#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011587.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_2011587 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1444 _journal_page_last 1446 _publ_section_title ; 1,2-Diphenyl-2-(phenyldiazenyl)-2-tosylethanone, an example of a fungicide containing a sulfonyl group ; loop_ _publ_author_name 'Wolf, Wojciech M.' _chemical_formula_moiety 'C27 H22 N2 O3 S' _chemical_formula_sum 'C27 H22 N2 O3 S' _chemical_formula_weight 454.53 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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 11.824(2) _cell_length_b 17.573(2) _cell_length_c 11.960(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.240(10) _cell_angle_gamma 90.00 _cell_volume 2331.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 292(2) _exptl_crystal_density_diffrn 1.295 _diffrn_ambient_temperature 292(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 S .78755(4) .52542(2) .23253(4) .06357(15) Uani d . 1 . . S O1 .69550(13) .58248(7) .20191(13) .0810(4) Uani d . 1 . . O O2 .90939(12) .54712(8) .29966(12) .0787(4) Uani d . 1 . . O O3 .57601(12) .42405(9) .16234(12) .0817(4) Uani d . 1 . . O N1 .85936(12) .40872(7) .38671(12) .0591(3) Uani d . 1 . . N N2 .86875(13) .35693(8) .31949(12) .0618(3) Uani d . 1 . . N C1 .74904(14) .45400(9) .33170(15) .0574(4) Uani d . 1 . . C C2 .63939(15) .40512(10) .26158(16) .0616(4) Uani d . 1 . . C C3 .60950(15) .33617(9) .32008(16) .0613(4) Uani d . 1 . . C C4 .51634(18) .29000(12) .2497(2) .0762(5) Uani d . 1 . . C C5 .4823(2) .22636(13) .2980(2) .0885(6) Uani d . 1 . . C C6 .5403(2) .20792(13) .4162(3) .0904(7) Uani d . 1 . . C C7 .6326(2) .25307(13) .4863(2) .0847(6) Uani d . 1 . . C C8 .66797(18) .31691(11) .43899(17) .0697(4) Uani d . 1 . . C C9 .78794(16) .48216(10) .10040(16) .0643(4) Uani d . 1 . . C C10 .6896(2) .49046(14) -.00316(19) .0803(5) Uani d . 1 . . C C11 .6945(3) .45938(16) -.1069(2) .0957(7) Uani d . 1 . . C C12 .7920(3) .41947(14) -.1115(2) .0926(7) Uani d . 1 . . C C13 .8893(3) .41264(15) -.0091(2) .0938(7) Uani d . 1 . . C C14 .8891(2) .44430(13) .0975(2) .0788(5) Uani d . 1 . . C C15 .7913(7) .3819(3) -.2261(4) .1394(15) Uani d . 1 . . C C16 .97414(16) .31105(9) .36939(16) .0625(4) Uani d . 1 . . C C17 1.04274(19) .30953(12) .48927(19) .0766(5) Uani d . 1 . . C C18 1.1425(2) .26263(15) .5278(2) .0954(7) Uani d . 1 . . C C19 1.1743(2) .21860(14) .4476(3) .0983(7) Uani d D 1 . . C C20 1.1061(2) .22078(13) .3291(3) .0950(7) Uani d . 1 . . C C21 1.0053(2) .26624(11) .2890(2) .0797(5) Uani d . 1 . . C C22 .72284(16) .50199(9) .42575(15) .0612(4) Uani d . 1 . . C C23 .6102(2) .53355(15) .4019(2) .0928(7) Uani d . 1 . . C C24 .5854(3) .57897(18) .4851(3) .1071(8) Uani d . 1 . . C C25 .6716(3) .59363(15) .5914(3) .0953(7) Uani d . 1 . . C C26 .7841(2) .56275(15) .6160(2) .0922(7) Uani d . 1 . . C C27 .81084(19) .51762(12) .53385(18) .0737(5) Uani d . 1 . . C H4 .4732(19) .3038(12) .167(2) .084(6) Uiso d . 1 . . H H5 .415(2) .1985(14) .246(2) .095(7) Uiso d . 1 . . H H6 .516(2) .1645(16) .444(2) .105(8) Uiso d . 1 . . H H7 .672(2) .2387(16) .569(2) .108(8) Uiso d . 1 . . H H8 .7263(18) .3481(12) .4853(18) .075(6) Uiso d . 1 . . H H10 .624(2) .5172(14) .005(2) .088(7) Uiso d . 1 . . H H11 .627(3) .4647(16) -.175(3) .114(9) Uiso d . 1 . . H H13 .958(3) .385(2) -.011(3) .147(12) Uiso d . 1 . . H H14 .960(2) .4390(13) .168(2) .091(7) Uiso d . 1 . . H H151 .745(3) .403(2) -.282(3) .146(16) Uiso d . 1 . . H H152 .763(4) .327(3) -.221(4) .20(2) Uiso d . 1 . . H H153 .864(5) .379(3) -.242(5) .22(3) Uiso d . 1 . . H H17 1.0227(19) .3377(13) .5418(19) .082(6) Uiso d . 1 . . H H18 1.193(3) .2673(18) .614(3) .124(9) Uiso d . 1 . . H H19 1.2476(15) .1825(11) .4878(19) .096(7) Uiso d D 1 . . H H20 1.131(2) .1922(18) .276(3) .122(9) Uiso d . 