#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008272.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_2008272 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 469 _journal_page_last 472 _publ_section_title ; X-ray investigations of sulfur containing fungicides. I. 4'-{[benzoyl(4-tolylhydrazono)methyl]sulfonyl}acetanilide ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Wojciech M. Wolf' _chemical_formula_sum 'C23 H21 N3 O4 S' _chemical_formula_weight 435.49 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.687(2) _cell_length_b 7.5760(10) _cell_length_c 24.153(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.910(10) _cell_angle_gamma 90.00 _cell_volume 2127.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.360 _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_type_symbol S 0.61771(5) 0.10120(8) 0.18628(2) 0.05070(19) Uani S N1 0.47373(14) -0.0311(2) 0.26021(6) 0.0405(4) Uani N N2 0.55791(15) -0.0589(3) 0.29849(7) 0.0444(4) Uani N N3 0.63797(16) -0.3073(3) -0.02123(7) 0.0472(4) Uani N O1 0.61000(17) 0.2845(2) 0.17148(7) 0.0679(5) Uani O O2 0.70611(14) 0.0483(3) 0.22934(7) 0.0691(5) Uani O O3 0.38766(15) 0.0889(2) 0.12286(6) 0.0604(5) Uani O O4 0.63126(18) -0.5942(2) 0.00521(8) 0.0692(5) Uani O C1 0.48443(17) 0.0326(3) 0.21042(8) 0.0428(4) Uani C C2 0.38030(18) 0.0484(3) 0.17164(8) 0.0435(4) Uani C C3 0.26377(17) 0.0115(3) 0.18977(7) 0.0402(4) Uani C C4 0.22919(19) 0.0715(3) 0.23996(8) 0.0455(5) Uani C C5 0.1167(2) 0.0429(4) 0.25192(10) 0.0557(6) Uani C C6 0.0397(2) -0.0459(4) 0.21516(11) 0.0612(6) Uani C C7 0.0735(2) -0.1063(4) 0.16538(11) 0.0609(6) Uani C C8 0.1840(2) -0.0761(3) 0.15226(9) 0.0506(5) Uani C C9 0.63351(17) -0.0225(3) 0.12616(8) 0.0446(5) Uani C C10 0.62553(17) 0.0628(3) 0.07513(8) 0.0437(5) Uani C C11 0.63210(17) -0.0354(3) 0.02764(8) 0.0424(4) Uani C C12 0.64162(16) -0.2174(3) 0.02979(8) 0.0424(4) Uani C C13 0.6529(2) -0.3022(3) 0.08162(10) 0.0577(6) Uani C C14 0.6498(2) -0.2039(3) 0.12953(9) 0.0571(6) Uani C C15 0.63072(18) -0.4841(3) -0.03130(10) 0.0512(5) Uani C C16 0.6228(3) -0.5323(4) -0.09191(13) 0.0692(7) Uani C C17 0.53446(16) -0.1175(3) 0.35167(8) 0.0389(4) Uani C C18 0.42369(17) -0.1356(3) 0.36577(9) 0.0487(5) Uani C C19 0.40707(18) -0.1893(3) 0.41912(9) 0.0516(5) Uani C C20 0.49753(19) -0.2230(3) 0.45897(8) 0.0446(5) Uani C C21 0.6071(2) -0.2090(4) 0.44315(9) 