#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011955.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_2011955 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 577 _journal_page_last 579 _publ_section_title ; 7-Phenyl-1-oxa-4-thiaspiro[4.5]decan-7-ol stereoisomers ; loop_ _publ_author_name 'Parvez, Masood' 'Senthil, Govindaraji' 'Yadav, Veejendra K.' _chemical_name_common '7-phenyl-1-oxa-4-thiaspiro[4.5]decan-7-ol' _chemical_formula_moiety 'C14 H18 O2 S' _chemical_formula_sum 'C14 H18 O2 S' _chemical_formula_weight 250.34 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.136(8) _cell_length_b 10.144(2) _cell_length_c 24.923(6) _cell_angle_alpha 90 _cell_angle_beta 114.17(2) _cell_angle_gamma 90 _cell_volume 5106(2) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.303 _diffrn_ambient_temperature 293(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 S1 .07869(12) -.3682(3) .49358(11) .0620(10) Uani d P .717(18) A 1 S C1 .1483(8) -.3168(15) .4822(5) .063(3) Uani d P .717(18) A 1 C H1A .1445 -.3413 .4433 .076 Uiso calc PR .717(18) A 1 H H1B .1544 -.2222 .4870 .076 Uiso calc PR .717(18) A 1 H C2 .2042(3) -.3897(10) .5293(2) .0565(16) Uani d P .717(18) A 1 C H2A .2045 -.4809 .5176 .068 Uiso calc PR .717(18) A 1 H H2B .2462 -.3500 .5347 .068 Uiso calc PR .717(18) A 1 H S1' .0780(4) -.3668(9) .4945(4) .092(4) Uani d P .283(18) A 2 S C1' .1536(19) -.345(4) .4797(15) .080(11) Uani d P .283(18) A 2 C H1'1 .1636 -.4244 .4633 .096 Uiso calc PR .283(18) A 2 H H1'2 .1481 -.2723 .4527 .096 Uiso calc PR .283(18) A 2 H C2' .2058(8) -.316(3) .5379(7) .066(5) Uani d P .283(18) A 2 C H2'1 .2484 -.3396 .5384 .079 Uiso calc PR .283(18) A 2 H H2'2 .2062 -.2220 .5455 .079 Uiso calc PR .283(18) A 2 H O1 .19592(8) -.38421(17) .58134(7) .0541(5) Uani d . 1 . . O O2 .22455(7) -.58800(18) .66598(8) .0574(5) Uani d . 1 . . O H2 .2342 -.5281 .6488 .086 Uiso calc R 1 . . H C3 .12878(11) -.4062(2) .57218(9) .0439(5) Uani d . 1 A . C C4 .11861(11) -.5492(2) .58480(9) .0427(5) Uani d . 1 . . C H4A .1342 -.6057 .5617 .051 Uiso calc R 1 A . H H4B .0716 -.5652 .5721 .051 Uiso calc R 1 . . H C5 .15445(10) -.5873(2) .64997(9) .0406(5) Uani d . 1 A . C C6 .13858(13) -.4885(2) .68876(10) .0512(6) Uani d . 1 . . C H6A .0923 -.4970 .6818 .061 Uiso calc R 1 A . H H6B .1650 -.5092 .7298 .061 Uiso calc R 1 . . H C7 .15215(15) -.3471(3) .67682(11) .0600(7) Uani d . 1 A . C H7A .1991 -.3360 .6870 .072 Uiso calc R 1 . . H H7B .1398 -.2877 .7011 .072 Uiso calc R 1 . . H C8 .11287(13) -.3130(3) .61213(11) .0571(7) Uani d . 