#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006625.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_2006625 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 1510 _journal_page_last 1512 _publ_section_title ; Relative and Absolute Configuration of Aloperine ; loop_ _publ_author_name 'Brosius*, Arthur D.' 'Ziller, Joseph W.' 'Zhang, Qiming' _chemical_name_common 'Aloperine dihydrochloride monohydrate' _chemical_formula_moiety 'C15 H26 N2 2+, 2Cl 1-, H2 O' _chemical_formula_sum 'C15 H28 Cl2 N2 O' _chemical_formula_weight 323.29 _chemical_melting_point '280 \%C (dec.)' _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 9.6442(12) _cell_length_b 11.2487(12) _cell_length_c 15.097(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1637.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 158 _exptl_crystal_density_diffrn 1.311 _diffrn_ambient_temperature 158 _refine_ls_R_factor_obs .0295 _refine_ls_wR_factor_obs .0693 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 N1 .24098(14) .75650(10) .59099(7) .0170(2) Uani d . 1 . N C2 .2949(2) .86062(14) .53814(11) .0266(3) Uani d . 1 . C C3 .2991(2) .97542(14) .59065(12) .0288(3) Uani d . 1 . C C4 .1552(2) 1.00453(13) .62574(11) .0262(3) Uani d . 1 . C C5 .1055(2) .90262(13) .68363(10) .0206(3) Uani d . 1 . C C6 .10327(15) .78401(12) .63554(10) .0163(2) Uani d . 1 . C C7 .06183(15) .68047(12) .69635(9) .0171(3) Uani d . 1 . C C8 .1768(2) .65041(13) .76259(9) .0201(3) Uani d . 1 . C C9 .3015(2) .60582(13) .70959(10) .0186(3) Uani d . 1 . C C10 .3514(2) .70733(12) .65070(10) .0197(3) Uani d . 1 . C C11 .2599(2) .48747(11) .66476(9) .0176(2) Uani d . 1 . C N12 .35262(14) .45433(11) .58850(9) .0204(2) Uani d . 1 . N C13 .3229(2) .33153(14) .55428(12) .0262(3) Uani d . 1 . C C14 .1756(2) .32472(14) .51987(11) .0241(3) Uani d . 1 . C C15 .0728(2) .36362(13) .59112(11) .0213(3) Uani d . 1 . C C16 .11248(15) .48108(12) .63236(9) .0170(2) Uani d . 1 . C C17 .02414(14) .56999(12) .64534(10) .0173(3) Uani d . 1 . C H1 .228(2) .6965(18) .5499(14) .034(5) Uiso d . 1 . H H2A .235(2) .8667(16) .4868(13) .023(4) Uiso d . 1 . H H2B .385(2) .837(2) .5161(15) .035(6) Uiso d . 1 . H H3A .363(2) .9679(19) .6405(15) .035(6) Uiso d . 1 . H H3B .331(2) 1.0340(19) .5502(15) .036(6) Uiso d . 1 . H H4A .091(2) 1.0157(17) .5752(14) .024(5) Uiso d . 1 . H H4B .156(2) 1.0796(18) .6572(13) .033(5) Uiso d . 1 . H H5A .1609(19) .8979(16) .7380(12) .017(4) Uiso d . 1 . H H5B .014(2) .9159(17) .7020(13) .025(5) Uiso d . 1 . H H6A .039(2) .7900(16) .5872(13) .019(4) Uiso d . 1 . H H7A -.020(2) .7083(16) .7284(12) .020(5) Uiso d . 1 . H H8A .144(2) .5877(17) .8053(13) .027(5) Uiso d . 1 . H H8B .206(2) .7202(18) .7970(13) .027(5) Uiso d . 1 . H H9A .382(2) .589(2) .7499(15) .037(6) Uiso d . 1 . H H10A .385(2) .7743(18) .6905(13) .025(5) Uiso d . 1 . H H10B .425(2) .685(2) .6118(15) .036(6) Uiso d . 1 . H H11A .2725(19) .4287(15) .7087(11) .015(4) Uiso d . 1 . H H12A .337(2) .5072(17) .5408(14) .028(5) Uiso d . 