#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2006280.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_2006280 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 884 _journal_page_last 886 _publ_section_title ; An Atypical Conformation of a Toluenesulfonamide ; loop_ _publ_author_name 'Helliwell, Madeleine' ' Zhao, Yuekun' ' Joule, John A.' _chemical_formula_sum 'C21 H25 N3 O2 S ' _chemical_formula_weight 383.51 _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 15.240(2) _cell_length_b 17.220(2) _cell_length_c 7.8492(8) _cell_angle_alpha 90.236(10) _cell_angle_beta 104.330(10) _cell_angle_gamma 79.410(10) _cell_volume 1960.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _exptl_crystal_density_diffrn 1.299 _diffrn_ambient_temperature 296.2 _refine_ls_R_factor_obs .0477 _refine_ls_wR_factor_obs .0343 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_calc_attached_atom _atom_site_refinement_flags _atom_site_occupancy S(1) .86327(6) .21518(6) .28370(10) .0376(3) Uani d ? . 1.000 O(1) .8980(2) .28510(10) .3422(3) .0470(8) Uani d ? . 1.000 O(2) .9169(2) .13950(10) .3500(3) .0484(8) Uani d ? . 1.000 N(1) .8423(2) .2167(2) .0713(3) .0325(9) Uani d ? . 1.000 N(2) .7969(3) .0341(2) -.1713(4) .0570(10) Uani d ? . 1.000 N(3) .7533(3) .4216(2) .0517(4) .0540(10) Uani d ? . 1.000 C(1) .8351(3) .2922(2) -.0312(4) .0350(10) Uani d ? . 1.000 C(2) .8374(3) .2610(2) -.2134(5) .0440(10) Uani d ? . 1.000 C(3) .8992(3) .1810(3) -.1749(5) .0440(10) Uani d ? . 1.000 C(4) .8686(3) .1455(2) -.0252(5) .0380(10) Uani d ? . 1.000 C(5) .7890(3) .1035(2) -.0831(4) .0400(10) Uani d ? . 1.000 C(6) .7013(3) .1217(2) -.0658(5) .0470(10) Uani d ? . 1.000 C(7) .6546(4) .0628(3) -.1439(6) .065(2) Uani d ? . 1.000 C(8) .7136(4) .0105(3) -.2074(6) .069(2) Uani d ? . 1.000 C(9) .8784(4) -.0096(3) -.2138(6) .088(2) Uani d ? . 1.000 C(10) .7510(3) .3514(2) -.0326(5) .0400(10) Uani d ? . 1.000 C(11) .6611(3) .3498(3) -.1077(6) .0530(10) Uani d ? . 1.000 C(12) .6072(4) .4188(3) -.0683(7) .073(2) Uani d ? . 1.000 C(13) .6646(4) .4624(3) .0288(7) .071(2) Uani d ? . 1.000 C(14) .8340(3) .4537(2) .1446(6) .075(2) Uani d ? . 1.000 C(15) .7576(2) .2228(2) .3408(4) .0350(10) Uani d ? . 1.000 C(16) .7324(3) .1566(3) .3935(5) .0470(10) Uani d ? . 1.000 C(17) .6513(3) .1629(3) .4461(6) .056(2) Uani d ? . 1.000 C(18) .5949(3) .2346(3) .4478(5) .0520(10) Uani d ? . 1.000 C(19) .5081(3) .2399(3) .5082(5) .080(2) Uani d ? . 1.000 C(20) .6211(3) .2999(3) .3929(5) .0530(10) Uani d ? . 1.000 C(21) .7022(3) .2951(3) .3407(5) .0460(10) Uani d ? . 