108.99(15) . . ? N1 C9 C10 115.66(15) . . ? C8 C9 C10 135.18(17) . . ? C9 C10 N3 109.11(14) . . ? C14 C11 N3 107.02(16) . . ? C14 C11 C12 109.96(18) . . ? N3 C11 C12 110.74(16) . . ? C14 C11 C13 110.63(18) . . ? N3 C11 C13 109.97(15) . . ? C12 C11 C13 108.52(17) . . ? C16 C18 N4 107.00(14) . . ? C16 C18 C15 109.13(15) . . ? N4 C18 C15 110.67(15) . . ? C16 C18 C17 110.14(16) . . ? N4 C18 C17 110.93(14) . . ? C15 C18 C17 108.94(16) . . ? C20 C19 N4 109.21(14) . . ? C21 C20 N5 109.15(15) . . ? C21 C20 C19 135.57(16) . . ? N5 C20 C19 115.10(15) . . ? C20 C21 C22 107.14(15) . . ? C23 C22 C21 106.30(15) . . ? N5 C23 C22 108.86(15) . . ? N5 C23 C24 115.15(14) . . ? C22 C23 C24 135.67(15) . . ? C23 C24 N6 108.15(13) . . ? N6 C25 C27 107.33(13) . . ? N6 C25 C26 111.04(14) . . ? C27 C25 C26 110.31(15) . . ? N6 C25 C28 109.27(13) . . ? C27 C25 C28 109.72(15) . . ? C26 C25 C28 109.15(15) . . ? C9 N1 C6 108.63(14) . . ? C9 N1 Al2 125.77(11) . . ? C6 N1 Al2 125.08(12) . . ? C5 N2 C4 112.09(12) . . ? C5 N2 Al2 109.27(10) . . ? C4 N2 Al2 126.78(10) . . ? C10 N3 C11 113.30(14) . . ? C10 N3 Al2 109.67(10) . . ? C11 N3 Al2 125.94(12) . . ? C19 N4 C18 112.69(13) . . ? C19 N4 Al1 109.21(10) . . ? C18 N4 Al1 126.03(11) . . ? C23 N5 C20 108.55(14) . . ? C23 N5 Al1 125.48(11) . . ? C20 N5 Al1 125.81(11) . . ? C24 N6 C25 112.29(12) . . ? C24 N6 Al1 109.06(10) . . ? C25 N6 Al1 127.11(10) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.249 _refine_diff_density_min -0.163 _refine_diff_density_rms 0.038 _database_code_depnum_ccdc_archive 'CCDC 936566' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei294_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H30 Al Cl N4' _chemical_formula_weight 376.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8099(5) _cell_length_b 9.5732(5) _cell_length_c 12.5602(7) _cell_angle_alpha 87.190(4) _cell_angle_beta 86.082(4) _cell_angle_gamma 76.421(3) _cell_volume 1026.70(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.78 _exptl_crystal_description tabular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 0.238 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.918 _exptl_absorpt_correction_T_max 0.931 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 20205 _diffrn_reflns_av_R_equivalents 0.0467 _diffrn_reflns_av_sigmaI/netI 0.0435 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 28.78 _reflns_number_total 5299 _reflns_number_gt 3638 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0620P)^2^+0.2261P] 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 5299 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1345 _refine_ls_wR_factor_gt 0.1188 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 0.35241(6) 0.07864(6) 0.25816(4) 0.03735(15) Uani 1 1 d . . . Cl1 Cl 0.52206(6) -0.09340(6) 0.33135(4) 0.05706(17) Uani 1 1 d . . . N1 N 0.37373(17) 0.15989(15) 0.12509(11) 0.0376(3) Uani 1 1 d . . . N2 N 0.28382(18) -0.07807(16) 0.15469(12) 0.0408(4) Uani 1 1 d . . . H2 H 0.3847 -0.1459 0.1539 0.050 Uiso 1 1 d . . . N3 N 0.48984(19) 0.24411(17) 0.28620(12) 0.0441(4) Uani 1 1 d . . . N4 N 0.18062(18) 0.15109(17) 0.34780(12) 0.0418(4) Uani 1 1 d . . . C1 C 0.1660(3) -0.1677(2) 0.18845(18) 0.0515(5) Uani 1 1 d . . . C2 C 0.0056(3) -0.0686(3) 0.2082(2) 0.0676(7) Uani 1 1 d . . . H2A H -0.0251 -0.0120 0.1428 0.101 Uiso 1 1 calc R . . H2B H 0.0092 -0.0038 0.2655 0.101 Uiso 1 1 calc R . . H2C H -0.0708 -0.1261 0.2291 0.101 Uiso 1 1 calc R . . C3 C 0.1617(3) -0.2746(3) 0.1024(2) 0.0728(7) Uani 1 1 d . . . H3A H 0.2678 -0.3315 0.0856 0.109 Uiso 1 1 calc R . . H3B H 0.1198 -0.2220 0.0379 0.109 Uiso 1 1 calc R . . H3C H 0.0946 -0.3389 0.1288 0.109 Uiso 1 1 calc R . . C4 C 0.2174(3) -0.2491(3) 0.2915(2) 0.0710(7) Uani 1 1 d . . . H4A H 0.2162 -0.1805 0.3471 0.107 Uiso 1 1 calc R . . H4B H 0.3235 -0.3087 0.2799 0.107 Uiso 1 1 calc R . . H4C H 0.1456 -0.3106 0.3140 0.107 Uiso 1 1 calc R . . C5 C 0.2666(3) -0.0161(2) 0.04373(15) 0.0486(5) Uani 1 1 d . . . H5A H 0.3268 -0.0865 -0.0076 0.058 Uiso 1 1 calc R . . H5B H 0.1552 0.0056 0.0268 0.058 Uiso 1 1 calc R . . C6 C 0.3251(2) 0.1181(2) 0.03379(14) 0.0413(4) Uani 1 1 d . . . C7 C 0.3336(3) 0.2198(2) -0.04525(16) 0.0546(5) Uani 1 1 d . . . H7 H 0.3082 0.2171 -0.1173 0.065 Uiso 1 1 calc R . . C8 C 0.3874(3) 0.3298(2) 0.00083(18) 0.0567(5) Uani 1 1 d . . . H8 H 0.4045 0.4152 -0.0346 0.068 Uiso 1 1 calc R . . C9 C 0.4103(2) 0.2906(2) 0.10563(16) 0.0440(4) Uani 1 1 d . . . C10 C 0.4394(3) 0.3591(2) 0.20431(17) 0.0527(5) Uani 1 1 d . . . H10A H 0.5217 0.4133 0.1886 0.063 Uiso 1 1 calc R . . H10B H 0.3426 0.4270 0.2305 0.063 Uiso 1 1 calc R . . C11 C 0.4595(3) 0.3047(3) 0.39379(19) 0.0688(7) Uani 1 1 d . . . H11A H 0.5207 0.3770 0.3996 0.103 Uiso 1 1 calc R . . H11B H 0.4899 0.2276 0.4479 0.103 Uiso 1 1 calc R . . H11C H 0.3479 0.3497 0.4052 0.103 Uiso 1 1 calc R . . C12 C 0.6597(3) 0.1837(3) 0.2687(2) 0.0616(6) Uani 1 1 d . . . H12A H 0.7156 0.2607 0.2711 0.092 Uiso 1 1 calc R . . H12B H 0.6812 0.1400 0.1987 0.092 Uiso 1 1 calc R . . H12C H 0.6951 0.1105 0.3245 0.092 Uiso 1 1 calc R . . C13 C 0.1820(3) 0.0995(3) 0.45942(17) 0.0622(6) Uani 1 1 d . . . H13A H 0.0803 0.0794 0.4819 0.093 Uiso 1 1 calc R . . H13B H 0.2023 0.1732 0.5043 0.093 Uiso 1 1 calc R . . H13C H 0.2642 0.0113 0.4668 0.093 Uiso 1 1 calc R . . C14 C 0.0630(2) 0.2731(2) 0.32527(15) 0.0410(4) Uani 1 1 d . . . C15 C 0.0333(2) 0.3216(2) 0.22041(17) 0.0482(5) Uani 1 1 d . . . H15 H 0.0930 0.2690 0.1634 0.058 Uiso 1 1 calc R . . C16 C -0.0805(3) 0.4443(2) 0.1967(2) 0.0605(6) Uani 1 1 d . . . H16 H -0.0958 0.4745 0.1242 0.073 Uiso 1 1 calc R . . C17 C -0.1704(3) 0.5218(3) 0.2755(3) 0.0743(7) Uani 1 1 d . . . H17 H -0.2482 0.6058 0.2592 0.089 Uiso 1 1 calc R . . C18 C -0.1458(3) 0.4756(3) 0.3790(3) 0.0795(8) Uani 1 1 d . . . H18 H -0.2079 0.5287 0.4348 0.095 Uiso 1 1 calc R . . C19 C -0.0323(3) 0.3531(3) 0.4051(2) 0.0636(6) Uani 1 1 d . . . H19 H -0.0195 0.3235 0.4778 0.076 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 0.0358(3) 0.0407(3) 0.0330(3) 0.0024(2) -0.0012(2) -0.0048(2) Cl1 0.0568(3) 0.0541(3) 0.0557(3) 0.0061(2) -0.0184(3) -0.0010(2) N1 0.0416(8) 0.0371(8) 0.0335(8) -0.0012(6) 0.0022(6) -0.0093(6) N2 0.0394(8) 0.0394(8) 0.0427(9) -0.0021(7) -0.0015(7) -0.0078(6) N3 0.0419(9) 0.0521(9) 0.0403(9) -0.0068(7) 0.0012(7) -0.0147(7) N4 0.0424(9) 0.0506(9) 0.0315(8) 0.0004(7) 0.0015(6) -0.0104(7) C1 0.0525(12) 0.0466(11) 0.0588(13) -0.0075(9) 0.0025(10) -0.0185(9) C2 0.0449(12) 0.0749(16) 0.0862(18) -0.0183(14) 0.0051(12) -0.0198(11) C3 0.0821(18) 0.0601(14) 0.0847(18) -0.0192(13) 0.0019(14) -0.0321(13) C4 0.0878(19) 0.0580(14) 0.0731(16) 0.0114(12) 0.0001(14) -0.0327(13) C5 0.0552(12) 0.0550(12) 0.0375(10) -0.0066(9) -0.0064(9) -0.0143(10) C6 0.0393(10) 0.0473(10) 0.0335(9) -0.0025(8) 0.0003(8) -0.0032(8) C7 0.0577(13) 0.0642(13) 0.0378(11) 0.0058(9) -0.0042(9) -0.0073(11) C8 0.0643(14) 0.0501(12) 0.0519(12) 0.0146(10) 0.0017(10) -0.0106(10) C9 0.0442(10) 0.0403(10) 0.0458(11) 0.0024(8) 0.0050(8) -0.0093(8) C10 0.0580(13) 0.0432(11) 0.0595(13) -0.0044(9) 0.0039(10) -0.0186(9) C11 0.0774(17) 0.0850(17) 0.0529(13) -0.0250(12) 0.0043(12) -0.0347(14) C12 0.0413(11) 0.0737(15) 0.0732(16) -0.0065(12) -0.0024(11) -0.0195(11) C13 0.0658(15) 0.0777(16) 0.0404(12) 0.0057(11) 0.0073(10) -0.0160(12) C14 0.0327(9) 0.0460(10) 0.0466(11) -0.0104(8) 0.0026(8) -0.0134(8) C15 0.0374(10) 0.0492(11) 0.0549(12) -0.0008(9) 0.0019(9) -0.0057(8) C16 0.0468(12) 0.0546(13) 0.0775(16) 0.0116(12) -0.0037(11) -0.0092(10) C17 0.0590(15) 0.0513(14) 0.106(2) -0.0108(14) -0.0031(15) 0.0009(11) C18 0.0615(16) 0.0739(17) 0.096(2) -0.0436(16) 0.0107(15) 0.0031(13) C19 0.0557(13) 0.0760(16) 0.0568(14) -0.0243(12) 0.0005(11) -0.0073(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N1 1.8254(15) . ? Al1 N4 1.8412(16) . ? Al1 Cl1 2.1621(7) . ? Al1 N2 2.2425(16) . ? Al1 N3 2.2612(16) . ? N1 C6 1.361(2) . ? N1 C9 1.370(2) . ? N2 C5 1.491(2) . ? N2 C1 1.522(2) . ? N3 C12 1.478(3) . ? N3 C11 1.480(3) . ? N3 C10 1.480(3) . ? N4 C14 1.399(2) . ? N4 C13 1.463(2) . ? C1 C2 1.518(3) . ? C1 C4 1.517(3) . ? C1 C3 1.532(3) . ? C5 C6 1.489(3) . ? C6 C7 1.367(3) . ? C7 C8 1.414(3) . ? C8 C9 1.366(3) . ? C9 C10 1.495(3) . ? C14 C19 1.398(3) . ? C14 C15 1.396(3) . ? C15 C16 1.389(3) . ? C16 C17 1.360(4) . ? C17 C18 1.367(4) . ? C18 C19 1.393(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Al1 N4 120.36(7) . . ? N1 Al1 Cl1 126.10(6) . . ? N4 Al1 Cl1 113.39(6) . . ? N1 Al1 N2 78.15(6) . . ? N4 Al1 N2 106.80(7) . . ? Cl1 Al1 N2 90.63(5) . . ? N1 Al1 N3 77.24(6) . . ? N4 Al1 N3 97.55(7) . . ? Cl1 Al1 N3 92.73(5) . . ? N2 Al1 N3 151.73(6) . . ? C6 N1 C9 108.72(16) . . ? C6 N1 Al1 125.77(13) . . ? C9 N1 Al1 124.16(13) . . ? C5 N2 C1 113.14(15) . . ? C5 N2 Al1 109.52(11) . . ? C1 N2 Al1 124.83(12) . . ? C12 N3 C11 108.54(18) . . ? C12 N3 C10 108.92(17) . . ? C11 N3 C10 109.76(18) . . ? C12 N3 Al1 111.09(13) . . ? C11 N3 Al1 113.94(13) . . ? C10 N3 Al1 104.45(11) . . ? C14 N4 C13 115.30(16) . . ? C14 N4 Al1 125.08(12) . . ? C13 N4 Al1 118.16(14) . . ? C2 C1 C4 109.4(2) . . ? C2 C1 N2 109.25(17) . . ? C4 C1 N2 107.55(17) . . ? C2 C1 C3 110.5(2) . . ? C4 C1 C3 109.63(19) . . ? N2 C1 C3 110.51(18) . . ? C6 C5 N2 109.62(15) . . ? N1 C6 C7 108.79(18) . . ? N1 C6 C5 115.62(16) . . ? C7 C6 C5 135.42(18) . . ? C6 C7 C8 106.85(18) . . ? C9 C8 C7 107.41(18) . . ? C8 C9 N1 108.20(18) . . ? C8 C9 C10 137.48(18) . . ? N1 C9 C10 113.50(16) . . ? N3 C10 C9 108.18(16) . . ? C19 C14 N4 122.69(19) . . ? C19 C14 C15 115.88(19) . . ? N4 C14 C15 121.42(16) . . ? C16 C15 C14 122.2(2) . . ? C17 C16 C15 121.0(2) . . ? C16 C17 C18 118.2(2) . . ? C17 C18 C19 122.0(2) . . ? C18 C19 C14 120.7(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.78 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.263 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.044 _database_code_depnum_ccdc_archive 'CCDC 936567' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_bi1531_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H34 Al Cl N4' _chemical_formula_sum 'C21 H34 Al Cl N4' _chemical_formula_weight 404.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5583(7) _cell_length_b 11.9274(8) _cell_length_c 18.6239(16) _cell_angle_alpha 98.218(5) _cell_angle_beta 104.901(5) _cell_angle_gamma 107.932(4) _cell_volume 2290.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.88 _exptl_crystal_description columnar _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.174 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.218 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.927 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 34113 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0622 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 28.88 _reflns_number_total 11899 _reflns_number_gt 6909 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0730P)^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 11899 _refine_ls_number_parameters 501 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0999 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1508 _refine_ls_wR_factor_gt 0.1224 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.001 _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 Cl1 Cl 0.39646(5) 0.28614(5) 0.25428(3) 0.05467(15) Uani 1 1 d . . . Cl2 Cl 0.78399(5) 0.40246(5) 0.37490(3) 0.06200(17) Uani 1 1 d . . . Al1 Al 0.41066(5) 0.12494(5) 0.19183(3) 0.04304(16) Uani 1 1 d . . . Al2 Al 0.80684(6) 0.54985(6) 0.31724(3) 0.04864(17) Uani 1 1 d . . . N1 N 0.55466(15) 0.12946(14) 0.16686(9) 0.0440(4) Uani 1 1 d . . . N2 N 0.37730(15) 0.19006(14) 0.08289(9) 0.0438(4) Uani 1 1 d . . . H2 H 0.4193 0.2806 0.1057 0.053 Uiso 1 1 d . . . N3 N 0.54717(15) 0.11619(15) 0.30345(9) 0.0469(4) Uani 1 1 d . . . H3 H 0.5829 0.2023 0.3222 0.056 Uiso 1 1 d . . . N4 N 0.26944(15) -0.01110(14) 0.17317(9) 0.0443(4) Uani 1 1 d . . . N5 N 0.70326(15) 0.52751(15) 0.22014(9) 0.0461(4) Uani 1 1 d . . . N6 N 0.62375(15) 0.57057(15) 0.33539(9) 0.0470(4) Uani 1 1 d . . . H6 H 0.5852 0.4882 0.3317 0.056 Uiso 1 1 d . . . N7 N 0.90559(17) 0.46836(17) 0.24558(11) 0.0582(5) Uani 1 1 d . . . H7B H 0.8629 0.3858 0.2430 0.070 Uiso 1 1 d . . . N8 N 0.92984(16) 0.69378(16) 0.37677(10) 0.0543(5) Uani 1 1 d . . . C1 C 0.24829(19) 0.17455(19) 0.02797(12) 0.0511(5) Uani 1 1 d . . . C2 C 0.2643(2) 0.2383(2) -0.03636(14) 0.0730(7) Uani 1 1 d . . . H2A H 0.2987 0.1958 -0.0696 0.110 Uiso 1 1 calc R . . H2B H 0.3237 0.3224 -0.0143 0.110 Uiso 1 1 calc R . . H2C H 0.1808 0.2375 -0.0664 0.110 Uiso 1 1 calc R . . C3 C 0.1798(2) 0.2308(2) 0.07399(15) 0.0692(7) Uani 1 1 d . . . H3A H 0.2307 0.3173 0.0960 0.104 Uiso 1 1 calc R . . H3B H 0.1697 0.1899 0.1152 0.104 Uiso 1 1 calc R . . H3C H 0.0952 0.2213 0.0403 0.104 Uiso 1 1 calc R . . C4 C 0.1707(2) 0.0394(2) -0.00616(14) 0.0618(6) Uani 1 1 d . . . H4A H 0.1654 -0.0022 0.0352 0.093 Uiso 1 1 calc R . . H4B H 0.2130 0.0051 -0.0380 0.093 Uiso 1 1 calc R . . H4C H 0.0841 0.0287 -0.0376 0.093 Uiso 1 1 calc R . . C5 C 0.4644(2) 0.1603(2) 0.04245(12) 0.0516(5) Uani 1 1 d . . . H5A