#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011665.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_2011665 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1462 _journal_page_last 1464 _publ_section_title ; Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin ; _space_group_IT_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _[local]_cod_cif_authors_sg_H-M 'C 2/c' loop_ _publ_author_name 'Glidewell, Christopher' 'Low, John N.' 'Wardell, James L.' _chemical_formula_moiety 'C13 H8 N2 O5 S2' _chemical_formula_sum 'C13 H8 N2 O5 S2' _chemical_formula_weight 336.33 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 23.6968(15) _cell_length_b 7.6510(5) _cell_length_c 15.1664(10) _cell_angle_alpha 90.00 _cell_angle_beta 92.3600(10) _cell_angle_gamma 90.00 _cell_volume 2747.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.626 _diffrn_ambient_temperature 298(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 .85203(3) .40865(8) .02879(4) .05091(19) Uani d . 1 . . S C11 .91310(9) .3797(3) -.03385(13) .0380(5) Uani d . 1 . . C C12 .93616(9) .5201(3) -.07903(13) .0392(5) Uani d . 1 . . C N1 .91033(10) .6916(2) -.07343(13) .0503(5) Uani d . 1 . . N O11 .86521(9) .7009(2) -.03682(13) .0757(6) Uani d . 1 . . O O12 .93362(8) .8179(2) -.10435(13) .0692(6) Uani d . 1 . . O C13 .98344(10) .5039(3) -.12831(14) .0489(6) Uani d . 1 . . C C14 1.00923(11) .3438(3) -.13454(16) .0537(6) Uani d . 1 . . C C15 .98689(10) .2026(3) -.09110(15) .0487(6) Uani d . 1 . . C C16 .94000(10) .2193(3) -.04172(15) .0434(5) Uani d . 1 . . C N2 .84796(8) .2100(2) .07937(12) .0461(5) Uani d . 1 . . N S2 .87621(3) .18599(7) .18263(4) .04568(18) Uani d . 1 . . S O21 .85659(9) .3214(2) .23753(11) .0643(5) Uani d . 1 . . O O22 .93548(7) .1616(2) .17862(12) .0644(5) Uani d . 1 . . O C21 .84104(9) -.0115(3) .19775(14) .0396(5) Uani d . 1 . . C C22 .80770(9) -.0542(3) .12378(14) .0416(5) Uani d . 1 . . C C23 .77640(10) -.2066(3) .12412(16) .0522(6) Uani d . 1 . . C C24 .78064(11) -.3122(3) .19736(17) .0590(7) Uani d . 1 . . C C25 .81389(12) -.2679(3) .26993(17) .0583(7) Uani d . 1 . . C C26 .84473(10) -.1158(3) .27165(16) .0503(6) Uani d . 1 . . C C27 .81064(9) .0754(3) .05071(15) .0430(5) Uani d . 1 . . C H13 .9978 .6006 -.1571 .059 Uiso calc R 1 . . H H14 1.0412 .3306 -.1675 .064 Uiso calc R 1 . . H H15 1.0040 .0938 -.0955 .058 Uiso calc R 1 . . H H16 .9260 .1219 -.0131 .052 Uiso calc R 1 . . H H23 .7530 -.2370 .0758 .063 Uiso calc R 1 . . H H24 .7604 -.4163 .1977 .071 Uiso calc R 1 . . H H25 .8156 -.3418 .3187 .070 Uiso calc R 1 . . H H26 .8672 -.0845 .3208 .060 Uiso calc R 1 . . H O7 .78763(7) .0703(2) -.02118(10) .0598(5) Uani d . 1 . . O 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 .0516(4) .0466(4) .0553(4) .0061(3) .0116(3) .0112(3) C11 .0405(13) .0370(12) .0361(12) -.0023(10) -.0035(10) .0008(9) C12 .0462(14) .0340(12) .0367(12) -.0024(10) -.0060(10) -.0008(9) N1 .0658(15) .0383(12) .0462(12) .0000(11) -.0049(11) .0055(9) O11 .0859(15) .0548(12) .0884(15) .0234(11) .0293(12) .0192(10) O12 .0864(15) .0371(10) .0834(14) -.0118(9) -.0035(11) .0144(9) C13 .0529(15) .0498(15) .0440(14) -.0125(12) .0002(11) .0033(11) C14 .0484(16) .0641(17) .0489(15) -.0018(13) .0062(12) -.0052(12) C15 .0494(15) .0433(14) .0532(15) .0061(11) -.0016(12) -.0062(11) C16 .0497(14) .0345(12) .0456(13) -.0023(11) -.0020(11) .0012(10) N2 .0493(12) .0474(12) .0415(11) -.0099(9) -.0005(9) .0074(9) S2 .0483(4) .0431(3) .0453(4) -.0078(3) -.0023(3) .0021(3) O21 .0934(15) .0437(10) .0553(11) .0012(9) -.0047(10) -.0076(8) O22 .0424(11) .0794(13) .0709(13) -.0172(9) -.0039(9) .0097(9) C21 .0376(12) .0391(12) .0423(13) -.0024(10) .0054(10) -.0005(10) C22 .0365(12) .0476(13) .0412(13) -.0025(10) .0071(10) -.0042(10) C23 .0519(15) .0556(16) .0494(15) -.0154(12) .0056(12) -.0117(12) C24 .0675(18) .0450(15) .0656(18) -.0164(13) .0152(15) -.0008(13) C25 .0699(18) .0483(15) .0572(17) -.0016(13) .0076(14) .0098(12) C26 .0536(15) .0509(15) .0461(14) -.0008(12) -.0021(11) .0043(11) C27 .0383(13) .0510(14) .0402(13) -.0025(11) .0050(10) -.0037(11) O7 .0632(11) .0728(12) .0428(10) -.0073(9) -.0063(8) .0005(8) 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 C11 C16 . 1.391(3) no C11 C12 . 1.398(3) no C12 C13 . 1.378(3) no N1 O11 . 1.227(3) y N1 O12 . 1.216(2) y N1 C12 . 1.452(3) y S1 C11 . 1.777(2) y S1 N2 . 1.7072(18) y C13 C14 . 1.375(3) no C13 H13 . .9300 no C14 C15 . 1.382(3) no C14 H14 . .9300 no C15 C16 . 1.371(3) no C15 H15 . .9300 no C16 H16 . .9300 no S2 N2 . 1.6876(19) y C27 N2 . 1.414(3) y S2 O21 . 1.4195(17) y S2 O22 . 1.4206(18) y S2 C21 . 1.745(2) y C21 C26 . 1.375(3) no C21 C22 . 1.384(3) no C22 C23 . 1.382(3) no C22 C27 . 1.491(3) no C23 C24 . 1.374(3) no C23 H23 . .9300 no C24 C25 . 1.369(3) no C24 H24 . .9300 no C25 C26 . 1.374(3) no C25 H25 . .9300 no C26 H26 . .9300 no C27 O7 . 1.199(2) no _cod_database_code 2011665