#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007177.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_2007177 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1998 _journal_volume 54 _journal_page_first 507 _journal_page_last 509 _publ_section_title ; (R)- and (S)-2-(4-Bromophenyl)-2-oxoethyl 2-Methoxymethylpyrrolidine-1- dithiocarboxylate ; loop_ _publ_author_name 'Biedermann, Matthias' 'Hartung, Helmut' 'D\"olling, Wolfgang' 'Verjus, Pierre' _chemical_formula_moiety 'C15 H18 Br N O2 S2' _chemical_formula_sum 'C15 H18 Br N O2 S2' _chemical_formula_weight 388.33 _chemical_melting_point '86--93_C' _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, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.7824(7) _cell_length_b 10.5830(10) _cell_length_c 16.3440(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1692.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.524 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0623 _refine_ls_wR_factor_obs .0941 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 Br1 .13842(12) .79678(13) .87151(6) .1132(5) Uani d . 1 . Br S1 .2279(3) .6001(2) .35529(13) .0773(7) Uani d . 1 . S S2 .1195(2) .8672(2) .36098(12) .0644(6) Uani d . 1 . S O1 .2958(5) .8750(5) .1105(3) .075(2) Uani d . 1 . O O2 .0150(7) .5889(7) .4846(3) .106(2) Uani d . 1 . O N1 .1456(6) .7233(5) .2289(3) .0509(14) Uani d . 1 . N C1 .0850(8) .8205(7) .1750(4) .060(2) Uani d . 1 . C H1 .0049(8) .8572(7) .2022(4) .071 Uiso calc R 1 . H C2 .0386(9) .7442(10) .1031(5) .086(3) Uani d . 1 . C H2A .0393(9) .7950(10) .0537(5) .103 Uiso calc R 1 . H H2B -.0532(9) .7123(10) .1118(5) .103 Uiso calc R 1 . H C3 .1406(10) .6356(8) .0964(4) .079(3) Uani d . 1 . C H3A .0984(10) .5622(8) .0713(4) .095 Uiso calc R 1 . H H3B .2194(10) .6602(8) .0641(4) .095 Uiso calc R 1 . H C4 .1815(9) .6079(7) .1836(4) .069(3) Uani d . 1 . C H4A .1317(9) .5357(7) .2047(4) .082 Uiso calc R 1 . H H4B .2787(9) .5909(7) .1874(4) .082 Uiso calc R 1 . H C5 .1847(8) .9245(7) .1547(4) .064(2) Uani d . 1 . C H5A .1393(8) .9890(7) .1224(4) .077 Uiso calc R 1 . H H5B .2175(8) .9633(7) .2048(4) .077 Uiso calc R 1 . H C6 .3797(11) .9695(9) .0780(6) .121(4) Uani d . 1 . C H6A .4538(11) .9314(9) .0484(6) .182 Uiso calc R 1 . H H6B .4156(11) 1.0203(9) .1217(6) .182 Uiso calc R 1 . H H6C .3273(11) 1.0217(9) .0417(6) .182 Uiso calc R 1 . H C7 .1593(7) .7377(6) .3093(4) .049(2) Uani d . 1 . C C8 .2459(8) .6480(8) .4596(4) .074(2) Uani d . 1 . C H8A .3211(8) .6012(8) .4836(4) .089 Uiso calc R 1 . H H8B .2702(8) .7368(8) .4607(4) .089 Uiso calc R 1 . H C9 .1200(9) .6290(8) .5125(5) .065(2) Uani d . 1 . C C10 .1299(8) .6679(6) .6006(4) .053(2) Uani d . 1 . C C11 .0176(8) .6497(8) .6496(5) .069(2) Uani d . 1 . C H11 -.0600(8) .6114(8) .6280(5) .083 Uiso calc R 1 . H C12 .0185(9) .6871(8) .7300(5) .073(2) Uani d . 1 . C H12 -.0588(9) .6772(8) .7625(5) .088 Uiso calc R 1 . H C13 .1358(9) .7396(7) .7615(4) .066(2) Uani d . 1 . C C14 .2502(9) .7548(7) .7146(5) .067(2) Uani d . 1 . C H14 .3289(9) .7895(7) .7373(5) .080 Uiso calc R 1 . H C15 .2485(7) .7183(7) .6334(5) .063(2) Uani d . 1 . C H15 .3262(7) .7275(7) .6011(5) .075 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 Br1 .1100(8) .1560(11) .0736(6) -.0160(9) .0065(7) -.0264(7) S1 .099(2) .0725(14) .0606(12) .0172(13) .0056(12) .0146(11) S2 .0669(13) .0704(13) .0559(10) .0101(12) -.0016(12) -.0182(11) O1 .077(4) .069(4) .080(4) .001(3) .025(3) .015(3) O2 .092(5) .160(6) .065(4) -.048(5) -.005(4) -.004(4) N1 .063(4) .046(3) .044(3) .003(3) .001(3) -.002(3) C1 .060(5) .060(5) .059(4) .011(4) -.009(4) -.007(4) C2 .071(6) .139(10) .049(5) -.002(7) -.003(4) .000(5) C3 .099(7) .078(6) .060(5) -.011(7) .007(6) -.008(4) C4 .099(7) .049(5) .058(4) -.008(5) .007(5) -.015(4) C5 .071(6) .061(5) .060(5) .016(5) .004(4) .011(4) C6 .142(10) .085(7) .137(9) .005(8) .075(8) .020(7) C7 .050(4) .053(5) .045(4) .002(4) .008(4) .009(3) C8 .070(5) .098(7) .054(4) .009(5) -.010(4) .026(4) C9 .057(5) .077(6) .061(5) -.001(5) .002(5) .018(4) C10 .046(4) .055(5) .058(4) .001(4) -.004(4) .013(4) C11 .053(5) .094(7) .061(5) -.011(5) -.005(4) .008(5) C12 .052(5) .102(7) .065(5) -.005(5) .001(4) .009(5) C13 .069(5) .078(6) .052(4) .006(5) .001(5) .008(4) C14 .064(5) .070(6) .067(5) -.008(5) -.017(5) .014(4) C15 .043(4) .083(6) .061(5) .002(4) -.003(4) .028(5) 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 Br1 C13 . 1.898(7) ? S1 C7 . 1.771(7) yes S1 C8 . 1.787(7) yes S2 C7 . 1.655(7) yes O1 C6 . 1.399(9) ? O1 C5 . 1.406(8) ? O2 C9 . 1.201(9) yes N1 C7 . 1.330(7) yes N1 C4 . 1.471(8) ? N1 C1 . 1.478(8) ? C1 C2 . 1.497(10) ? C1 C5 . 1.508(10) ? C2 C3 . 1.526(12) ? C3 C4 . 1.509(10) ? C8 C9 . 1.519(10) yes C9 C10 . 1.501(10) yes C10 C11 . 1.373(9) ? C10 C15 . 1.384(9) ? C11 C12 . 1.373(10) ? C12 C13 . 1.375(11) ? C13 C14 . 1.366(10) ? C14 C15 . 1.384(10) ?