#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013213.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_2013213 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2003 _journal_volume 59 _journal_page_first o124 _journal_page_last o126 _publ_section_title ; (4-Nitrophenylsulfinyl)acetic acid, a three-dimensional hydrogen-bonded framework built from a combination of two-centre O---H...O and C---H...O hydrogen bonds and a three-centre C---H...(O)~2~ hydrogen bond ; loop_ _publ_author_name 'Glidewell, Christopher' 'Low, John N.' 'Skakle, Janet M. S.' 'Wardell, James L.' _chemical_formula_moiety 'C8 H7 N O5 S' _chemical_formula_sum 'C8 H7 N O5 S' _chemical_formula_iupac 'C8 H7 N O5 S' _chemical_formula_weight 229.22 _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 13.7110(7) _cell_length_b 7.3037(3) _cell_length_c 9.3537(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.088(2) _cell_angle_gamma 90.00 _cell_volume 935.33(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _exptl_crystal_density_diffrn 1.628 _diffrn_ambient_temperature 120(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 0.20558(4) 0.65399(7) 0.71021(6) 0.01954(18) Uani d . 1 . . S O5 0.17742(11) 0.5651(2) 0.84711(16) 0.0220(4) Uani d . 1 . . O C1 0.26862(16) 0.4852(3) 0.6118(2) 0.0183(5) Uani d . 1 . . C C2 0.25576(16) 0.2990(3) 0.6365(2) 0.0205(5) Uani d . 1 . . C C3 0.30936(16) 0.1737(3) 0.5611(2) 0.0195(5) Uani d . 1 . . C C4 0.37325(15) 0.2402(3) 0.4635(2) 0.0186(5) Uani d . 1 . . C N4 0.43007(13) 0.1080(2) 0.3832(2) 0.0208(4) Uani d . 1 . . N O1 0.49132(13) 0.1682(2) 0.30462(18) 0.0303(4) Uani d . 1 . . O O2 0.41335(12) -0.0562(2) 0.39842(18) 0.0263(4) Uani d . 1 . . O C5 0.38575(16) 0.4248(3) 0.4366(2) 0.0206(5) Uani d . 1 . . C C6 0.33308(17) 0.5492(3) 0.5133(2) 0.0216(5) Uani d . 1 . . C C7 0.09633(16) 0.6606(3) 0.5930(2) 0.0205(5) Uani d . 1 . . C C8 0.03000(17) 0.8074(3) 0.6458(3) 0.0238(5) Uani d . 1 . . C O3 0.05419(13) 0.9127(3) 0.74139(19) 0.0369(5) Uani d . 1 . . O O4 -0.05533(12) 0.8082(2) 0.57336(19) 0.0294(4) Uani d . 1 . . O H2 0.2111 0.2583 0.7039 0.016(6) Uiso calc R 1 . . H H3 0.3024 0.0458 0.5760 0.026(7) Uiso calc R 1 . . H H5 0.4293 0.4651 0.3675 0.023(6) Uiso calc R 1 . . H H6 0.3409 0.6770 0.4988 0.033(7) Uiso calc R 1 . . H H71 0.1135 0.6878 0.4938 0.040(8) Uiso calc R 1 . . H H72 0.0629 0.5404 0.5934 0.027(7) Uiso calc R 1 . . H H4 -0.0906 0.8914 0.6049 0.080(13) 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 0.0199(3) 0.0199(3) 0.0189(3) 0.0001(2) 0.0027(2) -0.0021(2) O5 0.0233(9) 0.0261(9) 0.0167(8) -0.0001(6) 0.0015(7) 0.0008(6) C1 0.0177(11) 0.0195(11) 0.0174(11) -0.0009(8) -0.0005(9) -0.0038(9) C2 0.0198(11) 0.0242(12) 0.0177(12) -0.0047(9) 0.0034(9) 0.0003(9) C3 0.0244(12) 0.0160(10) 0.0178(11) -0.0026(8) -0.0011(9) 0.0000(9) C4 0.0191(11) 0.0199(11) 0.0167(11) 0.0014(8) -0.0013(9) -0.0032(9) N4 0.0205(10) 0.0221(10) 0.0196(10) 0.0027(8) -0.0003(8) -0.0002(8) O1 0.0337(10) 0.0279(9) 0.0307(10) 0.0043(7) 0.0160(8) 0.0019(7) O2 0.0278(9) 0.0183(9) 0.0327(10) 0.0023(6) -0.0005(7) -0.0015(7) C5 0.0189(11) 0.0228(12) 0.0204(12) -0.0043(9) 0.0038(9) 0.0012(9) C6 0.0225(12) 0.0177(11) 0.0247(13) -0.0013(8) 0.0036(10) 0.0004(9) C7 0.0214(12) 0.0238(12) 0.0163(11) 0.0016(8) 0.0021(9) -0.0004(9) C8 0.0247(13) 0.0261(12) 0.0206(12) 0.0019(9) 0.0019(10) 0.0021(10) O3 0.0361(11) 0.0425(10) 0.0313(10) 0.0134(8) -0.0047(8) -0.0128(9) O4 0.0233(9) 0.0333(10) 0.0310(10) 0.0051(7) -0.0026(8) -0.0009(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 S1 C1 . 1.789(2) y S1 C7 . 1.809(2) y S1 O5 . 1.5045(16) y C8 O3 . 1.212(3) y C8 O4 . 1.320(3) y C1 C6 . 1.392(3) no C1 C2 . 1.392(3) no C2 C3 . 1.390(3) no C2 H2 . 0.95 no C3 C4 . 1.387(3) no C3 H3 . 0.95 no C4 C5 . 1.384(3) no C4 N4 . 1.472(3) no N4 O1 . 1.227(2) no N4 O2 . 1.231(2) no C5 C6 . 1.385(3) no C5 H5 . 0.95 no C6 H6 . 0.95 no C7 C8 . 1.507(3) no C7 H71 . 0.99 no C7 H72 . 0.99 no O4 H4 . 0.84 no