H 0.4183 0.0813 0.0044 0.062 Uiso 1 1 calc R . . H5B H 0.4938 0.2236 0.0153 0.062 Uiso 1 1 calc R . . C6 C 0.57635(19) 0.15445(17) 0.10115(11) 0.0448(5) Uani 1 1 d . . . C7 C 0.6980(2) 0.16279(19) 0.10457(13) 0.0535(5) Uani 1 1 d . . . H7 H 0.7378 0.1802 0.0667 0.064 Uiso 1 1 calc R . . C8 C 0.7537(2) 0.1404(2) 0.17590(14) 0.0569(6) Uani 1 1 d . . . H8 H 0.8379 0.1395 0.1947 0.068 Uiso 1 1 calc R . . C9 C 0.66354(19) 0.12048(18) 0.21242(12) 0.0484(5) Uani 1 1 d . . . C10 C 0.6540(2) 0.0865(2) 0.28512(13) 0.0562(5) Uani 1 1 d . . . H10A H 0.6370 -0.0014 0.2794 0.067 Uiso 1 1 calc R . . H10B H 0.7356 0.1319 0.3271 0.067 Uiso 1 1 calc R . . C11 C 0.5084(2) 0.0620(2) 0.36592(12) 0.0566(6) Uani 1 1 d . . . C12 C 0.4199(3) 0.1202(3) 0.38951(15) 0.0805(8) Uani 1 1 d . . . H12A H 0.3438 0.1030 0.3453 0.121 Uiso 1 1 calc R . . H12B H 0.4651 0.2082 0.4081 0.121 Uiso 1 1 calc R . . H12C H 0.3934 0.0870 0.4304 0.121 Uiso 1 1 calc R . . C13 C 0.4362(2) -0.0744(2) 0.33522(14) 0.0696(7) Uani 1 1 d . . . H13A H 0.4926 -0.1123 0.3193 0.104 Uiso 1 1 calc R . . H13B H 0.3606 -0.0896 0.2912 0.104 Uiso 1 1 calc R . . H13C H 0.4090 -0.1091 0.3754 0.104 Uiso 1 1 calc R . . C14 C 0.6259(3) 0.0879(3) 0.43528(14) 0.0809(8) Uani 1 1 d . . . H14A H 0.6728 0.1757 0.4533 0.121 Uiso 1 1 calc R . . H14B H 0.6820 0.0482 0.4207 0.121 Uiso 1 1 calc R . . H14C H 0.5983 0.0564 0.4763 0.121 Uiso 1 1 calc R . . C15 C 0.25215(19) -0.12788(17) 0.13571(11) 0.0449(5) Uani 1 1 d . . . C16 C 0.3551(2) -0.1573(2) 0.12530(14) 0.0587(6) Uani 1 1 d . . . H16 H 0.4380 -0.0956 0.1428 0.070 Uiso 1 1 calc R . . C17 C 0.3409(3) -0.2735(2) 0.09034(16) 0.0746(7) Uani 1 1 d . . . H17 H 0.4139 -0.2908 0.0855 0.090 Uiso 1 1 calc R . . C18 C 0.2217(3) -0.3638(2) 0.06272(17) 0.0833(9) Uani 1 1 d . . . H18 H 0.2112 -0.4434 0.0380 0.100 Uiso 1 1 calc R . . C19 C 0.1193(3) -0.3373(2) 0.07134(17) 0.0844(9) Uani 1 1 d . . . H19 H 0.0366 -0.3994 0.0522 0.101 Uiso 1 1 calc R . . C20 C 0.1321(2) -0.2220(2) 0.10742(14) 0.0667(6) Uani 1 1 d . . . H20 H 0.0585 -0.2068 0.1130 0.080 Uiso 1 1 calc R . . C21 C 0.1593(2) -0.0012(2) 0.19506(14) 0.0602(6) Uani 1 1 d . . . H21A H 0.1390 -0.0563 0.2281 0.090 Uiso 1 1 calc R . . H21B H 0.0850 -0.0233 0.1490 0.090 Uiso 1 1 calc R . . H21C H 0.1802 0.0824 0.2227 0.090 Uiso 1 1 calc R . . C22 C 0.6140(2) 0.6397(2) 0.40709(12) 0.0588(6) Uani 1 1 d . . . C23 C 0.4733(2) 0.6159(3) 0.40091(16) 0.0825(8) Uani 1 1 d . . . H23A H 0.4687 0.6542 0.4498 0.124 Uiso 1 1 calc R . . H23B H 0.4261 0.5282 0.3887 0.124 Uiso 1 1 calc R . . H23C H 0.4352 0.6502 0.3603 0.124 Uiso 1 1 calc R . . C24 C 0.6857(2) 0.7744(2) 0.42006(14) 0.0716(7) Uani 1 1 d . . . H24A H 0.7767 0.7895 0.4273 0.107 Uiso 1 1 calc R . . H24B H 0.6771 0.8185 0.4658 0.107 Uiso 1 1 calc R . . H24C H 0.6498 0.8025 0.3755 0.107 Uiso 1 1 calc R . . C25 C 0.6744(3) 0.5942(3) 0.47376(14) 0.0872(9) Uani 1 1 d . . . H25A H 0.7653 0.6116 0.4793 0.131 Uiso 1 1 calc R . . H25B H 0.6301 0.5064 0.4642 0.131 Uiso 1 1 calc R . . H25C H 0.6669 0.6353 0.5209 0.131 Uiso 1 1 calc R . . C26 C 0.5476(2) 0.5897(2) 0.26372(12) 0.0537(5) Uani 1 1 d . . . H26A H 0.4548 0.5472 0.2541 0.064 Uiso 1 1 calc R . . H26B H 0.5642 0.6774 0.2683 0.064 Uiso 1 1 calc R . . C27 C 0.58663(19) 0.54061(17) 0.19986(11) 0.0464(5) Uani 1 1 d . . . C28 C 0.5367(2) 0.51034(19) 0.12173(12) 0.0565(6) Uani 1 1 d . . . H28 H 0.4564 0.5107 0.0924 0.068 Uiso 1 1 calc R . . C29 C 0.6271(2) 0.4784(2) 0.09284(12) 0.0596(6) Uani 1 1 d . . . H29 H 0.6190 0.4531 0.0405 0.072 Uiso 1 1 calc R . . C30 C 0.7280(2) 0.49077(18) 0.15457(12) 0.0505(5) Uani 1 1 d . . . C31 C 0.8567(2) 0.4821(2) 0.16624(14) 0.0647(6) Uani 1 1 d . . . H31A H 0.9163 0.5563 0.1590 0.078 Uiso 1 1 calc R . . H31B H 0.8506 0.4113 0.1285 0.078 Uiso 1 1 calc R . . C32 C 1.0478(2) 0.4875(3) 0.27032(18) 0.0777(8) Uani 1 1 d . . . C33 C 1.1266(2) 0.6229(3) 0.2839(2) 0.0906(9) Uani 1 1 d . . . H33A H 1.2183 0.6365 0.3037 0.136 Uiso 1 1 calc R . . H33B H 1.1033 0.6709 0.3212 0.136 Uiso 1 1 calc R . . H33C H 1.1085 0.6477 0.2355 0.136 Uiso 1 1 calc R . . C34 C 1.0775(3) 0.4454(3) 0.3440(2) 0.1015(11) Uani 1 1 d . . . H34A H 1.0213 0.3609 0.3352 0.152 Uiso 1 1 calc R . . H34B H 1.0630 0.4968 0.3841 0.152 Uiso 1 1 calc R . . H34C H 1.1673 0.4514 0.3600 0.152 Uiso 1 1 calc R . . C35 C 1.0796(3) 0.4122(3) 0.2091(2) 0.1066(12) Uani 1 1 d . . . H35A H 1.0199 0.3278 0.1948 0.160 Uiso 1 1 calc R . . H35B H 1.1677 0.4149 0.2297 0.160 Uiso 1 1 calc R . . H35C H 1.0714 0.4459 0.1638 0.160 Uiso 1 1 calc R . . C36 C 0.95054(18) 0.80620(19) 0.35869(12) 0.0487(5) Uani 1 1 d . . . C37 C 0.8823(2) 0.8161(2) 0.28787(13) 0.0578(6) Uani 1 1 d . . . H37 H 0.8250 0.7441 0.2505 0.069 Uiso 1 1 calc R . . C38 C 0.8950(2) 0.9262(2) 0.27021(14) 0.0648(6) Uani 1 1 d . . . H38 H 0.8449 0.9287 0.2217 0.078 Uiso 1 1 calc R . . C39 C 0.9785(3) 1.0322(2) 0.32119(16) 0.0718(7) Uani 1 1 d . . . H39 H 0.9870 1.1084 0.3089 0.086 Uiso 1 1 calc R . . C40 C 1.0486(3) 1.0253(2) 0.38969(17) 0.0829(8) Uani 1 1 d . . . H40 H 1.1073 1.0983 0.4256 0.100 Uiso 1 1 calc R . . C41 C 1.0379(2) 0.9159(2) 0.40937(15) 0.0727(7) Uani 1 1 d . . . H41 H 1.0902 0.9151 0.4577 0.087 Uiso 1 1 calc R . . C42 C 1.0096(2) 0.6972(2) 0.45330(14) 0.0777(8) Uani 1 1 d . . . H42A H 0.9956 0.7513 0.4923 0.117 Uiso 1 1 calc R . . H42B H 1.1003 0.7273 0.4566 0.117 Uiso 1 1 calc R . . H42C H 0.9860 0.6152 0.4620 0.117 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 Cl1 0.0624(3) 0.0435(3) 0.0541(3) 0.0027(2) 0.0147(2) 0.0211(2) Cl2 0.0619(3) 0.0561(3) 0.0656(4) 0.0247(3) 0.0120(3) 0.0203(3) Al1 0.0419(3) 0.0373(3) 0.0479(3) 0.0064(3) 0.0155(3) 0.0124(2) Al2 0.0465(3) 0.0450(3) 0.0432(3) 0.0096(3) 0.0017(3) 0.0123(3) N1 0.0424(8) 0.0450(9) 0.0456(9) 0.0128(7) 0.0140(7) 0.0164(7) N2 0.0433(8) 0.0414(9) 0.0442(9) 0.0098(7) 0.0111(7) 0.0146(7) N3 0.0498(9) 0.0438(9) 0.0441(9) 0.0122(7) 0.0117(7) 0.0151(7) N4 0.0421(8) 0.0404(9) 0.0492(9) 0.0089(7) 0.0167(7) 0.0125(7) N5 0.0487(9) 0.0439(9) 0.0391(9) 0.0033(7) 0.0078(7) 0.0159(7) N6 0.0474(9) 0.0462(9) 0.0406(9) 0.0046(7) 0.0078(7) 0.0155(7) N7 0.0536(10) 0.0528(11) 0.0725(13) 0.0169(9) 0.0229(9) 0.0220(9) N8 0.0466(9) 0.0528(10) 0.0455(10) 0.0089(8) -0.0039(7) 0.0102(8) C1 0.0482(11) 0.0547(12) 0.0476(12) 0.0137(10) 0.0084(9) 0.0198(10) C2 0.0705(15) 0.0800(18) 0.0618(15) 0.0331(13) 0.0059(12) 0.0232(14) C3 0.0612(14) 0.0754(17) 0.0746(16) 0.0146(13) 0.0120(12) 0.0392(13) C4 0.0496(12) 0.0600(14) 0.0627(14) 0.0078(11) 0.0063(10) 0.0149(11) C5 0.0532(12) 0.0564(13) 0.0460(11) 0.0148(10) 0.0196(10) 0.0168(10) C6 0.0484(11) 0.0391(10) 0.0481(11) 0.0090(9) 0.0197(9) 0.0144(8) C7 0.0552(12) 0.0515(12) 0.0625(14) 0.0166(10) 0.0302(11) 0.0204(10) C8 0.0464(11) 0.0571(13) 0.0752(15) 0.0175(12) 0.0232(11) 0.0256(10) C9 0.0442(11) 0.0455(11) 0.0552(12) 0.0127(9) 0.0125(9) 0.0182(9) C10 0.0521(12) 0.0600(13) 0.0587(13) 0.0220(11) 0.0125(10) 0.0243(11) C11 0.0623(13) 0.0603(13) 0.0422(11) 0.0183(10) 0.0125(10) 0.0164(11) C12 0.102(2) 0.098(2) 0.0596(15) 0.0289(15) 0.0419(15) 0.0427(17) C13 0.0741(16) 0.0653(15) 0.0612(15) 0.0269(12) 0.0165(12) 0.0132(13) C14 0.0826(18) 0.089(2) 0.0510(14) 0.0246(13) 0.0030(13) 0.0149(15) C15 0.0513(11) 0.0402(10) 0.0384(10) 0.0108(8) 0.0133(9) 0.0102(9) C16 0.0621(13) 0.0418(11) 0.0719(15) 0.0097(10) 0.0296(12) 0.0133(10) C17 0.0961(19) 0.0522(14) 0.0862(18) 0.0135(13) 0.0492(16) 0.0262(14) C18 0.113(2) 0.0428(14) 0.0848(19) 0.0004(13) 0.0448(18) 0.0117(15) C19 0.0832(19) 0.0504(15) 0.088(2) -0.0065(13) 0.0224(16) -0.0036(13) C20 0.0573(13) 0.0510(13) 0.0740(16) 0.0052(12) 0.0144(12) 0.0054(11) C21 0.0485(12) 0.0615(14) 0.0694(15) 0.0120(12) 0.0239(11) 0.0159(10) C22 0.0583(13) 0.0673(15) 0.0502(12) 0.0048(11) 0.0203(10) 0.0235(11) C23 0.0697(16) 0.096(2) 0.0798(18) 0.0055(16) 0.0341(14) 0.0252(15) C24 0.0709(15) 0.0688(16) 0.0612(15) -0.0113(12) 0.0175(12) 0.0216(13) C25 0.108(2) 0.116(2) 0.0462(14) 0.0199(15) 0.0269(14) 0.050(2) C26 0.0517(12) 0.0542(13) 0.0502(12) 0.0064(10) 0.0062(9) 0.0236(10) C27 0.0468(11) 0.0407(10) 0.0431(11) 0.0067(8) 0.0044(8) 0.0139(9) C28 0.0664(13) 0.0474(12) 0.0420(11) 0.0124(9) -0.0023(10) 0.0177(10) C29 0.0844(16) 0.0495(12) 0.0373(11) 0.0106(9) 0.0133(11) 0.0189(12) C30 0.0648(13) 0.0411(11) 0.0432(11) 0.0085(9) 0.0187(10) 0.0154(10) C31 0.0692(15) 0.0643(15) 0.0632(15) 0.0114(12) 0.0299(12) 0.0220(12) C32 0.0546(14) 0.0799(18) 0.109(2) 0.0293(16) 0.0322(15) 0.0311(13) C33 0.0527(14) 0.083(2) 0.127(3) 0.0237(18) 0.0261(16) 0.0163(14) C34 0.0637(17) 0.123(3) 0.135(3) 0.060(2) 0.0255(18) 0.0497(18) C35 0.084(2) 0.101(2) 0.159(3) 0.025(2) 0.063(2) 0.0483(19) C36 0.0407(10) 0.0469(11) 0.0499(12) 0.0044(9) 0.0086(9) 0.0124(9) C37 0.0596(13) 0.0489(12) 0.0499(12) 0.0069(10) 0.0065(10) 0.0106(10) C38 0.0679(15) 0.0568(14) 0.0618(14) 0.0161(12) 0.0132(12) 0.0172(12) C39 0.0787(17) 0.0494(14) 0.0804(18) 0.0137(13) 0.0199(14) 0.0191(12) C40 0.0845(18) 0.0498(14) 0.0812(19) -0.0040(13) 0.0018(15) 0.0084(13) C41 0.0659(15) 0.0574(15) 0.0642(15) 0.0022(12) -0.0064(12) 0.0089(12) C42 0.0691(15) 0.0737(17) 0.0607(15) 0.0155(13) -0.0151(12) 0.0154(13) _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 Cl1 Al1 2.1748(8) . ? Cl2 Al2 2.1710(9) . ? Al1 N4 1.8259(16) . ? Al1 N1 1.8273(17) . ? Al1 N2 2.2584(17) . ? Al1 N3 2.3018(17) . ? Al2 N5 1.8240(17) . ? Al2 N8 1.8275(17) . ? Al2 N7 2.264(2) . ? Al2 N6 2.3064(18) . ? N1 C6 1.366(2) . ? N1 C9 1.369(2) . ? N2 C5 1.496(3) . ? N2 C1 1.515(2) . ? N3 C10 1.489(3) . ? N3 C11 1.509(3) . ? N4 C15 1.395(2) . ? N4 C21 1.465(3) . ? N5 C30 1.367(3) . ? N5 C27 1.367(2) . ? N6 C26 1.488(3) . ? N6 C22 1.515(3) . ? N7 C31 1.492(3) . ? N7 C32 1.522(3) . ? N8 C36 1.393(3) . ? N8 C42 1.472(3) . ? C1 C3 1.524(3) . ? C1 C4 1.526(3) . ? C1 C2 1.528(3) . ? C5 C6 1.492(3) . ? C6 C7 1.363(3) . ? C7 C8 1.421(3) . ? C8 C9 1.365(3) . ? C9 C10 1.489(3) . ? C11 C12 1.518(3) . ? C11 C13 1.524(3) . ? C11 C14 1.528(3) . ? C15 C16 1.390(3) . ? C15 C20 1.400(3) . ? C16 C17 1.386(3) . ? C17 C18 1.373(4) . ? C18 C19 1.357(4) . ? C19 C20 1.387(4) . ? C22 C24 1.515(3) . ? C22 C25 1.518(3) . ? C22 C23 1.533(3) . ? C26 C27 1.483(3) . ? C27 C28 1.368(3) . ? C28 C29 1.414(3) . ? C29 C30 1.364(3) . ? C30 C31 1.486(3) . ? C32 C34 1.520(4) . ? C32 C35 1.539(4) . ? C32 C33 1.536(4) . ? C36 C37 1.394(3) . ? C36 C41 1.402(3) . ? C37 C38 1.372(3) . ? C38 C39 1.366(3) . ? C39 C40 1.353(4) . ? C40 C41 1.383(4) . ? 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 N4 Al1 N1 125.46(8) . . ? N4 Al1 Cl1 112.71(6) . . ? N1 Al1 Cl1 121.76(6) . . ? N4 Al1 N2 104.70(7) . . ? N1 Al1 N2 78.24(7) . . ? Cl1 Al1 N2 90.90(5) . . ? N4 Al1 N3 102.39(7) . . ? N1 Al1 N3 76.85(7) . . ? Cl1 Al1 N3 89.07(5) . . ? N2 Al1 N3 150.59(6) . . ? N5 Al2 N8 125.31(8) . . ? N5 Al2 Cl2 120.89(6) . . ? N8 Al2 Cl2 113.72(6) . . ? N5 Al2 N7 77.99(8) . . ? N8 Al2 N7 104.84(8) . . ? Cl2 Al2 N7 90.92(6) . . ? N5 Al2 N6 76.66(7) . . ? N8 Al2 N6 101.52(7) . . ? Cl2 Al2 N6 89.81(5) . . ? N7 Al2 N6 150.82(7) . . ? C6 N1 C9 107.92(16) . . ? C6 N1 Al1 124.92(13) . . ? C9 N1 Al1 126.88(14) . . ? C5 N2 C1 112.46(15) . . ? C5 N2 Al1 107.43(12) . . ? C1 N2 Al1 126.22(12) . . ? C10 N3 C11 113.79(16) . . ? C10 N3 Al1 108.11(12) . . ? C11 N3 Al1 126.27(13) . . ? C15 N4 C21 114.49(16) . . ? C15 N4 Al1 125.72(13) . . ? C21 N4 Al1 119.73(13) . . ? C30 N5 C27 108.08(17) . . ? C30 N5 Al2 125.34(14) . . ? C27 N5 Al2 126.55(14) . . ? C26 N6 C22 113.17(16) . . ? C26 N6 Al2 108.15(12) . . ? C22 N6 Al2 126.69(12) . . ? C31 N7 C32 112.95(19) . . ? C31 N7 Al2 107.36(13) . . ? C32 N7 Al2 125.23(16) . . ? C36 N8 C42 115.02(17) . . ? C36 N8 Al2 125.54(13) . . ? C42 N8 Al2 119.26(15) . . ? N2 C1 C3 107.21(16) . . ? N2 C1 C4 109.24(17) . . ? C3 C1 C4 110.06(19) . . ? N2 C1 C2 111.19(17) . . ? C3 C1 C2 109.6(2) . . ? C4 C1 C2 109.55(18) . . ? C6 C5 N2 107.81(16) . . ? C7 C6 N1 109.48(18) . . ? C7 C6 C5 135.18(19) . . ? N1 C6 C5 115.26(17) . . ? C6 C7 C8 106.56(19) . . ? C9 C8 C7 107.15(19) . . ? C8 C9 N1 108.88(19) . . ? C8 C9 C10 136.0(2) . . ? N1 C9 C10 115.03(18) . . ? N3 C10 C9 108.51(16) . . ? N3 C11 C12 107.68(18) . . ? N3 C11 C13 109.59(17) . . ? C12 C11 C13 109.2(2) . . ? N3 C11 C14 110.76(19) . . ? C12 C11 C14 109.2(2) . . ? C13 C11 C14 110.4(2) . . ? C16 C15 N4 121.21(17) . . ? C16 C15 C20 116.20(19) . . ? N4 C15 C20 122.6(2) . . ? C17 C16 C15 122.3(2) . . ? C18 C17 C16 120.2(3) . . ? C19 C18 C17 118.8(2) . . ? C18 C19 C20 121.8(2) . . ? C19 C20 C15 120.8(2) . . ? N6 C22 C24 110.06(19) . . ? N6 C22 C25 107.47(19) . . ? C24 C22 C25 109.7(2) . . ? N6 C22 C23 110.71(18) . . ? C24 C22 C23 109.9(2) . . ? C25 C22 C23 108.9(2) . . ? C27 C26 N6 107.93(16) . . ? N5 C27 C28 108.76(19) . . ? N5 C27 C26 115.98(16) . . ? C28 C27 C26 135.1(2) . . ? C27 C28 C29 107.15(19) . . ? C30 C29 C28 106.85(19) . . ? C29 C30 N5 109.2(2) . . ? C29 C30 C31 135.6(2) . . ? N5 C30 C31 115.11(18) . . ? C30 C31 N7 108.44(18) . . ? C34 C32 N7 107.0(2) . . ? C34 C32 C35 109.2(3) . . ? N7 C32 C35 110.9(2) . . ? C34 C32 C33 110.6(3) . . ? N7 C32 C33 109.3(2) . . ? C35 C32 C33 109.7(2) . . ? N8 C36 C37 121.08(18) . . ? N8 C36 C41 123.4(2) . . ? C37 C36 C41 115.5(2) . . ? C38 C37 C36 122.4(2) . . ? C39 C38 C37 121.1(2) . . ? C40 C39 C38 117.9(2) . . ? C39 C40 C41 122.4(2) . . ? C40 C41 C36 120.7(2) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 28.88 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.273 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.044 _database_code_depnum_ccdc_archive 'CCDC 936568' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_bi155_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H40 Al N3 O2' _chemical_formula_weight 477.61 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 'P 21/c' _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.6058(17) _cell_length_b 27.908(5) _cell_length_c 10.519(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.168(12) _cell_angle_gamma 90.00 _cell_volume 2734.