1.000 H(1) .895(2) .310(2) .018(3) .023(8) Uiso d ? . 1.000 H(2b) .859(2) .301(2) -.287(4) .060(10) Uiso d ? . 1.000 H(2a) .778(2) .258(2) -.277(4) .032(10) Uiso d ? . 1.000 H(3b) .966(2) .187(2) -.134(4) .050(10) Uiso d ? . 1.000 H(3a) .894(2) .152(2) -.272(4) .034(10) Uiso d ? . 1.000 H(4) .919(2) .112(2) .053(3) .025(8) Uiso d ? . 1.000 H(6) .677(2) .167(2) -.005(4) .040(10) Uiso d ? . 1.000 H(7) .595(3) .062(2) -.142(5) .070(10) Uiso d ? . 1.000 H(8) .702(3) -.038(2) -.278(5) .090(10) Uiso d ? . 1.000 H(9a) .8640 -.0565 -.2702 .106 Uiso c ? . 1.000 H(9b) .8981 .0217 -.2899 .106 Uiso c ? . 1.000 H(9c) .9254 -.0237 -.1086 .106 Uiso c ? . 1.000 H(11) .641(2) .309(2) -.157(4) .030(10) Uiso d ? . 1.000 H(12) .546(3) .424(3) -.103(6) .10(2) Uiso d ? . 1.000 H(13) .661(3) .514(2) .102(5) .090(10) Uiso d ? . 1.000 H(14a) .8808 .4119 .2059 .092 Uiso c ? . 1.000 H(14b) .8563 .4800 .0635 .092 Uiso c ? . 1.000 H(14c) .8165 .4903 .2278 .092 Uiso c ? . 1.000 H(16) .773(2) .111(2) .404(4) .030(10) Uiso d ? . 1.000 H(17) .636(2) .120(2) .472(4) .040(10) Uiso d ? . 1.000 H(19a) .4772 .2934 .4998 .097 Uiso c ? . 1.000 H(19b) .4689 .2092 .4350 .097 Uiso c ? . 1.000 H(19c) .5226 .2201 .6263 .097 Uiso c ? . 1.000 H(20) .587(2) .346(2) .393(4) .050(10) Uiso d ? . 1.000 H(21) .718(2) .339(2) .309(4) .026(9) Uiso d ? . 1.000 S(2) 1.11470(7) .28687(6) .19930(10) .0400(3) Uani d ? . 1.000 O(3) 1.0658(2) .3638(2) .1303(3) .0555(9) Uani d ? . 1.000 O(4) 1.0744(2) .2194(2) .1437(3) .0536(9) Uani d ? . 1.000 N(4) 1.1367(2) .2871(2) .4118(3) .0346(9) Uani d ? . 1.000 N(5) 1.1850(3) .4809(2) .4053(4) .0570(10) Uani d ? . 1.000 N(6) 1.2131(2) .0921(2) .6636(4) .0490(10) Uani d ? . 1.000 C(22) 1.1305(3) .3634(2) .5056(5) .0380(10) Uani d ? . 1.000 C(23) 1.1366(3) .3340(2) .6914(5) .0420(10) Uani d ? . 1.000 C(24) 1.0889(3) .2642(2) .6670(5) .0400(10) Uani d ? . 1.000 C(25) 1.1230(2) .2210(2) .5168(5) .0370(10) Uani d ? . 1.000 C(26) 1.2031(3) .4089(2) .4946(5) .0430(10) Uani d ? . 1.000 C(27) 1.2962(3) .3911(3) .5646(6) .0520(10) Uani d ? . 1.000 C(28) 1.3351(4) .4524(3) .5150(7) .069(2) Uani d ? . 1.000 C(29) 1.2660(4) .5070(3) .4182(7) .070(2) Uani d ? . 1.000 C(30) 1.0953(4) .5270(3) .3193(6) .083(2) Uani d ? . 1.000 C(31) 1.2108(3) .1614(2) .5763(4) .0370(10) Uani d ? . 1.000 C(32) 1.2966(3) .1612(2) .5574(5) .0430(10) Uani d ? . 1.000 C(33) 1.3537(3) .0908(3) .6353(6) .056(2) Uani d ? . 1.000 C(34) 1.3011(3) .0494(3) .6995(6) .058(2) Uani d ? . 1.000 C(35) 1.1358(3) .0664(2) .7102(6) .071(2) Uani d ? . 1.000 C(36) 1.2209(2) .2725(2) .1421(4) .0350(10) Uani d ? . 