data_2006539 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 1312 _journal_page_last 1314 _publ_section_title ; Absolute Configuration of an Intermediate in the Asymmetric Synthesis of Natural \b-Hydroxy and \b-Amino Acids ; loop_ _publ_author_name 'Carballo, Rosa' "Fern\'andez-Su\'arez, Miryam" 'Mu\~noz, Luis' 'Riguera, Ricardo' 'Maichle-M\"ossmer, C\"acilia' _chemical_formula_sum 'C19 H23 N O4' _chemical_formula_weight 329.38 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 6.9300(2) _cell_length_b 15.5478(15) _cell_length_c 16.5453(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1782.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _exptl_crystal_density_diffrn 1.227 _diffrn_ambient_temperature 223(2) _refine_ls_R_factor_obs .0348 _refine_ls_wR_factor_obs .0930 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 -.4983(2) .13486(9) .21219(7) .0445(4) Uani d . 1 . O O2 -.3625(2) .04139(8) .12821(8) .0494(4) Uani d . 1 . O O31 .0624(2) .23461(9) .12386(9) .0510(4) Uani d . 1 . O O33 -.0967(2) .19965(9) -.05624(8) .0473(4) Uani d . 1 . O N3 -.2147(2) .17233(9) .16053(8) .0337(3) Uani d . 1 . N C2 -.3566(3) .10916(12) .16257(10) .0365(4) Uani d . 1 . C C4 -.2521(3) .23806(12) .22322(10) .0371(4) Uani d . 1 . C C5 -.4698(3) .22395(12) .23583(11) .0371(4) Uani d . 1 . C C31 -.0477(3) .17452(12) .11348(10) .0361(4) Uani d . 1 . C C32 -.0139(3) .10444(12) .05199(10) .0372(4) Uani d . 1 . C C33 -.1450(3) .11881(12) -.02162(10) .0377(4) Uani d . 1 . C C34 -.1193(4) .0465(2) -.08356(13) .0548(6) Uani d . 1 . C C35 -.2535(4) .0512(2) -.15615(14) .0584(6) Uani d . 1 . C C36 -.4602(4) .0326(2) -.1337(2) .0644(6) Uani d . 1 . C C37 -.5873(4) .0257(2) -.2054(2) .0641(6) Uani d . 1 . C C38 -.6877(5) .0187(2) -.2631(2) .0772(8) Uani d . 1 . C C41 -.1276(4) .2240(2) .29715(13) .0534(6) Uani d . 1 . C C51 -.5521(3) .23727(12) .31913(10) .0355(4) Uani d . 1 . C C52 -.6118(3) .16928(13) .36700(11) .0429(4) Uani d . 1 . C C53 -.6959(3) .1850(2) .44173(12) .0518(5) Uani d . 1 . C C54 -.7197(3) .2675(2) .46910(13) .0536(5) Uani d . 1 . C C55 -.6595(4) .3353(2) .42229(12) .0552(6) Uani d . 1 . C C56 -.5768(3) .32043(13) .34710(12) .0475(5) Uani d . 1 . C C321 .1992(3) .1010(2) .02978(15) .0511(5) Uani d . 1 . C H4 -.224(3) .2943(13) .1977(13) .041(5) Uiso d . 1 . H H5 -.539(3) .2575(14) .1978(13) .043(5) Uiso d . 1 . H H32 -.050(3) .0510(13) .0792(12) .037(5) Uiso d . 1 . H H33 -.282(3) .1203(12) -.0025(11) .035(5) Uiso d . 1 . H H38 -.731(6) .020(2) -.306(2) .088(11) Uiso d . 1 . H H52 -.600(3) .1083(16) .3458(13) .054(6) Uiso d . 1 . H H53 -.739(4) .1404(15) .4715(14) .056(6) Uiso d . 1 . H H54 -.773(4) .2792(16) .5144(17) .062(7) Uiso d . 1 . H H55 -.681(5) .393(2) .4376(17) .083(9) Uiso d . 1 . H H56 -.538(4) .3689(16) .3155(14) .057(6) Uiso d . 1 . H H321 .239(4) .1522(16) -.0053(14) .058(7) Uiso d . 1 . H H322 .222(5) .0540(18) .0060(16) .071(8) Uiso d . 1 . H H323 .291(4) .1039(16) .0808(16) .068(7) Uiso d . 1 . H H331 -.196(5) .2257(17) -.0696(16) .065(8) Uiso d . 