data_2013343 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2003 _journal_volume 59 _journal_page_first m121 _journal_page_last m123 _publ_section_title ; fac-Tris(2-ethyl-3-oxo-4H-pyran-4-onato-\k^2^O^3^,O^4^)iron(III) and its aluminuium(III) analogue ; loop_ _publ_author_name 'Odoko, Mamiko' 'Yamamoto, Kyouta' 'Hosen, Masahiro' 'Okabe, Nobuo' _chemical_formula_moiety 'C21 H21 Al O9' _chemical_formula_sum 'C21 H21 Al O9' _chemical_formula_iupac '[Al (C7 H7 O3)3]' _chemical_formula_weight 444.36 _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 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 7.897(4) _cell_length_b 8.696(9) _cell_length_c 30.801(4) _cell_angle_alpha 90 _cell_angle_beta 91.40(3) _cell_angle_gamma 90 _cell_volume 2115(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _exptl_crystal_density_diffrn 1.395 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Al 0.4051(2) 0.1075(2) 0.35649(4) 0.0452(4) Uani d . 1.00 . . Al O1 0.6317(4) -0.3904(4) 0.41350(10) 0.0644(9) Uani d . 1.00 . . O O2 0.5087(4) 0.0069(4) 0.40387(9) 0.0482(8) Uani d . 1.00 . . O O3 0.4337(4) -0.0891(4) 0.32664(9) 0.0498(8) Uani d . 1.00 . . O O4 0.6793(5) 0.3827(5) 0.23500(10) 0.0750(10) Uani d . 1.00 . . O O5 0.6057(3) 0.1899(4) 0.33642(8) 0.0456(7) Uani d . 1.00 . . O O6 0.3054(4) 0.1895(4) 0.30280(10) 0.0552(8) Uani d . 1.00 . . O O7 -0.0579(4) 0.3645(5) 0.43690(10) 0.0760(10) Uani d . 1.00 . . O O8 0.3448(4) 0.2795(4) 0.38932(9) 0.0507(8) Uani d . 1.00 . . O O9 0.1779(4) 0.0351(4) 0.36950(10) 0.0568(9) Uani d . 1.00 . . O C2 0.6080(6) -0.2412(6) 0.42490(10) 0.0530(10) Uani d . 1.00 . . C C3 0.5415(5) -0.1382(5) 0.39550(10) 0.0440(10) Uani d . 1.00 . . C C4 0.4977(5) -0.1901(6) 0.35210(10) 0.0460(10) Uani d . 1.00 . . C C5 0.5270(6) -0.3455(6) 0.3425(2) 0.0550(10) Uani d . 1.00 . . C C6 0.5904(6) -0.4395(6) 0.3733(2) 0.0610(10) Uani d . 1.00 . . C C7 0.6544(7) -0.2070(7) 0.4709(2) 0.070(2) Uani d . 1.00 . . C C8 0.5171(10) -0.2360(10) 0.5003(2) 0.114(3) Uani d . 1.00 . . C C9 0.7128(6) 0.3145(6) 0.2741(2) 0.0580(10) Uani d . 1.00 . . C C10 0.5861(5) 0.2540(5) 0.29740(10) 0.0460(10) Uani d . 1.00 . . C C11 0.4154(6) 0.2569(6) 0.28060(10) 0.0500(10) Uani d . 1.00 . . C C12 0.3861(7) 0.3321(6) 0.2403(2) 0.0650(10) Uani d . 1.00 . . C C13 0.5177(9) 0.3916(7) 0.2198(2) 0.078(2) Uani d . 1.00 . . C C14 0.8971(6) 0.3122(7) 0.2859(2) 0.074(2) Uani d . 1.00 . . C C15 0.9666(8) 0.4613(8) 0.3011(3) 0.110(2) Uani d . 