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.28 _exptl_crystal_description columnar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.958 _exptl_absorpt_correction_T_max 0.970 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 32096 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6685 _reflns_number_gt 4176 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.1261P)^2^+0.1996P] 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 6685 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.2063 _refine_ls_wR_factor_gt 0.1808 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.003 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 0.49475(7) 0.10379(2) 0.39279(6) 0.0426(2) Uani 1 1 d . . . N1 N 0.53465(19) 0.08520(6) 0.56469(16) 0.0430(4) Uani 1 1 d . . . N2 N 0.62810(19) 0.04143(6) 0.38344(17) 0.0443(4) Uani 1 1 d . . . H2D H 0.5606 0.0176 0.3531 0.053 Uiso 1 1 calc R . . N3 N 0.3727(2) 0.16085(7) 0.49854(18) 0.0524(5) Uani 1 1 d . . . H3D H 0.4399 0.1855 0.5142 0.063 Uiso 1 1 calc R . . O1 O 0.34739(16) 0.08086(5) 0.28201(14) 0.0475(4) Uani 1 1 d . . . O2 O 0.58436(17) 0.14887(5) 0.33293(14) 0.0482(4) Uani 1 1 d . . . C15 C 0.2673(2) 0.08894(7) 0.15928(19) 0.0411(5) Uani 1 1 d . . . C6 C 0.6275(2) 0.04856(8) 0.6142(2) 0.0449(5) Uani 1 1 d . . . C20 C 0.1379(2) 0.06402(8) 0.1161(2) 0.0454(5) Uani 1 1 d . . . H20 H 0.1092 0.0412 0.1717 0.055 Uiso 1 1 calc R . . C22 C 0.6492(2) 0.18963(7) 0.3854(2) 0.0414(5) Uani 1 1 d . . . C16 C 0.3070(3) 0.12117(9) 0.0746(2) 0.0511(6) Uani 1 1 d . . . H16 H 0.3958 0.1378 0.1013 0.061 Uiso 1 1 calc R . . C5 C 0.6979(3) 0.02494(8) 0.5194(2) 0.0519(6) Uani 1 1 d . . . H5A H 0.6889 -0.0103 0.5252 0.062 Uiso 1 1 calc R . . H5B H 0.8013 0.0331 0.5411 0.062 Uiso 1 1 calc R . . C11 C 0.2396(3) 0.18868(9) 0.4399(2) 0.0514(6) Uani 1 1 d . . . C19 C 0.0518(2) 0.07264(9) -0.0081(2) 0.0538(6) Uani 1 1 d . . . H19 H -0.0357 0.0555 -0.0362 0.065 Uiso 1 1 calc R . . C18 C 0.0894(3) 0.10550(9) -0.0925(2) 0.0539(6) Uani 1 1 d . . . C9 C 0.4904(3) 0.10558(8) 0.6664(2) 0.0497(5) Uani 1 1 d . . . C23 C 0.7349(2) 0.19138(9) 0.5123(2) 0.0523(6) Uani 1 1 d . . . H23 H 0.7520 0.1630 0.5637 0.063 Uiso 1 1 calc R . . C27 C 0.6330(3) 0.23105(9) 0.3121(2) 0.0557(6) Uani 1 1 d . . . H27 H 0.5796 0.2304 0.2232 0.067 Uiso 1 1 calc R . . C17 C 0.2184(3) 0.12954(9) -0.0494(2) 0.0559(6) Uani 1 1 d . . . H17 H 0.2470 0.1522 -0.1055 0.067 Uiso 1 1 calc R . . C24 C 0.7956(3) 0.23416(10) 0.5642(2) 0.0608(7) Uani 1 1 d . . . H24 H 0.8529 0.2347 0.6517 0.073 Uiso 1 1 calc R . . C10 C 0.3837(3) 0.14439(10) 0.6344(2) 0.0596(6) Uani 1 1 d . . . H10A H 0.4130 0.1714 0.6962 0.072 Uiso 1 1 calc R . . H10B H 0.2891 0.1327 0.6429 0.072 Uiso 1 1 calc R . . C1 C 0.7249(3) 0.03787(9) 0.2908(3) 0.0571(6) Uani 1 1 d . . . C8 C 0.5541(3) 0.08173(9) 0.7797(2) 0.0620(7) Uani 1 1 d . . . H8 H 0.5421 0.0884 0.8649 0.074 Uiso 1 1 calc R . . C7 C 0.6403(3) 0.04563(9) 0.7464(2) 0.0584(7) Uani 1 1 d . . . H7 H 0.6971 0.0232 0.8049 0.070 Uiso 1 1 calc R . . C26 C 0.6936(3) 0.27381(9) 0.3664(3) 0.0648(7) Uani 1 1 d . . . H26 H 0.6781 0.3022 0.3149 0.078 Uiso 1 1 calc R . . C25 C 0.7756(3) 0.27596(9) 0.4932(3) 0.0607(7) Uani 1 1 d . . . C4 C 0.6313(4) 0.04826(13) 0.1539(3) 0.0788(9) Uani 1 1 d . . . H4A H 0.6048 0.0822 0.1473 0.118 Uiso 1 1 calc R . . H4B H 0.5443 0.0286 0.1382 0.118 Uiso 1 1 calc R . . H4C H 0.6849 0.0406 0.0883 0.118 Uiso 1 1 calc R . . C28 C 0.8396(4) 0.32303(13) 0.5526(4) 0.0985(12) Uani 1 1 d . . . H28A H 0.9422 0.3187 0.5928 0.148 Uiso 1 1 calc R . . H28B H 0.7909 0.3333 0.6196 0.148 Uiso 1 1 calc R . . H28C H 0.8272 0.3474 0.4838 0.148 Uiso 1 1 calc R . . C3 C 0.8456(3) 0.07470(12) 0.3290(3) 0.0773(9) Uani 1 1 d . . . H3A H 0.9067 0.0666 0.4155 0.116 Uiso 1 1 calc R . . H3B H 0.8043 0.1067 0.3322 0.116 Uiso 1 1 calc R . . H3C H 0.9033 0.0744 0.2640 0.116 Uiso 1 1 calc R . . C2 C 0.7888(4) -0.01270(11) 0.2941(3) 0.0779(8) Uani 1 1 d . . . H2A H 0.7116 -0.0365 0.2824 0.117 Uiso 1 1 calc R . . H2B H 0.8574 -0.0179 0.3787 0.117 Uiso 1 1 calc R . . H2C H 0.8382 -0.0160 0.2234 0.117 Uiso 1 1 calc R . . C21 C -0.0090(3) 0.11598(13) -0.2266(3) 0.0824(10) Uani 1 1 d . . . H21A H -0.1093 0.1138 -0.2216 0.124 Uiso 1 1 calc R . . H21B H 0.0088 0.0926 -0.2903 0.124 Uiso 1 1 calc R . . H21C H 0.0103 0.1483 -0.2543 0.124 Uiso 1 1 calc R . . C14 C 0.2563(4) 0.21014(13) 0.3141(3) 0.0864(10) Uani 1 1 d . . . H14A H 0.2770 0.1847 0.2571 0.130 Uiso 1 1 calc R . . H14B H 0.3356 0.2332 0.3327 0.130 Uiso 1 1 calc R . . H14C H 0.1673 0.2265 0.2702 0.130 Uiso 1 1 calc R . . C13 C 0.1161(3) 0.15222(14) 0.4070(3) 0.0834(10) Uani 1 1 d . . . H13A H 0.1087 0.1357 0.4873 0.125 Uiso 1 1 calc R . . H13B H 0.1351 0.1288 0.3440 0.125 Uiso 1 1 calc R . . H13C H 0.0259 0.1689 0.3689 0.125 Uiso 1 1 calc R . . C12 C 0.2065(4) 0.22603(12) 0.5320(4) 0.0896(10) Uani 1 1 d . . . H12A H 0.2852 0.2493 0.5535 0.134 Uiso 1 1 calc R . . H12B H 0.1957 0.2105 0.6126 0.134 Uiso 1 1 calc R . . H12C H 0.1171 0.2426 0.4898 0.134 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 0.0476(4) 0.0413(4) 0.0357(3) 0.0055(2) 0.0040(3) -0.0096(3) N1 0.0502(10) 0.0399(9) 0.0373(8) 0.0028(6) 0.0077(7) 0.0004(7) N2 0.0441(9) 0.0404(10) 0.0479(10) -0.0011(7) 0.0100(8) -0.0046(7) N3 0.0643(12) 0.0519(11) 0.0422(10) 0.0038(8) 0.0152(9) 0.0098(9) O1 0.0500(8) 0.0493(9) 0.0372(7) 0.0024(6) -0.0008(6) -0.0081(7) O2 0.0609(9) 0.0415(8) 0.0430(8) -0.0007(6) 0.0144(7) -0.0134(7) C15 0.0436(10) 0.0396(11) 0.0377(10) -0.0049(7) 0.0052(8) 0.0027(8) C6 0.0446(10) 0.0395(11) 0.0452(11) 0.0061(8) 0.0006(9) -0.0051(9) C20 0.0412(10) 0.0445(12) 0.0491(11) -0.0025(9) 0.0082(9) 0.0010(9) C22 0.0414(10) 0.0410(11) 0.0431(10) 0.0014(8) 0.0133(8) -0.0066(8) C16 0.0531(12) 0.0541(13) 0.0444(11) 0.0000(9) 0.0085(10) -0.0079(10) C5 0.0518(12) 0.0447(12) 0.0556(13) 0.0053(9) 0.0060(10) 0.0050(10) C11 0.0514(12) 0.0536(14) 0.0488(12) 0.0002(9) 0.0115(10) 0.0052(10) C19 0.0418(11) 0.0602(15) 0.0527(13) -0.0100(10) -0.0010(10) 0.0024(10) C18 0.0548(13) 0.0623(15) 0.0394(11) -0.0042(9) 0.0014(10) 0.0139(11) C9 0.0611(13) 0.0503(13) 0.0363(10) 0.0006(8) 0.0092(10) -0.0031(10) C23 0.0549(12) 0.0523(14) 0.0453(11) 0.0074(9) 0.0035(10) -0.0044(10) C27 0.0633(14) 0.0529(14) 0.0460(12) 0.0108(9) 0.0038(11) -0.0156(11) C17 0.0677(14) 0.0602(15) 0.0406(11) 0.0051(9) 0.0148(11) 0.0031(12) C24 0.0577(14) 0.0691(17) 0.0503(13) -0.0043(11) 0.0032(11) -0.0171(12) C10 0.0748(16) 0.0670(16) 0.0396(11) 0.0010(10) 0.0187(11) 0.0109(13) C1 0.0565(13) 0.0573(15) 0.0631(14) -0.0026(11) 0.0253(12) 0.0011(11) C8 0.0825(17) 0.0661(16) 0.0348(11) 0.0048(10) 0.0094(11) 0.0017(14) C7 0.0663(14) 0.0562(15) 0.0451(12) 0.0138(10) -0.0009(11) 0.0000(12) C26 0.0767(17) 0.0454(14) 0.0703(16) 0.0101(11) 0.0141(14) -0.0126(12) C25 0.0632(15) 0.0551(15) 0.0652(15) -0.0122(11) 0.0186(12) -0.0167(12) C4 0.091(2) 0.102(2) 0.0511(15) -0.0002(14) 0.0313(15) 0.0151(18) C28 0.127(3) 0.072(2) 0.095(2) -0.0231(17) 0.023(2) -0.046(2) C3 0.0596(15) 0.074(2) 0.108(2) 0.0015(16) 0.0398(16) -0.0088(14) C2 0.083(2) 0.0659(19) 0.093(2) -0.0083(15) 0.0370(17) 0.0135(16) C21 0.0781(18) 0.106(3) 0.0499(14) 0.0052(14) -0.0092(14) 0.0141(17) C14 0.095(2) 0.093(2) 0.0738(19) 0.0321(16) 0.0246(17) 0.0331(19) C13 0.0586(16) 0.104(3) 0.085(2) -0.0125(17) 0.0132(15) -0.0087(16) C12 0.105(3) 0.072(2) 0.092(2) -0.0074(16) 0.024(2) 0.0234(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 O1 1.7215(14) . ? Al1 O2 1.7277(16) . ? Al1 N1 1.8294(18) . ? Al1 N2 2.177(2) . ? Al1 N3 2.406(2) . ? N1 C9 1.368(3) . ? N1 C6 1.373(3) . ? N2 C1 1.506(3) . ? N2 C5 1.496(3) . ? N3 C10 1.480(3) . ? N3 C11 1.494(3) . ? O1 C15 1.350(2) . ? O2 C22 1.349(2) . ? C15 C16 1.384(3) . ? C15 C20 1.399(3) . ? C6 C7 1.368(3) . ? C6 C5 1.488(4) . ? C20 C19 1.385(3) . ? C22 C27 1.377(3) . ? C22 C23 1.387(3) . ? C16 C17 1.391(3) . ? C11 C14 1.497(4) . ? C11 C12 1.509(4) . ? C11 C13 1.536(4) . ? C19 C18 1.385(4) . ? C18 C17 1.385(4) . ? C18 C21 1.522(3) . ? C9 C8 1.371(3) . ? C9 C10 1.473(3) . ? C23 C24 1.381(3) . ? C27 C26 1.388(3) . ? C24 C25 1.373(4) . ? C1 C4 1.528(3) . ? C1 C2 1.536(4) . ? C1 C3 1.528(4) . ? C8 C7 1.401(4) . ? C26 C25 1.374(4) . ? C25 C28 1.519(4) . ? 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 O2 115.12(8) . . ? O1 Al1 N1 120.15(9) . . ? O2 Al1 N1 124.35(8) . . ? O1 Al1 N2 93.88(7) . . ? O2 Al1 N2 102.38(8) . . ? N1 Al1 N2 80.49(8) . . ? O1 Al1 N3 98.39(8) . . ? O2 Al1 N3 91.68(8) . . ? N1 Al1 N3 74.84(8) . . ? N2 Al1 N3 155.33(7) . . ? C9 N1 C6 108.07(17) . . ? C9 N1 Al1 128.70(15) . . ? C6 N1 Al1 123.06(16) . . ? C1 N2 C5 113.28(18) . . ? C1 N2 Al1 123.05(14) . . ? C5 N2 Al1 109.49(14) . . ? C10 N3 C11 114.3(2) . . ? C10 N3 Al1 108.26(14) . . ? C11 N3 Al1 128.16(14) . . ? C15 O1 Al1 140.06(14) . . ? C22 O2 Al1 133.33(14) . . ? O1 C15 C16 122.81(18) . . ? O1 C15 C20 118.7(2) . . ? C16 C15 C20 118.47(18) . . ? C7 C6 N1 108.6(2) . . ? C7 C6 C5 135.4(2) . . ? N1 C6 C5 115.80(18) . . ? C19 C20 C15 119.8(2) . . ? O2 C22 C27 120.07(18) . . ? O2 C22 C23 121.99(19) . . ? C27 C22 C23 117.9(2) . . ? C15 C16 C17 120.7(2) . . ? C6 C5 N2 109.49(17) . . ? N3 C11 C14 107.9(2) . . ? N3 C11 C12 112.8(2) . . ? C14 C11 C12 112.1(3) . . ? N3 C11 C13 106.5(2) . . ? C14 C11 C13 108.1(2) . . ? C12 C11 C13 109.3(3) . . ? C18 C19 C20 122.1(2) . . ? C17 C18 C19 117.61(19) . . ? C17 C18 C21 120.9(2) . . ? C19 C18 C21 121.5(2) . . ? N1 C9 C8 108.6(2) . . ? N1 C9 C10 117.32(18) . . ? C8 C9 C10 133.9(2) . . ? C24 C23 C22 120.3(2) . . ? C22 C27 C26 120.8(2) . . ? C18 C17 C16 121.3(2) . . ? C25 C24 C23 122.0(2) . . ? C9 C10 N3 109.3(2) . . ? N2 C1 C4 106.5(2) . . ? N2 C1 C2 110.7(2) . . ? C4 C1 C2 109.6(2) . . ? N2 C1 C3 109.5(2) . . ? C4 C1 C3 110.7(3) . . ? C2 C1 C3 109.8(2) . . ? C9 C8 C7 107.3(2) . . ? C6 C7 C8 107.43(19) . . ? C25 C26 C27 121.3(2) . . ? C26 C25 C24 117.5(2) . . ? C26 C25 C28 121.0(3) . . ? C24 C25 C28 121.5(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.679 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.052 _database_code_depnum_ccdc_archive 'CCDC 936569' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei368_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H42 Al N5' _chemical_formula_weight 379.57 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' Li Li -0.0003 0.0001 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 33.541(4) _cell_length_b 10.5578(13) _cell_length_c 28.080(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.422(8) _cell_angle_gamma 90.00 _cell_volume 9711(2) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.76 _exptl_crystal_description columnar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.038 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3264 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.913 _exptl_absorpt_correction_T_max 0.927 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 136674 _diffrn_reflns_av_R_equivalents 0.2407 _diffrn_reflns_av_sigmaI/netI 0.1523 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 45 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.76 _reflns_number_total 25097 _reflns_number_gt 10971 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.1000P)^2^+1.0000P] 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 25097 _refine_ls_number_parameters 981 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1817 _refine_ls_R_factor_gt 0.0711 _refine_ls_wR_factor_ref 0.2140 _refine_ls_wR_factor_gt 0.1619 _refine_ls_goodness_of_fit_ref 0.876 _refine_ls_restrained_S_all 0.876 _refine_ls_shift/su_max 0.001 _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 0.37577(2) 0.69472(8) 0.30156(4) 0.0270(2) Uani 1 1 d . . . Al4 Al 0.38357(2) 0.81570(8) 0.06033(4) 0.0281(2) Uani 1 1 d . . . Al2 Al 0.12222(2) 0.18371(8) 0.12255(4) 0.0271(2) Uani 1 1 d . . . Al3 Al 0.11880(2) 0.19025(8) 0.86836(3) 0.0261(2) Uani 1 1 d . . . N1 N 0.36817(7) 0.5815(2) 0.34989(10) 0.0299(6) Uani 1 1 d . . . N4 N 0.33272(7) 0.7701(2) 0.26307(10) 0.0312(6) Uani 1 1 d . . . H4 H 0.3317 0.7594 0.2318 0.037 Uiso 1 1 calc R . . N5 N 0.38845(7) 0.5754(2) 0.25227(10) 0.0323(6) Uani 1 1 d . . . H5A H 0.3715 0.5069 0.2525 0.039 Uiso 1 1 calc R . . H5B H 0.3794 0.6145 0.2226 