#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011696.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_2011696 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 82 _journal_page_last 85 _publ_section_title ; Some Diels-Alder adducts of 6-vinyl-1-oxa-4-thiaspiro[4.5]dec-6-ene ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' loop_ _publ_author_name 'Parvez, Masood' 'Yadav, Veejendra K.' 'Senthil, Govindaraji' _chemical_name_common ; N-phenylmaleimide adduct of 1-oxa-4-thia-6-vinyl-spiro[4.5]dec-6-ene ; _chemical_formula_moiety 'C20 H21 N O3 S' _chemical_formula_sum 'C20 H21 N O3 S' _chemical_formula_weight 355.44 _symmetry_cell_setting 'monoclinic' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.047(2) _cell_length_b 7.808(2) _cell_length_c 9.7180(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.710(10) _cell_angle_gamma 90.00 _cell_volume 865.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.363 _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 .88594(8) .63046(18) .52902(8) .0682(3) Uani d . 1 . . S O1 .8664(2) .8123(4) .7480(3) .0604(7) Uani d . 1 . . O O2 1.3804(2) .3284(3) .8778(2) .0550(6) Uani d . 1 . . O O3 1.3394(2) .7431(3) 1.1878(3) .0586(6) Uani d . 1 . . O N1 1.3778(2) .5111(3) 1.0629(3) .0400(5) Uani d . 1 . . N C1 .7687(4) .7831(7) .5018(5) .0769(13) Uani d . 1 . . C H1A .7506 .8382 .4077 .092 Uiso calc R 1 . . H H1B .6984 .7285 .5091 .092 Uiso calc R 1 . . H C2 .8161(4) .9078(7) .6210(5) .0778(13) Uani d . 1 . . C H2A .8747 .9798 .6010 .093 Uiso calc R 1 . . H H2B .7539 .9802 .6314 .093 Uiso calc R 1 . . H C3 .9339(2) .6699(5) .7283(3) .0446(7) Uani d . 1 . . C C4 .9050(3) .5202(6) .8093(4) .0553(9) Uani d . 1 . . C H4A .9146 .5551 .9082 .066 Uiso calc R 1 . . H H4B .8235 .4888 .7636 .066 Uiso calc R 1 . . H C5 .9810(3) .3659(5) .8124(5) .0643(10) Uani d . 1 . . C H5A .9639 .3212 .7147 .077 Uiso calc R 1 . . H H5B .9629 .2773 .8719 .077 Uiso calc R 1 . . H C6 1.1110(3) .4108(5) .8733(5) .0568(9) Uani d . 1 . . C H6A 1.1578 .3104 .8709 .068 Uiso calc R 1 . . H H6B 1.1298 .4473 .9736 .068 Uiso calc R 1 . . H C7 1.1403(2) .5549(4) .7830(3) .0390(6) Uani d . 1 . . C H7 1.1170 .5136 .6825 .047 Uiso calc R 1 . . H C8 1.0646(2) .7073(4) .7834(3) .0378(6) Uani d . 1 . . C C9 1.1027(3) .8609(4) .8343(4) .0450(7) Uani d . 1 . . C H9 1.0472 .9448 .8310 .054 Uiso calc R 1 . . H C10 1.2294(3) .9087(4) .8969(4) .0527(8) Uani d . 1 . . C H10A 1.2410 .9703 .9871 .063 Uiso calc R 1 . . H H10B 1.2495 .9853 .8300 .063 Uiso calc R 1 . . H C11 1.3107(3) .7573(4) .9261(4) .0433(7) Uani d . 1 . . C H11 1.3845 .7984 .9156 .052 Uiso calc R 1 . . H C12 1.2742(2) .6018(4) .8264(3) .0401(6) Uani d . 1 . . C H12 1.2959 .6195 .7385 .048 Uiso calc R 1 . . H C13 1.3494(2) .4627(4) .9178(3) .0405(6) Uani d . 1 . . C C14 1.3413(2) .6802(4) 1.0756(3) .0415(7) Uani d . 1 . . C C15 1.4371(2) .4058(4) 1.1842(3) .0391(6) Uani d . 1 . . C C16 1.3981(3) .2408(5) 1.1927(4) .0522(8) Uani d . 1 . . C H16 1.3333 .1986 1.1198 .063 Uiso calc R 1 . . H C17 1.4555(3) .1393(6) 1.3096(4) .0609(9) Uani d . 