0.0546(6) Uani C C22 0.62651(18) -0.1564(4) 0.39000(9) 0.0521(5) Uani C C23 0.4771(3) -0.2720(5) 0.51792(11) 0.0641(7) Uani C H2 0.630(3) -0.037(4) 0.2903(12) 0.071(8) Uiso H H3 0.621(2) -0.237(3) -0.0507(11) 0.051(6) Uiso H H4 0.281(2) 0.137(3) 0.2654(10) 0.048(6) Uiso H H5 0.097(3) 0.089(4) 0.2840(13) 0.074(9) Uiso H H6 -0.041(3) -0.068(4) 0.2224(13) 0.079(9) Uiso H H7 0.025(2) -0.172(4) 0.1398(12) 0.066(8) Uiso H H8 0.207(2) -0.125(3) 0.1198(11) 0.058(7) Uiso H H10 0.615(2) 0.188(3) 0.0730(10) 0.047(6) Uiso H H11 0.630(2) 0.017(3) -0.0054(11) 0.057(7) Uiso H H13 0.656(3) -0.440(4) 0.0814(13) 0.089(10) Uiso H H14 0.660(2) -0.260(4) 0.1669(12) 0.065(7) Uiso H H161 0.606(3) -0.659(6) -0.0978(17) 0.113(12) Uiso H H162 0.694(3) -0.506(5) -0.1094(15) 0.106(12) Uiso H H163 0.554(4) -0.483(7) -0.1133(19) 0.137(16) Uiso H H18 0.365(3) -0.107(4) 0.3385(13) 0.074(9) Uiso H H19 0.322(3) -0.214(4) 0.4268(12) 0.079(9) Uiso H H21 0.662(2) -0.233(3) 0.4693(11) 0.056(7) Uiso H H22 0.701(2) -0.134(4) 0.3769(11) 0.062(7) Uiso H H231 0.480(4) -0.174(7) 0.540(2) 0.135(16) Uiso H H232 0.541(3) -0.351(5) 0.5333(14) 0.089(10) Uiso H H233 0.416(4) -0.348(6) 0.5200(17) 0.115(14) Uiso 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 _atom_site_aniso_type_symbol S 0.0527(3) 0.0660(4) 0.0357(3) -0.0132(2) 0.0160(2) 0.0013(2) S N1 0.0490(9) 0.0447(9) 0.0289(7) -0.0013(7) 0.0096(6) 0.0017(6) N N2 0.0412(8) 0.0603(11) 0.0327(8) -0.0036(8) 0.0083(7) 0.0048(7) N N3 0.0583(10) 0.0473(10) 0.0389(9) 0.0040(8) 0.0184(8) 0.0089(8) O O1 0.0914(13) 0.0603(11) 0.0575(10) -0.0211(9) 0.0336(9) -0.0041(8) O O2 0.0519(9) 0.1156(16) 0.0408(8) -0.0171(9) 0.0107(7) 0.0051(9) O O3 0.0639(10) 0.0854(12) 0.0339(8) 0.0045(8) 0.0148(7) 0.0193(7) O O4 0.0858(12) 0.0492(10) 0.0737(12) 0.0067(9) 0.0138(10) 0.0178(8) O C1 0.0502(10) 0.0493(11) 0.0310(9) -0.0022(9) 0.0133(8) 0.0030(8) C C2 0.0551(11) 0.0464(11) 0.0308(9) 0.0028(9) 0.0122(8) 0.0055(8) C C3 0.0476(10) 0.0438(10) 0.0296(8) 0.0051(8) 0.0065(7) 0.0060(7) C C4 0.0533(11) 0.0514(12) 0.0326(10) 0.0054(9) 0.0076(8) 0.0014(8) C C5 0.0592(13) 0.0702(15) 0.0401(11) 0.0144(11) 0.0165(10) 0.0068(11) C C6 0.0529(13) 0.0780(17) 0.0543(14) 0.0036(12) 0.0137(10) 0.0178(12) C C7 0.0611(14) 0.0728(17) 0.0479(13) -0.0083(12) 0.0008(11) 0.0044(12) C C8 0.0611(13) 0.0587(13) 0.0325(10) 0.0005(10) 0.0070(9) 0.0008(9) C C9 0.0425(10) 