1.000 C(37) 1.2676(3) .3333(3) .1420(5) .0450(10) Uani d ? . 1.000 C(38) 1.3492(3) .3207(3) .0911(5) .052(2) Uani d ? . 1.000 C(39) 1.3860(3) .2481(3) .0410(5) .0510(10) Uani d ? . 1.000 C(40) 1.4746(3) .2352(3) -.0158(6) .082(2) Uani d ? . 1.000 C(41) 1.3385(3) .1884(3) .0432(6) .055(2) Uani d ? . 1.000 C(42) 1.2570(3) .1995(3) .0930(5) .0460(10) Uani d ? . 1.000 H(22) 1.070(2) .394(2) .462(4) .031(9) Uiso d ? . 1.000 H(23b) 1.109(2) .375(2) .759(4) .050(10) Uiso d ? . 1.000 H(23a) 1.197(2) .319(2) .747(4) .050(10) Uiso d ? . 1.000 H(24b) 1.018(2) .285(2) .624(4) .039(10) Uiso d ? . 1.000 H(24a) 1.103(2) .233(2) .773(4) .036(10) Uiso d ? . 1.000 H(25) 1.073(2) .197(2) .439(4) .050(10) Uiso d ? . 1.000 H(27) 1.330(2) .346(2) .628(4) .029(10) Uiso d ? . 1.000 H(28) 1.402(3) .453(2) .539(5) .070(10) Uiso d ? . 1.000 H(29) 1.262(3) .567(3) .344(5) .12(2) Uiso d ? . 1.000 H(30a) 1.1027 .5653 .2385 .101 Uiso c ? . 1.000 H(30b) 1.0572 .4932 .2559 .101 Uiso c ? . 1.000 H(30c) 1.0674 .5533 .4039 .101 Uiso c ? . 1.000 H(32) 1.318(2) .199(2) .509(4) .030(10) Uiso d ? . 1.000 H(33) 1.414(2) .077(2) .632(4) .060(10) Uiso d ? . 1.000 H(34) 1.320(2) -.002(2) .785(5) .080(10) Uiso d ? . 1.000 H(35a) 1.1182 .0984 .7993 .086 Uiso c ? . 1.000 H(35b) 1.0855 .0710 .6093 .086 Uiso c ? . 1.000 H(35c) 1.1540 .0127 .7526 .086 Uiso c ? . 1.000 H(37) 1.239(2) .376(2) .157(4) .040(10) Uiso d ? . 1.000 H(38) 1.383(2) .357(2) .097(4) .040(10) Uiso d ? . 1.000 H(40a) 1.4932 .1810 -.0328 .100 Uiso c ? . 1.000 H(40c) 1.5212 .2526 .0735 .100 Uiso c ? . 1.000 H(40b) 1.4659 .2651 -.1220 .100 Uiso c ? . 1.000 H(41) 1.359(3) .141(2) .016(5) .070(10) Uiso d ? . 1.000 H(42) 1.222(2) .164(2) .094(4) .050(10) Uiso d ? . 1.000 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 S(1) .0365(6) .0474(7) .0274(5) -.0064(5) .0061(4) -.0040(4) O(1) .048(2) .060(2) .0340(10) -.0200(10) .0050(10) -.0160(10) O(2) .047(2) .052(2) .037(2) .0070(10) .0050(10) .0050(10) N(1) .039(2) .033(2) .025(2) -.0040(10) .0090(10) -.0050(10) N(2) .082(3) .032(2) .049(2) -.007(2) .007(2) -.008(2) N(3) .073(3) .040(2) .050(2) -.008(2) .019(2) -.003(2) C(1) .042(2) .035(2) .032(2) -.013(2) .011(2) -.005(2) C(2) .057(3) .046(3) .034(2) -.016(2) .017(2) -.006(2) C(3) .043(3) .059(3) .036(2) -.014(2) .017(2) -.017(2) C(4) .038(2) .039(2) .032(2) .003(2) .007(2) -.005(2) C(5) .056(3) .031(2) .029(2) -.007(2) .007(2) -.002(2) C(6) .051(3) .048(3) .043(3) -.019(2) .009(2) -.005(2) C(7) .067(4) .073(4) .058(3) -.035(3) .003(3) .006(3) C(8) .101(4) .046(3) .052(3) -.035(3) -.009(3) .000(2) C