#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200383.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_2200383 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o619 _journal_page_last o621 _publ_section_title ; Ethyl 1-phenyl-3-sulfanyl-5-(4H-1,2,4-triazol-4-yl)pyrazole-4-carboxylate ; loop_ _publ_author_name 'Wei-Qiang Chen' 'Miao Du' 'Lin-Hong Weng' 'Gui-Yu Jin' _chemical_formula_moiety 'C15 H15 N5 O2 S' _chemical_formula_sum 'C15 H15 N5 O2 S' _chemical_formula_iupac 'C15 H15 N5 O2 S' _chemical_formula_weight 329.38 _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 9.669(5) _cell_length_b 17.063(9) _cell_length_c 17.875(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2949(3) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.484 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 .12479(6) .04165(4) .03864(4) .0566(2) Uani d . 1 . . S N1 .41216(17) .13451(10) .14576(10) .0386(4) Uani d . 1 . . N N2 .28698(17) .13683(10) .11354(10) .0426(5) Uani d . 1 . . N N3 .59841(17) .04882(10) .16515(10) .0381(4) Uani d . 1 . . N N4 .8160(2) .03795(17) .17932(14) .0791(8) Uani d . 1 . . N N5 .7537(2) .00862(14) .24043(13) .0625(6) Uani d . 1 . . N O1 .31105(18) -.09285(10) .03928(10) .0606(5) Uani d . 1 . . O O2 .51746(16) -.08857(8) .08832(9) .0487(4) Uani d . 1 . . O C1 .4708(2) .06543(12) .13590(12) .0360(5) Uani d . 1 . . C C2 .3840(2) .02021(12) .09644(12) .0369(5) Uani d . 1 . . C C3 .2703(2) .06771(13) .08458(12) .0409(5) Uani d . 1 . . C C4 .0301(3) .12862(14) .04463(15) .0585(7) Uani d . 1 . . C H4A -.0574 .1219 .0201 .088 Uiso calc R 1 . . H H4B .0806 .1701 .0208 .088 Uiso calc R 1 . . H H4C .0152 .1416 .0963 .088 Uiso calc R 1 . . H C5 .3982(2) -.05895(13) .07177(13) .0414(5) Uani d . 1 . . C C6 .7211(2) .06113(19) .13576(15) .0663(8) Uani d . 1 . . C H6A .7362 .0838 .0892 .080 Uiso calc R 1 . . H C7 .6251(3) .01562(15) .23047(14) .0543(7) Uani d . 1 . . C H7A .5581 -.0004 .2645 .065 Uiso calc R 1 . . H C8 .4651(2) .20372(12) .17602(12) .0398(5) Uani d . 1 . . C C9 .5439(3) .20235(14) .23805(14) .0507(6) Uani d . 1 . . C H9A .5613 .1554 .2627 .061 Uiso calc R 1 . . H C10 .5974(3) .27019(16) .26387(16) .0598(7) Uani d . 1 . . C H10A .6543 .2697 .3058 .072 Uiso calc R 1 . . H C11 .5694(3) .33810(16) .22973(16) .0628(7) Uani d . 1 . . C H11A .6069 .3845 .2480 .075 Uiso calc R 1 . . H C12 .4876(3) .33943(15) .16946(16) .0608(7) Uani d . 1 . . C H12A .4663 .3870 .1467 .073 Uiso calc R 1 . . H C13 .4356(3) .27205(13) .14139(13) .0487(6) Uani d . 1 . . C H13A .3803 .2727 .0988 .058 Uiso calc R 1 . . H C14 .5418(3) -.16603(14) .06275(15) .0561(7) Uani d . 