0.0585(12) 0.0349(9) -0.0015(9) 0.0136(8) 0.0075(9) C C10 0.0459(10) 0.0484(12) 0.0385(10) -0.0056(9) 0.0118(8) 0.0080(8) C C11 0.0465(10) 0.0492(11) 0.0331(9) -0.0001(9) 0.0126(8) 0.0128(8) C C12 0.0411(9) 0.0504(11) 0.0382(10) 0.0041(8) 0.0158(8) 0.0094(8) C C13 0.0769(15) 0.0531(13) 0.0457(12) 0.0185(11) 0.0196(11) 0.0171(10) C C14 0.0713(14) 0.0637(15) 0.0383(11) 0.0111(12) 0.0160(10) 0.0191(10) C C15 0.0467(11) 0.0493(12) 0.0598(13) 0.0042(9) 0.0162(10) 0.0060(10) C C16 0.0821(19) 0.0600(16) 0.0691(18) -0.0080(14) 0.0243(15) -0.0111(14) C C17 0.0428(9) 0.0456(10) 0.0292(8) 0.0002(8) 0.0086(7) 0.0012(7) C C18 0.0380(10) 0.0720(15) 0.0359(10) -0.0018(9) 0.0026(8) 0.0098(10) C C19 0.0440(10) 0.0703(15) 0.0426(11) 0.0008(10) 0.0141(8) 0.0094(10) C C20 0.0563(11) 0.0456(11) 0.0330(9) 0.0065(9) 0.0092(8) 0.0026(8) C C21 0.0514(12) 0.0726(16) 0.0384(11) 0.0099(11) -0.0023(9) 0.0099(10) C C22 0.0393(10) 0.0754(15) 0.0422(11) 0.0042(10) 0.0073(8) 0.0057(10) C C23 0.0868(19) 0.0696(17) 0.0379(11) 0.0108(16) 0.0157(12) 0.0115(12) C 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 S O1 . . 1.435(2) yes S O2 . . 1.4453(19) yes S C9 . . 1.754(2) yes S C1 . . 1.795(2) yes N1 N2 . . 1.296(2) yes N1 C1 . . 1.314(2) yes N2 C17 . . 1.412(2) yes N3 C15 . . 1.363(3) no N3 C12 . . 1.405(3) no O3 C2 . . 1.229(2) yes O4 C15 . . 1.213(3) no C1 C2 . . 1.462(3) yes C2 C3 . . 1.499(3) yes C3 C4 . . 1.393(3) no C3 C8 . . 1.399(3) no C4 C5 . . 1.391(3) no C5 C6 . . 1.374(4) no C6 C7 . . 1.382(4) no C7 C8 . . 1.379(4) no C9 C10 . . 1.386(3) no C9 C14 . . 1.388(3) no C10 C11 . . 1.376(3) no C11 C12 . . 1.384(3) no C12 C13 . . 1.401(3) no C13 C14 . . 1.380(3) no C15 C16 . . 1.502(4) no C17 C22 . . 1.377(3) no C17 C18 . . 1.379(3) no C18 C19 . . 1.384(3) no C19 C20 . . 1.378(3) no C20 C21 . . 1.377(3) no C20 C23 . . 1.514(3) no C21 C22 . . 1.385(3) no N2 H2 . . 0.90(3) no N3 H3 . . 0.90(3) no C4 H4 . . 0.96(2) no C5 H5 . . 0.90(3) no C6 H6 . . 0.99(3) no C7 H7 . . 0.93(3) no C8 H8 . . 0.93(3) no C10 H10 . . 0.96(3) no C11 H11 . . 0.89(3) no C13 H13 . . 1.05(3) no C14 H14 . . 1.00(3) no C16 H161 . . 0.99(5) no C16 H162 . . 0.99(4) no C16 H163 . . 0.99(5) no C18 H18 . . 0.93(3) no C19 H19 . . 1.04(3) no C21 H21 . . 0.87(3) no C22 H22 . . 0.97(3) no C23 H231 . . 0.91(5) no C23 H232 . . 0.99(4) no C23 H233 . . 0.93(4) no _cod_database_code 2008272