1.00 . . C C16 0.1084(6) 0.3853(7) 0.4254(2) 0.0610(10) Uani d . 1.00 . . C C17 0.1867(5) 0.2729(6) 0.40220(10) 0.0480(10) Uani d . 1.00 . . C C18 0.0989(6) 0.1352(6) 0.39100(10) 0.0530(10) Uani d . 1.00 . . C C19 -0.0742(6) 0.1208(7) 0.4034(2) 0.0640(10) Uani d . 1.00 . . C C20 -0.1423(7) 0.2379(9) 0.4254(2) 0.079(2) Uani d . 1.00 . . C C21 0.1799(7) 0.5315(7) 0.4391(2) 0.079(2) Uani d . 1.00 . . C C22 0.1116(9) 0.6696(9) 0.4145(3) 0.124(3) Uani d . 1.00 . . C H1 0.5024 -0.3831 0.3148 0.0659 Uiso calc . 1.00 . . H H2 0.6063 -0.5426 0.3665 0.0730 Uiso calc . 1.00 . . H H3 0.7511 -0.2695 0.4796 0.0844 Uiso calc . 1.00 . . H H4 0.6879 -0.1000 0.4733 0.0844 Uiso calc . 1.00 . . H H5 0.5475 -0.1973 0.5286 0.1712 Uiso calc . 1.00 . . H H6 0.4968 -0.3446 0.5020 0.1712 Uiso calc . 1.00 . . H H7 0.4164 -0.1851 0.4897 0.1712 Uiso calc . 1.00 . . H H8 0.2771 0.3399 0.2284 0.0783 Uiso calc . 1.00 . . H H9 0.4970 0.4420 0.1936 0.0939 Uiso calc . 1.00 . . H H10 0.9165 0.2363 0.3085 0.0890 Uiso calc . 1.00 . . H H11 0.9592 0.2796 0.2607 0.0890 Uiso calc . 1.00 . . H H12 1.0870 0.4527 0.3053 0.1645 Uiso calc . 1.00 . . H H13 0.9159 0.4889 0.3280 0.1645 Uiso calc . 1.00 . . H H14 0.9419 0.5391 0.2797 0.1645 Uiso calc . 1.00 . . H H15 -0.1372 0.0334 0.3964 0.0762 Uiso calc . 1.00 . . H H16 -0.2551 0.2300 0.4330 0.0949 Uiso calc . 1.00 . . H H17 0.3016 0.5275 0.4358 0.0949 Uiso calc . 1.00 . . H H18 0.1586 0.5456 0.4697 0.0949 Uiso calc . 1.00 . . H H19 0.1639 0.7614 0.4258 0.1854 Uiso calc . 1.00 . . H H20 -0.0088 0.6758 0.4178 0.1854 Uiso calc . 1.00 . . H H21 0.1364 0.6594 0.3843 0.1854 Uiso calc . 1.00 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Al 0.0424(7) 0.0506(8) 0.0424(7) -0.0022(6) -0.0065(5) -0.0003(6) O1 0.070(2) 0.062(2) 0.062(2) 0.008(2) -0.001(2) 0.004(2) O2 0.052(2) 0.050(2) 0.042(2) 0.0010(10) -0.0090(10) -0.0050(10) O3 0.052(2) 0.057(2) 0.041(2) 0.001(2) -0.0090(10) -0.003(2) O4 0.079(3) 0.091(3) 0.057(2) 0.001(2) 0.005(2) 0.025(2) O5 0.038(2) 0.059(2) 0.040(2) -0.0020(10) -0.0070(10) 0.0070(10) O6 0.045(2) 0.070(2) 0.049(2) 0.003(2) -0.0110(10) 0.008(2) O7 0.052(2) 0.101(3) 0.076(3) 0.000(2) 0.016(2) -0.004(2) O8 0.042(2) 0.053(2) 0.056(2) -0.0030(10) 0.0000(10) -0.006(2) O9 0.046(2) 0.066(2) 0.058(2) -0.008(2) 0.0040(10) -0.007(2) C2 0.059(3) 0.052(3) 0.047(3) 0.000(2) -0.008(2) 0.002(2) C3 0.043(2) 0.048(3) 0.040(2) -0.005(2) 0.000(2) 0.000(2) C4 