#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200675.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_2200675 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o1216 _journal_page_last o1218 _publ_section_title ; O,O-Diphenyl 1-(3-phenylthioureido)ethanephosphonate ; loop_ _publ_author_name "Ch\;eci\'nska, Lilianna" 'Ma\/lecka, Magdalena' 'Olszak, Tomasz A.' 'Kudzin, Zbigniew H.' _chemical_formula_moiety 'C21 H21 N2 O3 P S' _chemical_formula_sum 'C21 H21 N2 O3 P S' _chemical_formula_iupac 'C21 H21 N2 O3 P S' _chemical_formula_weight 412.43 _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7530(10) _cell_length_b 10.0690(10) _cell_length_c 12.2550(10) _cell_angle_alpha 98.170(10) _cell_angle_beta 103.370(10) _cell_angle_gamma 111.630(10) _cell_volume 1053.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_meas 1.294 _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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol S1 .37994(8) .06954(7) .19273(6) .0646(2) Uani d . 1 . S C1 .4535(3) .2475(3) .2626(2) .0514(6) Uani d . 1 . C N1 .5642(3) .3582(3) .2393(2) .0616(6) Uani d . 1 . N H1 .574(3) .447(3) .274(2) .069(8) Uiso d . 1 . H N2 .4071(3) .2969(3) .3492(2) .0588(6) Uani d . 1 . N H2 .444(3) .390(3) .373(2) .062(8) Uiso d . 1 . H C2 .2823(3) .2059(3) .3875(2) .0575(6) Uani d . 1 . C H201 .262(3) .099(3) .345(2) .058(7) Uiso d . 1 . H C3 .1441(3) .2447(4) .3585(3) .0814(9) Uani d . 1 . C H301 .0645(11) .1837(17) .3860(18) .122 Uiso calc R 1 . H H302 .1048(16) .228(2) .2761(3) .122 Uiso calc R 1 . H H303 .1756(7) .3466(7) .3951(16) .122 Uiso calc R 1 . H P1 .36202(8) .23343(7) .54149(6) .0561(2) Uani d . 1 . P O1 .4222(2) .3870(2) .6077(2) .0660(5) Uani d . 1 . O O2 .2247(2) .1198(2) .57135(14) .0631(5) Uani d . 1 . O O3 .4843(2) .1648(2) .5597(2) .0653(5) Uani d . 1 . O C11 .6430(3) .3498(3) .1567(2) .0555(6) Uani d . 1 . C C12 .7014(3) .2458(3) .1408(2) .0642(7) Uani d . 1 . C H12 .6874(3) .1756(3) .1839(2) .077 Uiso calc R 1 . H C13 .7802(3) .2454(3) .0616(3) .0751(8) Uani d . 1 . C H13 .8179(3) .1738(3) .0503(3) .090 Uiso calc R 1 . H C14 .8040(4) .3496(4) -.0014(3) .0841(10) Uani d . 1 . C H14 .8567(4) .3481(4) -.0555(3) .101 Uiso calc R 1 . H C15 .7500(4) .4552(4) .0158(3) .0863(10) Uani d . 1 . C H15 .7678(4) .5271(4) -.0256(3) .104 Uiso calc R 1 . H C16 .6685(3) .4563(3) .0948(2) .0708(8) Uani d . 1 . C H16 .6313(3) .5283(3) .1059(2) .085 Uiso calc R 1 . H C21 .2160(3) .1294(3) .6864(2) .0566(6) Uani d . 1 . C C22 .0865(3) .1380(3) .7057(2) .0669(7) Uani d . 1 . C H22 .0104(3) .1418(3) .6460(2) .080 Uiso calc R 1 . H C23 .0702(4) .1411(4) .8150(3) .0809(9) Uani d . 1 . C H23 -.0166(4) .1480(4) .8298(3) .097 Uiso calc R 1 . H C24 .1840(4) .1339(4) .9022(3) .0825(9) Uani d . 1 . C H24 .1736(4) .1354(4) .9758(3) .099 Uiso calc R 1 . H C25 .3115(4) .1244(3) .8804(3) .0818(9) Uani d . 1 . C H25 .3875(4) .1201(3) .9399(3) .098 Uiso calc R 1 . H C26 .3302(3) .1212(3) .7718(3) .0698(7) Uani d . 1 . C H26 .4167(3) .1138(3) .7569(3) .084 Uiso calc R 1 . H C31 .6437(3) .2453(3) .5773(2) .0596(6) Uani d . 1 . C C32 .7361(4) .3422(4) .6820(3) .0803(9) Uani d . 