#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011848.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_2011848 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 483 _journal_page_last 484 _publ_section_title ; Absolute configuration of (+)-(S)-2-(5-fluoro-2'-methoxy-1,4-benzodioxan-2-yl)imidazolinium bromide ; loop_ _publ_author_name 'Belin, Renaud' 'Tillard, Monique' 'Maurel, Jean-Louis' 'Ribet, Jean-Paul' _chemical_formula_moiety 'C12 H14 F N2 O3 + , Br - ' _chemical_formula_sum 'C12 H14 Br F N2 O3' _chemical_formula_weight 333.16 _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, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.220(3) _cell_length_b 9.365(3) _cell_length_c 17.890(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1377.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.607 _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 Br 1.22657(5) .81042(6) -.15534(3) .05013(17) Uani d . 1 . . Br N1 .5947(4) .6879(5) -.1645(3) .0509(11) Uani d . 1 . . N N2 .8545(4) .6788(5) -.1456(3) .0509(11) Uani d . 1 . . N C9 .7186(6) .7471(5) -.1327(2) .0379(10) Uani d . 1 . . C O1 .5874(5) .9866(4) .02402(19) .0527(10) Uani d . 1 . . O C7 .5868(6) .8658(5) -.0232(3) .0442(13) Uani d . 1 . . C H7A .4785 .8526 -.0436 .053 Uiso calc R 1 . . H H7B .6138 .7816 .0058 .053 Uiso calc R 1 . . H C6 .7353(7) 1.0451(5) .0358(2) .0488(13) Uani d . 1 . . C C10 .6416(6) .5599(6) -.2064(3) .0515(15) Uani d . 1 . . C H10A .6120 .5679 -.2588 .062 Uiso calc R 1 . . H H10B .5922 .4748 -.1856 .062 Uiso calc R 1 . . H O2 .8661(4) .9007(3) -.05711(19) .0448(9) Uani d . 1 . . O O3 .6586(4) .9970(4) -.12964(17) .0450(8) Uani d . 1 . . O F .6196(6) 1.1926(5) .1267(2) .0975(13) Uani d . 1 . . F C8 .7072(5) .8814(5) -.0866(2) .0360(10) Uani d . 1 . . C C1 .7539(9) 1.1549(6) .0880(3) .0716(18) Uani d . 1 . . C C12 .7661(8) 1.0357(6) -.1898(3) .0714(18) Uani d . 1 . . C H12A .8769 1.0219 -.1743 .107 Uiso calc R 1 . . H H12B .7494 1.1341 -.2026 .107 Uiso calc R 1 . . H H12C .7438 .9769 -.2325 .107 Uiso calc R 1 . . H C5 .8745(7) 1.0061(6) -.0034(3) .0439(13) Uani d . 1 . . C C4 1.0218(8) 1.0721(6) .0076(3) .0618(16) Uani d . 1 . . C H4 1.1131 1.0442 -.0194 .074 Uiso calc R 1 . . H C3 1.0316(9) 1.1799(8) .0593(4) .081(2) Uani d . 1 . . C H3 1.1312 1.2243 .0678 .098 Uiso calc R 1 . . H C11 .8275(6) .5590(7) -.1961(4) .070(2) Uani d . 1 . . C H11A .8642 .4700 -.1741 .084 Uiso calc R 1 . . H H11B .8831 .5734 -.2434 .084 Uiso calc R 1 . . H C2 .8975(11) 1.2235(7) .0987(4) .085(2) Uani d . 1 . . C H2 .9048 1.2989 .1324 .102 Uiso calc R 1 . . H HN1 .505(6) .712(5) -.159(3) .050 Uiso d . 1 . . H HN2 .950(6) .710(5) -.126(3) .050 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 Br .0248(2) .0728(3) .0528(3) .0026(2) .0020(2) .0062(3) N1 .0221(18) .059(3) .071(3) .003(2) -.004(2) -.020(3) N2 .029(2) .054(3) .070(3) .003(2) -.004(2) -.020(3) C9 .027(2) .045(2) .042(2) .004(2) .000(2) .002(2) O1 .054(2) .055(2) .049(2) -.0012(19) .0146(17) -.0092(19) C7 .039(3) .051(3) .043(3) .000(2) .007(2) .002(2) C6 .067(4) .042(3) .038(2) -.004(3) .001(3) .000(2) C10 .036(3) .060(4) .059(4) -.004(3) -.003(2) -.009(3) O2 .0317(18) .047(2) .056(2) -.0008(15) -.0046(15) -.0077(19) O3 .0368(17) .051(2) .0471(19) .0068(16) .0068(15) .0095(16) F .132(3) .091(3) .070(2) -.001(3) .033(2) -.029(3) C8 .026(2) .043(3) .040(2) .006(2) -.002(2) .004(2) C1 .114(6) .059(4) .042(3) -.009(4) .008(4) -.006(2) C12 .072(4) .089(4) .054(3) .004(4) .019(3) .027(3) C5 .052(3) .037(3) .043(3) -.009(2) -.003(2) .004(2) C4 .065(4) .062(4) .058(4) -.028(3) -.013(3) .006(3) C3 .107(6) .073(5) .064(4) -.045(5) -.018(4) -.002(4) C11 .041(3) .080(5) .088(4) .015(3) -.006(3) -.045(4) C2 .132(7) .070(5) .053(4) -.034(5) -.002(4) -.016(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 Br HN1 1_655 2.47(5) n Br HN2 . 2.52(5) n Br N1 1_655 3.240(4) y Br N2 . 3.302(4) y N1 C9 . 1.292(6) y N1 C10 . 1.465(7) y N1 HN1 . .78(5) y N2 C9 . 1.308(6) y N2 C11 . 1.458(7) y N2 HN2 . .91(5) y C9 C8 . 1.506(6) y O1 C6 . 1.350(7) y O1 C7 . 1.412(6) y C7 C8 . 1.513(6) y C7 H7A . .9700 n C7 H7B . .9700 n C6 C5 . 1.391(8) y C6 C1 . 1.397(7) y C10 C11 . 1.539(7) y C10 H10A . .9700 n C10 H10B . .9700 n O2 C5 . 1.379(6) y O2 C8 . 1.420(5) y O3 C8 . 1.387(5) y O3 C12 . 1.438(6) y F C1 . 1.350(7) y C1 C2 . 1.358(9) y C12 H12A . .9600 n C12 H12B . .9600 n C12 H12C . .9600 n C5 C4 . 1.373(8) y C4 C3 . 1.371(8) y C4 H4 . .9300 n C3 C2 . 1.371(10) y C3 H3 . .9300 n C11 H11A . .9700 n C11 H11B . .9700 n C2 H2 . .9300 n _cod_database_code 2011848