0.039 Uiso 1 1 calc R . . N2 N 0.41641(7) 0.7722(2) 0.34475(10) 0.0332(6) Uani 1 1 d . . . N3 N 0.33198(8) 0.3701(2) 0.27395(11) 0.0404(7) Uani 1 1 d . . . N6 N 0.14257(7) 0.3155(2) 0.16514(10) 0.0302(6) Uani 1 1 d . . . N20 N 0.42942(7) 0.7969(2) 0.03804(10) 0.0334(6) Uani 1 1 d . . . H20 H 0.4257 0.8070 0.0063 0.040 Uiso 1 1 calc R . . N11 N 0.12465(6) 0.0724(2) 0.91874(9) 0.0261(5) Uani 1 1 d . . . N14 N 0.16321(7) 0.2605(2) 0.85324(10) 0.0308(6) Uani 1 1 d . . . H14 H 0.1636 0.2555 0.8221 0.037 Uiso 1 1 calc R . . N10 N 0.16161(7) 0.1820(2) 0.07900(10) 0.0326(6) Uani 1 1 d . . . H10A H 0.1485 0.1406 0.0512 0.039 Uiso 1 1 calc R . . H10B H 0.1640 0.2651 0.0701 0.039 Uiso 1 1 calc R . . N15 N 0.10471(7) 0.0792(2) 0.81059(9) 0.0302(6) Uani 1 1 d . . . H15A H 0.1148 0.1198 0.7867 0.036 Uiso 1 1 calc R . . H15B H 0.1205 0.0080 0.8186 0.036 Uiso 1 1 calc R . . N7 N 0.13006(7) 0.0735(2) 0.17315(10) 0.0309(6) Uani 1 1 d . . . N17 N 0.37201(7) 0.9291(2) 0.10383(10) 0.0324(6) Uani 1 1 d . . . N16 N 0.36399(7) 0.6845(2) 0.09338(10) 0.0333(6) Uani 1 1 d . . . N13 N 0.15390(7) -0.1412(2) 0.85889(10) 0.0349(6) Uani 1 1 d . . . N19 N 0.34636(7) 0.8057(2) -0.00483(10) 0.0352(6) Uani 1 1 d . . . H19A H 0.3599 0.8458 -0.0258 0.042 Uiso 1 1 calc R . . H19B H 0.3455 0.7213 -0.0132 0.042 Uiso 1 1 calc R . . N12 N 0.07968(7) 0.2713(2) 0.89206(10) 0.0309(6) Uani 1 1 d . . . N9 N 0.07745(7) 0.2079(2) 0.07578(10) 0.0315(6) Uani 1 1 d . . . H9 H 0.0814 0.1959 0.0461 0.038 Uiso 1 1 calc R . . N8 N 0.16778(9) 0.4804(3) 0.08214(11) 0.0453(7) Uani 1 1 d . . . N18 N 0.34750(10) 0.5108(3) -0.00063(13) 0.0553(9) Uani 1 1 d . . . C6 C 0.39730(9) 0.5990(3) 0.39185(12) 0.0337(7) Uani 1 1 d . . . C13 C 0.29870(9) 0.8461(3) 0.27315(13) 0.0367(8) Uani 1 1 d . . . C9 C 0.34780(9) 0.4707(3) 0.35512(13) 0.0361(8) Uani 1 1 d . . . C5 C 0.42529(9) 0.7113(3) 0.39274(13) 0.0397(8) Uani 1 1 d . . . H5C H 0.4211 0.7723 0.4179 0.048 Uiso 1 1 calc R . . H5D H 0.4541 0.6830 0.4009 0.048 Uiso 1 1 calc R . . C8 C 0.36378(11) 0.4201(3) 0.39999(14) 0.0453(9) Uani 1 1 d . . . H8 H 0.3552 0.3441 0.4129 0.054 Uiso 1 1 calc R . . C17 C 0.42954(9) 0.5202(3) 0.25046(13) 0.0387(8) Uani 1 1 d . . . C1 C 0.43970(10) 0.8895(3) 0.34161(14) 0.0439(9) Uani 1 1 d . . . C10 C 0.31537(9) 0.4237(3) 0.31456(13) 0.0408(8) Uani 1 1 d . . . H10C H 0.2966 0.4942 0.3020 0.049 Uiso 1 1 calc R . . H10D H 0.2994 0.3576 0.3271 0.049 Uiso 1 1 calc R . . C15 C 0.28808(11) 0.9518(3) 0.23584(15) 0.0498(10) Uani 1 1 d . . . H15C H 0.3121 1.0053 0.2369 0.075 Uiso 1 1 calc R . . H15D H 0.2659 1.0031 0.2434 0.075 Uiso 1 1 calc R . . H15E H 0.2794 0.9151 0.2032 0.075 Uiso 1 1 calc R . . C18 C 0.44893(10) 0.4710(3) 0.30072(15) 0.0517(10) Uani 1 1 d . . . H18A H 0.4535 0.5415 0.3239 0.078 Uiso 1 1 calc R . . H18B H 0.4751 0.4308 0.2999 0.078 Uiso 1 1 calc R . . H18C H 0.4308 0.4087 0.3109 0.078 Uiso 1 1 calc R . . C11 C 0.35263(12) 0.2500(3) 0.28923(17) 0.0625(12) Uani 1 1 d . . . H11A H 0.3330 0.1897 0.2977 0.094 Uiso 1 1 calc R . . H11B H 0.3748 0.2644 0.3177 0.094 Uiso 1 1 calc R . . H11C H 0.3639 0.2155 0.2625 0.094 Uiso 1 1 calc R . . C4 C 0.42754(11) 0.9397(3) 0.28997(14) 0.0505(10) Uani 1 1 d . . . H4A H 0.4352 0.8783 0.2674 0.076 Uiso 1 1 calc R . . H4B H 0.4416 1.0202 0.2876 0.076 Uiso 1 1 calc R . . H4C H 0.3979 0.9533 0.2815 0.076 Uiso 1 1 calc R . . C2 C 0.42920(12) 0.9920(3) 0.37611(16) 0.0554(11) Uani 1 1 d . . . H2A H 0.3995 1.0034 0.3698 0.083 Uiso 1 1 calc R . . H2B H 0.4422 1.0721 0.3704 0.083 Uiso 1 1 calc R . . H2C H 0.4392 0.9655 0.4100 0.083 Uiso 1 1 calc R . . C7 C 0.39562(10) 0.5019(3) 0.42391(14) 0.0432(9) Uani 1 1 d . . . H7 H 0.4123 0.4915 0.4556 0.052 Uiso 1 1 calc R . . C14 C 0.31140(12) 0.9026(4) 0.32368(15) 0.0623(11) Uani 1 1 d . . . H14A H 0.3191 0.8344 0.3476 0.093 Uiso 1 1 calc R . . H14B H 0.2886 0.9507 0.3313 0.093 Uiso 1 1 calc R . . H14C H 0.3348 0.9591 0.3249 0.093 Uiso 1 1 calc R . . C19 C 0.42288(11) 0.4129(4) 0.21308(16) 0.0573(11) Uani 1 1 d . . . H19C H 0.4045 0.3495 0.2223 0.086 Uiso 1 1 calc R . . H19D H 0.4491 0.3733 0.2122 0.086 Uiso 1 1 calc R . . H19E H 0.4107 0.4470 0.1808 0.086 Uiso 1 1 calc R . . C20 C 0.45523(11) 0.6245(4) 0.23482(17) 0.0586(11) Uani 1 1 d . . . H20A H 0.4405 0.6614 0.2040 0.088 Uiso 1 1 calc R . . H20B H 0.4812 0.5890 0.2304 0.088 Uiso 1 1 calc R . . H20C H 0.4606 0.6904 0.2600 0.088 Uiso 1 1 calc R . . C3 C 0.48563(10) 0.8655(4) 0.35426(16) 0.0582(11) Uani 1 1 d . . . H3A H 0.4942 0.8453 0.3890 0.087 Uiso 1 1 calc R . . H3B H 0.5000 0.9415 0.3470 0.087 Uiso 1 1 calc R . . H3C H 0.4922 0.7943 0.3349 0.087 Uiso 1 1 calc R . . C12 C 0.29876(12) 0.3507(4) 0.23142(16) 0.0624(11) Uani 1 1 d . . . H12A H 0.3098 0.3162 0.2045 0.094 Uiso 1 1 calc R . . H12B H 0.2853 0.4318 0.2215 0.094 Uiso 1 1 calc R . . H12C H 0.2789 0.2910 0.2397 0.094 Uiso 1 1 calc R . . C16 C 0.26111(10) 0.7631(4) 0.2708(2) 0.0722(14) Uani 1 1 d . . . H16A H 0.2541 0.7213 0.2389 0.108 Uiso 1 1 calc R . . H16B H 0.2382 0.8157 0.2754 0.108 Uiso 1 1 calc R . . H16C H 0.2670 0.6989 0.2966 0.108 Uiso 1 1 calc R . . C26 C 0.15801(9) 0.2703(3) 0.21093(12) 0.0320(7) Uani 1 1 d . . . C25 C 0.15048(10) 0.1321(3) 0.21932(13) 0.0391(8) Uani 1 1 d . . . H25A H 0.1767 0.0887 0.2322 0.047 Uiso 1 1 calc R . . H25B H 0.1332 0.1235 0.2436 0.047 Uiso 1 1 calc R . . C27 C 0.17907(9) 0.3651(3) 0.23911(13) 0.0403(8) Uani 1 1 d . . . H27 H 0.1927 0.3591 0.2724 0.048 Uiso 1 1 calc R . . C30 C 0.14277(10) 0.5136(3) 0.11767(13) 0.0413(8) Uani 1 1 d . . . H30A H 0.1137 0.4975 0.1028 0.050 Uiso 1 1 calc R . . H30B H 0.1458 0.6052 0.1251 0.050 Uiso 1 1 calc R . . C28 C 0.17648(10) 0.4739(3) 0.20886(13) 0.0392(8) Uani 1 1 d . . . H28 H 0.1881 0.5546 0.2181 0.047 Uiso 1 1 calc R . . C29 C 0.15415(9) 0.4407(3) 0.16419(13) 0.0363(8) Uani 1 1 d . . . C21 C 0.11475(9) -0.0560(3) 0.17736(13) 0.0372(8) Uani 1 1 d . . . C24 C 0.09963(11) -0.1083(3) 0.12603(14) 0.0478(9) Uani 1 1 d . . . H24A H 0.0783 -0.0527 0.1078 0.072 Uiso 1 1 calc R . . H24B H 0.0885 -0.1935 0.1280 0.072 Uiso 1 1 calc R . . H24C H 0.1224 -0.1124 0.1093 0.072 Uiso 1 1 calc R . . C23 C 0.07910(11) -0.0580(3) 0.20315(16) 0.0535(10) Uani 1 1 d . . . H23A H 0.0881 -0.0245 0.2363 0.080 Uiso 1 1 calc R . . H23B H 0.0695 -0.1452 0.2047 0.080 Uiso 1 1 calc R . . H23C H 0.0568 -0.0055 0.1850 0.080 Uiso 1 1 calc R . . C22 C 0.14833(11) -0.1442(3) 0.20498(15) 0.0543(10) Uani 1 1 d . . . H22A H 0.1720 -0.1411 0.1897 0.081 Uiso 1 1 calc R . . H22B H 0.1379 -0.2311 0.2038 0.081 Uiso 1 1 calc R . . H22C H 0.1565 -0.1166 0.2390 0.081 Uiso 1 1 calc R . . C31 C 0.20873(12) 0.5335(4) 0.09765(17) 0.0662(12) Uani 1 1 d . . . H31A H 0.2256 0.5067 0.0750 0.099 Uiso 1 1 calc R . . H31B H 0.2210 0.5033 0.1305 0.099 Uiso 1 1 calc R . . H31C H 0.2071 0.6262 0.0978 0.099 Uiso 1 1 calc R . . C32 C 0.14801(15) 0.5292(4) 0.03433(17) 0.0765(14) Uani 1 1 d . . . H32A H 0.1454 0.6214 0.0361 0.115 Uiso 1 1 calc R . . H32B H 0.1209 0.4912 0.0242 0.115 Uiso 1 1 calc R . . H32C H 0.1645 0.5078 0.0106 0.115 Uiso 1 1 calc R . . C34 C 0.03366(10) 0.2777(3) 0.12857(14) 0.0449(9) Uani 1 1 d . . . H34A H 0.0425 0.2049 0.1499 0.067 Uiso 1 1 calc R . . H34B H 0.0056 0.3004 0.1300 0.067 Uiso 1 1 calc R . . H34C H 0.0517 0.3498 0.1394 0.067 Uiso 1 1 calc R . . C37 C 0.20480(9) 0.1302(3) 0.09026(13) 0.0412(8) Uani 1 1 d . . . C38 C 0.22736(9) 0.1868(3) 0.13799(14) 0.0490(10) Uani 1 1 d . . . H38A H 0.2272 0.2794 0.1354 0.073 Uiso 1 1 calc R . . H38B H 0.2556 0.1563 0.1453 0.073 Uiso 1 1 calc R . . H38C H 0.2139 0.1614 0.1642 0.073 Uiso 1 1 calc R . . C33 C 0.03540(8) 0.2439(3) 0.07696(13) 0.0381(8) Uani 1 1 d . . . C39 C 0.20274(10) -0.0138(3) 0.09401(16) 0.0568(11) Uani 1 1 d . . . H39A H 0.1903 -0.0367 0.1213 0.085 Uiso 1 1 calc R . . H39B H 0.2304 -0.0490 0.0994 0.085 Uiso 1 1 calc R . . H39C H 0.1862 -0.0481 0.0637 0.085 Uiso 1 1 calc R . . C36 C 0.02266(11) 0.3582(4) 0.04361(15) 0.0574(11) Uani 1 1 d . . . H36A H 0.0408 0.4296 0.0551 0.086 Uiso 1 1 calc R . . H36B H -0.0055 0.3817 0.0442 0.086 Uiso 1 1 calc R . . H36C H 0.0245 0.3364 0.0102 0.086 Uiso 1 1 calc R . . C40 C 0.22471(11) 0.1669(4) 0.04808(16) 0.0661(12) Uani 1 1 d . . . H40A H 0.2084 0.1333 0.0175 0.099 Uiso 1 1 calc R . . H40B H 0.2523 0.1315 0.0537 0.099 Uiso 1 1 calc R . . H40C H 0.2261 0.2594 0.0460 0.099 Uiso 1 1 calc R . . C35 C 0.00621(10) 0.1337(4) 0.05907(18) 0.0709(14) Uani 1 1 d . . . H35A H 0.0075 0.1123 0.0255 0.106 Uiso 1 1 calc R . . H35B H -0.0217 0.1585 0.0602 0.106 Uiso 1 1 calc R . . H35C H 0.0142 0.0598 0.0801 0.106 Uiso 1 1 calc R . . C46 C 0.09752(8) 0.0957(3) 0.94788(12) 0.0292(7) Uani 1 1 d . . . C53 C 0.19891(8) 0.3246(3) 0.88253(12) 0.0312(7) Uani 1 1 d . . . C48 C 0.12977(9) -0.0851(3) 0.97318(13) 0.0371(8) Uani 1 1 d . . . H48 H 0.1382 -0.1606 0.9908 0.044 Uiso 1 1 calc R . . C49 C 0.14416(8) -0.0399(2) 0.93436(12) 0.0306(7) Uani 1 1 d . . . C41 C 0.05834(9) 0.3933(3) 0.87914(12) 0.0343(7) Uani 1 1 d . . . C47 C 0.10003(9) 0.0013(3) 0.98218(13) 0.0360(8) Uani 1 1 d . . . H47 H 0.0848 -0.0046 1.0070 0.043 Uiso 1 1 calc R . . C42 C 0.07201(9) 0.4935(3) 0.91876(13) 0.0399(8) Uani 1 1 d . . . H42A H 0.0648 0.4657 0.9491 0.060 Uiso 1 1 calc R . . H42B H 0.0584 0.5740 0.9083 0.060 Uiso 1 1 calc R . . H42C H 0.1016 0.5048 0.9242 0.060 Uiso 1 1 calc R . . C50 C 0.17374(8) -0.0948(3) 0.90773(12) 0.0321(7) Uani 1 1 d . . . H50A H 0.1942 -0.0295 0.9044 0.038 Uiso 1 1 calc R . . H50B H 0.1884 -0.1658 0.9270 0.038 Uiso 1 1 calc R . . C44 C 0.06978(10) 0.4424(3) 0.83275(13) 0.0416(8) Uani 1 1 d . . . H44A H 0.0995 0.4499 0.8380 0.062 Uiso 1 1 calc R . . H44B H 0.0573 0.5256 0.8245 0.062 Uiso 1 1 calc R . . H44C H 0.0599 0.3832 0.8059 0.062 Uiso 1 1 calc R . . C43 C 0.01198(9) 0.3768(3) 0.87027(14) 0.0452(9) Uani 1 1 d . . . H43A H 0.0034 0.3091 0.8464 0.068 Uiso 1 1 calc R . . H43B H -0.0014 0.4562 0.8577 0.068 Uiso 1 1 calc R . . H43C H 0.0043 0.3546 0.9010 0.068 Uiso 1 1 calc R . . C45 C 0.07080(9) 0.2108(3) 0.93537(14) 0.0398(8) Uani 1 1 d . . . H45A H 0.0417 0.1856 0.9291 0.048 Uiso 1 1 calc R . . H45B H 0.0760 0.2710 0.9630 0.048 Uiso 1 1 calc R . . C52 C 0.18446(10) -0.1691(3) 0.83019(14) 0.0496(9) Uani 1 1 d . . . H52A H 0.2035 -0.2334 0.8470 0.074 Uiso 1 1 calc R . . H52B H 0.1996 -0.0917 0.8263 0.074 Uiso 1 1 calc R . . H52C H 0.1708 -0.2009 0.7980 0.074 Uiso 1 1 calc R . . C54 C 0.18926(14) 0.3711(6) 0.92893(18) 0.105(2) Uani 1 1 d . . . H54A H 0.1651 0.4256 0.9215 0.157 Uiso 1 1 calc R . . H54B H 0.2125 0.4196 0.9472 0.157 Uiso 1 1 calc R . . H54C H 0.1839 0.2988 0.9485 0.157 Uiso 1 1 calc R . . C51 C 0.13019(11) -0.2550(3) 0.86370(16) 0.0560(11) Uani 1 1 d . . . H51A H 0.1485 -0.3213 0.8803 0.084 Uiso 1 1 calc R . . H51B H 0.1165 -0.2847 0.8313 0.084 Uiso 1 1 calc R . . H51C H 0.1097 -0.2351 0.8828 0.084 Uiso 1 1 calc R . . C55 C 0.20904(17) 0.4399(4) 0.8561(2) 0.105(2) Uani 1 1 d . . . H55A H 0.2189 0.4137 0.8272 0.158 Uiso 1 1 calc R . . H55B H 0.2303 0.4889 0.8778 0.158 Uiso 1 1 calc R . . H55C H 0.1845 0.4922 0.8462 0.158 Uiso 1 1 calc R . . C56 C 0.23475(12) 0.2390(5) 0.8916(3) 0.139(3) Uani 1 1 d . . . H56A H 0.2295 0.1671 0.9115 0.208 Uiso 1 1 calc R . . H56B H 0.2589 0.2854 0.9090 0.208 Uiso 1 1 calc R . . H56C H 0.2396 0.2081 0.8604 0.208 Uiso 1 1 calc R . . C57 C 0.06329(9) 0.0304(3) 0.78516(13) 0.0399(8) Uani 1 1 d . . . C60 C 0.06907(11) -0.0717(4) 0.74909(15) 0.0604(11) Uani 1 1 d . . . H60A H 0.0831 -0.0356 0.7250 0.091 Uiso 1 1 calc R . . H60B H 0.0424 -0.1045 0.7325 0.091 Uiso 1 1 calc R . . H60C H 0.0855 -0.1408 0.7666 0.091 Uiso 1 1 calc R . . C59 C 0.04258(10) -0.0236(4) 0.82412(15) 0.0544(10) Uani 1 1 d . . . H59A H 0.0602 -0.0880 0.8431 0.082 Uiso 1 1 calc R . . H59B H 0.0165 -0.0622 0.8084 0.082 Uiso 1 1 calc R . . H59C H 0.0377 0.0446 0.8459 0.082 Uiso 1 1 calc R . . C58 C 0.03841(11) 0.1398(3) 0.75905(15) 0.0569(11) Uani 1 1 d . . . H58A H 0.0331 0.2012 0.7831 0.085 Uiso 1 1 calc R . . H58B H 0.0124 0.1078 0.7399 0.085 Uiso 1 1 calc R . . H58C H 0.0537 0.1811 0.7373 0.085 Uiso 1 1 calc R . . C66 C 0.34389(9) 0.7326(3) 0.12701(12) 0.0347(7) Uani 1 1 d . . . C67 C 0.32090(9) 0.6388(3) 0.14213(13) 0.0418(8) Uani 1 1 d . . . H67 H 0.3042 0.6468 0.1653 0.050 Uiso 1 1 calc R . . C65 C 0.34974(10) 0.8730(3) 0.13825(14) 0.0402(8) Uani 1 1 d . . . H65A H 0.3229 0.9148 0.1350 0.048 Uiso 1 1 calc R . . H65B H 0.3654 0.8849 0.1721 0.048 Uiso 1 1 calc R . . C63 C 0.42282(11) 1.0595(3) 0.16033(15) 0.0534(10) Uani 1 1 d . . . H63A H 0.4137 1.0270 0.1889 0.080 Uiso 1 1 calc R . . H63B H 0.4329 1.1463 0.1668 0.080 Uiso 1 1 calc R . . H63C H 0.4448 1.0057 0.1537 0.080 Uiso 1 1 calc R . . C68 C 0.32723(10) 0.5274(3) 0.11609(14) 0.0448(9) Uani 1 1 d . . . H68 H 0.3155 0.4466 0.1187 0.054 Uiso 1 1 calc R . . C70 C 0.36911(12) 0.4830(3) 0.04995(15) 0.0510(10) Uani 1 1 d . . . H70A H 0.3986 0.5011 0.0533 0.061 Uiso 1 1 calc R . . H70B H 0.3662 0.3918 0.0566 0.061 Uiso 1 1 calc R . . C61 C 0.38715(10) 1.0586(3) 0.11619(13) 0.0399(8) Uani 1 1 d . . . C69 C 0.35342(9) 0.5583(3) 0.08650(13) 0.0388(8) Uani 1 1 d . . . C64 C 