data_2006340 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 892 _journal_page_last 895 _publ_section_title ; trans- and cis-S-C-C-S Conformations in 5-(2,2'-Dithien-5-yl)-2'-deoxyuridine ; loop_ _publ_author_name 'Wouters, J.' 'Creuven, I.' 'Norberg, B.' 'Evrard, G.' 'Durant, F.' 'van Aerschot, A.' 'Herdewijn, P.' _chemical_formula_sum 'C17 H16 N2 O5 S2' _chemical_formula_weight 390.42 _chemical_melting_point 250 _symmetry_cell_setting 'orthorhombic' _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 14.580(2) _cell_length_b 18.5345(10) _cell_length_c 6.44770(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1742.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_meas none _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0461 _refine_ls_wR_factor_obs .1135 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 .50133(5) .13151(4) .56773(12) .0383(2) Uani d . 1 . S S94 .4508(3) .0389(3) .9919(8) .0611(7) Uani d PDU .45 1 S S91' .27388(14) .10363(14) .9980(4) .0443(4) Uani d PDU .55 2 S N1 .6503(2) .20167(13) -.0323(4) .0391(6) Uani d . 1 . N N2 .5524(2) .29913(12) -.0677(4) .0355(6) Uani d . 1 . N O1 .6388(2) .12197(12) .2335(4) .0495(6) Uani d . 1 . O O2 .66250(15) .27707(13) -.3099(4) .0500(6) Uani d . 1 . O O4 .30624(14) .39816(13) -.4089(3) .0406(5) Uani d . 1 . O O5 .31186(15) .37382(12) .1753(3) .0390(5) Uani d . 1 . O O3 .48477(13) .41297(10) -.0280(3) .0379(5) Uani d . 1 . O C1 .3945(2) .1336(2) .6863(5) .0362(6) Uani d . 1 . C C2 .3352(2) .1744(2) .5722(5) .0390(7) Uani d . 1 . C C3 .3749(2) .2039(2) .3940(5) .0388(7) Uani d . 1 . C C4 .4647(2) .1860(2) .3679(5) .0333(6) Uani d . 1 . C C5 .5238(2) .2133(2) .2012(5) .0337(6) Uani d . 1 . C C6 .6074(2) .1748(2) .1410(5) .0365(7) Uani d . 1 . C C7 .6245(2) .2602(2) -.1497(5) .0380(7) Uani d . 1 . C C8 .5035(2) .27418(14) .0989(4) .0332(6) Uani d . 1 . C C9 .5287(2) .3678(2) -.1739(5) .0373(7) Uani d . 1 . C C10 .4631(2) .3583(2) -.3550(5) .0360(6) Uani d . 1 . C C11 .3703(2) .37401(14) -.2580(4) .0299(6) Uani d . 1 . C C12 .3941(2) .43240(14) -.1022(5) .0324(6) Uani d . 1 . C C13 .3298(2) .4419(2) .0798(5) .0387(7) Uani d . 1 . C C90 .3764(2) .09416(15) .8745(5) .0370(7) Uani d DU 1 . C C91 .2924(9) .0921(8) .979(3) .0443(4) Uani d PDU .45 1 C C92 .2951(18) .0495(16) 1.158(3) .062(4) Uani d PDU .45 1 C C93 .3775(19) .0165(17) 1.191(3) .055(4) Uani d PDU .45 1 C C92' .3047(14) .0434(12) 1.189(3) .050(3) Uani d PDU .55 2 C C93' .3898(15) .0159(12) 1.151(3) .050(3) Uani d PDU .55 2 C C94' .4307(10) .0450(11) .971(3) .0611(7) Uani d PDU .55 2 C H2 .2743(2) .1819(2) .6093(5) .047 Uiso calc R 1 . H H3 .3428(2) .2331(2) .3018(5) .047 Uiso calc R 1 . H H91 .2403(9) .1165(8) .934(3) .053 Uiso calc PR .45 1 H H92 .2452(18) .0441(16) 1.247(3) .074 Uiso calc PR .45 1 H H93 .3917(19) -.0132(17) 1.303(3) .066 Uiso calc PR .45 1 H H92' .2683(14) .0312(12) 1.302(3) .060 Uiso calc PR .55 2 H H93' .4180(15) -.0182(12) 1.235(3) .060 Uiso calc PR .55 2 H H94' .4885(10) .0318(11) .923(3) .073 Uiso calc PR .55 2 H H1 .6989(2) .17932(13) -.0719(4) .047 Uiso calc R 1 . H H8 .4533(2) .30100(14) .1436(4) .040 Uiso calc R 1 . H H9 .5851(2) .3911(2) -.2228(5) .045 Uiso calc R 1 . H H10A .4767(2) .3920(2) -.4658(5) .043 Uiso calc R 1 . H H10B .4656(2) .3095(2) -.4093(5) .043 Uiso calc R 1 . H H11 .3469(2) .33111(14) -.1867(4) .036 Uiso calc R 1 . H H4 .252(5) .392(4) -.357(11) .16(3) Uiso d . 