1 . . C H14A .5442 -.1673 .0085 .067 Uiso calc R 1 . . H H14B .4690 -.2008 .0799 .067 Uiso calc R 1 . . H C15 .6737(3) -.19033(17) .0930(2) .0817(10) Uani d . 1 . . C H15A .6942 -.2426 .0765 .123 Uiso calc R 1 . . H H15B .6697 -.1893 .1467 .123 Uiso calc R 1 . . H H15C .7447 -.1553 .0760 .123 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 .0413(4) .0503(4) .0784(5) -.0009(3) -.0199(3) -.0123(3) N1 .0341(9) .0391(10) .0425(10) -.0030(8) -.0056(8) -.0051(8) N2 .0346(10) .0423(11) .0510(11) -.0020(8) -.0079(8) -.0050(9) N3 .0337(9) .0409(10) .0398(10) .0010(8) -.0051(8) -.0032(8) N4 .0418(12) .129(2) .0668(17) .0135(14) -.0089(12) -.0151(16) N5 .0587(14) .0658(14) .0630(15) .0174(11) -.0181(12) -.0096(11) O1 .0560(10) .0487(10) .0773(13) -.0024(9) -.0223(9) -.0157(9) O2 .0458(9) .0399(9) .0604(11) .0040(7) -.0072(8) -.0107(7) C1 .0337(11) .0378(12) .0364(12) -.0004(9) -.0006(9) .0014(9) C2 .0364(11) .0366(12) .0376(12) -.0036(9) -.0030(9) -.0022(9) C3 .0365(12) .0429(13) .0433(13) -.0036(10) -.0018(10) -.0013(10) C4 .0458(14) .0557(16) .0741(18) .0058(12) -.0112(13) -.0058(13) C5 .0428(13) .0412(13) .0404(13) -.0031(10) -.0030(10) -.0010(10) C6 .0383(14) .111(2) .0492(16) .0013(14) .0022(12) .0009(15) C7 .0552(16) .0526(15) .0552(16) .0034(12) -.0125(12) .0065(11) C8 .0361(11) .0382(12) .0451(13) -.0063(9) .0016(10) -.0080(10) C9 .0543(15) .0458(14) .0520(15) .0009(11) -.0092(12) -.0079(11) C10 .0533(15) .0613(18) .0646(17) -.0025(12) -.0104(13) -.0235(14) C11 .0620(17) .0509(16) .076(2) -.0144(13) .0046(15) -.0197(14) C12 .0778(18) .0406(14) .0640(17) -.0066(13) .0076(15) -.0033(12) C13 .0552(14) .0407(14) .0500(14) -.0035(11) -.0006(12) -.0015(11) C14 .0633(16) .0407(14) .0644(17) .0067(12) .0007(13) -.0092(11) C15 .0634(18) .0635(18) .118(3) .0164(15) -.0017(18) -.0011(18) 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 C3 . 1.689(2) yes S1 C4 . 1.747(3) yes N1 C1 . 1.320(3) yes N1 N2 . 1.341(2) yes N1 C8 . 1.396(3) yes N2 C3 . 1.298(3) yes N3 C6 . 1.314(3) yes N3 C7 . 1.323(3) yes N3 C1 . 1.370(3) yes N4 C6 . 1.266(3) yes N4 N5 . 1.344(3) yes N5 C7 . 1.261(3) yes O1 C5 . 1.175(3) yes O2 C5 . 1.294(3) yes O2 C14 . 1.418(3) yes C1 C2 . 1.340(3) no C2 C3 . 1.383(3) no C2 C5 . 1.427(3) no C4 H4A . .9600 no C4 H4B . .9600 no C4 H4C . .9600 no C6 H6A . .9300 no C7 H7A . .9300 no C8 C9 . 1.346(3) no C8 C13 . 1.350(3) no C9 C10 . 1.349(3) no C9 H9A . .9300 no C10 C11 . 1.337(4) no C10 H10A . .9300 no C11 C12 . 1.337(4) no C11 H11A . .9300 no C12 C13 . 1.351(3) no C12 H12A . .9300 no C13 H13A . .9300 no C14 C15 . 1.446(4) no C14 H14A . .9700 no C14 H14B . .9700 no C15 H15A . .9600 no C15 H15B . .9600 no C15 H15C . .9600 no