0.40211(12) 1.1120(3) 0.07246(15) 0.0526(10) Uani 1 1 d . . . H64A H 0.4233 1.0564 0.0649 0.079 Uiso 1 1 calc R . . H64B H 0.4134 1.1969 0.0803 0.079 Uiso 1 1 calc R . . H64C H 0.3792 1.1167 0.0442 0.079 Uiso 1 1 calc R . . C62 C 0.35308(11) 1.1454(3) 0.12634(16) 0.0555(11) Uani 1 1 d . . . H62A H 0.3297 1.1428 0.0985 0.083 Uiso 1 1 calc R . . H62B H 0.3633 1.2325 0.1312 0.083 Uiso 1 1 calc R . . H62C H 0.3445 1.1163 0.1557 0.083 Uiso 1 1 calc R . . C71 C 0.30755(14) 0.4490(5) -0.00980(18) 0.0871(16) Uani 1 1 d . . . H71A H 0.2923 0.4708 -0.0426 0.131 Uiso 1 1 calc R . . H71B H 0.2923 0.4778 0.0143 0.131 Uiso 1 1 calc R . . H71C H 0.3112 0.3570 -0.0073 0.131 Uiso 1 1 calc R . . C72 C 0.37110(17) 0.4644(5) -0.0350(2) 0.0910(17) Uani 1 1 d . . . H72A H 0.3753 0.3729 -0.0306 0.136 Uiso 1 1 calc R . . H72B H 0.3976 0.5074 -0.0290 0.136 Uiso 1 1 calc R . . H72C H 0.3562 0.4817 -0.0684 0.136 Uiso 1 1 calc R . . C73 C 0.30275(9) 0.8514(4) -0.01916(14) 0.0517(10) Uani 1 1 d . . . C76 C 0.30214(12) 0.9943(4) -0.01198(17) 0.0708(13) Uani 1 1 d . . . H76A H 0.3127 1.0145 0.0225 0.106 Uiso 1 1 calc R . . H76B H 0.2741 1.0254 -0.0221 0.106 Uiso 1 1 calc R . . H76C H 0.3193 1.0351 -0.0318 0.106 Uiso 1 1 calc R . . C75 C 0.28724(10) 0.8181(5) -0.07241(15) 0.0677(13) Uani 1 1 d . . . H75A H 0.2595 0.8511 -0.0836 0.101 Uiso 1 1 calc R . . H75B H 0.2870 0.7258 -0.0763 0.101 Uiso 1 1 calc R . . H75C H 0.3052 0.8557 -0.0918 0.101 Uiso 1 1 calc R . . C74 C 0.27802(10) 0.7842(5) 0.01348(16) 0.0720(14) Uani 1 1 d . . . H74A H 0.2898 0.8037 0.0477 0.108 Uiso 1 1 calc R . . H74B H 0.2788 0.6925 0.0084 0.108 Uiso 1 1 calc R . . H74C H 0.2496 0.8135 0.0052 0.108 Uiso 1 1 calc R . . C78 C 0.47256(10) 0.7244(3) 0.11314(13) 0.0455(9) Uani 1 1 d . . . H78A H 0.4602 0.7895 0.1303 0.068 Uiso 1 1 calc R . . H78B H 0.5009 0.7100 0.1303 0.068 Uiso 1 1 calc R . . H78C H 0.4571 0.6454 0.1121 0.068 Uiso 1 1 calc R . . C77 C 0.47184(9) 0.7684(3) 0.06148(13) 0.0424(9) Uani 1 1 d . . . C80 C 0.48773(12) 0.6633(5) 0.03302(17) 0.0826(16) Uani 1 1 d . . . H80A H 0.4701 0.5888 0.0313 0.124 Uiso 1 1 calc R . . H80B H 0.5156 0.6406 0.0496 0.124 Uiso 1 1 calc R . . H80C H 0.4877 0.6930 0.0000 0.124 Uiso 1 1 calc R . . C79 C 0.49848(11) 0.8873(5) 0.06382(19) 0.0874(17) Uani 1 1 d . . . H79A H 0.4983 0.9165 0.0307 0.131 Uiso 1 1 calc R . . H79B H 0.5265 0.8672 0.0806 0.131 Uiso 1 1 calc R . . H79C H 0.4876 0.9541 0.0817 0.131 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 0.0285(4) 0.0270(4) 0.0261(6) -0.0021(4) 0.0073(4) -0.0044(3) Al4 0.0269(4) 0.0309(4) 0.0259(6) 0.0010(4) 0.0046(4) 0.0021(3) Al2 0.0290(4) 0.0263(4) 0.0255(6) -0.0012(4) 0.0051(4) 0.0041(3) Al3 0.0264(4) 0.0270(4) 0.0249(6) 0.0008(4) 0.0054(4) 0.0035(3) N1 0.0327(12) 0.0288(12) 0.0278(17) 0.0003(11) 0.0054(11) -0.0016(10) N4 0.0335(13) 0.0353(13) 0.0260(17) -0.0005(11) 0.0088(11) 0.0017(10) N5 0.0321(12) 0.0349(13) 0.0291(17) 0.0004(12) 0.0051(11) -0.0006(10) N2 0.0336(13) 0.0375(13) 0.0281(18) -0.0012(12) 0.0059(11) -0.0093(10) N3 0.0475(15) 0.0332(14) 0.039(2) -0.0094(13) 0.0057(13) -0.0061(12) N6 0.0354(12) 0.0288(12) 0.0258(17) 0.0019(11) 0.0054(11) 0.0009(10) N20 0.0296(12) 0.0432(14) 0.0260(17) 0.0063(12) 0.0029(11) 0.0056(10) N11 0.0281(11) 0.0264(11) 0.0236(16) 0.0002(10) 0.0050(10) 0.0040(9) N14 0.0338(12) 0.0331(13) 0.0254(17) -0.0032(11) 0.0063(11) -0.0024(10) N10 0.0293(12) 0.0397(13) 0.0281(17) -0.0018(12) 0.0046(11) 0.0052(10) N15 0.0296(12) 0.0330(12) 0.0271(17) 0.0029(11) 0.0043(11) 0.0018(10) N7 0.0366(13) 0.0250(12) 0.0295(17) -0.0001(11) 0.0037(11) 0.0006(10) N17 0.0379(13) 0.0309(12) 0.0297(18) -0.0015(11) 0.0101(12) -0.0024(10) N16 0.0361(13) 0.0337(13) 0.0312(18) -0.0024(12) 0.0100(12) -0.0011(11) N13 0.0410(14) 0.0287(12) 0.0346(19) -0.0074(12) 0.0071(12) 0.0026(10) N19 0.0265(12) 0.0474(15) 0.0303(18) -0.0025(13) 0.0034(11) 0.0052(11) N12 0.0367(13) 0.0326(12) 0.0258(17) 0.0075(11) 0.0123(11) 0.0086(10) N9 0.0308(12) 0.0355(13) 0.0287(17) -0.0038(11) 0.0073(11) 0.0073(10) N8 0.0596(18) 0.0444(16) 0.032(2) 0.0072(14) 0.0111(15) -0.0039(13) N18 0.075(2) 0.0588(19) 0.038(2) -0.0155(16) 0.0246(18) -0.0209(16) C6 0.0371(16) 0.0375(16) 0.027(2) -0.0004(14) 0.0084(14) 0.0034(13) C13 0.0380(16) 0.0353(16) 0.040(2) 0.0034(15) 0.0151(15) 0.0054(13) C9 0.0465(18) 0.0283(15) 0.036(2) 0.0019(14) 0.0136(16) -0.0019(13) C5 0.0389(16) 0.0482(19) 0.029(2) -0.0028(16) 0.0000(14) -0.0054(14) C8 0.066(2) 0.0280(16) 0.045(3) 0.0094(16) 0.0169(19) 0.0002(15) C17 0.0327(15) 0.0474(18) 0.038(2) -0.0081(16) 0.0112(15) 0.0034(13) C1 0.0463(18) 0.0467(19) 0.041(3) -0.0084(17) 0.0144(17) -0.0209(15) C10 0.0415(17) 0.0336(16) 0.049(3) 0.0002(16) 0.0126(16) -0.0100(13) C15 0.063(2) 0.0386(18) 0.050(3) 0.0081(17) 0.0178(19) 0.0131(16) C18 0.0409(18) 0.061(2) 0.051(3) 0.0002(19) 0.0050(17) 0.0156(16) C11 0.078(3) 0.0332(19) 0.077(4) -0.0094(19) 0.019(2) -0.0039(18) C4 0.064(2) 0.0408(18) 0.050(3) 0.0003(18) 0.022(2) -0.0231(16) C2 0.070(2) 0.046(2) 0.055(3) -0.0166(19) 0.024(2) -0.0275(18) C7 0.056(2) 0.0404(18) 0.032(2) 0.0052(16) 0.0059(17) 0.0079(15) C14 0.074(3) 0.072(3) 0.046(3) 0.004(2) 0.024(2) 0.030(2) C19 0.054(2) 0.060(2) 0.059(3) -0.026(2) 0.016(2) 0.0082(18) C20 0.053(2) 0.066(2) 0.066(3) -0.009(2) 0.033(2) -0.0066(18) C3 0.0435(19) 0.073(3) 0.060(3) -0.010(2) 0.0132(19) -0.0269(18) C12 0.062(2) 0.068(2) 0.054(3) -0.013(2) 0.005(2) -0.0249(19) C16 0.041(2) 0.056(2) 0.126(5) 0.020(3) 0.031(2) 0.0038(17) C26 0.0349(15) 0.0351(15) 0.027(2) -0.0003(14) 0.0082(14) -0.0005(12) C25 0.0457(18) 0.0382(17) 0.032(2) 0.0043(15) 0.0045(15) -0.0025(14) C27 0.0413(17) 0.0525(19) 0.026(2) -0.0070(16) 0.0053(15) -0.0075(15) C30 0.0542(19) 0.0296(16) 0.039(2) 0.0030(15) 0.0071(17) 0.0004(14) C28 0.0486(18) 0.0358(16) 0.034(2) -0.0071(15) 0.0113(16) -0.0119(14) C29 0.0436(17) 0.0289(15) 0.037(2) -0.0043(14) 0.0097(15) -0.0014(13) C21 0.0486(18) 0.0252(14) 0.037(2) 0.0008(14) 0.0077(16) 0.0009(13) C24 0.059(2) 0.0298(16) 0.051(3) 0.0013(16) 0.0039(18) -0.0013(15) C23 0.065(2) 0.0409(19) 0.059(3) 0.0046(18) 0.024(2) -0.0057(17) C22 0.071(2) 0.0333(17) 0.053(3) 0.0124(17) 0.002(2) 0.0082(16) C31 0.067(3) 0.070(3) 0.068(3) 0.007(2) 0.027(2) -0.021(2) C32 0.115(4) 0.072(3) 0.040(3) 0.019(2) 0.012(3) 0.004(3) C34 0.0432(18) 0.057(2) 0.038(3) 0.0060(17) 0.0149(16) 0.0188(15) C37 0.0307(16) 0.056(2) 0.039(2) -0.0033(17) 0.0100(15) 0.0086(14) C38 0.0337(16) 0.060(2) 0.050(3) -0.0127(19) 0.0012(16) 0.0067(15) C33 0.0279(15) 0.0497(19) 0.036(2) -0.0031(16) 0.0054(14) 0.0093(13) C39 0.0443(19) 0.058(2) 0.063(3) -0.013(2) 0.0004(19) 0.0206(17) C36 0.051(2) 0.083(3) 0.040(3) 0.015(2) 0.0148(18) 0.0342(19) C40 0.044(2) 0.109(3) 0.051(3) -0.002(3) 0.0236(19) 0.010(2) C35 0.0354(19) 0.089(3) 0.087(4) -0.032(3) 0.010(2) -0.0058(19) C46 0.0312(14) 0.0312(15) 0.025(2) -0.0016(13) 0.0059(13) 0.0005(11) C53 0.0323(14) 0.0295(14) 0.033(2) -0.0061(13) 0.0103(13) -0.0032(12) C48 0.0484(18) 0.0294(15) 0.032(2) 0.0078(14) 0.0051(15) 0.0032(13) C49 0.0359(15) 0.0250(14) 0.029(2) 0.0012(13) 0.0032(14) 0.0012(11) C41 0.0360(15) 0.0349(16) 0.031(2) 0.0037(14) 0.0056(14) 0.0123(12) C47 0.0487(18) 0.0303(15) 0.031(2) 0.0010(14) 0.0127(15) -0.0003(13) C42 0.0439(17) 0.0377(17) 0.038(2) -0.0012(15) 0.0081(16) 0.0075(14) C50 0.0353(15) 0.0237(14) 0.036(2) -0.0001(13) 0.0048(14) 0.0052(11) C44 0.0541(19) 0.0354(16) 0.035(2) 0.0128(15) 0.0097(16) 0.0127(14) C43 0.0380(17) 0.0461(19) 0.049(3) 0.0033(17) 0.0031(16) 0.0136(14) C45 0.0406(17) 0.0417(17) 0.041(2) 0.0077(16) 0.0174(16) 0.0106(14) C52 0.055(2) 0.052(2) 0.043(3) -0.0087(18) 0.0125(18) 0.0141(16) C54 0.075(3) 0.198(6) 0.043(3) -0.047(4) 0.018(2) -0.061(3) C51 0.070(2) 0.0302(17) 0.062(3) -0.0079(17) 0.002(2) -0.0111(16) C55 0.121(4) 0.081(3) 0.096(5) 0.018(3) -0.017(3) -0.064(3) C56 0.041(2) 0.090(4) 0.250(8) -0.096(4) -0.044(3) 0.023(2) C57 0.0335(16) 0.0432(18) 0.038(2) -0.0036(16) -0.0029(15) -0.0011(13) C60 0.058(2) 0.063(2) 0.053(3) -0.026(2) -0.0061(19) 0.0028(18) C59 0.0376(18) 0.067(2) 0.058(3) -0.001(2) 0.0085(18) -0.0163(17) C58 0.050(2) 0.067(2) 0.044(3) -0.002(2) -0.0109(18) 0.0085(18) C66 0.0324(15) 0.0406(16) 0.030(2) -0.0004(15) 0.0045(14) -0.0029(13) C67 0.0404(17) 0.057(2) 0.029(2) -0.0024(17) 0.0095(15) -0.0123(15) C65 0.0460(18) 0.0419(17) 0.036(2) -0.0043(16) 0.0160(16) 0.0001(14) C63 0.061(2) 0.045(2) 0.051(3) -0.0074(18) 0.0061(19) -0.0136(17) C68 0.0508(19) 0.0477(19) 0.035(2) -0.0034(17) 0.0070(17) -0.0173(15) C70 0.069(2) 0.0344(17) 0.056(3) -0.0067(17) 0.026(2) -0.0081(16) C61 0.0492(18) 0.0320(16) 0.040(2) -0.0012(15) 0.0133(16) 0.0012(14) C69 0.0451(18) 0.0348(16) 0.037(2) 0.0010(15) 0.0097(16) -0.0034(14) C64 0.071(2) 0.0385(18) 0.053(3) 0.0011(18) 0.026(2) -0.0048(17) C62 0.072(2) 0.0379(18) 0.059(3) -0.0077(18) 0.020(2) 0.0061(17) C71 0.095(3) 0.104(4) 0.059(4) -0.025(3) 0.009(3) -0.051(3) C72 0.136(4) 0.088(3) 0.065(4) -0.025(3) 0.057(3) -0.012(3) C73 0.0274(16) 0.098(3) 0.028(2) 0.003(2) 0.0029(14) 0.0150(17) C76 0.061(2) 0.099(3) 0.053(3) 0.008(2) 0.014(2) 0.048(2) C75 0.0343(18) 0.130(4) 0.034(3) -0.006(2) -0.0044(16) 0.015(2) C74 0.0308(18) 0.141(4) 0.044(3) 0.004(3) 0.0092(17) 0.006(2) C78 0.0413(17) 0.058(2) 0.033(2) 0.0074(17) 0.0002(15) 0.0167(15) C77 0.0295(15) 0.065(2) 0.033(2) 0.0140(18) 0.0072(14) 0.0119(15) C80 0.062(2) 0.141(4) 0.044(3) 0.008(3) 0.011(2) 0.066(3) C79 0.039(2) 0.130(4) 0.085(4) 0.049(3) -0.004(2) -0.023(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 N4 1.793(2) . ? Al1 N2 1.813(3) . ? Al1 N1 1.867(3) . ? Al1 N5 1.984(3) . ? Al4 N20 1.792(2) . ? Al4 N17 1.811(3) . ? Al4 N16 1.864(3) . ? Al4 N19 1.983(3) . ? Al2 N9 1.788(3) . ? Al2 N7 1.811(3) . ? Al2 N6 1.866(3) . ? Al2 N10 1.984(3) . ? Al3 N14 1.795(2) . ? Al3 N12 1.809(2) . ? Al3 N11 1.863(3) . ? Al3 N15 1.975(3) . ? N1 C6 1.372(4) . ? N1 C9 1.378(3) . ? N4 C13 1.472(4) . ? N5 C17 1.507(4) . ? N2 C5 1.465(4) . ? N2 C1 1.477(4) . ? N3 C12 1.462(4) . ? N3 C11 1.465(4) . ? N3 C10 1.484(4) . ? N6 C26 1.365(4) . ? N6 C29 1.379(4) . ? N20 C77 1.465(4) . ? N11 C46 1.370(4) . ? N11 C49 1.379(3) . ? N14 C53 1.464(4) . ? N10 C37 1.517(3) . ? N15 C57 1.509(4) . ? N7 C25 1.466(4) . ? N7 C21 1.475(4) . ? N17 C65 1.468(4) . ? N17 C61 1.474(4) . ? N16 C66 1.371(4) . ? N16 C69 1.382(4) . ? N13 C51 1.463(4) . ? N13 C52 1.464(4) . ? N13 C50 1.474(4) . ? N19 C73 1.510(4) . ? N12 C45 1.460(4) . ? N12 C41 1.480(3) . ? N9 C33 1.468(3) . ? N8 C32 1.458(5) . ? N8 C31 1.461(4) . ? N8 C30 1.477(4) . ? N18 C72 1.458(5) . ? N18 C71 1.463(5) . ? N18 C70 1.478(5) . ? C6 C7 1.373(4) . ? C6 C5 1.509(4) . ? C13 C14 1.513(5) . ? C13 C15 1.519(4) . ? C13 C16 1.525(4) . ? C9 C8 1.368(5) . ? C9 C10 1.481(5) . ? C8 C7 1.425(5) . ? C17 C18 1.513(5) . ? C17 C20 1.520(5) . ? C17 C19 1.528(5) . ? C1 C4 1.515(5) . ? C1 C3 1.526(5) . ? C1 C2 1.543(5) . ? C26 C27 1.373(4) . ? C26 C25 1.508(4) . ? C27 C28 1.420(5) . ? C30 C29 1.493(5) . ? C28 C29 1.361(5) . ? C21 C24 1.525(5) . ? C21 C23 1.526(5) . ? C21 C22 1.537(4) . ? C34 C33 1.506(5) . ? C37 C38 1.513(5) . ? C37 C39 1.526(5) . ? C37 C40 1.530(5) . ? C33 C36 1.531(5) . ? C33 C35 1.534(5) . ? C46 C47 1.375(4) . ? C46 C45 1.506(4) . ? C53 C56 1.481(5) . ? C53 C54 1.492(5) . ? C53 C55 1.502(5) . ? C48 C49 1.369(4) . ? C48 C47 1.414(4) . ? C49 C50 1.483(4) . ? C41 C44 1.526(5) . ? C41 C43 1.531(4) . ? C41 C42 1.532(4) . ? C57 C58 1.518(4) . ? C57 C60 1.520(5) . ? C57 C59 1.527(5) . ? C66 C67 1.377(4) . ? C66 C65 1.518(4) . ? C67 C68 1.424(5) . ? C63 C61 1.527(5) . ? C68 C69 1.372(5) . ? C70 C69 1.481(5) . ? C61 C64 1.530(5) . ? C61 C62 1.538(4) . ? C73 C75 1.515(5) . ? C73 C76 1.523(5) . ? C73 C74 1.536(5) . ? C78 C77 1.518(5) . ? C77 C80 1.529(5) . ? C77 C79 1.534(5) . ? 