(9) .120(5) .050(3) .081(4) .012(3) .022(3) -.022(3) C(10) .055(3) .032(2) .033(2) -.009(2) .013(2) -.004(2) C(11) .056(3) .041(3) .057(3) -.003(2) .009(2) -.003(2) C(12) .062(4) .066(4) .081(4) .008(3) .013(3) .010(3) C(13) .092(4) .043(3) .074(4) .012(3) .031(3) .001(3) C(14) .106(4) .053(3) .073(3) -.033(3) .023(3) -.021(3) C(15) .040(2) .041(2) .023(2) -.006(2) .009(2) -.002(2) C(16) .052(3) .050(3) .038(2) -.006(2) .014(2) -.002(2) C(17) .059(3) .066(4) .048(3) -.024(3) .016(2) .005(3) C(18) .047(3) .079(4) .031(2) -.011(2) .014(2) .002(2) C(19) .051(3) .132(5) .058(3) -.014(3) .018(2) .012(3) C(20) .049(3) .062(3) .043(3) .010(3) .016(2) .001(2) C(21) .053(3) .046(3) .041(2) -.010(2) .017(2) .002(2) S(2) .0397(6) .0526(7) .0269(5) -.0075(5) .0073(4) -.0026(5) O(3) .055(2) .061(2) .038(2) .0130(10) .0080(10) .0130(10) O(4) .054(2) .076(2) .037(2) -.031(2) .0090(10) -.0170(10) N(4) .043(2) .037(2) .026(2) -.0090(10) .0110(10) -.0020(10) N(5) .079(3) .038(2) .058(2) -.005(2) .029(2) -.005(2) N(6) .063(2) .040(2) .046(2) -.013(2) .012(2) .001(2) C(22) .043(2) .036(2) .032(2) .003(2) .013(2) -.001(2) C(23) .048(3) .048(3) .032(2) -.007(2) .014(2) -.008(2) C(24) .044(3) .049(3) .028(2) -.007(2) .012(2) .002(2) C(25) .039(2) .043(2) .031(2) -.014(2) .009(2) -.002(2) C(26) .063(3) .033(2) .037(2) -.005(2) .020(2) -.004(2) C(27) .058(3) .045(3) .055(3) -.017(2) .014(2) -.004(2) C(28) .069(4) .071(4) .079(4) -.034(3) .025(3) -.018(3) C(29) .097(4) .052(3) .078(4) -.036(3) .040(3) -.016(3) C(30) .110(4) .052(3) .081(4) .012(3) .033(3) .010(3) C(31) .047(2) .034(2) .031(2) -.010(2) .010(2) -.002(2) C(32) .040(2) .046(3) .042(2) -.007(2) .010(2) -.004(2) C(33) .046(3) .064(3) .054(3) -.001(3) .008(2) -.010(2) C(34) .071(3) .041(3) .049(3) .006(3) .001(2) -.005(2) C(35) .105(4) .053(3) .070(3) -.029(3) .037(3) -.001(2) C(36) .044(2) .038(2) .024(2) -.011(2) .010(2) -.002(2) C(37) .057(3) .041(3) .036(2) -.007(2) .013(2) -.003(2) C(38) .058(3) .064(3) .042(3) -.031(3) .015(2) -.006(2) C(39) .048(3) .075(3) .031(2) -.015(2) .010(2) -.009(2) C(40) .057(3) .142(5) .059(3) -.024(3) .030(3) -.023(3) C(41) .060(3) .059(3) .049(3) -.004(3) .020(2) -.017(2) C(42) .059(3) .046(3) .039(2) -.017(2) .018(2) -.009(2) 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(1) O(1) . . 1.432(2) yes S(1) O(2) . . 1.429(2) yes S(1) N(1) . . 1.618(3) yes S(1) C(15) . . 1.758(4) yes N(1) C(1) . . 1.503(4) yes N(1) C(4) . . 1.483(4) yes N(2) C(5) . . 1.379(4) n N(2) C(8) . . 1.367(5) n N(2) C(9) . . 1.441(5) n N(3) C(10) . . 1.377(4) n N(3) C(13) . . 