#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006989.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2006989 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1998 _journal_volume 54 _journal_page_first 251 _journal_page_last 253 _publ_section_title ; Electronic Effects on C---O---C Ether Bonds in 3-Aryloxy Derivatives of Benzisothiazole 1,1-Dioxides: Rapid Ethanolysis of 3-(4-Nitrophenoxy)-1,2-benzisothiazole 1,1-Dioxide, (1), to give 3- Ethoxy-1,2-benzisothiazole 1,1-Dioxide, (2) ; loop_ _publ_author_name ' Brigas, Amadeu F. ' 'Goncalves, Pedro M.' 'Johnstone, Robert A.W.' _chemical_formula_sum 'C13 H8 N2 O5 S' _chemical_formula_weight 304.27 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.803(3) _cell_length_b 10.780(16) _cell_length_c 17.272(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2570(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.573 _diffrn_ambient_temperature 293(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 S1 .52650(5) .21015(6) .73380(4) .0435(2) Uani d . 1 . . S O1 .41094(12) .44681(17) .60862(12) .0488(5) Uani d . 1 . . O O2 .53909(15) .08836(18) .70403(14) .0632(6) Uani d . 1 . . O O3 .51374(16) .2236(2) .81516(12) .0666(7) Uani d . 1 . . O O4 -.03669(15) .4079(2) .55661(14) .0736(7) Uani d . 1 . . O O5 .01157(16) .2405(3) .50069(17) .0878(9) Uani d . 1 . . O N1 .43390(14) .2773(2) .68860(13) .0398(6) Uani d . 1 . . N N2 .02688(17) .3363(3) .53655(15) .0552(7) Uani d . 1 . . N C1 .46596(18) .3711(2) .65113(15) .0381(6) Uani d . 1 . . C C2 .31329(18) .4132(2) .59441(16) .0401(6) Uani d . 1 . . C C3 .2430(2) .4922(3) .61995(16) .0474(7) Uani d . 1 . . C H3 .2589 .5614 .6494 .057 Uiso calc R 1 . . H C4 .1474(2) .4674(3) .60114(17) .0503(8) Uani d . 1 . . C H4 .0979 .5197 .6174 .060 Uiso calc R 1 . . H C5 .12772(17) .3643(3) .55814(15) .0414(7) Uani d . 1 . . C C6 .19840(19) .2848(3) .53293(17) .0477(7) Uani d . 1 . . C H6 .1824 .2153 .5037 .057 Uiso calc R 1 . . H C7 .29314(19) .3094(3) .55146(18) .0489(7) Uani d . 1 . . C H7 .3426 .2569 .5352 .059 Uiso calc R 1 . . H C8 .57057(18) .3995(2) .65326(15) .0374(6) Uani d . 1 . . C C9 .61663(18) .3115(2) .69822(16) .0395(6) Uani d . 1 . . C C10 .71574(19) .3101(3) .70825(17) .0491(8) Uani d . 1 . . C H10 .7459 .2502 .7385 .059 Uiso calc R 1 . . H C11 .7681(2) .4017(3) .67131(18) .0552(8) Uani d . 1 . . C H11 .8351 .4038 .6769 .066 Uiso calc R 1 . . H C12 .7232(2) .4898(3) .62644(18) .0566(8) Uani d . 1 . . C H12 .7605 .5501 .6020 .068 Uiso calc R 1 . . H C13 .6227(2) .4908(3) .61663(17) .0490(7) Uani d . 1 . . C H13 .5923 .5509 .5865 .059 Uiso calc R 1 . . 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 S1 .0358(4) .0441(4) .0505(4) -.0060(3) -.0068(3) .0019(3) O1 .0276(10) .0452(11) .0736(14) -.0042(9) -.0078(9) .0106(10) O2 .0524(13) .0428(12) .0944(17) .0008(10) -.0140(12) -.0063(11) O3 .0708(15) .0871(17) .0418(12) -.0219(13) -.0060(11) .0092(11) O4 .0301(11) .1029(19) .0879(17) .0121(12) .0016(12) .0110(15) O5 .0437(13) .136(2) .0837(17) -.0155(15) -.0096(12) -.0437(18) N1 .0292(11) .0431(13) .0471(14) -.0036(10) .0009(10) -.0007(11) N2 .0269(12) .091(2) .0479(15) .0002(14) -.0011(11) .0046(15) C1 .0290(13) .0401(15) .0454(16) .0022(13) -.0004(12) -.0061(13) C2 .0263(13) .0431(16) .0509(16) -.0003(12) -.0029(12) .0094(14) C3 .0395(15) .0458(17) .0570(17) .0036(14) -.0043(14) -.0063(15) C4 .0331(16) .062(2) .0562(19) .0141(14) .0011(13) -.0020(16) C5 .0247(13) .0600(18) .0395(15) -.0005(13) -.0005(12) .0077(14) C6 .0359(15) .0519(18) .0552(18) -.0012(13) -.0012(13) -.0073(15) C7 .0297(14) .0481(18) .069(2) .0054(13) .0038(14) -.0064(15) C8 .0254(13) .0450(16) .0419(16) -.0030(12) .0011(11) -.0084(13) C9 .0313(14) .0441(16) .0430(15) -.0029(12) -.0035(12) -.0062(13) C10 .0328(14) .0602(19) .0542(18) -.0010(13) -.0102(13) -.0006(15) C11 .0283(15) .075(2) .0620(19) -.0081(15) -.0041(14) -.0043(18) C12 .0385(17) .067(2) .064(2) -.0180(16) .0049(15) .0053(18) C13 .0374(15) .0515(18) .0580(19) -.0074(14) -.0003(13) .0051(15) 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 S1 O2 . 1.421(3) ? S1 O3 . 1.424(2) ? S1 N1 . 1.664(2) y S1 C9 . 1.766(3) y O1 C1 . 1.335(3) y O1 C2 . 1.417(3) y O4 N2 . 1.219(3) ? O5 N2 . 1.223(4) ? N1 C1 . 1.279(3) y N2 C5 . 1.472(3) ? C1 C8 . 1.477(3) y C2 C3 . 1.364(4) y C2 C7 . 1.371(4) y C3 C4 . 1.384(4) ? C4 C5 . 1.364(4) ? C5 C6 . 1.370(4) ? C6 C7 . 1.372(4) ? C8 C13 . 1.373(4) ? C8 C9 . 1.381(4) y C9 C10 . 1.379(3) ? C10 C11 . 1.380(4) ? C11 C12 . 1.374(4) ? C12 C13 . 1.398(4) ? _cod_database_code 2006989