#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200677.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_2200677 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o1213 _journal_page_last o1215 _publ_section_title ; O,O-Diphenyl 2-methyl-1-(3-phenylthioureido)propanephosphonate ; loop_ _publ_author_name "Ch\;eci\'nska, Lilianna" 'Ma\/lecka, Magdalena' 'Olszak, Tomasz A.' 'Kudzin, Zbigniew H.' _chemical_formula_moiety 'C23 H25 N2 O3 P S' _chemical_formula_sum 'C23 H25 N2 O3 P S' _chemical_formula_iupac 'C23 H25 N2 O3 P S' _chemical_formula_weight 440.48 _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 21/n' 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 10.0610(10) _cell_length_b 20.5610(10) _cell_length_c 11.3750(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.380(10) _cell_angle_gamma 90.00 _cell_volume 2268.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_meas 1.289 _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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1 .85090(7) .68277(3) .22868(6) .0679(2) Uani d . 1 . . S C1 .8652(2) .63555(11) .3501(2) .0526(5) Uani d . 1 . . C N1 .8621(2) .65816(10) .46099(19) .0657(6) Uani d . 1 . . N H1 .873(3) .6285(13) .514(3) .073(8) Uiso d . 1 . . H N2 .8840(2) .57020(10) .34981(19) .0559(5) Uani d . 1 . . N H2 .883(3) .5539(12) .412(2) .057(7) Uiso d . 1 . . H C2 .8923(2) .53202(11) .2447(2) .0533(5) Uani d . 1 . . C H201 .893(2) .5608(11) .182(2) .057(6) Uiso d . 1 . . H C3 .7740(3) .48257(13) .2048(3) .0623(6) Uani d . 1 . . C H301 .797(3) .4645(13) .141(3) .078(9) Uiso d . 1 . . H C4 .6367(3) .51791(16) .1682(3) .0812(8) Uani d . 1 . . C H401 .6195 .5383 .2387 .122 Uiso calc R 1 . . H H402 .5645 .4874 .1346 .122 Uiso calc R 1 . . H H403 .6394 .5505 .1084 .122 Uiso calc R 1 . . H C5 .7735(3) .43064(14) .2999(3) .0864(9) Uani d . 1 . . C H501 .7592 .4507 .3718 .130 Uiso calc R 1 . . H H502 .8603 .4082 .3203 .130 Uiso calc R 1 . . H H503 .7006 .4002 .2678 .130 Uiso calc R 1 . . H P1 1.06335(6) .49781(3) .28039(5) .0529(2) Uani d . 1 . . P O1 1.11124(17) .46577(8) .39965(13) .0591(4) Uani d . 1 . . O O3 1.15910(18) .55448(9) .26064(15) .0683(5) Uani d . 1 . . O O2 1.05368(18) .45215(8) .16681(14) .0646(4) Uani d . 1 . . O C11 .8512(3) .72463(11) .4928(2) .0578(6) Uani d . 1 . . C C12 .9622(3) .75495(13) .5699(2) .0671(6) Uani d . 1 . . C H12 1.0459 .7331 .5954 .081 Uiso calc R 1 . . H C13 .9505(3) .81720(14) .6095(3) .0796(8) Uani d . 1 . . C H13 1.0261 .8373 .6621 .096 Uiso calc R 1 . . H C14 .8280(4) .84991(14) .5719(3) .0818(8) Uani d . 1 . . C H14 .8202 .8920 .5992 .098 Uiso calc R 1 . . H C15 .7168(4) .82031(15) .4939(3) .0885(9) Uani d . 1 . . C H15 .6337 .8426 .4680 .106 Uiso calc R 1 . . H C16 .7276(3) .75759(14) .4537(3) .0753(7) Uani d . 1 . . C H16 .6521 .7377 .4007 .090 Uiso calc R 1 . . H C21 1.1569(2) .40546(12) .1674(2) .0574(6) Uani d . 1 . . C C22 1.1438(3) .34487(13) .2134(2) .0692(7) Uani d . 1 . . C H22 1.0697 .3352 .2448 .083 Uiso calc R 1 . . H C23 1.2421(3) .29857(14) .2122(3) .0797(8) Uani d . 1 . . C H23 1.2354 .2574 .2441 .096 Uiso calc R 1 . . H C24 1.3495(3) .31283(15) .1642(3) .0820(8) Uani d . 1 . . C H24 1.4157 .2814 .1635 .098 Uiso calc R 1 . . H C25 1.3600(3) .37311(16) .1173(3) .0808(8) Uani d . 1 . . C H25 1.4331 .3823 .0842 .097 Uiso calc R 1 . . H C26 1.2633(3) .42068(14) .1184(3) .0722(7) Uani d . 1 . . C H26 1.2704 .4618 .0867 .087 Uiso calc R 1 . . H C31 1.2672(3) .58269(14) .3519(2) .0641(6) Uani d . 1 . . C C32 1.3957(3) .55548(19) .3739(3) .0919(10) Uani d . 