1 . . C H8A .0659 -.3175 .6029 .068 Uiso calc R 1 A . H H8B .1231 -.2234 .6050 .068 Uiso calc R 1 . . H C9 .13527(11) -.7260(2) .65987(9) .0421(5) Uani d . 1 . . C C10 .18134(13) -.8246(3) .68430(10) .0524(6) Uani d . 1 A . C H10 .2260 -.8069 .6951 .063 Uiso calc R 1 . . H C11 .16190(16) -.9493(3) .69293(12) .0647(8) Uani d . 1 . . C H11 .1937 -1.0144 .7096 .078 Uiso calc R 1 A . H C12 .09714(16) -.9783(3) .67748(12) .0647(8) Uani d . 1 A . C H12 .0845 -1.0627 .6833 .078 Uiso calc R 1 . . H C13 .05050(15) -.8817(3) .65319(13) .0651(8) Uani d . 1 . . C H13 .0059 -.9007 .6422 .078 Uiso calc R 1 A . H C14 .06945(12) -.7565(3) .64496(11) .0536(6) Uani d . 1 A . C H14 .0374 -.6914 .6291 .064 Uiso calc R 1 . . H S1A -.17349(11) -.1055(2) .49505(8) .0550(7) Uani d P .794(16) B 1 S C1A -.1058(5) -.0630(10) .4801(3) .063(2) Uani d P .794(16) B 1 C H1A1 -.1129 -.0885 .4404 .076 Uiso calc PR .794(16) B 1 H H1A2 -.0975 .0311 .4846 .076 Uiso calc PR .794(16) B 1 H C2A -.0486(2) -.1401(9) .5255(2) .0557(15) Uani d P .794(16) B 1 C H2A2 -.0502 -.2313 .5133 .067 Uiso calc PR .794(16) B 1 H H2A3 -.0066 -.1027 .5295 .067 Uiso calc PR .794(16) B 1 H S1A' -.1738(8) -.1171(18) .4944(6) .140(7) Uani d P .206(16) B 2 S C1A' -.094(2) -.080(4) .4814(16) .086(14) Uani d P .206(16) B 2 C H1A3 -.0837 -.1543 .4620 .103 Uiso calc PR .206(16) B 2 H H1A4 -.1004 -.0025 .4571 .103 Uiso calc PR .206(16) B 2 H C2A' -.0444(9) -.061(4) .5362(10) .067(7) Uani d P .206(16) B 2 C H2A4 -.0421 .0324 .5460 .080 Uiso calc PR .206(16) B 2 H H2A5 -.0024 -.0858 .5357 .080 Uiso calc PR .206(16) B 2 H O1A -.05462(8) -.13291(17) .57908(7) .0540(5) Uani d . 1 . . O O2A -.02599(7) -.34124(19) .66071(8) .0579(5) Uani d . 1 . . O H2A1 -.0163 -.2785 .6450 .087 Uiso calc R 1 . . H C3A -.12113(11) -.1512(2) .57221(9) .0445(6) Uani d . 1 B . C C4A -.13313(11) -.2940(2) .58343(9) .0431(6) Uani d . 1 . . C H4A1 -.1202 -.3502 .5584 .052 Uiso calc R 1 B . H H4A2 -.1801 -.3067 .5724 .052 Uiso calc R 1 . . H C5A -.09502(10) -.3369(2) .64782(9) .0412(5) Uani d . 1 B . C C6A -.10607(13) -.2395(2) .68970(10) .0521(6) Uani d . 1 . . C H6A1 -.1516 -.2457 .6852 .062 Uiso calc R 1 B . H H6A2 -.0777 -.2632 .7299 .062 Uiso calc R 1 . . H C7A -.09154(16) -.0978(3) .67847(11) .0634(8) Uani d . 1 B . C H7A1 -.1014 -.0391 .7045 .076 Uiso calc R 1 . . H H7A2 -.0449 -.0890 .6868 .076 Uiso calc R 1 . . H C8A -.13300(14) -.0592(3) .61484(11) .0588(7) Uani d . 