data_2011444 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first e477 _journal_page_last e478 _publ_section_title ; 1,2,7,8-Tetra-O-acetylaustraline ; loop_ _publ_author_name 'Gainsford, Graeme J.' 'Furneaux, Richard H.' 'Mason, Jenny M.' 'Tyler, Peter C.' _chemical_formula_sum 'C16 H23 N O8' _chemical_formula_weight 357.35 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.586(3) _cell_length_b 8.279(2) _cell_length_c 11.096(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.74(2) _cell_angle_gamma 90.00 _cell_volume 867.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.367 _diffrn_ambient_temperature 173(2) 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 O1 .4488(3) .1870(5) .1999(3) .0230(8) Uani d . 1 . . O O2 .4176(4) -.0022(5) .3389(3) .0275(9) Uani d . 1 . . O O3 .6802(3) .1739(5) .0381(3) .0236(8) Uani d . 1 . . O O4 .5324(5) .3446(6) -.0757(4) .0499(12) Uani d . 1 . . O O5 .8429(4) .5629(4) .1582(4) .0287(10) Uani d . 1 . . O O6 1.0267(4) .6673(5) .0856(4) .0381(10) Uani d . 1 . . O O7 .7386(4) -.0139(4) .4296(3) .0228(9) Uani d . 1 . . O O8 .6866(4) -.1321(5) .6003(4) .0414(11) Uani d . 1 . . O N4 .7935(4) .3287(5) .3422(4) .0214(10) Uani d . 1 . . N C1 .5988(4) .1725(7) .2361(4) .0203(11) Uani d . 1 . . C H1 .6269 .0561 .2370 .024 Uiso calc R 1 . . H C2 .6736(5) .2652(6) .1480(5) .0208(12) Uani d . 1 . . C H2 .6269 .3721 .1275 .025 Uiso calc R 1 . . H C3 .8223(5) .2882(6) .2208(5) .0217(12) Uani d . 1 . . C H3 .8715 .1813 .2262 .026 Uiso calc R 1 . . H C5 .9026(5) .2856(7) .4457(5) .0283(13) Uani d . 1 . . C H5A .9625 .3804 .4734 .034 Uiso calc R 1 . . H H5B .9638 .1984 .4227 .034 Uiso calc R 1 . . H C6 .8233(5) .2283(7) .5468(5) .0272(13) Uani d . 1 . . C H6A .8815 .1534 .6040 .033 Uiso calc R 1 . . H H6B .7931 .3203 .5932 .033 Uiso calc R 1 . . H C7 .6966(5) .1422(6) .4719(5) .0221(13) Uani d . 1 . . C H7 .6165 .1317 .5185 .026 Uiso calc R 1 . . H C7A .6579(5) .2507(6) .3602(5) .0219(12) Uani d . 1 . . C H7A .5907 .3361 .3786 .026 Uiso calc R 1 . . H C8 .9140(5) .4091(6) .1690(5) .0266(13) Uani d . 1 . . C H8A 1.0067 .4189 .2236 .032 Uiso calc R 1 . . H H8B .9309 .3727 .0877 .032 Uiso calc R 1 . . H C10 .3695(5) .0857(7) .2568(5) .0259(13) Uani d . 1 . . C C11 .2161(5) .0968(8) .1977(5) .0368(16) Uani d . 1 . . C H11A .1597 .0226 .2387 .055 Uiso calc R 1 . . H H11B .2066 .0675 .1111 .055 Uiso calc R 1 . . H H11C .1823 .2075 .2047 .055 Uiso calc R 1 . . H C12 .6052(5) .2281(7) -.0677(5) .0264(13) Uani d . 1 . . C C13 .6243(6) .1182(8) -.1718(5) .0347(16) Uani d . 1 . . C H13A .6899 .0309 -.1411 .052 Uiso calc PR .17(6) . . H H13B .6628 .1800 -.2339 .052 Uiso calc PR .17(6) . . H H13C .5326 .0720 -.2080 .052 Uiso calc PR .17(6) . . H H13D .5670 .1577 -.2476 .052 Uiso calc PR .83(6) . . H H13E .5941 .0086 -.1548 .052 Uiso calc PR .83(6) . . H H13F .7243 .1166 -.1807 .052 Uiso calc PR .83(6) . . H C14 .9127(5) .6843(7) .1142(5) .0259(12) Uani d . 1 . . C C15 .8318(7) .8384(8) .1081(6) .0403(16) Uani d . 