1 . . C H32 1.4103 .5177 .3340 .110 Uiso calc R 1 . . H C33 1.5026(4) .5856(3) .4568(4) .1196(14) Uani d . 1 . . C H33 1.5908 .5681 .4729 .144 Uiso calc R 1 . . H C34 1.4809(5) .6406(3) .5156(4) .1189(16) Uani d . 1 . . C H34 1.5539 .6603 .5720 .143 Uiso calc R 1 . . H C35 1.3517(5) .66689(19) .4915(3) .1088(13) Uani d . 1 . . C H35 1.3370 .7044 .5318 .131 Uiso calc R 1 . . H C36 1.2420(3) .63786(15) .4070(3) .0817(8) Uani d . 1 . . C H36 1.1541 .6558 .3890 .098 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 .0804(5) .0627(4) .0604(4) .0028(3) .0182(3) .0103(3) C1 .0474(12) .0559(13) .0545(12) .0016(9) .0136(9) -.0002(9) N1 .0887(16) .0544(11) .0551(11) .0083(11) .0213(11) .0022(9) N2 .0664(12) .0554(11) .0481(10) .0041(9) .0193(9) .0027(8) C2 .0563(13) .0571(13) .0478(12) .0006(10) .0160(10) .0016(9) C3 .0577(14) .0665(15) .0628(15) -.0020(11) .0161(12) -.0050(11) C4 .0541(15) .097(2) .088(2) .0010(14) .0123(14) .0010(16) C5 .082(2) .0759(19) .099(2) -.0190(16) .0212(18) .0107(16) P1 .0524(3) .0619(4) .0459(3) .0027(3) .0157(2) .0017(2) O1 .0650(10) .0654(10) .0476(8) .0069(8) .0160(7) .0063(7) O3 .0593(10) .0866(13) .0556(9) -.0138(9) .0094(8) .0106(8) O2 .0640(10) .0774(11) .0519(9) .0126(8) .0148(8) -.0078(8) C11 .0650(14) .0549(12) .0554(13) .0003(11) .0192(11) .0004(10) C12 .0598(15) .0710(16) .0722(16) -.0049(12) .0203(13) -.0013(12) C13 .088(2) .0698(17) .0796(18) -.0179(16) .0199(16) -.0075(14) C14 .111(3) .0598(15) .0757(18) .0005(16) .0271(17) -.0066(13) C15 .090(2) .0749(18) .094(2) .0235(16) .0128(18) -.0002(16) C16 .0682(17) .0698(16) .0795(17) .0069(13) .0048(14) -.0033(13) C21 .0579(13) .0678(14) .0481(12) .0056(11) .0165(10) -.0061(10) C22 .0728(17) .0751(17) .0633(15) -.0016(13) .0243(13) -.0050(13) C23 .102(2) .0690(16) .0717(17) .0128(16) .0288(17) .0007(13) C24 .083(2) .086(2) .0772(18) .0238(16) .0211(16) -.0101(15) C25 .0728(18) .095(2) .0848(19) .0026(15) .0379(16) -.0168(16) C26 .0775(18) .0742(17) .0738(17) .0000(14) .0355(14) -.0048(13) C31 .0538(13) .0806(17) .0568(13) -.0083(12) .0131(11) .0093(12) C32 .0573(16) .129(3) .087(2) .0032(17) .0150(15) -.0022(19) C33 .0580(19) .175(4) .112(3) -.020(2) -.0022(19) .020(3) C34 .103(3) .160(4) .077(2) -.065(3) -.006(2) .008(2) C35 .134(4) .099(2) .089(2) -.044(3) .022(2) -.0113(19) C36 .0779(19) .081(2) .0844(19) -.0084(15) .0181(16) -.0008(15) 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 . 1.663(2) yes C1 N1 . 1.352(3) yes C1 N2 . 1.357(3) yes N1 C11 . 1.425(3) yes N1 H1 . .85(3) no N2 C2 . 1.451(3) yes N2 H2 . .78(2) no C2 C3 . 1.540(3) yes C2 P1 . 1.803(2) yes C2 H201 . .93(2) no C3 C4 . 1.518(4) yes C3 C5 . 1.521(4) yes C3 H301 . .90(3) no C4 H401 . .9600 no C4 H402 . .9600 no C4 H403 . .9600 no C5 H501 . .9600 no C5 H502 . .9600 no C5 H503 . .9600 no P1 O1 . 1.4696(15) yes P1 O3 . 1.5656(17) yes P1 O2 . 1.5791(16) yes O3 C31 . 1.413(3) yes O2 C21 . 1.413(3) yes C11 C12 . 1.373(3) no C11 C16 . 1.382(4) no C12 C13 . 1.372(4) no C12 H12 . .9300 no C13 C14 . 1.369(4) no C13 H13 . .9300 no C14 C15 . 1.372(4) no C14 H14 . .9300 no C15 C16 . 1.382(4) no C15 H15 . .9300 no C16 H16 . .9300 no C21 C26 . 1.368(3) no C21 C22 . 1.371(4) no C22 C23 . 1.375(4) no C22 H22 . .9300 no C23 C24 . 1.365(4) no C23 H23 . .9300 no C24 C25 . 1.365(4) no C24 H24 . .9300 no C25 C26 . 1.382(4) no C25 H25 . .9300 no C26 H26 . .9300 no C31 C36 . 1.352(4) no C31 C32 . 1.370(4) no C32 C33 . 1.374(5) no C32 H32 . .9300 no C33 C34 . 1.361(6) no C33 H33 . .9300 no C34 C35 . 1.367(6) no C34 H34 . .9300 no C35 C36 . 1.390(5) no C35 H35 . .9300 no C36 H36 . .9300 no