#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006439.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_2006439 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 1073 _journal_page_last 1075 _publ_section_title ; 6-Methyl-3-phenylthiochroman-4-one and 6-Methoxy-3-phenylthiochroman-4-one: Configurational Preference of the Phenylthio Group at the Third Position due to Remote Substitution ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Sriram, D.' 'Srinivasan, S.' 'Santhosh, K.C.' 'Balasubramanian, K.K.' _chemical_formula_sum 'C16 H14 O3 S' _chemical_formula_weight 286.33 _symmetry_cell_setting monoclinic 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 13.113(4) _cell_length_b 15.260(6) _cell_length_c 6.762(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.36(4) _cell_angle_gamma 90.00 _cell_volume 1352.0(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.407 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0474 _refine_ls_wR_factor_obs .1214 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 S .30325(5) .47861(4) .15408(12) .0452(3) Uani d . 1 . S O1 .45024(13) .25115(11) .2723(3) .0446(5) Uani d . 1 . O O2 .52285(14) .51298(11) .2597(3) .0468(5) Uani d . 1 . O O3 .85643(15) .33433(14) .4045(4) .0583(6) Uani d . 1 . O C3 .4044(2) .3978(2) .1659(4) .0362(6) Uani d . 1 . C C2 .3770(2) .3197(2) .2908(5) .0448(7) Uani d . 1 . C C9' .5494(2) .2774(2) .3018(4) .0345(6) Uani d . 1 . C C8 .6221(2) .2117(2) .3285(4) .0395(6) Uani d . 1 . C C7 .7224(2) .2332(2) .3603(4) .0432(7) Uani d . 1 . C C6 .7533(2) .3207(2) .3680(4) .0408(6) Uani d . 1 . C C5 .6823(2) .3862(2) .3393(4) .0382(6) Uani d . 1 . C C9 .5791(2) .3653(2) .3032(4) .0327(6) Uani d . 1 . C C4 .5046(2) .4348(2) .2487(4) .0349(6) Uani d . 1 . C C10 .2098(2) .4189(2) .0103(4) .0420(7) Uani d . 1 . C C11 .1118(2) .4111(2) .0804(6) .0589(9) Uani d . 1 . C C12 .0369(3) .3672(3) -.0276(7) .0698(11) Uani d . 1 . C C13 .0573(3) .3301(2) -.2048(6) .0657(10) Uani d . 1 . C C14 .1540(3) .3378(2) -.2770(6) .0603(9) Uani d . 1 . C C15 .2298(2) .3826(2) -.1709(5) .0486(7) Uani d . 1 . C C16 .8893(3) .4228(3) .4209(7) .0625(9) Uani d . 1 . C H2 .4163(17) .3767(16) .034(4) .029(6) Uiso d . 1 . H H1 .3782(19) .3369(18) .429(5) .039(8) Uiso d . 1 . H H1' .310(2) .2924(18) .243(4) .041(7) Uiso d . 1 . H H7 .599(2) .156(2) .325(4) .042(8) Uiso d . 1 . H H6 .774(2) .191(2) .386(4) .048(8) Uiso d . 1 . H H4 .699(2) .445(2) .339(4) .043(8) Uiso d . 1 . H H11 .101(2) .435(2) .211(5) .066(10) Uiso d . 1 . H H12 -.030(4) .363(3) .007(7) .103(15) Uiso d . 1 . H H13 .002(3) .297(3) -.282(5) .079(11) Uiso d . 1 . H H14 .168(2) .319(2) -.408(5) .059(9) Uiso d . 1 . H H15 .293(3) .389(2) -.223(5) .056(9) Uiso d . 1 . H H161 .874(3) .451(3) .294(6) .075(12) Uiso d . 1 . H H162 .960(3) .418(2) .461(4) .055(9) Uiso d . 1 . H H163 .851(3) .450(3) .533(6) .084(12) 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 S .0360(4) .0292(4) .0702(5) .0029(3) .0011(3) -.0074(3) O1 .0418(10) .0236(9) .0680(13) -.0038(8) -.0005(9) .0054(9) O2 .0413(11) .0254(10) .0735(14) -.0023(8) .0021(9) -.0009(9) O3 .0349(11) .0528(14) .086(2) .0062(10) -.0049(10) .0051(12) C3 .0340(13) .0253(13) .049(2) .0010(10) .0022(11) -.0002(12) C2 .038(2) .0315(15) .066(2) -.0023(12) .0064(14) .0078(14) C9' .0385(14) .0285(13) .0364(14) -.0016(10) .0013(10) .0009(10) C8 .053(2) .0256(14) .040(2) .0015(12) .0048(12) .0016(11) C7 .046(2) .038(2) .046(2) .0132(13) .0063(12) .0044(13) C6 .0356(14) .043(2) .043(2) .0039(12) .0018(11) .0029(13) C5 .0396(15) .0327(14) .0423(15) -.0014(12) .0009(11) -.0002(12) C9 .0367(13) .0277(13) .0339(14) .0013(11) .0038(10) -.0008(10) C4 .0342(14) .0279(14) .0432(15) -.0021(11) .0079(11) -.0002(11) C10 .0348(14) .0284(14) .063(2) .0043(11) .0010(12) .0040(13) C11 .038(2) .067(2) .072(2) .000(2) .006(2) -.009(2) C12 .038(2) .074(3) .097(3) -.004(2) .001(2) -.007(2) C13 .049(2) .051(2) .096(3) -.001(2) -.022(2) -.004(2) C14 .059(2) .051(2) .070(2) .010(2) -.011(2) -.010(2) C15 .043(2) .042(2) .060(2) .0064(14) -.0013(14) -.0024(14) C16 .037(2) .067(2) .083(3) -.004(2) -.003(2) .000(2) 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 S C10 . 1.783(3) y S C3 . 1.811(3) y O1 C9' . 1.367(3) y O1 C2 . 1.429(3) y O2 C4 . 1.218(3) ? O3 C6 . 1.381(3) ? O3 C16 . 1.421(4) ? C3 C2 . 1.513(4) y C3 C4 . 1.516(4) y C9' C8 . 1.390(4) ? C9' C9 . 1.396(4) ? C8 C7 . 1.364(4) ? C7 C6 . 1.395(4) ? C6 C5 . 1.374(4) ? C5 C9 . 1.403(4) ? C9 C4 . 1.478(3) y C10 C15 . 1.379(4) ? C10 C11 . 1.393(4) ? C11 C12 . 1.375(5) ? C12 C13 . 1.361(5) ? C13 C14 . 1.383(5) ? C14 C15 . 1.382(4) ? _cod_database_code 2006439