1.373(5) n N(3) C(14) . . 1.468(5) n C(1) C(2) . . 1.532(5) n C(1) C(10) . . 1.482(5) n C(1) H(1) . . 1.00(3) no C(2) C(3) . . 1.503(5) n C(2) H(2b) . . 1.04(3) no C(2) H(2a) . . .93(3) no C(3) C(4) . . 1.535(5) n C(3) H(3b) . . 1.01(3) no C(3) H(3a) . . .90(3) no C(4) C(5) . . 1.499(5) n C(4) H(4) . . .95(3) no C(5) C(6) . . 1.357(5) n C(6) C(7) . . 1.398(6) n C(6) H(6) . . .98(3) no C(7) C(8) . . 1.338(7) n C(7) H(7) . . .91(4) no C(8) H(8) . . 1.01(4) no C(9) H(9a) . . .95 no C(9) H(9b) . . .95 no C(9) H(9c) . . .95 no C(10) C(11) . . 1.357(5) n C(11) C(12) . . 1.394(6) n C(11) H(11) . . .87(3) no C(12) C(13) . . 1.348(7) n C(12) H(12) . . .89(4) no C(13) H(13) . . 1.06(4) no C(14) H(14a) . . .95 no C(14) H(14b) . . .95 no C(14) H(14c) . . .95 no C(15) C(16) . . 1.364(5) n C(15) C(21) . . 1.370(5) n C(16) C(17) . . 1.383(6) n C(16) H(16) . . .89(3) no C(17) C(18) . . 1.370(6) n C(17) H(17) . . .86(3) no C(18) C(19) . . 1.499(5) n C(18) C(20) . . 1.365(6) n C(19) H(19a) . . .95 no C(19) H(19b) . . .95 no C(19) H(19c) . . .95 no C(20) C(21) . . 1.384(5) n C(20) H(20) . . .87(3) no C(21) H(21) . . .89(3) no S(2) O(3) . . 1.431(3) yes S(2) O(4) . . 1.429(3) yes S(2) N(4) . . 1.618(3) yes S(2) C(36) . . 1.759(4) yes N(4) C(22) . . 1.502(4) yes N(4) C(25) . . 1.483(4) yes N(5) C(26) . . 1.374(4) n N(5) C(29) . . 1.371(5) n N(5) C(30) . . 1.451(5) n N(6) C(31) . . 1.368(4) n N(6) C(34) . . 1.368(5) n N(6) C(35) . . 1.458(5) n C(22) C(23) . . 1.521(5) n C(22) C(26) . . 1.487(5) n C(22) H(22) . . .96(3) no C(23) C(24) . . 1.503(5) n C(23) H(23b) . . .98(3) no C(23) H(23a) . . .91(3) no C(24) C(25) . . 1.540(5) n C(24) H(24b) . . 1.05(3) no C(24) H(24a) . . .96(3) no C(25) C(31) . . 1.500(5) n C(25) H(25) . . 1.00(3) no C(26) C(27) . . 1.365(5) n C(27) C(28) . . 1.401(6) n C(27) H(27) . . .92(3) no C(28) C(29) . . 1.348(6) n C(28) H(28) . . .99(3) no C(29) H(29) . . 1.18(4) no C(30) H(30a) . . .95 no C(30) H(30b) . . .95 no C(30) H(30c) . . .95 no C(31) C(32) . . 1.352(5) n C(32) C(33) . . 1.398(5) n C(32) H(32) . . .90(3) no C(33) C(34) . . 1.349(6) n C(33) H(33) . . .92(3) no C(34) H(34) . . 1.07(4) no C(35) H(35a) . . .95 no C(35) H(35b) . . .95 no C(35) H(35c) . . .95 no C(36) C(37) . . 1.370(5) n C(36) C(42) . . 1.371(5) n C(37) C(38) . . 1.378(6) n C(37) H(37) . . .81(3) no C(38) C(39) . . 1.371(6) n C(38) H(38) . . .87(3) no C(39) C(40) . . 1.503(5) n C(39) C(41) . . 1.364(6) n C(40) H(40a) . . .95 no C(40) H(40c) . . .95 no C(40) H(40b) . . .95 no C(41) C(42) . . 1.372(6) n C(41) H(41) . . .87(3) no C(42) H(42) . . .88(3) no