1 . . C H17 1.4304 .0275 1.3147 .073 Uiso calc R 1 . . H C18 1.5498(3) .2027(5) 1.4189(4) .0562(8) Uani d . 1 . . C H18 1.5870 .1351 1.4993 .067 Uiso calc R 1 . . H C19 1.5890(3) .3653(6) 1.4092(4) .0555(8) Uani d . 1 . . C H19 1.6536 .4070 1.4828 .067 Uiso calc R 1 . . H C20 1.5342(3) .4677(5) 1.2921(3) .0480(7) Uani d . 1 . . C H20 1.5620 .5774 1.2854 .058 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 .0563(5) .1032(8) .0379(4) -.0106(5) .0050(3) -.0046(5) O1 .0424(11) .0773(17) .0578(13) .0145(12) .0108(10) .0061(13) O2 .0534(12) .0608(15) .0478(12) .0161(12) .0122(10) -.0144(11) O3 .0657(14) .0569(15) .0506(13) .0056(12) .0152(11) -.0162(12) N1 .0374(11) .0413(13) .0400(12) -.0002(11) .0105(9) -.0071(11) C1 .061(2) .092(3) .060(2) -.009(2) -.0052(17) .028(2) C2 .062(2) .075(3) .083(3) .007(2) .005(2) .024(3) C3 .0350(13) .0599(19) .0358(13) .0026(13) .0069(11) .0028(13) C4 .0355(14) .074(2) .0553(19) -.0083(16) .0126(13) .0092(18) C5 .0459(17) .052(2) .092(3) -.0125(16) .0184(17) .013(2) C6 .0419(17) .0465(19) .079(2) -.0030(14) .0152(16) .0129(18) C7 .0362(13) .0430(16) .0367(13) -.0019(12) .0101(11) -.0060(11) C8 .0342(13) .0472(15) .0310(12) .0010(12) .0089(10) .0039(12) C9 .0410(15) .0459(16) .0452(15) .0053(13) .0098(12) .0034(13) C10 .0453(17) .0394(16) .069(2) -.0032(13) .0117(15) -.0027(15) C11 .0346(14) .0426(16) .0527(17) -.0048(12) .0140(12) -.0033(14) C12 .0368(13) .0473(16) .0388(13) -.0025(12) .0159(11) -.0029(13) C13 .0321(12) .0491(16) .0410(14) -.0003(12) .0129(11) -.0056(13) C14 .0358(13) .0427(15) .0443(15) -.0061(12) .0104(11) -.0103(13) C15 .0344(13) .0458(15) .0376(13) -.0024(12) .0123(11) -.0078(12) C16 .0457(17) .054(2) .0528(18) -.0124(15) .0095(14) -.0027(15) C17 .0583(19) .056(2) .068(2) -.0037(18) .0194(16) .0097(19) C18 .0530(17) .066(2) .0499(17) .0122(17) .0163(14) .0059(16) C19 .0458(16) .066(2) .0484(17) .0001(17) .0063(13) -.0097(17) C20 .0423(14) .0501(17) .0469(16) -.0036(14) .0075(12) -.0112(14) 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 . 1.802(6) y S1 C3 . 1.860(3) y O1 C2 . 1.403(5) y O1 C3 . 1.427(4) y O2 C13 . 1.218(4) y O3 C14 . 1.203(4) y N1 C13 . 1.392(4) y N1 C14 . 1.409(4) y N1 C15 . 1.427(4) y C1 C2 . 1.480(7) n C1 H1A . .9700 n C1 H1B . .9700 n C2 H2A . .9700 n C2 H2B . .9700 n C3 C4 . 1.511(5) n C3 C8 . 1.519(4) n C4 C5 . 1.508(6) n C4 H4A . .9700 n C4 H4B . .9700 n C5 C6 . 1.527(5) n C5 H5A . .9700 n C5 H5B . .9700 n C6 C7 . 1.536(4) n C6 H6A . .9700 n C6 H6B . .9700 n C7 C8 . 1.500(4) n C7 C12 . 1.574(4) n C7 H7 . .9800 n C8 C9 . 1.322(5) n C9 C10 . 1.497(4) n C9 H9 . .9300 n C10 C11 . 1.503(5) n C10 H10A . .9700 n C10 H10B . .9700 n C11 C14 . 1.506(4) n C11 C12 . 1.528(4) n C11 H11 . .9800 n C12 C13 . 1.508(4) n C12 H12 . .9800 n C15 C20 . 1.383(4) n C15 C16 . 1.383(5) n C16 C17 . 1.375(5) n C16 H16 . .9300 n C17 C18 . 1.375(6) n C17 H17 . .9300 n C18 C19 . 1.368(6) n C18 H18 . .9300 n C19 C20 . 1.375(5) n C19 H19 . .9300 n C20 H20 . .9300 n _cod_database_code 2011696