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 N4 Al1 N2 126.53(12) . . ? N4 Al1 N1 120.27(11) . . ? N2 Al1 N1 90.18(12) . . ? N4 Al1 N5 97.30(12) . . ? N2 Al1 N5 120.66(11) . . ? N1 Al1 N5 100.58(11) . . ? N20 Al4 N17 129.27(12) . . ? N20 Al4 N16 120.83(11) . . ? N17 Al4 N16 90.36(12) . . ? N20 Al4 N19 95.10(12) . . ? N17 Al4 N19 118.30(11) . . ? N16 Al4 N19 101.56(12) . . ? N9 Al2 N7 128.70(12) . . ? N9 Al2 N6 119.85(11) . . ? N7 Al2 N6 90.28(12) . . ? N9 Al2 N10 96.55(12) . . ? N7 Al2 N10 118.31(11) . . ? N6 Al2 N10 101.62(11) . . ? N14 Al3 N12 126.57(12) . . ? N14 Al3 N11 119.92(11) . . ? N12 Al3 N11 90.17(11) . . ? N14 Al3 N15 96.61(11) . . ? N12 Al3 N15 121.25(11) . . ? N11 Al3 N15 101.24(11) . . ? C6 N1 C9 107.5(3) . . ? C6 N1 Al1 110.79(19) . . ? C9 N1 Al1 140.3(2) . . ? C13 N4 Al1 133.1(2) . . ? C17 N5 Al1 127.13(19) . . ? C5 N2 C1 114.7(2) . . ? C5 N2 Al1 113.09(18) . . ? C1 N2 Al1 132.0(2) . . ? C12 N3 C11 110.3(3) . . ? C12 N3 C10 109.6(3) . . ? C11 N3 C10 109.7(3) . . ? C26 N6 C29 107.6(3) . . ? C26 N6 Al2 110.80(19) . . ? C29 N6 Al2 140.2(2) . . ? C77 N20 Al4 133.6(2) . . ? C46 N11 C49 107.2(2) . . ? C46 N11 Al3 111.02(18) . . ? C49 N11 Al3 141.3(2) . . ? C53 N14 Al3 132.7(2) . . ? C37 N10 Al2 127.4(2) . . ? C57 N15 Al3 128.6(2) . . ? C25 N7 C21 115.1(2) . . ? C25 N7 Al2 112.60(18) . . ? C21 N7 Al2 131.6(2) . . ? C65 N17 C61 114.7(3) . . ? C65 N17 Al4 112.97(19) . . ? C61 N17 Al4 131.3(2) . . ? C66 N16 C69 107.7(3) . . ? C66 N16 Al4 110.19(19) . . ? C69 N16 Al4 139.0(2) . . ? C51 N13 C52 110.2(3) . . ? C51 N13 C50 109.4(3) . . ? C52 N13 C50 110.5(2) . . ? C73 N19 Al4 127.6(2) . . ? C45 N12 C41 114.2(2) . . ? C45 N12 Al3 113.15(18) . . ? C41 N12 Al3 132.2(2) . . ? C33 N9 Al2 132.8(2) . . ? C32 N8 C31 110.6(3) . . ? C32 N8 C30 109.0(3) . . ? C31 N8 C30 110.0(3) . . ? C72 N18 C71 109.9(3) . . ? C72 N18 C70 110.2(4) . . ? C71 N18 C70 108.8(3) . . ? N1 C6 C7 109.9(3) . . ? N1 C6 C5 116.5(3) . . ? C7 C6 C5 133.5(3) . . ? N4 C13 C14 108.8(3) . . ? N4 C13 C15 110.2(3) . . ? C14 C13 C15 109.5(3) . . ? N4 C13 C16 110.2(3) . . ? C14 C13 C16 109.3(3) . . ? C15 C13 C16 108.8(3) . . ? C8 C9 N1 109.0(3) . . ? C8 C9 C10 130.9(3) . . ? N1 C9 C10 120.1(3) . . ? N2 C5 C6 109.1(3) . . ? C9 C8 C7 107.6(3) . . ? N5 C17 C18 108.3(3) . . ? N5 C17 C20 108.0(3) . . ? C18 C17 C20 111.2(3) . . ? N5 C17 C19 108.1(2) . . ? C18 C17 C19 110.8(3) . . ? C20 C17 C19 110.3(3) . . ? N2 C1 C4 108.3(3) . . ? N2 C1 C3 111.5(3) . . ? C4 C1 C3 109.4(3) . . ? N2 C1 C2 110.8(3) . . ? C4 C1 C2 107.7(3) . . ? C3 C1 C2 109.0(3) . . ? C9 C10 N3 112.6(3) . . ? C6 C7 C8 106.0(3) . . ? N6 C26 C27 109.4(3) . . ? N6 C26 C25 116.3(3) . . ? C27 C26 C25 134.3(3) . . ? N7 C25 C26 109.4(3) . . ? C26 C27 C28 106.7(3) . . ? N8 C30 C29 113.2(3) . . ? C29 C28 C27 107.1(3) . . ? C28 C29 N6 109.3(3) . . ? C28 C29 C30 131.3(3) . . ? N6 C29 C30 119.4(3) . . ? N7 C21 C24 108.1(3) . . ? N7 C21 C23 111.9(2) . . ? C24 C21 C23 108.0(3) . . ? N7 C21 C22 111.9(3) . . ? C24 C21 C22 108.4(3) . . ? C23 C21 C22 108.4(3) . . ? C38 C37 N10 108.4(3) . . ? C38 C37 C39 110.7(3) . . ? N10 C37 C39 108.6(3) . . ? C38 C37 C40 111.5(3) . . ? N10 C37 C40 107.7(3) . . ? C39 C37 C40 109.9(3) . . ? N9 C33 C34 108.6(3) . . ? N9 C33 C36 109.5(3) . . ? C34 C33 C36 109.8(3) . . ? N9 C33 C35 110.2(3) . . ? C34 C33 C35 109.9(3) . . ? C36 C33 C35 108.9(3) . . ? N11 C46 C47 109.9(2) . . ? N11 C46 C45 116.3(3) . . ? C47 C46 C45 133.7(3) . . ? N14 C53 C56 110.5(3) . . ? N14 C53 C54 109.8(3) . . ? C56 C53 C54 111.8(4) . . ? N14 C53 C55 110.0(3) . . ? C56 C53 C55 108.5(4) . . ? C54 C53 C55 106.2(4) . . ? C49 C48 C47 107.5(3) . . ? C48 C49 N11 109.1(3) . . ? C48 C49 C50 130.9(3) . . ? N11 C49 C50 119.9(3) . . ? N12 C41 C44 107.9(2) . . ? N12 C41 C43 111.2(2) . . ? C44 C41 C43 109.4(3) . . ? N12 C41 C42 111.7(3) . . ? C44 C41 C42 107.1(3) . . ? C43 C41 C42 109.3(3) . . ? C46 C47 C48 106.3(3) . . ? N13 C50 C49 112.5(2) . . ? N12 C45 C46 109.3(2) . . ? N15 C57 C58 108.9(3) . . ? N15 C57 C60 108.7(3) . . ? C58 C57 C60 110.7(3) . . ? N15 C57 C59 107.6(3) . . ? C58 C57 C59 110.1(3) . . ? C60 C57 C59 110.8(3) . . ? N16 C66 C67 109.6(3) . . ? N16 C66 C65 116.4(3) . . ? C67 C66 C65 133.9(3) . . ? C66 C67 C68 106.3(3) . . ? N17 C65 C66 108.6(3) . . ? C69 C68 C67 107.5(3) . . ? N18 C70 C69 112.7(3) . . ? N17 C61 C63 111.5(3) . . ? N17 C61 C64 107.9(3) . . ? C63 C61 C64 108.3(3) . . ? N17 C61 C62 111.4(3) . . ? C63 C61 C62 109.3(3) . . ? C64 C61 C62 108.3(3) . . ? C68 C69 N16 108.8(3) . . ? C68 C69 C70 131.4(3) . . ? N16 C69 C70 119.7(3) . . ? N19 C73 C75 107.2(3) . . ? N19 C73 C76 108.7(3) . . ? C75 C73 C76 110.4(4) . . ? N19 C73 C74 108.0(3) . . ? C75 C73 C74 111.5(3) . . ? C76 C73 C74 110.8(3) . . ? N20 C77 C78 107.8(2) . . ? N20 C77 C80 109.2(3) . . ? C78 C77 C80 110.0(3) . . ? N20 C77 C79 110.6(3) . . ? C78 C77 C79 108.7(3) . . ? C80 C77 C79 110.6(4) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.76 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.675 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.055 _database_code_depnum_ccdc_archive 'CCDC 936570' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei50_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H28 Al N3' _chemical_formula_sum 'C14 H28 Al N3' _chemical_formula_weight 265.37 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 'P 21/c' _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.6676(11) _cell_length_b 11.1033(9) _cell_length_c 12.7218(11) _cell_angle_alpha 90.00 _cell_angle_beta 99.842(4) _cell_angle_gamma 90.00 _cell_volume 1623.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 149(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.730 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.085 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9590 _exptl_absorpt_correction_T_max 0.9660 _exptl_absorpt_process_details 'Sadabs Version 2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 149(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 24380 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 28.73 _reflns_number_total 4194 _reflns_number_gt 3542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2010)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0585P)^2^+0.4599P] 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 4194 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.1091 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _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 0.77288(3) 0.62103(4) 0.04449(3) 0.03284(12) Uani 1 1 d . . . N1 N 0.73950(10) 0.83919(10) -0.00177(8) 0.0377(2) Uani 1 1 d . . . N2 N 0.63762(9) 0.66572(9) 0.09466(7) 0.0297(2) Uani 1 1 d . . . N3 N 0.70213(8) 0.44147(9) 0.08140(7) 0.0286(2) Uani 1 1 d . . . H3 H 0.6748 0.4200 0.0147 0.034 Uiso 1 1 d . . . C1 C 0.91881(12) 0.65166(14) 0.14399(12) 0.0442(3) Uani 1 1 d . . . H1A H 0.9009 0.6840 0.2110 0.066 Uiso 1 1 calc R . . H1B H 0.9659 0.7101 0.1123 0.066 Uiso 1 1 calc R . . H1C H 0.9622 0.5762 0.1582 0.066 Uiso 1 1 calc R . . C2 C 0.78005(12) 0.58343(13) -0.10572(10) 0.0384(3) Uani 1 1 d . . . H2A H 0.7018 0.5884 -0.1482 0.058 Uiso 1 1 calc R . . H2B H 0.8108 0.5019 -0.1106 0.058 Uiso 1 1 calc R . . H2C H 0.8311 0.6414 -0.1330 0.058 Uiso 1 1 calc R . . C3 C 0.84183(15) 0.91531(15) -0.00174(13) 0.0544(4) Uani 1 1 d . . . H3A H 0.8169 0.9976 -0.0219 0.082 Uiso 1 1 calc R . . H3B H 0.8880 0.8836 -0.0530 0.082 Uiso 1 1 calc R . . H3C H 0.8891 0.9158 0.0698 0.082 Uiso 1 1 calc R . . C4 C 0.66305(14) 0.84735(14) -0.10653(11) 0.0460(3) Uani 1 1 d . . . H4A H 0.6373 0.9308 -0.1197 0.069 Uiso 1 1 calc R . . H4B H 0.5952 0.7952 -0.1071 0.069 Uiso 1 1 calc R . . H4C H 0.7059 0.8214 -0.1625 0.069 Uiso 1 1 calc R . . C5 C 0.67311(14) 0.87964(12) 0.08130(10) 0.0414(3) Uani 1 1 d . . . H5A H 0.6267 0.9520 0.0565 0.050 Uiso 1 1 calc R . . H5B H 0.7272 0.9006 0.1475 0.050 Uiso 1 1 calc R . . C6 C 0.59492(12) 0.77995(12) 0.10258(9) 0.0356(3) Uani 1 1 d . . . C7 C 0.48919(12) 0.77272(13) 0.13662(10) 0.0419(3) Uani 1 1 d . . . H7 H 0.4405 0.8383 0.1480 0.050 Uiso 1 1 calc R . . C8 C 0.46683(11) 0.64862(13) 0.15143(10) 0.0373(3) Uani 1 1 d . . . H8 H 0.4007 0.6151 0.1750 0.045 Uiso 1 1 calc R . . C9 C 0.56022(10) 0.58660(11) 0.12481(8) 0.0300(2) Uani 1 1 d . . . C10 C 0.59438(10) 0.45710(11) 0.12929(9) 0.0323(3) Uani 1 1 d . . . H10A H 0.5305 0.4080 0.0894 0.039 Uiso 1 1 calc R . . H10B H 0.6090 0.4293 0.2043 0.039 Uiso 1 1 calc R . . C11 C 0.77802(12) 0.33966(12) 0.13085(10) 0.0369(3) Uani 1 1 d . . . C12 C 0.82944(14) 0.37111(15) 0.24599(12) 0.0501(4) Uani 1 1 d . . . H12A H 0.8684 0.4495 0.2480 0.075 Uiso 1 1 calc R . . H12B H 0.8859 0.3092 0.2753 0.075 Uiso 1 1 calc R . . H12C H 0.7670 0.3748 0.2886 0.075 Uiso 1 1 calc R . . C13 C 0.70892(15) 0.22214(13) 0.12841(13) 0.0495(4) Uani 1 1 d . . . H13A H 0.6463 0.2319 0.1702 0.074 Uiso 1 1 calc R . . H13B H 0.7608 0.1570 0.1590 0.074 Uiso 1 1 calc R . . H13C H 0.6754 0.2023 0.0545 0.074 Uiso 1 1 calc R . . C14 C 0.87386(14) 0.32302(15) 0.06456(14) 0.0532(4) Uani 1 1 d . . . H14A H 0.8390 0.3046 -0.0093 0.080 Uiso 1 1 calc R . . H14B H 0.9247 0.2565 0.0940 0.080 Uiso 1 1 calc R . . H14C H 0.9196 0.3973 0.0664 0.080 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 0.02657(18) 0.0477(2) 0.02457(18) -0.00523(14) 0.00531(13) -0.00467(15) N1 0.0488(6) 0.0369(6) 0.0276(5) -0.0004(4) 0.0069(4) -0.0046(5) N2 0.0319(5) 0.0326(5) 0.0248(4) 0.0004(4) 0.0054(4) -0.0001(4) N3 0.0298(5) 0.0330(5) 0.0232(4) 0.0006(4) 0.0044(3) 0.0002(4) C1 0.0324(6) 0.0536(9) 0.0441(7) -0.0026(6) -0.0004(5) -0.0090(6) C2 0.0459(7) 0.0418(7) 0.0305(6) -0.0028(5) 0.0153(5) -0.0057(6) C3 0.0655(10) 0.0465(9) 0.0525(9) 0.0022(7) 0.0136(7) -0.0174(7) C4 0.0635(9) 0.0428(8) 0.0305(6) 0.0050(5) 0.0044(6) 0.0020(7) C5 0.0600(8) 0.0324(7) 0.0322(6) -0.0026(5) 0.0095(6) -0.0005(6) C6 0.0460(7) 0.0341(6) 0.0268(5) -0.0031(4) 0.0066(5) 0.0050(5) C7 0.0452(7) 0.0473(8) 0.0346(6) -0.0062(5) 0.0105(5) 0.0108(6) C8 0.0330(6) 0.0520(8) 0.0282(5) -0.0051(5) 0.0093(4) 0.0010(5) C9 0.0290(5) 0.0397(6) 0.0212(5) -0.0007(4) 0.0043(4) -0.0014(5) C10 0.0297(5) 0.0380(6) 0.0303(5) 0.0050(5) 0.0081(4) -0.0027(5) C11 0.0394(6) 0.0350(6) 0.0360(6) 0.0023(5) 0.0060(5) 0.0061(5) C12 0.0525(8) 0.0525(9) 0.0399(7) 0.0053(6) -0.0077(6) 0.0118(7) C13 0.0662(10) 0.0346(7) 0.0489(8) 0.0063(6) 0.0128(7) 0.0016(7) C14 0.0510(8) 0.0470(9) 0.0664(10) 0.0032(7) 0.0233(7) 0.0158(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N2 1.8678(11) . ? Al1 C1 1.9698(13) . ? Al1 C2 1.9716(13) . ? Al1 N3 2.2382(11) . ? N1 C3 1.4628(19) . ? N1 C4 1.4743(17) . ? N1 C5 1.4827(17) . ? N2 C9 1.3612(15) . ? N2 C6 1.3727(16) . ? N3 C10 1.4979(14) . ? N3 C11 1.5057(16) . ? C5 C6 1.4884(19) . ? C6 C7 1.3777(19) . ? C7 C8 1.421(2) . ? C8 C9 1.3793(17) . ? C9 C10 1.4906(18) . ? C11 C14 1.5225(19) . ? C11 C12 1.5255(19) . ? C11 C13 1.531(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Al1 C1 114.99(6) . . ? N2 Al1 C2 124.45(5) . . ? C1 Al1 C2 118.96(6) . . ? N2 Al1 N3 78.55(4) . . ? C1 Al1 N3 109.16(5) . . ? C2 Al1 N3 95.34(5) . . ? C3 N1 C4 109.42(11) . . ? C3 N1 C5 110.52(11) . . ? C4 N1 C5 108.46(12) . . ? C9 N2 C6 108.00(10) . . ? C9 N2 Al1 124.40(9) . . ? C6 N2 Al1 127.52(9) . . ? C10 N3 C11 113.05(9) . . ? C10 N3 Al1 110.33(7) . . ? C11 N3 Al1 123.01(8) . . ? N1 C5 C6 108.39(11) . . ? N2 C6 C7 108.96(12) . . ? N2 C6 C5 115.61(11) . . ? C7 C6 C5 135.24(13) . . ? C6 C7 C8 107.02(12) . . ? C9 C8 C7 106.31(12) . . ? N2 C9 C8 109.70(12) . . ? N2 C9 C10 116.58(10) . . ? C8 C9 C10 133.59(11) . . ? C9 C10 N3 109.49(9) . . ? N3 C11 C14 107.14(11) . . ? N3 C11 C12 109.63(11) . . ? C14 C11 C12 110.74(13) . . ? N3 C11 C13 111.18(11) . . ? C14 C11 C13 108.62(12) . . ? C12 C11 C13 109.50(12) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.73 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.441 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.042 _database_code_depnum_ccdc_archive 'CCDC 936571' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei292_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H37 Al2 N3' _chemical_formula_sum 'C17 H37 Al2 N3' _chemical_formula_weight 337.46 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 'P 21/n' _symmetry_space_group_name_hall '-P 2yn' 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 11.2028(4) _cell_length_b 17.9524(6) _cell_length_c 11.7448(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.398(2) _cell_angle_gamma 90.00 _cell_volume 2183.88(13) _cell_formula_units_Z 4 _cell_measurement_temperature 149(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.74 _exptl_crystal_description columnar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.026 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.135 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.960 _exptl_absorpt_correction_T_max 0.973 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 149(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 31678 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 28.74 _reflns_number_total 5646 _reflns_number_gt 4533 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0456P)^2^+0.6256P] 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 5646 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0490 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0990 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _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 0.21851(3) 0.85905(2) 0.96301(3) 0.02293(9) Uani 1 1 d . . . Al2 Al 0.35391(4) 1.01773(2) 0.61188(3) 0.02443(10) Uani 1 1 d . . . N1 N 0.18359(9) 0.85873(6) 1.12071(10) 0.0249(2) Uani 1 1 d . . . H1 H 0.2675 0.8612 1.1778 0.030 Uiso 1 1 d . . . N2 N 0.23523(9) 0.96371(5) 0.98577(9) 0.0204(2) Uani 1 1 d . . . N3 N 0.26747(9) 1.04327(6) 0.73222(9) 0.0233(2) Uani 1 1 d . . . C1 C 0.12081(12) 0.79375(8) 1.15894(13) 0.0318(3) Uani 1 1 d . . . C2 C 0.13822(19) 0.80250(11) 1.29340(16) 0.0540(5) Uani 1 1 d . . . H2A H 0.2302 0.8080 1.3444 0.081 Uiso 1 1 calc R . . H2B H 0.1042 0.7583 1.3198 0.081 Uiso 1 1 calc R . . H2C H 0.0914 0.8468 1.3024 0.081 Uiso 1 1 calc R . . C3 C -0.02202(13) 0.78966(8) 1.07720(16) 0.0407(4) Uani 1 1 d . . . H3A H -0.0657 0.8346 1.0888 0.061 Uiso 1 1 calc R . . H3B H -0.0604 0.7457 1.0993 0.061 Uiso 1 1 calc R . . H3C H -0.0319 0.7860 0.9908 0.061 Uiso 1 1 calc R . . C4 C 0.18909(14) 0.72384(8) 1.14196(17) 0.0448(4) Uani 1 1 d . . . H4A H 0.1752 0.7183 1.0548 