1 . H H341 .016(5) .0549(19) -.1038(16) .076(8) Uiso d . 1 . H H342 -.158(4) -.0126(18) -.0521(16) .072(8) Uiso d . 1 . H H351 -.202(4) .0049(18) -.2046(17) .072(7) Uiso d . 1 . H H352 -.246(6) .116(3) -.180(2) .120(12) Uiso d . 1 . H H361 -.508(5) .083(2) -.0967(18) .089(10) Uiso d . 1 . H H362 -.469(5) -.024(2) -.0982(18) .092(10) Uiso d . 1 . H H411 -.164(4) .1691(18) .3232(15) .066(7) Uiso d . 1 . H H412 -.142(4) .2708(17) .3327(16) .065(7) Uiso d . 1 . H H413 .002(5) .223(2) .2823(18) .085(10) 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 O1 .0339(8) .0579(8) .0417(7) -.0098(6) .0081(6) -.0120(6) O2 .0501(9) .0491(8) .0490(7) -.0105(6) .0095(7) -.0106(6) O31 .0426(9) .0611(8) .0492(7) -.0157(7) .0131(6) -.0106(7) O33 .0429(9) .0540(8) .0451(7) .0051(6) -.0017(6) .0098(6) N3 .0300(8) .0402(7) .0309(7) -.0014(6) .0014(6) -.0029(6) C2 .0331(10) .0464(10) .0300(8) -.0026(8) .0002(7) -.0002(7) C4 .0365(11) .0421(9) .0325(8) -.0012(8) .0040(7) -.0030(7) C5 .0335(11) .0461(10) .0315(9) .0039(8) -.0030(7) .0008(8) C31 .0301(10) .0466(10) .0316(8) .0000(8) .0008(7) .0024(7) C32 .0337(11) .0430(9) .0348(9) .0057(8) .0033(8) .0005(8) C33 .0322(12) .0472(10) .0337(9) .0023(8) .0031(7) -.0001(7) C34 .056(2) .0626(13) .0460(11) .0037(11) .0029(10) -.0142(10) C35 .0572(15) .0714(14) .0465(11) -.0052(11) .0060(11) -.0139(11) C36 .060(2) .078(2) .0549(13) -.0111(13) .0076(11) -.0103(13) C37 .057(2) .0578(13) .077(2) -.0096(11) -.0027(13) -.0159(12) C38 .073(2) .074(2) .085(2) -.0071(15) -.013(2) -.022(2) C41 .0327(14) .087(2) .0403(10) -.0008(11) -.0023(9) -.0153(11) C51 .0262(10) .0476(10) .0327(8) .0079(7) -.0005(7) .0022(7) C52 .0407(12) .0512(10) .0370(9) .0015(9) .0024(8) .0032(8) C53 .0506(14) .0674(13) .0375(10) -.0055(11) .0089(9) .0088(10) C54 .0457(13) .0812(15) .0338(9) .0089(11) .0083(9) -.0031(10) C55 .063(2) .0581(12) .0441(11) .0166(11) .0034(10) -.0067(10) C56 .0535(13) .0483(11) .0407(10) .0072(9) .0055(9) .0037(8) C321 .0357(13) .0601(13) .0576(12) .0091(10) .0057(10) -.0070(11) 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 . 1.341(2) Y O1 C5 . 1.453(2) Y O2 C2 . 1.198(2) Y O31 C31 . 1.218(2) Y O33 C33 . 1.421(2) Y O33 H331 . .83(3) ? N3 C2 . 1.390(2) Y N3 C31 . 1.396(2) Y N3 C4 . 1.479(2) Y C4 C41 . 1.513(3) Y C4 C5 . 1.539(3) Y C4 H4 . .99(2) ? C5 C51 . 1.506(2) Y C5 H5 . .95(2) ? C31 C32 . 1.509(2) Y C32 C321 . 1.523(3) Y C32 C33 . 1.536(3) Y C32 H32 . .98(2) ? C33 C34 . 1.532(3) Y C33 H33 . 1.00(2) ? C34 C35 . 1.521(3) Y C34 H341 . 1.01(3) ? C34 H342 . 1.09(3) ? C35 C36 . 1.507(4) Y C35 H351 . 1.14(3) ? C35 H352 . 1.09(4) ? C36 C37 . 1.481(4) Y C36 H361 . 1.05(3) ? C36 H362 . 1.05(3) ? C37 C38 . 1.187(4) Y C38 H38 . .77(3) ? C41 H411 . .99(3) ? C41 H412 . .94(3) ? C41 H413 . .93(4) ? C51 C56 . 1.384(3) Y C51 C52 . 1.384(3) Y C52 C53 . 1.389(3) Y C52 H52 . 1.01(2) ? C53 C54 . 1.370(3) Y C53 H53 . .90(2) ? C54 C55 . 1.373(3) Y C54 H54 . .86(3) ? C55 C56 . 1.389(3) Y C55 H55 . .95(3) ? C56 H56 . .96(2) ? C321 H321 . 1.02(3) ? C321 H322 . .84(3) ? C321 H323 . 1.06(3) ?