1 . H H12 .3985(2) .47851(14) -.1759(5) .039 Uiso calc R 1 . H H13A .3572(2) .4744(2) .1803(5) .046 Uiso calc R 1 . H H13B .2727(2) .4631(2) .0326(5) .046 Uiso calc R 1 . H H5 .310(2) .3816(18) .309(6) .037(9) Uiso d . 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 .0347(4) .0427(4) .0376(4) .0044(3) -.0016(3) .0083(3) C1 .0407(15) .0327(14) .035(2) -.0005(12) -.0005(13) .0000(13) C2 .0333(13) .0419(15) .042(2) .0008(12) .0018(15) .007(2) C3 .0346(14) .0420(15) .040(2) .0060(12) -.0043(14) .0084(14) C4 .0357(14) .0343(14) .0301(15) .0010(11) -.0053(12) .0027(12) C90 .0415(15) .0326(13) .037(2) -.0030(12) .0013(14) -.0019(12) C91 .0430(11) .0529(11) .0371(9) .0057(7) .0129(8) .0005(8) C92 .072(7) .072(11) .042(8) -.002(8) .014(8) .001(8) C93 .074(9) .062(8) .030(7) .003(7) .001(7) .008(6) S94 .064(2) .0659(14) .053(2) .0094(14) .001(2) .0135(11) S91' .0430(11) .0529(11) .0371(9) .0057(7) .0129(8) .0005(8) C92' .067(6) .054(5) .030(5) -.005(5) -.002(5) .022(4) C93' .074(6) .038(5) .037(7) .012(4) .010(5) .014(5) C94' .064(2) .0659(14) .053(2) .0094(14) .001(2) .0135(11) C5 .0312(13) .0370(14) .0329(15) .0016(11) -.0003(12) -.0019(13) C6 .0285(13) .0384(15) .043(2) .0009(11) .0045(13) .0024(14) O1 .0386(11) .0467(12) .063(2) .0091(10) .0012(11) .0150(12) N1 .0286(12) .0447(13) .0440(15) .0071(10) .0061(11) .0028(12) C7 .0278(13) .045(2) .042(2) -.0028(12) .0052(14) .0010(14) O2 .0395(11) .0610(14) .0495(14) -.0006(10) .0129(12) .0081(12) N2 .0303(11) .0352(12) .0411(14) .0011(9) .0023(11) .0065(12) C8 .0294(13) .0351(13) .0351(15) -.0004(11) .0045(14) .0021(12) C9 .0343(14) .0364(14) .041(2) -.0044(12) .0014(13) .0007(14) C10 .0408(15) .0393(15) .0279(14) .0000(12) .0039(13) .0007(13) C11 .0342(13) .0309(12) .0246(13) -.0015(11) -.0007(11) .0004(11) O4 .0346(11) .0619(14) .0251(10) .0047(10) -.0015(10) .0045(10) C12 .0316(12) .0274(13) .038(2) .0013(10) -.0022(13) .0067(12) C13 .0458(15) .0333(14) .037(2) .0020(12) .0031(15) -.0046(14) O5 .0442(12) .0450(12) .0277(11) -.0026(10) .0011(10) -.0029(10) O3 .0389(11) .0342(10) .0407(12) -.0032(8) -.0075(10) -.0070(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 S1 C4 . 1.723(3) yes S1 C1 . 1.735(3) yes C1 C2 . 1.364(4) yes C1 C90 . 1.441(4) yes C2 C3 . 1.397(4) yes C3 C4 . 1.361(4) yes C4 C5 . 1.468(4) yes C90 C94' . 1.357(14) yes C90 C91 . 1.398(12) yes C90 S94 . 1.673(4) yes C90 S91' . 1.703(3) yes C91 C92 . 1.40(2) yes C92 C93 . 1.37(2) yes C93 S94 . 1.72(2) yes S91' C92' . 1.72(2) yes C92' C93' . 1.363(14) yes C93' C94' . 1.42(2) yes C5 C8 . 1.340(4) yes C5 C6 . 1.464(4) yes C6 O1 . 1.234(3) yes C6 N1 . 1.374(4) yes N1 C7 . 1.375(4) yes C7 O2 . 1.213(4) yes C7 N2 . 1.381(4) yes N2 C8 . 1.370(4) yes N2 C9 . 1.485(4) yes C9 O3 . 1.414(4) yes C9 C10 . 1.520(4) yes C10 C11 . 1.518(4) yes C11 O4 . 1.421(3) yes C11 C12 . 1.517(4) yes C12 O3 . 1.452(3) yes C12 C13 . 1.512(4) yes C13 O5 . 1.428(4) yes