#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006512.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_2006512 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 1325 _journal_page_last 1327 _publ_section_title ; The Stereochemical Assignment of the Ozonide, 5-(2-Naphthyl)-3-phenyl-1,2,4-trioxolane-3-carbonitrile ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Kunsoo Lee' 'Taesung Huh' 'Hoseop Yun' _chemical_formula_sum 'C19 H13 N O3' _chemical_formula_weight 303.30 _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 18.214(5) _cell_length_b 7.416(2) _cell_length_c 12.037(3) _cell_angle_alpha 90 _cell_angle_beta 108.49(2) _cell_angle_gamma 90 _cell_volume 1542.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.306 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0719 _refine_ls_wR_factor_obs .2069 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 O1 .14740(10) .0491(3) .8597(2) .0672(8) Uani d . 1 . O O2 .0816(2) .1101(4) .9842(2) .0718(8) Uani d . 1 . O O3 .0671(2) .2539(4) .8950(2) .0779(9) Uani d . 1 . O C1 .1363(2) .2398(5) .8653(3) .0710(10) Uani d . 1 . C H1 .1799(2) .2955(5) .9256(3) .085 Uiso calc R 1 . H C2 .1027(2) -.0334(5) .9220(3) .0620(10) Uani d . 1 . C C3 .0307(2) -.1060(6) .8354(4) .0750(10) Uani d . 1 . C C10 .1246(2) .3263(6) .7472(4) .0780(10) Uani d . 1 . C C11 .0880(3) .2289(7) .6425(4) .0840(10) Uani d . 1 . C H11 .0708(3) .1118(7) .6466(4) .101 Uiso calc R 1 . H C12 .0780(3) .3071(7) .5350(4) .0930(10) Uani d . 1 . C H12 .0549(3) .2432(7) .4663(4) .112 Uiso calc R 1 . H C13 .1026(2) .4803(6) .5308(5) .0840(10) Uani d . 1 . C C14 .0910(3) .5649(7) .4138(5) .096(2) Uani d . 1 . C H14 .0678(3) .5016(7) .3448(5) .115 Uiso calc R 1 . H C15 .1150(3) .7338(8) .4115(5) .096(2) Uani d . 1 . C H15 .1089(3) .7892(8) .3399(5) .116 Uiso calc R 1 . H C16 .1491(3) .8294(9) .5153(6) .113(2) Uani d . 1 . C H16 .1646(3) .9477(9) .5099(6) .136 Uiso calc R 1 . H C17 .1608(3) .7588(8) .6229(6) .110(2) Uani d . 1 . C H17 .1837(3) .8262(8) .6902(6) .132 Uiso calc R 1 . H C18 .1380(2) .5872(6) .6294(4) .0760(10) Uani d . 1 . C C19 .1481(3) .4962(7) .7434(4) .0900(10) Uani d . 1 . C H19 .1712(3) .5582(7) .8129(4) .108 Uiso calc R 1 . H C20 .1461(2) -.1754(5) 1.0062(3) .0600(9) Uani d . 1 . C C21 .1076(2) -.3089(6) 1.0441(4) .0800(10) Uani d . 1 . C H21 .0538(2) -.3134(6) 1.0171(4) .096 Uiso calc R 1 . H C22 .1493(3) -.4372(7) 1.1228(4) .096(2) Uani d . 1 . C H22 .1236(3) -.5274(7) 1.1494(4) .116 Uiso calc R 1 . H C23 .2290(3) -.4306(7) 1.1616(4) .0930(10) Uani d . 1 . C H23 .2572(3) -.5173(7) 1.2136(4) .112 Uiso calc R 1 . H C24 .2667(3) -.2963(7) 1.1235(4) .0870(10) Uani d . 1 . C H24 .3205(3) -.2919(7) 1.1505(4) .104 Uiso calc R 1 . H C25 .2266(2) -.1692(6) 1.0466(3) .0740(10) Uani d . 1 . C H25 .2528(2) -.0786(6) 1.0212(3) .088 Uiso calc R 1 . H N1 -.0245(2) -.1620(7) .7701(3) .1090(10) Uani d . 1 . N 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 O1 .063(2) .078(2) .070(2) .0050(10) .0350(10) .0010(10) O2 .076(2) .082(2) .069(2) .0030(10) .0400(10) -.0050(10) O3 .080(2) .083(2) .087(2) .0130(10) .048(2) .005(2) C1 .068(2) .074(3) .078(3) -.003(2) .035(2) -.003(2) C2 .054(2) .078(2) .060(2) -.005(2) .028(2) -.011(2) C3 .066(2) .093(3) .065(2) -.003(2) .019(2) -.005(2) C10 .068(2) .071(3) .108(3) .010(2) .047(2) .010(2) C11 .082(3) .099(3) .074(3) .007(2) .029(2) .004(2) C12 .085(3) .106(4) .090(3) .005(3) .029(2) -.009(3) C13 .063(2) .067(3) .136(4) .013(2) .052(3) .005(3) C14 .087(3) .103(4) .110(4) .030(3) .048(3) .041(3) C15 .093(3) .106(4) .105(4) .026(3) .052(3) .032(3) C16 .109(4) .114(4) .143(5) .021(3) .078(4) .033(4) C17 .096(3) .091(4) .160(6) -.001(3) .064(4) .001(4) C18 .066(2) .072(3) .095(3) .012(2) .034(2) -.007(2) C19 .081(3) .093(3) .109(3) .009(2) .048(3) -.003(3) C20 .056(2) .075(2) .052(2) -.001(2) .022(2) -.006(2) C21 .069(2) .096(3) .082(3) -.004(2) .033(2) .012(2) C22 .113(4) .095(3) .095(3) -.003(3) .052(3) .018(3) C23 .099(4) .107(4) .075(3) .022(3) .030(3) .013(3) C24 .066(2) .107(3) .081(3) .010(2) .015(2) .000(3) C25 .058(2) .085(3) .074(2) -.004(2) .016(2) -.001(2) N1 .084(3) .143(4) .083(3) -.020(3) .004(2) -.013(3) 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 O1 C2 . 1.409(4) yes O1 C1 . 1.433(5) yes O2 C2 . 1.423(4) yes O2 O3 . 1.477(4) yes O3 C1 . 1.420(4) yes C1 C10 . 1.512(6) yes C1 H1 . .98 no C2 C3 . 1.493(6) yes C2 C20 . 1.501(5) yes C3 N1 . 1.140(5) yes C10 C19 . 1.336(6) no C10 C11 . 1.422(6) no C11 C12 . 1.376(6) no C11 H11 . .93 no C12 C13 . 1.366(6) no C12 H12 . .93 no C13 C18 . 1.403(6) no C13 C14 . 1.495(7) no C14 C15 . 1.329(7) no C14 H14 . .93 no C15 C16 . 1.399(8) no C15 H15 . .93 no C16 C17 . 1.350(8) no C16 H16 . .93 no C17 C18 . 1.349(7) no C17 H17 . .93 no C18 C19 . 1.487(6) no C19 H19 . .93 no C20 C21 . 1.373(5) no C20 C25 . 1.391(5) no C21 C22 . 1.387(6) no C21 H21 . .93 no C22 C23 . 1.378(7) no C22 H22 . .93 no C23 C24 . 1.370(7) no C23 H23 . .93 no C24 C25 . 1.361(6) no C24 H24 . .93 no C25 H25 . .93 no _cod_database_code 2006512