#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200123.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_2200123 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first m65 _journal_page_last m66 _publ_section_title ; Di-n-butylbis(thiophene-2-carboxylato-O,O')tin(IV) ; loop_ _publ_author_name 'Yahyi, Abderrahmane' 'Et-touhami, Abdelkader' 'Zidane, Ismail' 'Benchat, Nour-eddine' 'El-Bali, Brahim' 'Bolte, Michael' _chemical_formula_moiety 'C18 H24 O4 S2 Sn' _chemical_formula_sum 'C18 H24 O4 S2 Sn' _chemical_formula_iupac '[Sn (C4 H9)2 (C5 H3 O2 S1)2]' _chemical_formula_weight 487.18 _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 18.238(2) _cell_length_b 21.984(3) _cell_length_c 10.5860(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.051(6) _cell_angle_gamma 90.00 _cell_volume 4233.8(8) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.529 _diffrn_ambient_temperature 173(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 Sn1 .501346(7) .549230(5) .697233(11) .02574(4) Uani d . 1 . . Sn C1 .55128(12) .61700(9) .58945(19) .0357(4) Uani d . 1 . . C H1A .5796 .5967 .5250 .043 Uiso calc R 1 . . H H1B .5121 .6413 .5440 .043 Uiso calc R 1 . . H C2 .60231(13) .65987(10) .6663(2) .0434(5) Uani d . 1 . . C H2A .5758 .6774 .7361 .052 Uiso calc R 1 . . H H2B .6448 .6365 .7043 .052 Uiso calc R 1 . . H C3 .63022(16) .71117(12) .5863(3) .0624(8) Uani d . 1 . . C H3A .5877 .7347 .5489 .075 Uiso calc R 1 . . H H3B .6563 .6936 .5159 .075 Uiso calc R 1 . . H C4 .6820(2) .75408(17) .6622(5) .1042(15) Uani d . 1 . . C H4A .6980 .7864 .6068 .156 Uiso calc R 1 . . H H4B .7250 .7313 .6973 .156 Uiso calc R 1 . . H H4C .6564 .7721 .7315 .156 Uiso calc R 1 . . H C5 .40527(11) .49600(9) .71251(18) .0314(4) Uani d . 1 . . C H5A .3661 .5117 .6516 .038 Uiso calc R 1 . . H H5B .4159 .4537 .6878 .038 Uiso calc R 1 . . H C6 .37637(11) .49528(9) .84445(18) .0306(4) Uani d . 1 . . C H6A .4167 .4832 .9069 .037 Uiso calc R 1 . . H H6B .3607 .5369 .8661 .037 Uiso calc R 1 . . H C7 .31183(12) .45182(10) .8547(2) .0375(4) Uani d . 1 . . C H7A .2716 .4635 .7916 .045 Uiso calc R 1 . . H H7B .3276 .4101 .8344 .045 Uiso calc R 1 . . H C8 .28321(15) .45226(13) .9853(2) .0549(6) Uani d . 1 . . C H8A .2421 .4237 .9877 .082 Uiso calc R 1 . . H H8B .2664 .4933 1.0050 .082 Uiso calc R 1 . . H H8C .3226 .4401 1.0480 .082 Uiso calc R 1 . . H C11 .46916(10) .62570(8) .88453(17) .0278(4) Uani d . 1 A . C O11 .51788(7) .58315(6) .88488(12) .0302(3) Uani d . 1 . . O O12 .42940(8) .63754(6) .78720(13) .0328(3) Uani d . 1 . . O C12 .46302(11) .65913(8) 1.00314(18) .0302(4) Uani d . 