0.067 Uiso 1 1 calc R . . H4B H 0.1543 0.6803 1.1691 0.067 Uiso 1 1 calc R . . H4C H 0.2818 0.7280 1.1910 0.067 Uiso 1 1 calc R . . C5 C 0.12878(12) 0.93416(7) 1.12731(11) 0.0259(2) Uani 1 1 d . . . H5A H 0.0348 0.9350 1.0779 0.031 Uiso 1 1 calc R . . H5B H 0.1431 0.9466 1.2136 0.031 Uiso 1 1 calc R . . C6 C 0.19670(11) 0.98878(7) 1.07718(11) 0.0222(2) Uani 1 1 d . . . C7 C 0.23313(12) 1.06152(7) 1.10596(11) 0.0251(2) Uani 1 1 d . . . H7 H 0.2181 1.0914 1.1659 0.030 Uiso 1 1 calc R . . C8 C 0.29776(12) 1.08304(7) 1.02835(11) 0.0249(2) Uani 1 1 d . . . H8 H 0.3344 1.1305 1.0265 0.030 Uiso 1 1 calc R . . C9 C 0.29773(11) 1.02260(7) 0.95610(10) 0.0212(2) Uani 1 1 d . . . C10 C 0.07013(14) 0.82674(8) 0.81824(13) 0.0385(3) Uani 1 1 d . . . H10A H -0.0043 0.8586 0.8082 0.058 Uiso 1 1 calc R . . H10B H 0.0491 0.7749 0.8293 0.058 Uiso 1 1 calc R . . H10C H 0.0913 0.8305 0.7448 0.058 Uiso 1 1 calc R . . C11 C 0.38358(13) 0.80938(8) 0.99233(14) 0.0353(3) Uani 1 1 d . . . H11A H 0.4138 0.8229 0.9270 0.053 Uiso 1 1 calc R . . H11B H 0.3719 0.7553 0.9925 0.053 Uiso 1 1 calc R . . H11C H 0.4475 0.8251 1.0722 0.053 Uiso 1 1 calc R . . C12 C 0.35219(11) 1.01526(7) 0.85910(10) 0.0225(2) Uani 1 1 d . . . H12A H 0.3715 0.9620 0.8522 0.027 Uiso 1 1 calc R . . H12B H 0.4351 1.0426 0.8866 0.027 Uiso 1 1 calc R . . C13 C 0.13890(12) 1.00730(10) 0.69080(13) 0.0375(3) Uani 1 1 d . . . H13A H 0.0982 1.0186 0.7494 0.056 Uiso 1 1 calc R . . H13B H 0.1488 0.9533 0.6864 0.056 Uiso 1 1 calc R . . H13C H 0.0846 1.0263 0.6092 0.056 Uiso 1 1 calc R . . C14 C 0.25014(14) 1.12512(8) 0.73503(13) 0.0343(3) Uani 1 1 d . . . H14A H 0.1994 1.1430 0.6517 0.051 Uiso 1 1 calc R . . H14B H 0.3348 1.1495 0.7657 0.051 Uiso 1 1 calc R . . H14C H 0.2048 1.1369 0.7895 0.051 Uiso 1 1 calc R . . C15 C 0.51189(12) 1.08008(8) 0.67111(13) 0.0336(3) Uani 1 1 d . . . H15A H 0.5657 1.0677 0.6247 0.050 Uiso 1 1 calc R . . H15B H 0.5604 1.0705 0.7589 0.050 Uiso 1 1 calc R . . H15C H 0.4876 1.1328 0.6590 0.050 Uiso 1 1 calc R . . C16 C 0.22260(14) 1.04315(9) 0.44846(12) 0.0362(3) Uani 1 1 d . . . H16A H 0.2632 1.0450 0.3879 0.054 Uiso 1 1 calc R . . H16B H 0.1850 1.0919 0.4526 0.054 Uiso 1 1 calc R . . H16C H 0.1546 1.0052 0.4239 0.054 Uiso 1 1 calc R . . C17 C 0.38863(18) 0.90985(8) 0.63471(15) 0.0440(4) Uani 1 1 d . . . H17A H 0.3096 0.8838 0.6286 0.066 Uiso 1 1 calc R . . H17B H 0.4562 0.9008 0.7160 0.066 Uiso 1 1 calc R . . H17C H 0.4174 0.8914 0.5708 0.066 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 0.02239(18) 0.02045(17) 0.02374(19) -0.00177(13) 0.00632(14) -0.00157(13) Al2 0.02505(18) 0.0282(2) 0.01987(18) 0.00010(14) 0.00840(14) 0.00052(14) N1 0.0202(5) 0.0254(5) 0.0263(5) 0.0051(4) 0.0059(4) -0.0012(4) N2 0.0217(5) 0.0210(5) 0.0178(5) 0.0000(4) 0.0069(4) -0.0008(4) N3 0.0198(5) 0.0289(5) 0.0200(5) 0.0039(4) 0.0062(4) 0.0015(4) C1 0.0254(6) 0.0301(7) 0.0389(7) 0.0141(6) 0.0110(5) -0.0001(5) C2 0.0596(11) 0.0614(11) 0.0442(9) 0.0219(8) 0.0234(8) -0.0064(9) C3 0.0259(7) 0.0329(7) 0.0608(10) 0.0127(7) 0.0138(6) -0.0028(5) C4 0.0317(7) 0.0298(7) 0.0698(11) 0.0191(7) 0.0160(7) 0.0045(6) C5 0.0275(6) 0.0269(6) 0.0253(6) 0.0008(5) 0.0122(5) -0.0005(5) C6 0.0224(5) 0.0252(6) 0.0188(5) 0.0008(4) 0.0076(4) 0.0003(4) C7 0.0301(6) 0.0244(6) 0.0203(6) -0.0022(5) 0.0091(5) 0.0004(5) C8 0.0278(6) 0.0223(6) 0.0224(6) -0.0006(4) 0.0072(5) -0.0030(5) C9 0.0195(5) 0.0235(6) 0.0188(5) 0.0016(4) 0.0052(4) -0.0006(4) C10 0.0390(8) 0.0334(7) 0.0328(7) -0.0051(6) 0.0021(6) -0.0083(6) C11 0.0315(7) 0.0298(7) 0.0457(8) -0.0037(6) 0.0158(6) 0.0022(5) C12 0.0200(5) 0.0271(6) 0.0193(5) 0.0033(4) 0.0060(4) 0.0024(4) C13 0.0216(6) 0.0624(10) 0.0255(7) 0.0037(6) 0.0055(5) -0.0078(6) C14 0.0425(8) 0.0323(7) 0.0307(7) 0.0084(5) 0.0168(6) 0.0133(6) C15 0.0248(6) 0.0457(8) 0.0314(7) 0.0015(6) 0.0117(5) -0.0024(5) C16 0.0344(7) 0.0494(8) 0.0226(6) 0.0023(6) 0.0085(5) -0.0047(6) C17 0.0624(10) 0.0340(8) 0.0394(8) -0.0009(6) 0.0236(8) 0.0095(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N2 1.8971(10) . ? Al1 C10 1.9588(14) . ? Al1 C11 1.9616(14) . ? Al1 N1 2.0337(11) . ? Al2 C17 1.9734(15) . ? Al2 C16 1.9760(14) . ? Al2 C15 1.9827(14) . ? Al2 N3 2.0466(11) . ? N1 C5 1.5011(16) . ? N1 C1 1.5159(16) . ? N2 C6 1.3764(15) . ? N2 C9 1.3840(15) . ? N3 C13 1.4813(16) . ? N3 C14 1.4842(17) . ? N3 C12 1.5154(14) . ? C1 C4 1.522(2) . ? C1 C3 1.5221(19) . ? C1 C2 1.524(2) . ? C5 C6 1.4929(16) . ? C6 C7 1.3714(17) . ? C7 C8 1.4168(17) . ? C8 C9 1.3773(17) . ? C9 C12 1.4890(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Al1 C10 114.91(6) . . ? N2 Al1 C11 112.93(5) . . ? C10 Al1 C11 116.70(7) . . ? N2 Al1 N1 85.26(4) . . ? C10 Al1 N1 113.31(6) . . ? C11 Al1 N1 109.54(6) . . ? C17 Al2 C16 113.20(7) . . ? C17 Al2 C15 113.77(7) . . ? C16 Al2 C15 116.42(6) . . ? C17 Al2 N3 104.28(6) . . ? C16 Al2 N3 104.24(5) . . ? C15 Al2 N3 103.02(5) . . ? C5 N1 C1 115.71(10) . . ? C5 N1 Al1 105.60(7) . . ? C1 N1 Al1 122.95(9) . . ? C6 N2 C9 106.60(9) . . ? C6 N2 Al1 112.98(8) . . ? C9 N2 Al1 138.89(8) . . ? C13 N3 C14 108.65(11) . . ? C13 N3 C12 110.16(10) . . ? C14 N3 C12 110.17(10) . . ? C13 N3 Al2 109.41(8) . . ? C14 N3 Al2 109.72(8) . . ? C12 N3 Al2 108.72(7) . . ? N1 C1 C4 106.42(11) . . ? N1 C1 C3 110.20(10) . . ? C4 C1 C3 109.73(13) . . ? N1 C1 C2 109.70(12) . . ? C4 C1 C2 110.41(13) . . ? C3 C1 C2 110.32(13) . . ? C6 C5 N1 106.99(10) . . ? C7 C6 N2 110.57(10) . . ? C7 C6 C5 132.59(11) . . ? N2 C6 C5 116.83(10) . . ? C6 C7 C8 106.15(11) . . ? C9 C8 C7 107.53(11) . . ? C8 C9 N2 109.15(10) . . ? C8 C9 C12 129.58(11) . . ? N2 C9 C12 121.27(10) . . ? C9 C12 N3 115.93(9) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.74 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.278 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.041 _database_code_depnum_ccdc_archive 'CCDC 936572' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei366_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H34 Al N3 O' _chemical_formula_sum 'C21 H34 Al N3 O' _chemical_formula_weight 371.49 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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.525(2) _cell_length_b 11.534(2) _cell_length_c 12.736(3) _cell_angle_alpha 65.054(12) _cell_angle_beta 86.170(15) _cell_angle_gamma 75.424(15) _cell_volume 1097.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.76 _cell_measurement_theta_max 28.85 _exptl_crystal_description tabular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.124 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.975 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 17542 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.0650 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 28.85 _reflns_number_total 5679 _reflns_number_gt 3351 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0805P)^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 5679 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0955 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1629 _refine_ls_wR_factor_gt 0.1418 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.001 _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 0.75048(7) 0.58907(6) 0.19001(5) 0.04559(19) Uani 1 1 d . . . N1 N 0.84871(16) 0.66961(14) 0.05417(12) 0.0379(3) Uani 1 1 d . . . N2 N 0.99929(17) 0.45499(14) 0.22578(12) 0.0405(3) Uani 1 1 d . . . H2 H 0.9774 0.3842 0.2096 0.049 Uiso 1 1 d . . . N3 N 0.53120(17) 0.74537(15) 0.05134(13) 0.0442(4) Uani 1 1 d . . . O1 O 0.74042(17) 0.66466(14) 0.28229(12) 0.0554(4) Uani 1 1 d . . . C6 C 1.0089(2) 0.63140(18) 0.03463(15) 0.0395(4) Uani 1 1 d . . . C9 C 0.7814(2) 0.78556(18) -0.03853(15) 0.0425(4) Uani 1 1 d . . . C5 C 1.1066(2) 0.5121(2) 0.13062(15) 0.0463(5) Uani 1 1 d . . . H5A H 1.1603 0.4457 0.1012 0.056 Uiso 1 1 calc R . . H5B H 1.1917 0.5362 0.1606 0.056 Uiso 1 1 calc R . . C14 C 0.6945(2) 0.77802(19) 0.29569(15) 0.0445(4) Uani 1 1 d . . . C7 C 1.0425(2) 0.7211(2) -0.07124(16) 0.0490(5) Uani 1 1 d . . . H7 H 1.1443 0.7178 -0.1065 0.059 Uiso 1 1 calc R . . C10 C 0.6113(2) 0.85000(18) -0.02325(16) 0.0470(4) Uani 1 1 d . . . H10A H 0.6117 0.9105 0.0133 0.056 Uiso 1 1 calc R . . H10B H 0.5520 0.9018 -0.0995 0.056 Uiso 1 1 calc R . . C15 C 0.7889(2) 0.8702(2) 0.25438(16) 0.0506(5) Uani 1 1 d . . . C8 C 0.8969(2) 0.81897(19) -0.11749(16) 0.0496(5) Uani 1 1 d . . . H8 H 0.8821 0.8939 -0.1899 0.060 Uiso 1 1 calc R . . C13 C 0.6324(2) 0.45151(19) 0.23619(18) 0.0536(5) Uani 1 1 d . . . H13A H 0.5186 0.4879 0.2467 0.080 Uiso 1 1 calc R . . H13B H 0.6809 0.3785 0.3092 0.080 Uiso 1 1 calc R . . H13C H 0.6384 0.4191 0.1758 0.080 Uiso 1 1 calc R . . C19 C 0.5558(2) 0.7991(2) 0.35658(16) 0.0551(5) Uani 1 1 d . . . C1 C 1.0876(2) 0.3819(2) 0.34435(16) 0.0515(5) Uani 1 1 d . . . C11 C 0.4899(2) 0.6815(2) -0.01783(18) 0.0549(5) Uani 1 1 d . . . H11A H 0.4186 0.7477 -0.0844 0.082 Uiso 1 1 calc R . . H11B H 0.4341 0.6134 0.0302 0.082 Uiso 1 1 calc R . . H11C H 0.5893 0.6409 -0.0454 0.082 Uiso 1 1 calc R . . C16 C 0.7401(3) 0.9831(2) 0.27473(19) 0.0655(6) Uani 1 1 d . . . H16 H 0.8038 1.0460 0.2476 0.079 Uiso 1 1 calc R . . C12 C 0.3813(2) 0.8025(2) 0.09488(19) 0.0606(6) Uani 1 1 d . . . H12A H 0.3050 0.8637 0.0295 0.091 Uiso 1 1 calc R . . H12B H 0.4067 0.8501 0.1370 0.091 Uiso 1 1 calc R . . H12C H 0.3322 0.7317 0.1471 0.091 Uiso 1 1 calc R . . C4 C 1.1331(3) 0.4776(2) 0.38094(19) 0.0657(6) Uani 1 1 d . . . H4A H 1.0363 0.5470 0.3766 0.099 Uiso 1 1 calc R . . H4B H 1.2139 0.5173 0.3293 0.099 Uiso 1 1 calc R . . H4C H 1.1787 0.4309 0.4608 0.099 Uiso 1 1 calc R . . C2 C 1.2388(3) 0.2781(2) 0.3421(2) 0.0722(7) Uani 1 1 d . . . H2A H 1.2863 0.2242 0.4210 0.108 Uiso 1 1 calc R . . H2B H 1.3183 0.3222 0.2927 0.108 Uiso 1 1 calc R . . H2C H 1.2088 0.2215 0.3113 0.108 Uiso 1 1 calc R . . C18 C 0.5121(3) 0.9154(3) 0.37245(19) 0.0731(7) Uani 1 1 d . . . H18 H 0.4165 0.9320 0.4120 0.088 Uiso 1 1 calc R . . C21 C 0.9401(3) 0.8500(3) 0.1901(2) 0.0714(7) Uani 1 1 d . . . H21A H 0.9115 0.8515 0.1163 0.107 Uiso 1 1 calc R . . H21B H 1.0135 0.7646 0.2369 0.107 Uiso 1 1 calc R . . H21C H 0.9941 0.9207 0.1753 0.107 Uiso 1 1 calc R . . C17 C 0.6038(4) 1.0063(3) 0.3323(2) 0.0768(8) Uani 1 1 d . . . H17 H 0.5727 1.0846 0.3445 0.092 Uiso 1 1 calc R . . C3 C 0.9687(3) 0.3152(3) 0.42950(19) 0.0785(7) Uani 1 1 d . . . H3A H 0.8707 0.3821 0.4283 0.118 Uiso 1 1 calc R . . H3B H 1.0196 0.2690 0.5078 0.118 Uiso 1 1 calc R . . H3C H 0.9394 0.2516 0.4069 0.118 Uiso 1 1 calc R . . C20 C 0.4589(3) 0.6978(3) 0.4050(2) 0.0818(8) Uani 1 1 d . . . H20A H 0.5167 0.6233 0.4739 0.123 Uiso 1 1 calc R . . H20B H 0.4437 0.6668 0.3466 0.123 Uiso 1 1 calc R . . H20C H 0.3529 0.7371 0.4263 0.123 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 0.0449(3) 0.0543(4) 0.0507(3) -0.0312(3) 0.0172(2) -0.0220(3) N1 0.0291(7) 0.0433(8) 0.0434(8) -0.0209(6) 0.0034(6) -0.0085(6) N2 0.0346(7) 0.0485(9) 0.0409(7) -0.0221(7) 0.0016(6) -0.0086(6) N3 0.0331(8) 0.0486(9) 0.0545(9) -0.0257(7) 0.0032(7) -0.0090(7) O1 0.0626(9) 0.0605(9) 0.0595(8) -0.0382(7) 0.0180(7) -0.0232(7) C6 0.0307(8) 0.0521(11) 0.0439(9) -0.0266(8) 0.0059(7) -0.0136(8) C9 0.0401(10) 0.0435(10) 0.0464(9) -0.0195(8) -0.0004(8) -0.0129(8) C5 0.0297(9) 0.0651(12) 0.0452(10) -0.0269(9) 0.0045(7) -0.0075(8) C14 0.0466(10) 0.0525(11) 0.0382(9) -0.0246(8) 0.0007(7) -0.0084(9) C7 0.0394(10) 0.0636(12) 0.0511(11) -0.0268(9) 0.0120(8) -0.0222(9) C10 0.0415(10) 0.0429(10) 0.0528(10) -0.0181(8) -0.0033(8) -0.0058(8) C15 0.0518(11) 0.0529(12) 0.0509(11) -0.0264(9) -0.0053(9) -0.0091(9) C8 0.0535(11) 0.0490(11) 0.0469(10) -0.0148(9) 0.0033(9) -0.0234(9) C13 0.0461(11) 0.0553(12) 0.0619(12) -0.0246(10) 0.0079(9) -0.0182(9) C19 0.0492(11) 0.0714(14) 0.0413(10) -0.0262(10) 0.0031(8) -0.0048(10) C1 0.0498(11) 0.0603(12) 0.0414(10) -0.0203(9) -0.0050(8) -0.0085(9) C11 0.0416(10) 0.0625(13) 0.0684(13) -0.0333(11) -0.0035(9) -0.0139(9) C16 0.0841(17) 0.0493(12) 0.0629(13) -0.0255(11) -0.0140(12) -0.0084(11) C12 0.0416(11) 0.0640(13) 0.0744(14) -0.0337(11) 0.0101(10) -0.0037(10) C4 0.0611(14) 0.0900(17) 0.0566(12) -0.0433(12) -0.0060(10) -0.0119(12) C2 0.0636(14) 0.0721(15) 0.0680(14) -0.0296(12) -0.0218(11) 0.0117(12) C18 0.0638(15) 0.0876(18) 0.0540(12) -0.0371(12) 0.0005(11) 0.0185(13) C21 0.0628(14) 0.0797(16) 0.0863(16) -0.0413(14) 0.0187(12) -0.0348(13) C17 0.098(2) 0.0568(15) 0.0705(15) -0.0368(12) -0.0133(14) 0.0115(14) C3 0.0793(17) 0.0916(18) 0.0494(12) -0.0087(12) -0.0011(11) -0.0318(14) C20 0.0674(16) 0.115(2) 0.0638(14) -0.0377(15) 0.0244(12) -0.0288(15) _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 1.7211(14) . ? Al1 N1 1.8438(15) . ? Al1 C13 1.953(2) . ? Al1 N2 2.2321(16) . ? Al1 N3 2.4337(17) . ? N1 C6 1.366(2) . ? N1 C9 1.373(2) . ? N2 C5 1.490(2) . ? N2 C1 1.522(2) . ? N3 C11 1.470(2) . ? N3 C12 1.471(2) . ? N3 C10 1.479(2) . ? O1 C14 1.347(2) . ? C6 C7 1.375(3) . ? C6 C5 1.491(3) . ? C9 C8 1.364(3) . ? C9 C10 1.495(2) . ? C14 C19 1.397(3) . ? C14 C15 1.399(3) . ? C7 C8 1.412(3) . ? C15 C16 1.390(3) . ? C15 C21 1.501(3) . ? C19 C18 1.395(3) . ? C19 C20 1.496(3) . ? C1 C4 1.504(3) . ? C1 C3 1.529(3) . ? C1 C2 1.530(3) . ? C16 C17 1.362(4) . ? C18 C17 1.371(4) . ? 