1 . H H12B .439(2) .4585(19) .6075(14) .030(5) Uiso d . 1 . H H13A .339(2) .2789(18) .6039(13) .027(5) Uiso d . 1 . H H13B .388(2) .3150(19) .5069(14) .034(6) Uiso d . 1 . H H14A .160(2) .247(2) .5019(13) .032(5) Uiso d . 1 . H H14B .1631(18) .3732(15) .4685(11) .013(4) Uiso d . 1 . H H15A -.0228(19) .3699(16) .5664(12) .016(4) Uiso d . 1 . H H15B .0768(19) .3053(17) .6401(13) .021(4) Uiso d . 1 . H H17A -.0678(18) .5603(15) .6256(11) .015(4) Uiso d . 1 . H Cl1 .25656(5) .60777(3) .42179(2) .02745(9) Uani d . 1 . Cl Cl2 .65443(4) .45227(3) .63705(3) .02637(9) Uani d . 1 . Cl O1 .6824(2) .70647(14) .73388(9) .0384(3) Uani d . 1 . O H1O .692(3) .746(2) .6959(16) .038(7) Uiso d . 1 . H H2O .670(3) .643(2) .7108(16) .045(7) 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 N1 .0216(6) .0132(5) .0163(5) .0007(5) .0026(5) .0000(4) C2 .0405(9) .0143(6) .0249(7) -.0022(6) .0108(7) .0030(5) C3 .0399(9) .0156(6) .0311(8) -.0041(6) .0055(7) .0015(6) C4 .0396(9) .0136(6) .0255(7) .0031(6) -.0004(7) -.0008(5) C5 .0267(7) .0162(6) .0190(6) .0045(6) -.0001(6) -.0042(5) C6 .0184(6) .0145(5) .0159(6) .0026(5) .0006(5) -.0013(5) C7 .0181(6) .0174(6) .0157(6) .0007(5) .0032(5) -.0008(5) C8 .0282(8) .0186(6) .0133(6) -.0005(6) -.0020(5) .0008(5) C9 .0193(6) .0163(6) .0203(6) .0000(5) -.0066(5) .0009(5) C10 .0166(6) .0176(6) .0248(7) -.0008(5) -.0016(6) .0005(5) C11 .0206(6) .0137(5) .0185(6) .0006(5) -.0015(5) .0024(4) N12 .0180(5) .0159(5) .0273(6) .0026(5) .0000(5) -.0009(5) C13 .0284(9) .0159(7) .0344(9) .0043(6) .0021(6) -.0053(6) C14 .0314(9) .0162(6) .0247(7) -.0024(6) -.0007(6) -.0041(6) C15 .0235(7) .0154(6) .0251(7) -.0044(5) .0007(6) -.0010(5) C16 .0190(6) .0156(6) .0163(6) -.0030(5) .0004(5) .0027(5) C17 .0171(6) .0179(6) .0169(6) -.0026(5) .0003(5) .0017(5) Cl1 .0431(2) .02012(15) .01908(15) .0002(2) .0045(2) -.00234(12) Cl2 .0201(2) .0270(2) .0319(2) -.00107(14) -.00479(15) .0010(2) O1 .0585(10) .0285(7) .0283(7) .0012(6) -.0007(6) .0000(6) 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 N1 C10 . 1.501(2) ? N1 C2 . 1.509(2) ? N1 C6 . 1.521(2) ? N1 H1 . .93(2) ? C2 C3 . 1.516(2) ? C2 H2A . .97(2) ? C2 H2B . .97(2) ? C3 C4 . 1.522(3) ? C3 H3A . .98(2) ? C3 H3B . .95(2) ? C4 C5 . 1.519(2) ? C4 H4A . .99(2) ? C4 H4B . .97(2) ? C5 C6 . 1.519(2) ? C5 H5A . .98(2) ? C5 H5B . .94(2) ? C6 C7 . 1.536(2) ? C6 H6A . .96(2) ? C7 C17 . 1.507(2) ? C7 C8 . 1.531(2) ? C7 H7A . .97(2) ? C8 C9 . 1.529(2) ? C8 H8A . 1.01(2) ? C8 H8B . .98(2) ? C9 C10 . 1.525(2) ? C9 C11 . 1.546(2) ? C9 H9A . 1.00(2) ? C10 H10A . 1.02(2) ? C10 H10B . .95(2) ? C11 N12 . 1.505(2) ? C11 C16 . 1.506(2) ? C11 H11A . .94(2) ? N12 C13 . 1.502(2) ? N12 H12A . .95(2) ? N12 H12B . .88(2) ? C13 C14 . 1.514(2) ? C13 H13A . .97(2) ? C13 H13B . .97(2) ? C14 C15 . 1.527(2) ? C14 H14A . .93(2) ? C14 H14B . .96(2) ? C15 C16 . 1.510(2) ? C15 H15A . 1.00(2) ? C15 H15B . .99(2) ? C16 C17 . 1.328(2) ? C17 H17A . .94(2) ? O1 H1O . .73(3) ? O1 H2O . .81(3) ?