1 . C H32 .6941(4) .3573(4) .7410(3) .096 Uiso calc R 1 . H C33 .8916(4) .4164(4) .6986(3) .0980(11) Uani d . 1 . C H33 .9560(4) .4813(4) .7698(3) .118 Uiso calc R 1 . H C34 .9525(4) .3957(5) .6110(4) .1060(13) Uani d . 1 . C H34 1.0577(4) .4480(5) .6220(4) .127 Uiso calc R 1 . H C35 .8579(4) .2975(5) .5071(4) .0991(12) Uani d . 1 . C H35 .8989(4) .2832(5) .4474(4) .119 Uiso calc R 1 . H C36 .7016(3) .2196(4) .4906(3) .0734(8) Uani d . 1 . C H36 .6375(3) .1507(4) .4210(3) .088 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 .0710(4) .0543(4) .0614(4) .0187(3) .0255(3) .0050(3) C1 .0541(14) .0540(14) .0481(12) .0229(11) .0192(11) .0121(10) N1 .0731(14) .0531(13) .0630(13) .0234(11) .0355(11) .0117(10) N2 .0683(14) .0491(13) .0615(12) .0196(11) .0338(11) .0116(10) C2 .0602(15) .0553(15) .0623(15) .0223(12) .0296(12) .0174(12) C3 .072(2) .098(2) .092(2) .043(2) .034(2) .036(2) P1 .0602(4) .0488(4) .0612(4) .0188(3) .0292(3) .0133(3) O1 .0794(12) .0465(10) .0714(11) .0192(9) .0378(10) .0082(8) O2 .0626(11) .0607(10) .0605(10) .0146(9) .0272(8) .0165(8) O3 .0588(10) .0545(10) .0825(12) .0224(8) .0237(9) .0167(9) C11 .0581(14) .0539(14) .0489(13) .0163(12) .0208(11) .0088(11) C12 .071(2) .061(2) .0627(15) .0260(13) .0276(13) .0128(12) C13 .075(2) .075(2) .074(2) .026(2) .035(2) .0070(15) C14 .092(2) .092(2) .068(2) .027(2) .046(2) .011(2) C15 .106(3) .087(2) .077(2) .034(2) .050(2) .034(2) C16 .083(2) .069(2) .068(2) .030(2) .036(2) .0236(14) C21 .0601(15) .0523(14) .0593(14) .0188(11) .0261(12) .0194(11) C22 .064(2) .071(2) .070(2) .0274(14) .0250(14) .0261(14) C23 .084(2) .087(2) .086(2) .036(2) .047(2) .026(2) C24 .104(3) .079(2) .065(2) .031(2) .036(2) .025(2) C25 .091(2) .078(2) .068(2) .029(2) .015(2) .029(2) C26 .064(2) .072(2) .079(2) .0282(14) .0237(15) .0299(15) C31 .0562(15) .059(2) .066(2) .0238(12) .0187(12) .0215(12) C32 .077(2) .084(2) .066(2) .027(2) .0115(15) .016(2) C33 .071(2) .090(3) .102(3) .019(2) -.005(2) .026(2) C34 .059(2) .111(3) .148(4) .033(2) .015(2) .068(3) C35 .081(2) .139(3) .121(3) .068(2) .053(2) .065(3) C36 .068(2) .093(2) .074(2) .047(2) .0233(15) .025(2) 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 . 1.671(2) yes C1 N2 . 1.347(3) yes C1 N1 . 1.355(3) yes N1 C11 . 1.416(3) yes N1 H1 . .90(3) no N2 C2 . 1.451(3) yes N2 H2 . .85(3) no C2 C3 . 1.517(4) yes C2 P1 . 1.805(3) yes C2 H201 . 1.05(2) no C3 H301 . .96 no C3 H302 . .96 no C3 H303 . .96 no P1 O1 . 1.465(2) yes P1 O2 . 1.566(2) yes P1 O3 . 1.574(2) yes O2 C21 . 1.423(3) yes O3 C31 . 1.410(3) yes C11 C12 . 1.375(4) no C11 C16 . 1.382(4) no C12 C13 . 1.372(3) no C12 H12 . .93 no C13 C14 . 1.373(5) no C13 H13 . .93 no C14 C15 . 1.360(5) no C14 H14 . .93 no C15 C16 . 1.388(4) no C15 H15 . .93 no C16 H16 . .93 no C21 C22 . 1.368(4) no C21 C26 . 1.377(4) no C22 C23 . 1.383(4) no C22 H22 . .93 no C23 C24 . 1.383(5) no C23 H23 . .93 no C24 C25 . 1.364(4) no C24 H24 . .93 no C25 C26 . 1.382(4) no C25 H25 . .93 no C26 H26 . .93 no C31 C36 . 1.349(4) no C31 C32 . 1.368(4) no C32 C33 . 1.370(4) no C32 H32 . .93 no C33 C34 . 1.367(5) no C33 H33 . .93 no C34 C35 . 1.371(6) no C34 H34 . .93 no C35 C36 . 1.382(4) no C35 H35 . .93 no C36 H36 . .93 no