#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007456.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_2007456 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1998 _journal_volume 54 _journal_page_first 1003 _journal_page_last 1004 _publ_section_title ; Structures of Chiral Hydroxylamines. VI. (3R,4S)-N-Benzyl-4,5-dihydroxy-3-(hydroxyamino)-4,5-O-isopropylidene-1-pentyne ; loop_ _publ_author_name 'Merino, Pedro' 'Merchan, Francisco L.' 'Tejero, Tomas' 'Franco, Santiago' _chemical_formula_moiety 'C15 H19 N O3' _chemical_formula_sum 'C15 H19 N O3' _chemical_formula_weight 261.31 _chemical_melting_point '388 K' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M 'P 32' _symmetry_space_group_name_Hall 'P 32' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' _cell_length_a 13.240(5) _cell_length_b 13.240(5) _cell_length_c 7.157(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 120.000(5) _cell_volume 1086.5(10) _cell_formula_units_Z 3 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.198 _diffrn_ambient_temperature 173(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_group _atom_site_type_symbol O1 .0680(2) .0666(2) .1371(3) .0362(5) Uani d . 1 . O H(O) .0218(2) .045(3) .0460(3) .051(11) Uiso calc R 1 . H O2 .2272(2) .3407(2) -.0810(3) .0381(5) Uani d . 1 . O O3 .2976(2) .5191(2) .0527(3) .0429(6) Uani d . 1 . O N1 .1875(2) .1244(2) .0690(4) .0306(6) Uani d . 1 . N C2 .2388(3) .2203(3) .3806(4) .0325(7) Uani d . 1 . C C3 .2501(2) .2341(2) .1746(4) .0293(6) Uani d . 1 . C H3 .3348(2) .2696(2) .1439(4) .042(4) Uiso calc R 1 . H C4 .2125(3) .3214(3) .1150(4) .0310(7) Uani d . 1 . C H4 .1291(3) .2912(3) .1496(4) .042(4) Uiso calc R 1 . H C6 .2959(3) .4637(2) -.1172(5) .0332(7) Uani d . 1 . C C10 .3528(3) .0896(3) .0384(5) .0395(8) Uani d . 1 . C C9 .2309(3) .0440(3) .1126(5) .0366(7) Uani d . 1 . C H9A .1781(3) -.0332(3) .0567(5) .042(4) Uiso calc R 1 . H H9B .2308(3) .0340(3) .2497(5) .042(4) Uiso calc R 1 . H C1 .2270(3) .2122(3) .5429(5) .0442(8) Uani d . 1 . C H1 .2174(3) .2056(3) .6747(5) .072(13) Uiso calc R 1 . H C5 .2887(3) .4426(3) .1985(5) .0437(8) Uani d . 1 . C H5A .2516(3) .4538(3) .3105(5) .042(4) Uiso calc R 1 . H H5B .3665(3) .4550(3) .2332(5) .042(4) Uiso calc R 1 . H C7 .2354(3) .4965(3) -.2634(5) .0423(8) Uani d . 1 . C H7A .2337(3) .4586(3) -.3820(5) .059(5) Uiso calc R 1 . H H7B .2778(3) .5813(3) -.2803(5) .059(5) Uiso calc R 1 . H H7C .1555(3) .4708(3) -.2230(5) .059(5) Uiso calc R 1 . H C8 .4167(3) .4914(3) -.1763(7) .0589(11) Uani d . 