data_2200237 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o300 _journal_page_last o302 _publ_section_title ; Isopropyl 2-bromo-4-(N-phthalimido)butanoate ; loop_ _publ_author_name 'Skakle, Janet M. S.' 'Smyth, Gregory' 'Wardell, Solange M. S. V.' _chemical_formula_moiety 'C15 H16 Br N O4' _chemical_formula_sum 'C15 H16 Br N O4' _chemical_formula_iupac 'C15 H16 Br N O4' _chemical_formula_weight 354.20 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 27.307(2) _cell_length_b 4.6228(4) _cell_length_c 12.5888(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1589.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _exptl_crystal_density_diffrn 1.480 _diffrn_ambient_temperature 296(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 C1 .4073(3) .4301(16) .8873(4) .0444(16) Uani d . 1 . . C C2 .3888(5) .341(2) .9836(8) .077(3) Uani d . 1 . . C H2 .3644 .2010 .9876 .093 Uiso calc R 1 . . H C3 .4078(4) .467(2) 1.0740(7) .069(3) Uani d . 1 . . C H3 .3955 .4115 1.1397 .083 Uiso calc R 1 . . H C4 .4442(4) .673(3) 1.0705(7) .080(3) Uani d . 1 . . C H4 .4568 .7483 1.1334 .095 Uiso calc R 1 . . H C5 .4623(4) .768(2) .9733(7) .067(3) Uani d . 1 . . C H5 .4860 .9123 .9693 .080 Uiso calc R 1 . . H C6 .4435(3) .6398(14) .8831(6) .0439(18) Uani d . 1 . . C C7 .4546(3) .6942(17) .7689(6) .0440(18) Uani d . 1 . . C O1 .4820(2) .8742(12) .7298(4) .0612(16) Uani d . 1 . . O C8 .3959(3) .3480(15) .7769(6) .044(2) Uani d . 1 . . C O2 .3689(2) .1466(11) .7456(4) .0644(16) Uani d . 1 . . O N1 .4251(2) .5059(13) .7104(5) .0452(14) Uani d . 1 . . N C9 .4238(3) .4853(19) .5940(5) .0508(18) Uani d . 1 . . C H9A .4248 .2838 .5726 .061 Uiso calc R 1 . . H H9B .4522 .5819 .5641 .061 Uiso calc R 1 . . H C10 .3771(3) .6267(15) .5529(5) .0407(16) Uani d . 1 . . C H10A .3491 .5302 .5842 .049 Uiso calc R 1 . . H H10B .3765 .8273 .5755 .049 Uiso calc R 1 . . H C11 .3729(3) .6141(14) .4329(5) .0421(17) Uani d . 1 . . C H11 .3709 .4132 .4085 .051 Uiso calc R 1 . . H Br1 .42793(3) .81925(18) .36266(6) .0632(3) Uani d . 1 . . Br C12 .3294(3) .7847(17) .3949(6) .0485(19) Uani d . 1 . . C O3 .3117(2) .9855(14) .4376(5) .0689(17) Uani d . 1 . . O O4 .3113(2) .6718(13) .3039(5) .0646(16) Uiso d . 1 . . O C13 .2687(4) .816(2) .2576(9) .085(3) Uani d . 1 . . C H13 .2696 1.0238 .2730 .102 Uiso calc R 1 . . H C14 .2240(4) .683(3) .3032(13) .132(6) Uani d . 1 . . C H14A .2292 .4791 .3124 .198 Uiso calc R 1 . . H H14B .1969 .7136 .2559 .198 Uiso calc R 1 . . H H14C .2170 .7701 .3707 .198 Uiso calc R 1 . . H C15 .2731(8) .764(5) .1401(13) .170(8) Uani d . 1 . . C H15A .3023 .8539 .1139 .254 Uiso calc R 1 . . H H15B .2451 .8440 .1046 .254 Uiso calc R 1 . . H H15C .2745 .5593 .1268 .254 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 C1 .066(4) .047(3) .019(4) .002(3) .001(3) .004(3) C2 .112(9) .074(6) .046(5) .001(6) .019(6) .022(5) C3 .104(8) .077(6) .026(4) .018(6) .011(5) .000(4) C4 .084(7) .118(9) .037(4) .022(7) -.005(4) -.011(6) C5 .088(8) .091(7) .021(4) -.009(6) -.015(4) -.013(4) C6 .047(4) .044(4) .041(5) .006(3) .001(3) .003(3) C7 .044(4) .049(4) .039(4) -.003(4) .001(3) .024(4) O1 .094(5) .052(3) .037(3) -.011(3) .001(3) .005(2) C8 .067(5) .025(3) .041(4) -.008(3) .010(4) .006(3) O2 .104(5) .049(3) .040(3) -.019(3) .011(3) -.002(3) N1 .056(4) .053(4) .027(3) -.004(3) .003(3) .005(3) C9 .064(5) .066(5) .022(3) -.001(4) .000(3) -.003(3) C10 .057(4) .042(4) .023(3) -.001(3) .001(3) .000(3) C11 .066(5) .036(4) .024(3) -.010(3) .000(3) -.004(3) Br1 .0657(5) .0917(5) .0322(3) -.0122(4) .0082(5) .0038(6) C12 .055(5) .050(4) .040(4) -.016(4) -.007(3) -.001(3) O3 .075(4) .068(4) .063(4) .012(3) -.008(3) -.021(3) C13 .097(8) .077(6) .082(7) .033(6) -.048(6) -.022(6) C14 .059(7) .156(12) .181(17) .040(8) -.018(8) -.047(11) C15 .202(18) .24(2) .068(9) .039(16) -.073(11) -.010(10) 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 C1 C2 . 1.376(11) ? C1 C6 . 1.384(11) ? C1 C8 . 1.474(10) ? C2 C3 . 1.380(16) ? C2 H2 . .9300 ? C3 C4 . 1.377(15) ? C3 H3 . .9300 ? C4 C5 . 1.391(14) ? C4 H4 . .9300 ? C5 C6 . 1.382(11) ? C5 H5 . .9300 ? C6 C7 . 1.491(10) ? C7 O1 . 1.223(9) ? C7 N1 . 1.396(11) ? C8 O2 . 1.252(10) ? C8 N1 . 1.366(9) ? N1 C9 . 1.468(9) ? C9 C10 . 1.524(10) ? C9 H9A . .9700 ? C9 H9B . .9700 ? C10 C11 . 1.516(8) ? C10 H10A . .9700 ? C10 H10B . .9700 ? C11 C12 . 1.504(11) ? C11 Br1 . 1.985(7) ? C11 H11 . .9800 ? C12 O3 . 1.176(9) ? C12 O4 . 1.353(8) ? O4 C13 . 1.462(11) ? C13 C14 . 1.482(19) ? C13 C15 . 1.504(19) ? C13 H13 . .9800 ? C14 H14A . .9600 ? C14 H14B . .9600 ? C14 H14C . .9600 ? C15 H15A . .9600 ? C15 H15B . .9600 ? C15 H15C . .9600 ?