1 . . C H8A1 -.1795 -.0613 .6075 .071 Uiso calc R 1 B . H H8A2 -.1221 .0302 .6083 .071 Uiso calc R 1 . . H C9A -.11606(11) -.4747(2) .65716(9) .0433(6) Uani d . 1 . . C C10A -.07107(13) -.5755(3) .68012(11) .0548(6) Uani d . 1 B . C H10A -.0265 -.5599 .6895 .066 Uiso calc R 1 . . H C11A -.09089(16) -.6992(3) .68953(12) .0672(8) Uani d . 1 . . C H11A -.0596 -.7656 .7054 .081 Uiso calc R 1 B . H C12A -.15592(16) -.7246(3) .67570(12) .0658(8) Uani d . 1 B . C H12A -.1691 -.8081 .6819 .079 Uiso calc R 1 . . H C13A -.20161(14) -.6270(3) .65277(12) .0614(7) Uani d . 1 . . C H13A -.2461 -.6442 .6432 .074 Uiso calc R 1 B . H C14A -.18207(12) -.5018(3) .64368(10) .0523(6) Uani d . 1 B . C H14A -.2136 -.4356 .6284 .063 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 S1 .0608(14) .0836(18) .0325(14) .0086(14) .0099(10) .0194(11) C1 .092(6) .066(4) .043(4) .001(3) .039(4) .014(4) C2 .064(3) .062(4) .057(3) -.008(3) .038(2) -.004(3) S1' .085(5) .128(7) .056(6) -.067(5) .021(4) .013(4) C1' .077(16) .11(3) .060(13) -.039(16) .036(12) -.026(13) C2' .082(8) .071(12) .048(7) -.020(9) .031(6) .011(8) O1 .0505(10) .0693(12) .0443(9) -.0127(8) .0211(8) .0067(8) O2 .0439(9) .0629(13) .0595(11) -.0031(8) .0153(8) .0087(9) C3 .0494(13) .0492(14) .0345(11) -.0055(11) .0187(10) .0030(10) C4 .0481(13) .0483(14) .0335(11) -.0088(11) .0184(10) -.0021(10) C5 .0413(12) .0442(14) .0356(11) -.0019(10) .0150(9) .0010(10) C6 .0749(17) .0486(15) .0355(12) -.0002(13) .0283(12) .0009(11) C7 .101(2) .0422(16) .0464(14) -.0017(15) .0401(15) -.0036(12) C8 .0792(18) .0451(16) .0577(15) .0058(13) .0390(14) .0091(12) C9 .0508(13) .0439(14) .0339(11) -.0015(11) .0195(10) .0009(10) C10 .0599(15) .0483(16) .0456(13) .0080(12) .0182(12) .0036(12) C11 .092(2) .0457(17) .0557(16) .0161(15) .0292(16) .0087(13) C12 .097(2) .0436(17) .0600(17) -.0082(16) .0389(16) .0012(13) C13 .0710(18) .0586(19) .0705(18) -.0131(15) .0339(15) .0049(15) C14 .0547(15) .0462(15) .0608(15) -.0030(12) .0245(12) .0087(12) S1A .0536(11) .0727(13) .0326(10) -.0056(8) .0115(8) .0162(7) C1A .085(5) .072(4) .044(3) .006(3) .038(3) .021(3) C2A .063(3) .061(4) .054(2) -.002(2) .036(2) .001(2) S1A' .118(10) .193(15) .080(9) -.021(8) .010(7) .041(8) C1A' .070(17) .11(3) .11(2) -.057(19) .061(16) -.044(19) C2A' .079(11) .060(15) .065(11) -.008(10) .032(9) .018(10) O1A .0523(10) .0679(12) .0435(9) -.0127(8) .0214(8) .0060(8) O2A .0458(9) .0654(13) .0596(11) -.0051(8) .0184(8) .0104(9) C3A .0496(13) .0518(15) .0332(11) -.0037(11) .0179(10) .0050(10) C4A .0473(13) .0517(15) .0313(11) -.0082(11) .0172(10) -.0007(10) C5A .0424(12) .0477(14) .0337(11) -.0044(10) .0157(9) .0017(10) C6A .0725(17) .0514(16) .0354(12) -.0060(13) .0253(12) -.0007(11) C7A .103(2) .0499(17) .0433(14) -.0094(15) .0364(15) -.0080(12) C8A .0814(18) .0489(16) .0534(15) .0044(14) .0349(14) .0056(12) C9A .0527(14) .0454(15) .0317(11) -.0024(11) .0171(10) -.0001(10) C10A .0618(16) .0513(17) .0493(14) .0021(13) .0207(12) .0036(12) C11A .087(2) .0522(19) .0597(17) .0094(16) .0272(15) .0100(14) C12A .100(2) .0465(18) .0576(16) -.0112(16) .0388(16) .0002(13) C13A .0693(18) .0591(19) .0607(16) -.0186(15) .0315(14) -.0042(14) C14A .0575(15) .0521(16) .0483(14) -.0069(12) .0228(12) .0030(12) 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 C1 . 1.757(15) y S1 C3 . 1.854(3) y C1 C2 . 1.506(16) n C1 H1A . .9700 n C1 H1B . .9700 n C2 O1 . 1.383(5) y C2 H2A . .9700 n C2 H2B . .9700 n S1' C3 . 1.841(8) n S1' C1' . 1.87(4) n C1' C2' . 1.47(4) n C1' H1'1 . .9700 n C1' H1'2 . .9700 n C2' O1 . 1.377(12) n C2' H2'1 . .9700 n C2' H2'2 . .9700 n O1 C3 . 1.426(3) y O2 C5 . 1.435(3) y O2 H2 . .8200 n C3 C8 . 1.515(3) n C3 C4 . 1.520(3) n C4 C5 . 1.537(3) n C4 H4A . .9700 n C4 H4B . .9700 n C5 C9 . 1.519(3) n C5 C6 . 1.530(3) n C6 C7 . 1.519(3) n C6 H6A . .9700 n C6 H6B . .9700 n C7 C8 . 1.526(3) n C7 H7A . .9700 n C7 H7B . .9700 n C8 H8A . .9700 n C8 H8B . .9700 n C9 C10 . 1.379(3) n C9 C14 . 1.383(3) n C10 C11 . 1.381(4) n C10 H10 . .9300 n C11 C12 . 1.356(4) n C11 H11 . .9300 n C12 C13 . 1.372(4) n C12 H12 . .9300 n C13 C14 . 1.379(3) n C13 H13 . .9300 n C14 H14 . .9300 n S1A C1A . 1.741(10) y S1A C3A . 1.852(3) y C1A C2A . 1.525(11) n C1A H1A1 . .9700 n C1A H1A2 . .9700 n C2A O1A . 1.397(4) y C2A H2A2 . .9700 n C2A H2A3 . .9700 n S1A' C3A . 1.842(13) n S1A' C1A' . 1.95(4) n C1A' C2A' . 1.38(4) n C1A' H1A3 . .9700 n C1A' H1A4 . .9700 n C2A' O1A . 1.389(15) n C2A' H2A4 . .9700 n C2A' H2A5 . .9700 n O1A C3A . 1.423(3) y O2A C5A . 1.428(3) y O2A H2A1 . .8200 n C3A C8A . 1.516(3) n C3A C4A . 1.519(3) n C4A C5A . 1.539(3) n C4A H4A1 . .9700 n C4A H4A2 . .9700 n C5A C9A . 1.521(3) n C5A C6A . 1.528(3) n C6A C7A . 1.523(3) n C6A H6A1 . .9700 n C6A H6A2 . .9700 n C7A C8A . 1.523(3) n C7A H7A1 . .9700 n C7A H7A2 . .9700 n C8A H8A1 . .9700 n C8A H8A2 . .9700 n C9A C10A . 1.378(3) n C9A C14A . 1.386(3) n C10A C11A . 1.381(4) n C10A H10A . .9300 n C11A C12A . 1.360(4) n C11A H11A . .9300 n C12A C13A . 1.363(4) n C12A H12A . .9300 n C13A C14A . 1.389(3) n C13A H13A . .9300 n C14A H14A . .9300 n