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 N1 112.84(7) . . ? O1 Al1 C13 115.46(8) . . ? N1 Al1 C13 131.09(8) . . ? O1 Al1 N2 104.03(7) . . ? N1 Al1 N2 78.67(6) . . ? C13 Al1 N2 96.65(8) . . ? O1 Al1 N3 99.42(7) . . ? N1 Al1 N3 74.26(6) . . ? C13 Al1 N3 90.64(7) . . ? N2 Al1 N3 149.42(6) . . ? C6 N1 C9 107.85(14) . . ? C6 N1 Al1 124.98(12) . . ? C9 N1 Al1 126.75(12) . . ? C5 N2 C1 112.97(14) . . ? C5 N2 Al1 110.02(10) . . ? C1 N2 Al1 124.73(11) . . ? C11 N3 C12 108.86(15) . . ? C11 N3 C10 108.70(15) . . ? C12 N3 C10 110.31(15) . . ? C11 N3 Al1 107.98(11) . . ? C12 N3 Al1 118.71(12) . . ? C10 N3 Al1 101.80(10) . . ? C14 O1 Al1 146.78(13) . . ? N1 C6 C7 108.92(16) . . ? N1 C6 C5 115.88(15) . . ? C7 C6 C5 135.09(16) . . ? C8 C9 N1 109.20(16) . . ? C8 C9 C10 135.99(17) . . ? N1 C9 C10 114.38(16) . . ? N2 C5 C6 109.87(14) . . ? O1 C14 C19 119.01(19) . . ? O1 C14 C15 120.43(17) . . ? C19 C14 C15 120.48(19) . . ? C6 C7 C8 106.95(16) . . ? N3 C10 C9 108.16(14) . . ? C16 C15 C14 118.2(2) . . ? C16 C15 C21 119.7(2) . . ? C14 C15 C21 122.02(18) . . ? C9 C8 C7 107.07(16) . . ? C18 C19 C14 118.4(2) . . ? C18 C19 C20 121.2(2) . . ? C14 C19 C20 120.4(2) . . ? C4 C1 N2 110.24(17) . . ? C4 C1 C3 108.88(19) . . ? N2 C1 C3 106.73(16) . . ? C4 C1 C2 110.37(18) . . ? N2 C1 C2 110.44(16) . . ? C3 C1 C2 110.11(19) . . ? C17 C16 C15 122.1(2) . . ? C17 C18 C19 121.5(2) . . ? C16 C17 C18 119.3(2) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 28.85 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.258 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.050 _database_code_depnum_ccdc_archive 'CCDC 936573' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_pei358_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H38 Al N3 O' _chemical_formula_sum 'C24 H38 Al N3 O' _chemical_formula_weight 411.55 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 'P 21/n' _symmetry_space_group_name_hall '-P 2yn' 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 9.340(4) _cell_length_b 21.360(8) _cell_length_c 12.639(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.88(2) _cell_angle_gamma 90.00 _cell_volume 2399.9(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max 28.89 _exptl_crystal_description columnar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.139 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.976 _exptl_absorpt_correction_T_max 0.982 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 40805 _diffrn_reflns_av_R_equivalents 0.1532 _diffrn_reflns_av_sigmaI/netI 0.1081 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 28.89 _reflns_number_total 6223 _reflns_number_gt 3205 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.1205P)^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 6223 _refine_ls_number_parameters 270 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1432 _refine_ls_R_factor_gt 0.0723 _refine_ls_wR_factor_ref 0.2293 _refine_ls_wR_factor_gt 0.1836 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _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 0.22709(9) 0.13038(4) 0.37333(6) 0.0450(3) Uani 1 1 d . . . N1 N 0.4019(2) 0.10588(10) 0.33474(17) 0.0436(5) Uani 1 1 d . . . N2 N 0.1769(3) 0.02522(11) 0.33227(19) 0.0528(6) Uani 1 1 d . . . N3 N 0.3560(2) 0.31571(10) 0.44118(18) 0.0467(5) Uani 1 1 d . . . H3 H 0.4529 0.3393 0.4686 0.056 Uiso 1 1 d . . . O1 O 0.2911(2) 0.21796(9) 0.38568(17) 0.0549(5) Uani 1 1 d . . . C16 C 0.3901(3) 0.25892(12) 0.4140(2) 0.0414(6) Uani 1 1 d . . . C9 C 0.5523(3) 0.24456(11) 0.41639(19) 0.0392(6) Uani 1 1 d . . . C8 C 0.5406(3) 0.20582(11) 0.3084(2) 0.0433(6) Uani 1 1 d . . . H8A H 0.4558 0.2232 0.2477 0.052 Uiso 1 1 calc R . . H8B H 0.6335 0.2136 0.2882 0.052 Uiso 1 1 calc R . . C10 C 0.6392(3) 0.30608(12) 0.4184(2) 0.0402(6) Uani 1 1 d . . . C11 C 0.7142(3) 0.33566(13) 0.5175(2) 0.0475(6) Uani 1 1 d . . . H11 H 0.7169 0.3163 0.5858 0.057 Uiso 1 1 calc R . . C17 C 0.2048(3) 0.33801(13) 0.4410(2) 0.0511(7) Uani 1 1 d . . . C7 C 0.5189(3) 0.13594(12) 0.3101(2) 0.0434(6) Uani 1 1 d . . . C15 C 0.6405(3) 0.33576(13) 0.3207(2) 0.0477(6) Uani 1 1 d . . . H15 H 0.5927 0.3162 0.2513 0.057 Uiso 1 1 calc R . . C5 C 0.5554(3) 0.03290(13) 0.2979(2) 0.0546(7) Uani 1 1 d . . . H5 H 0.5961 -0.0063 0.2860 0.066 Uiso 1 1 calc R . . C13 C 0.7827(3) 0.42178(13) 0.4216(3) 0.0540(7) Uani 1 1 d . . . H13 H 0.8304 0.4611 0.4225 0.065 Uiso 1 1 calc R . . C3 C 0.3297(3) -0.00123(13) 0.3650(3) 0.0557(7) Uani 1 1 d . . . H3A H 0.3285 -0.0427 0.3298 0.067 Uiso 1 1 calc R . . H3B H 0.3673 -0.0067 0.4467 0.067 Uiso 1 1 calc R . . C12 C 0.7858(3) 0.39320(14) 0.5195(2) 0.0545(7) Uani 1 1 d . . . H12 H 0.8366 0.4125 0.5885 0.065 Uiso 1 1 calc R . . C6 C 0.6136(3) 0.09281(13) 0.2872(2) 0.0518(7) Uani 1 1 d . . . H6 H 0.7020 0.1015 0.2677 0.062 Uiso 1 1 calc R . . C14 C 0.7101(3) 0.39310(13) 0.3225(2) 0.0533(7) Uani 1 1 d . . . H14 H 0.7076 0.4128 0.2546 0.064 Uiso 1 1 calc R . . C21 C 0.6227(3) 0.20441(13) 0.5212(2) 0.0489(7) Uani 1 1 d . . . H21A H 0.6182 0.2283 0.5873 0.059 Uiso 1 1 calc R . . H21B H 0.5613 0.1661 0.5165 0.059 Uiso 1 1 calc R . . C4 C 0.4296(3) 0.04232(12) 0.3285(2) 0.0493(7) Uani 1 1 d . . . C22 C 0.7852(4) 0.18531(15) 0.5376(3) 0.0645(8) Uani 1 1 d . . . H22A H 0.8464 0.2228 0.5400 0.097 Uiso 1 1 calc R . . H22B H 0.7898 0.1585 0.4758 0.097 Uiso 1 1 calc R . . H22C H 0.8239 0.1623 0.6077 0.097 Uiso 1 1 calc R . . C23 C 0.0301(3) 0.15447(15) 0.2679(3) 0.0626(8) Uani 1 1 d . . . H23A H -0.0431 0.1210 0.2640 0.094 Uiso 1 1 calc R . . H23B H 0.0408 0.1612 0.1940 0.094 Uiso 1 1 calc R . . H23C H -0.0051 0.1932 0.2934 0.094 Uiso 1 1 calc R . . C24 C 0.2460(4) 0.12052(15) 0.5326(2) 0.0673(9) Uani 1 1 d . . . H24A H 0.2937 0.1579 0.5734 0.101 Uiso 1 1 calc R . . H24B H 0.3078 0.0837 0.5622 0.101 Uiso 1 1 calc R . . H24C H 0.1459 0.1151 0.5410 0.101 Uiso 1 1 calc R . . C18 C 0.1455(4) 0.29849(16) 0.5189(3) 0.0695(9) Uani 1 1 d . . . H18A H 0.2241 0.2940 0.5906 0.104 Uiso 1 1 calc R . . H18B H 0.1167 0.2570 0.4860 0.104 Uiso 1 1 calc R . . H18C H 0.0575 0.3190 0.5302 0.104 Uiso 1 1 calc R . . C2 C 0.1046(4) 0.01417(16) 0.2130(3) 0.0669(9) Uani 1 1 d . . . H2A H 0.1022 -0.0309 0.1979 0.100 Uiso 1 1 calc R . . H2B H 0.1618 0.0355 0.1703 0.100 Uiso 1 1 calc R . . H2C H 0.0016 0.0305 0.1912 0.100 Uiso 1 1 calc R . . C20 C 0.2268(4) 0.40555(14) 0.4835(3) 0.0688(9) Uani 1 1 d . . . H20A H 0.2730 0.4302 0.4373 0.103 Uiso 1 1 calc R . . H20B H 0.2925 0.4060 0.5607 0.103 Uiso 1 1 calc R . . H20C H 0.1290 0.4237 0.4798 0.103 Uiso 1 1 calc R . . C19 C 0.0990(4) 0.33694(16) 0.3228(3) 0.0698(9) Uani 1 1 d . . . H19A H 0.0848 0.2936 0.2960 0.105 Uiso 1 1 calc R . . H19B H 0.1421 0.3617 0.2749 0.105 Uiso 1 1 calc R . . H19C H 0.0016 0.3547 0.3213 0.105 Uiso 1 1 calc R . . C1 C 0.0841(4) -0.00499(16) 0.3929(3) 0.0739(10) Uani 1 1 d . . . H1A H 0.1359 -0.0027 0.4730 0.111 Uiso 1 1 calc R . . H1B H 0.0677 -0.0490 0.3703 0.111 Uiso 1 1 calc R . . H1C H -0.0130 0.0165 0.3758 0.111 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0424(5) 0.0468(5) 0.0490(5) 0.0000(3) 0.0187(4) -0.0016(4) N1 0.0456(13) 0.0377(11) 0.0499(12) -0.0028(9) 0.0185(10) -0.0019(9) N2 0.0574(16) 0.0493(13) 0.0565(13) 0.0007(11) 0.0245(12) -0.0086(11) N3 0.0384(13) 0.0457(12) 0.0591(13) -0.0064(10) 0.0194(10) 0.0011(10) O1 0.0413(11) 0.0450(10) 0.0797(13) -0.0067(10) 0.0205(10) -0.0027(9) C16 0.0413(15) 0.0400(13) 0.0450(13) 0.0007(11) 0.0163(11) -0.0014(12) C9 0.0368(14) 0.0392(12) 0.0421(13) 0.0017(10) 0.0129(11) -0.0002(11) C8 0.0432(15) 0.0430(14) 0.0468(14) -0.0017(11) 0.0185(12) -0.0022(11) C10 0.0331(14) 0.0405(13) 0.0477(14) -0.0003(11) 0.0132(11) 0.0004(11) C11 0.0462(16) 0.0477(15) 0.0493(14) -0.0038(12) 0.0157(12) 0.0000(12) C17 0.0441(17) 0.0481(15) 0.0646(17) -0.0064(13) 0.0219(13) 0.0044(13) C7 0.0425(15) 0.0441(14) 0.0438(13) -0.0038(11) 0.0135(11) -0.0012(12) C15 0.0481(17) 0.0482(15) 0.0463(14) -0.0013(12) 0.0139(12) -0.0025(12) C5 0.062(2) 0.0383(14) 0.0684(18) -0.0026(13) 0.0266(16) 0.0075(13) C13 0.0444(17) 0.0414(14) 0.078(2) -0.0067(14) 0.0220(15) -0.0034(12) C3 0.061(2) 0.0421(15) 0.0670(18) 0.0011(13) 0.0246(15) -0.0004(14) C12 0.0486(18) 0.0520(16) 0.0643(18) -0.0151(14) 0.0193(14) -0.0039(13) C6 0.0484(17) 0.0501(16) 0.0634(17) -0.0043(13) 0.0268(14) 0.0005(13) C14 0.0534(18) 0.0471(15) 0.0623(17) 0.0096(13) 0.0219(14) 0.0022(14) C21 0.0527(18) 0.0481(15) 0.0424(14) 0.0030(11) 0.0095(12) -0.0024(13) C4 0.0575(18) 0.0376(13) 0.0550(16) -0.0015(12) 0.0203(14) -0.0015(13) C22 0.054(2) 0.0584(18) 0.0681(19) 0.0039(15) 0.0000(15) 0.0098(15) C23 0.0458(18) 0.0564(17) 0.081(2) -0.0008(15) 0.0128(15) -0.0064(14) C24 0.086(3) 0.0625(19) 0.0577(18) -0.0014(15) 0.0289(18) -0.0007(17) C18 0.064(2) 0.067(2) 0.094(2) -0.0016(18) 0.0499(19) 0.0032(17) C2 0.073(2) 0.0623(19) 0.0649(19) -0.0070(15) 0.0200(17) -0.0134(17) C20 0.066(2) 0.0491(17) 0.097(2) -0.0111(17) 0.0331(19) 0.0065(16) C19 0.058(2) 0.068(2) 0.075(2) -0.0057(17) 0.0079(16) 0.0164(17) C1 0.073(2) 0.068(2) 0.092(2) 0.0069(18) 0.042(2) -0.0137(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N1 1.915(2) . ? Al1 O1 1.956(2) . ? Al1 C24 1.977(3) . ? Al1 C23 1.980(3) . ? Al1 N2 2.321(3) . ? N1 C7 1.383(3) . ? N1 C4 1.389(3) . ? N2 C2 1.469(4) . ? N2 C1 1.470(4) . ? N2 C3 1.471(4) . ? N3 C16 1.326(3) . ? N3 C17 1.491(3) . ? N3 H3 0.9999 . ? O1 C16 1.243(3) . ? C16 C9 1.538(3) . ? C9 C10 1.541(3) . ? C9 C21 1.545(3) . ? C9 C8 1.571(3) . ? C8 C7 1.507(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C10 C11 1.385(4) . ? C10 C15 1.392(3) . ? C11 C12 1.396(4) . ? C11 H11 0.9500 . ? C17 C19 1.517(4) . ? C17 C18 1.524(4) . ? C17 C20 1.531(4) . ? C7 C6 1.368(4) . ? C15 C14 1.383(4) . ? C15 H15 0.9500 . ? C5 C4 1.360(4) . ? C5 C6 1.413(4) . ? C5 H5 0.9500 . ? C13 C12 1.371(4) . ? C13 C14 1.372(4) . ? C13 H13 0.9500 . ? C3 C4 1.487(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C12 H12 0.9500 . ? C6 H6 0.9500 . ? C14 H14 0.9500 . ? C21 C22 1.523(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 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 N1 Al1 O1 91.03(9) . . ? N1 Al1 C24 114.42(13) . . ? O1 Al1 C24 95.22(12) . . ? N1 Al1 C23 126.04(12) . . ? O1 Al1 C23 90.19(11) . . ? C24 Al1 C23 119.16(15) . . ? N1 Al1 N2 78.94(9) . . ? O1 Al1 N2 168.42(9) . . ? C24 Al1 N2 94.21(11) . . ? C23 Al1 N2 91.08(12) . . ? C7 N1 C4 105.5(2) . . ? C7 N1 Al1 136.47(18) . . ? C4 N1 Al1 117.98(18) . . ? C2 N2 C1 107.8(3) . . ? C2 N2 C3 109.1(2) . . ? C1 N2 C3 111.2(2) . . ? C2 N2 Al1 112.50(18) . . ? C1 N2 Al1 114.78(19) . . ? C3 N2 Al1 101.35(16) . . ? C16 N3 C17 126.5(2) . . ? C16 N3 H3 106.7 . . ? C17 N3 H3 126.6 . . ? C16 O1 Al1 151.45(19) . . ? O1 C16 N3 120.2(2) . . ? O1 C16 C9 120.5(2) . . ? N3 C16 C9 119.4(2) . . ? C16 C9 C10 110.0(2) . . ? C16 C9 C21 106.5(2) . . ? C10 C9 C21 112.1(2) . . ? C16 C9 C8 106.4(2) . . ? C10 C9 C8 111.08(19) . . ? C21 C9 C8 110.5(2) . . ? C7 C8 C9 118.9(2) . . ? C7 C8 H8A 107.6 . . ? C9 C8 H8A 107.6 . . ? C7 C8 H8B 107.6 . . ? C9 C8 H8B 107.6 . . ? H8A C8 H8B 107.0 . . ? C11 C10 C15 117.1(2) . . ? C11 C10 C9 121.4(2) . . ? C15 C10 C9 121.4(2) . . ? C10 C11 C12 121.6(3) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? N3 C17 C19 109.1(2) . . ? N3 C17 C18 110.8(2) . . ? C19 C17 C18 111.8(3) . . ? N3 C17 C20 106.0(2) . . ? C19 C17 C20 109.7(3) . . ? C18 C17 C20 109.4(3) . . ? C6 C7 N1 110.0(2) . . ? C6 C7 C8 124.4(2) . . ? N1 C7 C8 125.6(2) . . ? C14 C15 C10 121.4(3) . . ? C14 C15 H15 119.3 . . ? C10 C15 H15 119.3 . . ? C4 C5 C6 106.5(2) . . ? C4 C5 H5 126.7 . . ? C6 C5 H5 126.7 . . ? C12 C13 C14 119.5(3) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? N2 C3 C4 108.6(2) . . ? N2 C3 H3A 110.0 . . ? C4 C3 H3A 110.0 . . ? N2 C3 H3B 110.0 . . ? C4 C3 H3B 110.0 . . ? H3A C3 H3B 108.3 . . ? C13 C12 C11 119.9(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C7 C6 C5 107.3(2) . . ? C7 C6 H6 126.4 . . ? C5 C6 H6 126.4 . . ? C13 C14 C15 120.6(3) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C22 C21 C9 114.1(2) . . ? C22 C21 H21A 108.7 . . ? C9 C21 H21A 108.7 . . ? C22 C21 H21B 108.7 . . ? C9 C21 H21B 108.7 . . ? H21A C21 H21B 107.6 . . ? C5 C4 N1 110.6(2) . . ? C5 C4 C3 132.4(3) . . ? N1 C4 C3 116.7(2) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? Al1 C23 H23A 109.5 . . ? Al1 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? Al1 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? Al1 C24 H24A 109.5 . . ? Al1 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? Al1 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N2 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N2 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 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 . . ? N2 C1 H1A 109.5 . . ? N2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.89 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.560 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.071 _database_code_depnum_ccdc_archive 'CCDC 936574'