1 . . C S13 .40735(5) .71787(3) 1.01286(8) .0433(2) Uani d P .644(3) A 1 S C13 .40735(5) .71787(3) 1.01286(8) .0433(2) Uani d P .356(3) A 2 C H13 .3745 .7375 .9523 .052 Uiso calc PR .356(3) A 2 H C14 .42816(16) .73016(11) 1.1604(3) .0594(7) Uani d . 1 . . C H14 .4069 .7622 1.2057 .071 Uiso calc R 1 A 1 H C15 .47784(17) .69185(14) 1.2145(2) .0582(7) Uani d . 1 A . C H15 .4935 .6945 1.3018 .070 Uiso calc R 1 B 1 H C16 .50737(7) .64471(5) 1.13063(10) .0449(4) Uani d P .644(3) A 1 C H16 .5434 .6142 1.1497 .054 Uiso calc PR .644(3) A 1 H S16 .50737(7) .64471(5) 1.13063(10) .0449(4) Uani d P .356(3) A 2 S C21 .59713(10) .45790(8) .66479(18) .0286(4) Uani d . 1 C . C O21 .58977(8) .49180(6) .76250(13) .0340(3) Uani d . 1 . . O O22 .55689(8) .46560(6) .56619(13) .0356(3) Uani d . 1 . . O C22 .65352(10) .41046(9) .67363(19) .0307(4) Uani d . 1 . . C S23 .70905(4) .40042(3) .80543(7) .0449(2) Uani d P .810(3) C 1 S C23 .70905(4) .40042(3) .80543(7) .0449(2) Uani d P .190(3) C 2 C H23 .7139 .4205 .8850 .054 Uiso calc PR .190(3) C 2 H C24 .75216(14) .34224(12) .7443(3) .0581(7) Uani d . 1 . . C H24 .7907 .3204 .7893 .070 Uiso calc R 1 C 1 H C25 .72720(13) .32879(11) .6244(3) .0525(6) Uani d . 1 C . C H25 .7473 .2966 .5777 .063 Uiso calc R 1 D 1 H C26 .66775(8) .36677(7) .57191(14) .0429(5) Uani d P .810(3) C 1 C H26 .6432 .3642 .4899 .051 Uiso calc PR .810(3) C 1 H S26 .66775(8) .36677(7) .57191(14) .0429(5) Uani d P .190(3) C 2 S Sn1A .029665(7) .565324(6) .163891(13) .03255(4) Uani d . 1 . . Sn C1A -.07450(12) .60125(11) .1006(2) .0453(5) Uani d . 1 . . C H1A1 -.0985 .5726 .0385 .054 Uiso calc R 1 . . H H1A2 -.1054 .6035 .1737 .054 Uiso calc R 1 . . H C2A -.07283(15) .66212(15) .0414(4) .0878(12) Uani d . 1 . . C H2A1 -.0415 .6594 -.0310 .105 Uiso calc R 1 . . H H2A2 -.0481 .6902 .1039 .105 Uiso calc R 1 . . H C3A -.14330(15) .69036(14) -.0050(4) .0681(8) Uani d . 1 . . C H3A1 -.1680 .6623 -.0676 .082 Uiso calc R 1 . . H H3A2 -.1747 .6930 .0673 .082 Uiso calc R 1 . . H C4A -.1417(2) .75031(19) -.0630(6) .144(3) Uani d . 1 . . C H4A1 -.1920 .7633 -.0883 .215 Uiso calc R 1 . . H H4A2 -.1130 .7486 -.1378 .215 Uiso calc R 1 . . H H4A3 -.1190 .7794 -.0020 .215 Uiso calc R 1 . . H C5A .09980(12) .49052(10) .2132(2) .0404(5) Uani d . 1 . . C H5A1 .0699 .4529 .2077 .048 Uiso calc R 1 . . H H5A2 .1366 .4873 .1491 .048 Uiso calc R 1 . . H C6A .14039(13) .49262(11) .3428(2) .0466(5) Uani d . 1 . . C H6A1 .1046 .4902 .4087 .056 Uiso calc R 1 . . H H6A2 .1669 .5318 .3533 .056 Uiso calc R 1 . . H C7A .19533(16) .44001(13) .3604(3) .0564(7) Uani d . 