1 . . H H21 .9407(17) .2634(11) .1886(18) .077(5) Uiso d . 1 . . H H23 .552(2) .5261(15) .328(3) .107(9) Uiso d . 1 . . H H24 .502(3) .5994(19) .455(3) .137(11) Uiso d . 1 . . H H25 .658(2) .6237(16) .652(2) .116(9) Uiso d . 1 . . H H26 .842(2) .5717(16) .693(2) .110(9) Uiso d . 1 . . H H27 .892(2) .4975(13) .5479(18) .084(6) Uiso d . 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 _atom_site_aniso_type_symbol S .0729(3) .0483(2) .0692(3) .00178(17) .0243(2) .00298(17) S O1 .0977(9) .0562(7) .0930(9) .0208(6) .0379(8) .0120(6) O O2 .0809(8) .0703(8) .0802(8) -.0203(7) .0221(7) -.0026(6) O O3 .0744(8) .0847(9) .0723(8) -.0059(7) .0078(6) .0125(7) O N1 .0610(7) .0481(7) .0665(8) .0031(5) .0198(6) -.0038(6) N N2 .0718(8) .0522(7) .0617(8) .0068(6) .0235(7) -.0023(6) N C1 .0604(8) .0475(7) .0625(9) .0036(6) .0191(7) .0001(6) C C2 .0608(9) .0565(9) .0654(9) .0017(7) .0191(8) -.0018(7) C C3 .0637(9) .0528(8) .0696(9) -.0030(7) .0260(8) -.0055(7) C C4 .0747(11) .0693(11) .0819(13) -.0106(9) .0237(10) -.0095(10) C C5 .0916(15) .0674(12) .1089(17) -.0229(11) .0376(13) -.0147(12) C C6 .1061(17) .0629(11) .1153(19) -.0149(11) .0550(15) .0009(12) C C7 .1030(15) .0731(12) .0848(14) -.0066(11) .0413(12) .0070(11) C C8 .0782(12) .0632(10) .0697(10) -.0088(9) .0281(9) -.0034(8) C C9 .0702(10) .0568(9) .0651(9) .0033(7) .0224(8) .0081(7) C C10 .0802(13) .0847(13) .0692(11) .0141(11) .0172(10) .0076(10) C C11 .1025(17) .1071(18) .0653(12) .0079(14) .0135(12) .0039(11) C C12 .128(2) .0799(13) .0738(13) .0116(13) .0406(13) .0051(10) C C13 .1079(17) .0954(16) .0893(15) .0289(14) .0483(14) .0127(12) C C14 .0756(12) .0901(14) .0715(11) .0167(10) .0266(10) .0117(10) C C15 .210(5) .127(3) .090(2) .026(3) .063(3) -.008(2) C C16 .0706(10) .0506(8) .0680(9) .0064(7) .0258(8) -.0023(7) C C17 .0825(12) .0746(12) .0702(11) .0177(10) .0232(9) -.0052(9) C C18 .0893(15) .1004(17) .0848(14) .0312(13) .0152(12) .0016(12) C C19 .0924(15) .0830(14) .1152(19) .0315(12) .0304(14) .0036(13) C C20 .1109(17) .0754(13) .1045(17) .0272(12) .0448(15) -.0122(12) C C21 .0974(14) .0615(10) .0806(12) .0141(10) .0313(11) -.0098(9) C C22 .0658(9) .0514(8) .0685(9) .0018(7) .0258(8) -.0013(7) C C23 .0762(13) .1053(17) .0926(15) .0244(12) .0238(12) -.0168(13) C C24 .0961(17) .114(2) .121(2) .0289(15) .0500(16) -.0173(16) C C25 .1140(19) .0822(14) .1095(18) .0025(13) .0639(16) -.0222(13) C C26 .0970(16) .0952(16) .0879(15) -.0097(13) .0365(13) -.0309(13) C C27 .0724(11) .0726(11) .0764(11) -.0022(9) .0264(9) -.0154(9) 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 . . 1.4311(13) y S O2 . . 1.4371(14) y S C9 . . 1.7551(19) y S C1 . . 1.8875(17) y O3 C2 . . 1.211(2) y N1 N2 . . 1.2445(18) y N1 C1 . . 1.474(2) y N2 C16 . . 1.430(2) y C1 C22 . . 1.521(2) y C1 C2 . . 1.539(2) y C2 C3 . . 1.501(2) y C3 C8 . . 1.391(3) n C3 C4 . . 1.392(3) n C4 C5 . . 1.381(3) n C5 C6 . . 1.380(4) n C6 C7 . . 1.375(3) n C7 C8 . . 1.385(3) n C9 C14 . . 1.379(3) n C9 C10 . . 1.383(3) n C10 C11 . . 1.375(3) n C11 C12 . . 1.368(4) n C12 C13 . . 1.365(4) n C12 C15 . . 1.519(4) n C13 C14 . . 1.392(3) n C16 C17 . . 1.382(3) n C16 C21 . . 1.387(3) n C17 C18 . . 1.381(3) n C18 C19 . . 1.381(3) n C19 C20 . . 1.368(4) n C20 C21 . . 1.376(3) n C22 C27 . . 1.378(3) n C22 C23 . . 1.379(3) n C23 C24 . . 1.383(3) n C24 C25 . . 1.352(4) n C25 C26 . . 1.371(4) n C26 C27 . . 1.382(3) n C4 H4 . . .97(2) n C5 H5 . . .96(2) n C6 H6 . . .91(3) n C7 H7 . . .97(3) n C8 H8 . . .90(2) n C10 H10 . . .94(2) n C11 H11 . . .93(3) n C13 H13 . . .95(4) n C14 H14 . . .97(2) n C15 H151 . . .80(4) n C15 H152 . . 1.03(5) n C15 H153 . . .94(5) n C17 H17 . . .89(2) n C18 H18 . . 1.00(3) n C19 H19 . . 1.050(10) n C20 H20 . . .94(3) n C21 H21 . . 1.18(2) n C23 H23 . . .92(3) n C24 H24 . . .99(3) n C25 H25 . . .95(3) n C26 H26 . . .95(3) n C27 H27 . . .99(2) n