1 . C H8A .4119(3) .4515(3) -.2941(7) .059(5) Uiso calc R 1 . H H8B .4506(3) .4649(3) -.0796(7) .059(5) Uiso calc R 1 . H H8C .4661(3) .5758(3) -.1935(7) .059(5) Uiso calc R 1 . H C11 .4404(3) .1018(3) .1533(7) .0591(11) Uani d . 1 . C H11 .4254(3) .0830(3) .2822(7) .105(9) Uiso calc R 1 . H C15 .3768(5) .1172(4) -.1491(7) .0723(14) Uani d . 1 . C H15 .3165(5) .1073(4) -.2319(7) .105(9) Uiso calc R 1 . H C12 .5520(4) .1417(4) .0815(13) .093(2) Uani d . 1 . C H12 .6126(4) .1488(4) .1612(13) .105(9) Uiso calc R 1 . H C13 .5745(6) .1707(4) -.1024(16) .116(3) Uani d . 1 . C H13 .6510(6) .1991(4) -.1503(16) .105(9) Uiso calc R 1 . H C14 .4893(7) .1592(5) -.2153(11) .114(3) Uani d . 1 . C H14 .5059(7) .1801(5) -.3433(11) .105(9) 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 O1 .0249(10) .0354(11) .0381(12) .0074(9) -.0029(10) .0046(10) O2 .0604(14) .0251(10) .0213(10) .0158(10) .0012(9) .0021(9) O3 .0667(15) .0315(11) .0352(12) .0280(11) -.0058(11) -.0058(10) N1 .0266(12) .0268(11) .0354(14) .0111(10) .0001(10) .0003(11) C2 .033(2) .033(2) .032(2) .0171(13) -.0068(13) -.0021(13) C3 .0285(13) .0286(14) .028(2) .0119(12) .0003(12) .0002(12) C4 .036(2) .035(2) .0232(14) .0190(13) .0028(12) -.0001(12) C6 .036(2) .0261(14) .036(2) .0144(13) .0023(14) .0001(12) C10 .046(2) .029(2) .052(2) .0253(14) .005(2) .0037(15) C9 .038(2) .0271(14) .043(2) .0155(12) -.0011(14) .0022(13) C1 .055(2) .055(2) .032(2) .035(2) -.006(2) -.001(2) C5 .070(2) .037(2) .030(2) .031(2) -.010(2) -.0077(14) C7 .054(2) .036(2) .034(2) .0212(15) .000(2) .0066(14) C8 .047(2) .053(2) .079(3) .027(2) .010(2) .005(2) C11 .045(2) .039(2) .090(3) .019(2) -.016(2) -.008(2) C15 .104(4) .092(3) .060(3) .078(3) .027(3) .017(2) C12 .044(2) .049(2) .188(8) .024(2) -.013(4) -.009(4) C13 .072(3) .050(3) .242(10) .041(3) .075(5) .036(4) C14 .151(6) .107(4) .137(6) .105(4) .099(5) .059(4) 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 N1 . 1.455(3) yes O1 H(O) . .84 ? O2 C4 . 1.421(4) yes O2 C6 . 1.437(4) yes O3 C6 . 1.415(4) yes O3 C5 . 1.418(4) yes N1 C3 . 1.471(4) yes N1 C9 . 1.474(4) yes C2 C1 . 1.170(5) yes C2 C3 . 1.484(4) yes C3 C4 . 1.530(4) yes C3 H3 . 1.00 ? C4 C5 . 1.526(4) yes C4 H4 . 1.00 ? C6 C7 . 1.508(5) ? C6 C8 . 1.511(4) ? C10 C11 . 1.365(5) ? C10 C15 . 1.385(6) ? C10 C9 . 1.509(4) ? C9 H9A . .99 ? C9 H9B . .99 ? C1 H1 . .95 ? C5 H5A . .99 ? C5 H5B . .99 ? C7 H7A . .98 ? C7 H7B . .98 ? C7 H7C . .98 ? C8 H8A . .98 ? C8 H8B . .98 ? C8 H8C . .98 ? C11 C12 . 1.395(8) ? C11 H11 . .95 ? C15 C14 . 1.388(8) ? C15 H15 . .95 ? C12 C13 . 1.362(11) ? C12 H12 . .95 ? C13 C14 . 1.333(12) ? C13 H13 . .95 ? C14 H14 . .95 ?