1 . . C H7A1 .1691 .4012 .3428 .068 Uiso calc R 1 . . H H7A2 .2330 .4443 .2981 .068 Uiso calc R 1 . . H C8A .2326(2) .43768(18) .4907(4) .0972(14) Uani d . 1 . . C H8A1 .2665 .4030 .4970 .146 Uiso calc R 1 . . H H8A2 .1956 .4330 .5528 .146 Uiso calc R 1 . . H H8A3 .2601 .4754 .5076 .146 Uiso calc R 1 . . H C11A .02769(11) .61650(10) .39223(19) .0362(4) Uani d . 1 E . C O11A .06495(8) .63297(6) .29839(13) .0355(3) Uani d . 1 . . O O12A -.01238(10) .57071(8) .38301(16) .0483(4) Uani d . 1 . . O C12A .03493(12) .65429(10) .50643(19) .0378(4) Uani d . 1 . . C S13A .08783(4) .71696(3) .51435(7) .0455(2) Uani d P .760(3) E 1 S C13A .08783(4) .71696(3) .51435(7) .0455(2) Uani d P .240(3) E 2 C H13A .1176 .7364 .4562 .055 Uiso calc PR .240(3) E 2 H C14A .06871(17) .73209(13) .6612(2) .0577(7) Uani d . 1 . . C H14A .0888 .7659 .7078 .069 Uiso calc R 1 E 1 H C15A .02224(19) .69224(17) .7086(2) .0711(9) Uani d . 1 E . C H15A .0091 .6954 .7936 .085 Uiso calc R 1 F 1 H C16A -.00750(12) .64397(9) .62584(16) .0715(7) Uani d P .760(3) E 1 C H16A -.0434 .6141 .6412 .086 Uiso calc PR .760(3) E 1 H S16A -.00750(12) .64397(9) .62584(16) .0715(7) Uani d P .240(3) E 2 S C21A .10004(11) .58179(9) -.04998(19) .0328(4) Uani d . 1 G . C O21A .10536(8) .61338(7) .05319(13) .0362(3) Uani d . 1 . . O O22A .05288(8) .54076(7) -.06439(15) .0413(3) Uani d . 1 . . O C22A .15133(10) .59471(9) -.14670(19) .0330(4) Uani d . 1 . . C S23A .21863(3) .64827(3) -.12090(6) .04180(19) Uani d P .904(3) G 1 S C23A .21863(3) .64827(3) -.12090(6) .04180(19) Uani d P .096(3) G 2 C H23A .2331 .6747 -.0525 .050 Uiso calc PR .096(3) G 2 H C24A .24926(13) .63554(13) -.2657(2) .0500(6) Uani d . 1 . . C H24A .2899 .6565 -.2967 .060 Uiso calc R 1 G 1 H C25A .21049(14) .59288(12) -.3330(2) .0489(6) Uani d . 1 G . C H25A .2209 .5816 -.4165 .059 Uiso calc R 1 H 1 H C26A .15167(11) .56576(11) -.26722(19) .0543(7) Uani d P .904(3) G 1 C H26A .1193 .5345 -.2985 .065 Uiso calc PR .904(3) G 1 H S26A .15167(11) .56576(11) -.26722(19) .0543(7) Uani d P .096(3) G 2 S 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 Sn1 .03083(7) .02344(6) .02275(6) .00177(5) .00043(4) -.00081(4) C1 .0463(12) .0294(10) .0324(10) -.0031(8) .0089(8) .0009(8) C2 .0410(12) .0384(11) .0516(13) -.0084(9) .0099(10) -.0066(10) C3 .0619(16) .0400(13) .090(2) -.0107(12) .0353(15) -.0032(13) C4 .078(2) .065(2) .173(4) -.0387(19) .035(3) -.020(2) C5 .0357(10) .0308(9) .0272(9) -.0038(7) -.0013(7) -.0010(7) C6 .0335(10) .0274(9) .0309(9) -.0027(7) .0021(7) -.0014(7) C7 .0365(11) .0371(11) .0385(11) -.0075(8) -.0008(8) -.0019(8) C8 .0497(14) .0688(17) .0472(14) -.0256(12) .0101(11) -.0021(12) C11 .0332(9) .0220(8) .0287(9) -.0038(7) .0063(7) -.0003(7) O11 .0373(7) .0269(6) .0263(6) .0048(5) .0014(5) -.0046(5) O12 .0386(7) .0272(7) .0325(7) .0009(5) .0008(6) .0023(5) C12 .0367(10) .0229(8) .0322(9) -.0017(7) .0105(8) -.0024(7) S13 .0495(5) .0311(4) .0503(5) .0073(3) .0109(3) -.0054(3) C13 .0495(5) .0311(4) .0503(5) .0073(3) .0109(3) -.0054(3) C14 .0703(17) .0368(12) .0757(18) -.0063(12) .0369(15) -.0236(12) C15 .0755(18) .0691(18) .0314(11) -.0183(15) .0132(11) -.0107(11) C16 .0619(8) .0368(6) .0372(6) .0022(5) .0116(5) -.0058(4) S16 .0619(8) .0368(6) .0372(6) .0022(5) .0116(5) -.0058(4) C21 .0300(9) .0246(9) .0313(9) .0002(7) .0035(7) -.0010(7) O21 .0373(7) .0322(7) .0316(7) .0084(6) -.0039(6) -.0061(5) O22 .0429(8) .0348(7) .0284(7) .0072(6) -.0026(6) -.0011(5) C22 .0284(9) .0271(9) .0365(10) .0003(7) .0022(7) .0005(7) S23 .0462(4) .0408(4) .0456(4) .0116(3) -.0120(3) -.0041(3) C23 .0462(4) .0408(4) .0456(4) .0116(3) -.0120(3) -.0041(3) C24 .0419(13) .0422(13) .088(2) .0109(10) -.0114(13) .0051(13) C25 .0421(13) .0398(13) .0779(18) .0056(10) .0205(12) -.0118(12) C26 .0455(8) .0404(8) .0442(8) .0057(6) .0126(6) -.0024(6) S26 .0455(8) .0404(8) .0442(8) .0057(6) .0126(6) -.0024(6) Sn1A .02985(7) .03253(7) .03535(7) -.00594(5) .00273(5) -.00042(5) C1A .0316(11) .0509(13) .0532(13) -.0024(9) .0020(9) -.0016(10) C2A .0365(14) .0596(18) .164(4) -.0089(13) -.0137(18) .039(2) C3A .0424(14) .0568(17) .104(2) .0032(12) -.0052(14) .0003(16) C4A .064(2) .080(3) .280(7) -.004(2) -.038(3) .071(4) C5A .0438(12) .0347(11) .0421(11) -.0014(9) -.0015(9) -.0031(9) C6A .0466(13) .0453(13) .0461(13) .0032(10) -.0095(10) -.0071(10) C7A .0564(16) .0546(15) .0560(15) .0120(12) -.0110(12) -.0079(12) C8A .108(3) .089(3) .086(3) .043(2) -.049(2) -.020(2) C11A .0346(10) .0390(11) .0352(10) .0021(8) .0042(8) .0051(8) O11A .0391(8) .0361(7) .0320(7) -.0064(6) .0069(6) -.0028(6) O12A .0497(9) .0487(9) .0477(9) -.0125(7) .0112(7) .0037(7) C12A .0365(11) .0433(12) .0337(10) .0093(9) .0039(8) .0049(8) S13A .0467(4) .0476(4) .0419(4) .0067(3) .0010(3) -.0110(3) C13A .0467(4) .0476(4) .0419(4) .0067(3) .0010(3) -.0110(3) C14A .0727(18) .0550(15) .0430(13) .0248(14) -.0130(12) -.0125(11) C15A .087(2) .099(2) .0282(12) .0326(19) .0104(13) .0042(13) C16A .0938(15) .0734(12) .0461(9) -.0015(10) -.0046(9) .0101(8) S16A .0938(15) .0734(12) .0461(9) -.0015(10) -.0046(9) .0101(8) C21A .0285(9) .0359(10) .0337(10) -.0002(8) .0003(7) -.0001(8) O21A .0358(7) .0380(8) .0351(7) -.0086(6) .0052(6) -.0039(6) O22A .0366(8) .0437(8) .0435(8) -.0115(6) .0034(6) -.0056(7) C22A .0275(9) .0363(10) .0347(10) .0010(7) -.0005(7) .0011(8) S23A .0353(3) .0528(4) .0372(3) -.0112(2) .0016(2) .0018(2) C23A .0353(3) .0528(4) .0372(3) -.0112(2) .0016(2) .0018(2) C24A .0380(12) .0670(16) .0459(13) -.0030(11) .0095(10) .0089(11) C25A .0487(13) .0594(15) .0394(12) .0071(11) .0095(10) .0016(11) C26A .0463(11) .0716(15) .0456(11) .0115(9) .0076(8) .0075(9) S26A .0463(11) .0716(15) .0456(11) .0115(9) .0076(8) .0075(9) 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 Sn1 C1 . 2.1209(19) ? Sn1 C5 . 2.1227(19) ? Sn1 O11 . 2.1233(13) y Sn1 O21 . 2.1248(13) y Sn1 O22 . 2.5553(14) y Sn1 O12 . 2.5641(14) y C1 C2 . 1.519(3) ? C1 H1A . .990 ? C1 H1B . .990 ? C2 C3 . 1.519(3) ? C2 H2A . .990 ? C2 H2B . .990 ? C3 C4 . 1.523(4) ? C3 H3A . .990 ? C3 H3B . .990 ? C4 H4A . .980 ? C4 H4B . .980 ? C4 H4C . .980 ? C5 C6 . 1.527(3) ? C5 H5A . .990 ? C5 H5B . .990 ? C6 C7 . 1.526(3) ? C6 H6A . .990 ? C6 H6B . .990 ? C7 C8 . 1.512(3) ? C7 H7A . .990 ? C7 H7B . .990 ? C8 H8A . .980 ? C8 H8B . .980 ? C8 H8C . .980 ? C11 O12 . 1.245(2) ? C11 O11 . 1.290(2) ? C11 C12 . 1.466(2) ? C12 C16 . 1.556(2) ? C12 S13 . 1.650(2) ? S13 C14 . 1.604(3) ? C14 C15 . 1.336(4) ? C14 H14 . .950 ? C15 C16 . 1.490(3) ? C15 H15 . .950 ? C16 H16 . .950 ? C21 O22 . 1.244(2) ? C21 O21 . 1.290(2) ? C21 C22 . 1.463(3) ? C22 C26 . 1.480(2) ? C22 S23 . 1.680(2) ? S23 C24 . 1.656(3) ? C24 C25 . 1.351(4) ? C24 H24 . .950 ? C25 C26 . 1.448(3) ? C25 H25 . .950 ? C26 H26 . .950 ? Sn1A C1A . 2.122(2) ? Sn1A C5A . 2.126(2) ? Sn1A O11A . 2.1268(14) y Sn1A O21A . 2.1503(14) y Sn1A O12A . 2.4967(17) y Sn1A O22A . 2.5407(16) y C1A C2A . 1.479(4) ? C1A H1A1 . .990 ? C1A H1A2 . .990 ? C2A C3A . 1.480(4) ? C2A H2A1 . .990 ? C2A H2A2 . .990 ? C3A C4A . 1.455(5) ? C3A H3A1 . .990 ? C3A H3A2 . .990 ? C4A H4A1 . .980 ? C4A H4A2 . .980 ? C4A H4A3 . .980 ? C5A C6A . 1.513(3) ? C5A H5A1 . .990 ? C5A H5A2 . .990 ? C6A C7A . 1.533(3) ? C6A H6A1 . .990 ? C6A H6A2 . .990 ? C7A C8A . 1.495(4) ? C7A H7A1 . .990 ? C7A H7A2 . .990 ? C8A H8A1 . .980 ? C8A H8A2 . .980 ? C8A H8A3 . .980 ? C11A O12A . 1.244(3) ? C11A O11A . 1.294(2) ? C11A C12A . 1.465(3) ? C12A C16A . 1.545(3) ? C12A S13A . 1.681(2) ? S13A C14A . 1.651(3) ? C14A C15A . 1.341(5) ? C14A H14A . .950 ? C15A C16A . 1.456(4) ? C15A H15A . .950 ? C16A H16A . .950 ? C21A O22A . 1.248(2) ? C21A O21A . 1.292(2) ? C21A C22A . 1.463(3) ? C22A C26A . 1.426(3) ? C22A S23A . 1.709(2) ? S23A C24A . 1.692(3) ? C24A C25A . 1.348(4) ? C24A H24A . .950 ? C25A C26A . 1.448(3) ? C25A H25A . .950 ? C26A H26A . .950 ?