1 . . C H15A .8824 .9220 .0702 .060 Uiso calc R 1 . . H H15B .8221 .8721 .1910 .060 Uiso calc R 1 . . H H15C .7377 .8224 .0592 .060 Uiso calc R 1 . . H C16 .7157(5) -.1426(7) .4995(5) .0279(13) Uani d . 1 . . C C17 .7289(6) -.2969(7) .4312(5) .0300(14) Uani d . 1 . . C H17A .7535 -.2719 .3510 .045 Uiso calc PR .25(5) . . H H17B .6387 -.3552 .4202 .045 Uiso calc PR .25(5) . . H H17C .8033 -.3641 .4778 .045 Uiso calc PR .25(5) . . H H17D .7102 -.3889 .4816 .045 Uiso calc PR .75(5) . . H H17E .8250 -.3057 .4125 .045 Uiso calc PR .75(5) . . H H17F .6604 -.2967 .3549 .045 Uiso calc PR .75(5) . . 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 O1 .0232(17) .020(2) .026(2) .0025(17) .0026(14) .0010(18) O2 .035(2) .025(2) .023(2) -.0033(18) .0054(16) .0083(19) O3 .0339(19) .021(2) .0155(19) .0048(18) .0039(14) .0012(18) O4 .063(3) .051(3) .033(2) .032(3) .000(2) .007(2) O5 .040(2) .014(2) .036(3) .0053(17) .0189(19) .0076(18) O6 .033(2) .024(2) .061(3) .004(2) .0204(19) .015(2) O7 .031(2) .017(2) .021(2) .0035(16) .0045(16) .0035(17) O8 .070(3) .027(3) .032(3) .002(2) .022(2) .002(2) N4 .022(2) .018(3) .023(3) -.0002(19) .0017(18) .001(2) C1 .015(2) .021(3) .025(3) .003(2) .0019(19) .006(3) C2 .026(3) .012(3) .024(3) .005(2) .005(2) .000(2) C3 .027(3) .014(3) .025(3) -.001(2) .007(2) -.001(2) C5 .027(3) .030(3) .029(3) -.005(3) .007(2) .002(3) C6 .032(3) .029(4) .020(3) .000(2) .003(2) -.002(3) C7 .029(3) .020(3) .017(3) .003(2) .004(2) -.003(2) C7A .026(3) .017(3) .023(3) .004(2) .004(2) .002(2) C8 .032(3) .017(3) .033(4) .004(3) .013(2) .002(3) C10 .026(3) .023(3) .031(3) -.005(3) .012(2) -.011(3) C11 .021(3) .045(4) .044(4) .002(3) .008(2) .005(3) C12 .031(3) .025(3) .023(3) -.003(3) .006(2) .007(3) C13 .037(3) .046(4) .020(3) -.009(3) .002(2) -.005(3) C14 .030(3) .021(3) .027(3) -.001(3) .007(2) .002(3) C15 .052(4) .024(4) .051(4) .000(3) .026(3) .007(3) C16 .035(3) .021(3) .028(3) .003(3) .006(3) .004(3) C17 .037(3) .019(3) .035(4) -.004(3) .010(3) .000(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C10 . 1.357(7) Y O1 C1 . 1.431(5) Y O2 C10 . 1.196(7) N O3 C12 . 1.345(6) N O3 C2 . 1.446(6) N O4 C12 . 1.185(7) N O5 C14 . 1.344(6) N O5 C8 . 1.440(6) N O6 C14 . 1.196(5) N O7 C16 . 1.358(6) N O7 C7 . 1.455(6) N O8 C16 . 1.200(6) N N4 C3 . 1.458(6) Y N4 C5 . 1.461(6) Y N4 C7A . 1.494(6) Y C1 C2 . 1.515(7) Y C1 C7A . 1.541(7) Y C1 H1 . 1.0000 N C2 C3 . 1.527(7) Y C2 H2 . 1.0000 N C3 C8 . 1.509(7) Y C3 H3 . 1.0000 N C5 C6 . 1.533(7) Y C5 H5A . .9900 N C5 H5B . .9900 N C6 C7 . 1.527(7) Y C6 H6A . .9900 N C6 H6B . .9900 N C7 C7A . 1.525(7) Y C7 H7 . 1.0000 N C7A H7A . 1.0000 N C8 H8A . .9900 N C8 H8B . .9900 N C10 C11 . 1.508(7) N C11 H11A . .9800 N C11 H11B . .9800 N C11 H11C . .9800 N C12 C13 . 1.506(8) N C13 H13A . .9800 N C13 H13B . .9800 N C13 H13C . .9800 N C13 H13D . .9800 N C13 H13E . .9800 N C13 H13F . .9800 N C14 C15 . 1.488(8) N C15 H15A . .9800 N C15 H15B . .9800 N C15 H15C . .9800 N C16 C17 . 1.502(8) N C17 H17A . .9800 N C17 H17B . .9800 N C17 H17C . .9800 N C17 H17D . .9800 N C17 H17E . .9800 N C17 H17F . .9800 N