0.035(2) 0.059(3) 0.043(2) -0.005(2) 0.004(2) -0.008(2) C5 0.062(3) 0.052(3) 0.050(3) 0.005(3) 0.004(2) -0.007(2) C6 0.066(3) 0.046(3) 0.071(4) 0.005(3) 0.011(3) -0.010(3) C7 0.085(4) 0.069(4) 0.057(3) -0.004(3) -0.013(3) 0.016(3) C8 0.115(5) 0.164(8) 0.063(4) -0.007(5) -0.008(3) -0.011(4) C9 0.060(3) 0.064(3) 0.050(3) -0.004(3) -0.002(2) 0.006(3) C10 0.047(3) 0.049(3) 0.041(2) 0.006(2) -0.001(2) 0.000(2) C11 0.052(3) 0.053(3) 0.045(3) 0.013(2) -0.011(2) 0.001(2) C12 0.073(3) 0.068(4) 0.054(3) 0.013(3) -0.021(3) 0.009(3) C13 0.102(5) 0.083(4) 0.049(3) 0.015(4) -0.010(3) 0.017(3) C14 0.056(3) 0.091(4) 0.076(4) -0.001(3) 0.012(3) 0.006(3) C15 0.079(4) 0.088(5) 0.161(7) 0.001(4) -0.032(4) -0.016(5) C16 0.049(3) 0.080(4) 0.054(3) 0.008(3) -0.001(2) -0.003(3) C17 0.042(2) 0.056(3) 0.044(3) 0.006(2) -0.005(2) 0.004(2) C18 0.045(3) 0.076(4) 0.037(2) -0.004(3) -0.004(2) 0.007(2) C19 0.049(3) 0.078(4) 0.064(3) -0.009(3) 0.001(2) 0.000(3) C20 0.048(3) 0.105(5) 0.085(4) -0.004(3) 0.006(3) 0.000(4) C21 0.073(4) 0.064(4) 0.101(5) 0.000(3) 0.010(3) -0.019(4) C22 0.094(5) 0.095(6) 0.182(8) 0.002(5) -0.001(5) 0.008(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Al O2 . . 1.872(3) yes Al O3 . . 1.956(3) yes Al O5 . . 1.858(3) yes Al O6 . . 1.949(3) yes Al O8 . . 1.874(3) yes Al O9 . . 1.952(3) yes O1 C2 . . 1.359(6) no O1 C6 . . 1.343(6) no O2 C3 . . 1.315(5) yes O3 C4 . . 1.274(5) yes O4 C9 . . 1.362(6) no O4 C13 . . 1.350(8) no O5 C10 . . 1.329(5) yes O6 C11 . . 1.263(6) yes O7 C16 . . 1.380(6) no O7 C20 . . 1.330(8) no O8 C17 . . 1.321(5) yes O9 C18 . . 1.268(6) yes C2 C3 . . 1.369(6) no C2 C7 . . 1.485(7) no C3 C4 . . 1.445(6) no C4 C5 . . 1.403(7) no C5 C6 . . 1.338(7) no C5 H1 . . 0.930 no C6 H2 . . 0.930 no C7 C8 . . 1.451(9) no C7 H3 . . 0.970 no C7 H4 . . 0.970 no C8 H5 . . 0.960 no C8 H6 . . 0.960 no C8 H7 . . 0.960 no C9 C10 . . 1.353(6) no C9 C14 . . 1.491(7) no C10 C11 . . 1.432(6) no C11 C12 . . 1.417(7) no C12 C13 . . 1.333(9) no C12 H8 . . 0.930 no C13 H9 . . 0.930 no C14 C15 . . 1.479(10) no C14 H10 . . 0.970 no C14 H11 . . 0.970 no C15 H12 . . 0.960 no C15 H13 . . 0.960 no C15 H14 . . 0.960 no C16 C17 . . 1.368(7) no C16 C21 . . 1.449(8) no C17 C18 . . 1.422(7) no C18 C19 . . 1.434(7) no C19 C20 . . 1.343(9) no C19 H15 . . 0.930 no C20 H16 . . 0.930 no C21 C22 . . 1.510(10) no C21 H17 . . 0.970 no C21 H18 . . 0.970 no C22 H19 . . 0.960 no C22 H20 . . 0.960 no C22 H21 . . 0.960 no