#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012195.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_2012195 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1089 _journal_page_last 1091 _publ_section_title ; Two intermediates in the synthesis of decahydroisoquinolines with NMDA and AMPA receptor antagonist activity ; loop_ _publ_author_name 'Zukerman-Schpector, J.' 'Vega, Mauricio' 'Caracelli, I.' 'Dias, Luiz C.' 'Fernandes, Anna M.A.P.' _chemical_formula_moiety 'C18 H20 N2 O6' _chemical_formula_sum 'C18 H20 N2 O6' _chemical_formula_weight 360.36 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'I 2/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 10.2455(9) _cell_length_b 12.6640(10) _cell_length_c 27.446(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.441(9) _cell_angle_gamma 90.00 _cell_volume 3531.1(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293 _exptl_crystal_density_diffrn 1.356 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 N1 -.27051(17) .27646(13) .09344(6) .0420(4) Uani 1 d 1 . . N N2 -.1820(3) .7863(2) .09830(14) .1021(10) Uani 1 d 1 . . N O1 -.32587(15) .35954(13) .16095(6) .0539(4) Uani 1 d 1 . . O O2 .1583(2) .0669(2) .22006(10) .1270(11) Uani 1 d 1 . . O O3 -.00126(15) .30550(13) .17018(5) .0504(4) Uani 1 d 1 . . O O4 -.38402(19) .33586(13) .02204(6) .0677(6) Uani 1 d 1 . . O O1N -.0839(3) .80535(19) .12680(14) .1349(11) Uani 1 d 1 . . O O2N -.2495(4) .8533(2) .07863(16) .1860(19) Uani 1 d 1 . . O C1 -.1960(2) .20576(18) .17746(8) .0466(6) Uani 1 d 1 . . C H1 -.2540 .1868 .2018 .056 Uiso 1 calc 1 R . H C2 -.2707(2) .28589(18) .14380(8) .0427(5) Uani 1 d 1 . . C C4 -.2356(2) .17599(17) .07002(8) .0487(6) Uani 1 d 1 . . C H4 -.2020 .1946 .0393 .058 Uiso 1 calc 1 R . H C5 -.1243(2) .12273(18) .10279(8) .0506(6) Uani 1 d 1 . . C H5A -.1026 .0565 .0880 .061 Uiso 1 calc 1 R . H H5B -.0468 .1675 .1056 .061 Uiso 1 calc 1 R . H C6 -.1614(2) .10179(19) .15326(9) .0540(6) Uani 1 d 1 . . C H6 -.2424 .0598 .1485 .065 Uiso 1 calc 1 R . H C7 -.0603(3) .0368(2) .18675(11) .0764(9) Uani 1 d 1 . . C H7A -.1070 -.0033 .2092 .092 Uiso 1 calc 1 R . H H7B -.0206 -.0136 .1665 .092 Uiso 1 calc 1 R . H C8 .0465(3) .0958(2) .21611(9) .0661(8) Uani 1 d 1 . . C C9 .0034(3) .1907(2) .24198(9) .0658(8) Uani 1 d 1 . . C H9A .0801 .2282 .2577 .079 Uiso 1 calc 1 R . H H9B -.0487 .1688 .2673 .079 Uiso 1 calc 1 R . H C10 -.0780(2) .2641(2) .20581(8) .0499(6) Uani 1 d 1 . . C H10 -.1106 .3229 .2240 .060 Uiso 1 calc 1 R . H C11 -.3544(3) .1051(2) .05681(10) .0689(8) Uani 1 d 1 . . C H11A -.3902 .0856 .0862 .103 Uiso 1 calc 1 R . H H11B -.3281 .0426 .0408 .103 Uiso 1 calc 1 R . H H11C -.4199 .1421 .0351 .103 Uiso 1 calc 1 R . H C12 .0886(3) .3847(3) .18940(11) .0809(9) Uani 1 d 1 . . C H12A .0428 .4375 .2057 .121 Uiso 1 calc 1 R . H H12B .1277 .4167 .1631 .121 Uiso 1 calc 1 R . H H12C .1562 .3536 .2125 .121 Uiso 1 calc 1 R . H C13 -.3227(2) .35760(18) .06124(8) .0455(6) Uani 1 d 1 . . C C14 -.2879(2) .46904(17) .07405(8) .0438(5) Uani 1 d 1 . . C C15 -.1688(2) .49518(19) .10161(9) .0506(6) Uani 1 d 1 . . C H15 -.1123 .4422 .1149 .061 Uiso 1 calc 1 R . H C16 -.1346(2) .5990(2) .10913(10) .0607(7) Uani 1 d 1 . . C H16 -.0553 .6171 .1277 .073 Uiso 1 calc 1 R . H C17 -.2185(3) .67560(19) .08899(11) .0638(7) Uani 1 d 1 . . C C18 -.3371(3) .6530(2) .06144(10) .0628(7) Uani 1 d 1 . . C H18 -.3931 .7067 .0484 .075 Uiso 1 calc 1 R . H C19 -.3703(2) .54884(19) .05383(9) .0529(6) Uani 1 d 1 . . C H19 -.4492 .5315 .0348 .064 Uiso 1 calc 1 R . 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 .0420(10) .0375(10) .0451(10) .0015(8) .0011(8) -.0004(8) N2 .093(2) .0453(16) .166(3) -.0085(17) .010(2) -.0033(18) O1 .0454(10) .0621(11) .0557(10) .0100(9) .0120(8) -.0025(8) O2 .0651(15) .164(2) .142(2) .0505(16) -.0278(15) -.0525(19) O3 .0419(9) .0640(10) .0448(8) -.0093(8) .0041(7) -.0077(8) O4 .0803(13) .0574(11) .0569(10) .0114(10) -.0229(10) -.0050(9) O1N .113(2) .0641(16) .221(3) -.0273(15) -.001(2) -.0295(18) O2N .178(3) .0435(14) .312(5) -.0020(18) -.062(3) .027(2) C1 .0371(12) .0592(14) .0451(12) .0010(11) .0112(10) .0118(11) C2 .0315(11) .0488(13) .0478(13) -.0028(10) .0047(10) -.0003(11) C4 .0579(15) .0391(12) .0482(13) .0006(11) .0038(11) -.0030(10) C5 .0478(14) .0394(13) .0640(15) .0046(11) .0051(11) -.0036(11) C6 .0482(14) .0502(14) .0606(15) -.0039(11) -.0043(12) .0100(12) C7 .081(2) .0606(18) .0826(19) .0099(16) -.0083(17) .0153(15) C8 .0566(17) .083(2) .0556(16) .0176(15) -.0035(13) .0084(14) C9 .0585(16) .094(2) .0433(13) .0141(15) -.0012(12) .0037(14) C10 .0446(13) .0658(16) .0388(12) .0085(12) .0038(10) -.0026(11) C11 .0735(19) .0509(15) .0757(18) -.0097(14) -.0151(15) -.0065(14) C12 .0674(19) .102(2) .0717(19) -.0344(18) .0024(15) -.0200(17) C13 .0416(13) .0468(13) .0463(13) .0052(11) -.0014(11) -.0001(11) C14 .0408(13) .0439(13) .0467(13) .0024(10) .0054(10) .0034(10) C15 .0368(12) .0457(13) .0684(15) .0025(11) .0030(11) .0030(12) C16 .0416(14) .0521(15) .0877(19) -.0060(12) .0058(13) -.0022(14) C17 .0613(18) .0411(14) .0898(19) -.0029(13) .0131(15) -.0001(13) C18 .0671(18) .0445(15) .0758(18) .0102(13) .0056(15) .0091(13) C19 .0514(14) .0525(15) .0524(14) .0057(12) -.0023(11) .0027(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C2 1.388(3) yes N1 C13 1.414(3) yes N1 C4 1.490(3) yes N2 O2N 1.180(4) yes N2 O1N 1.216(4) yes N2 C17 1.464(4) yes O1 C2 1.217(2) no O2 C8 1.194(3) no O3 C12 1.417(3) no O3 C10 1.431(3) no O4 C13 1.206(2) no C1 C2 1.512(3) no C1 C6 1.537(3) no C1 C10 1.540(3) no C4 C5 1.516(3) no C4 C11 1.519(3) no C5 C6 1.507(3) no C6 C7 1.533(3) no C7 C8 1.475(4) no C8 C9 1.492(4) no C9 C10 1.526(3) no C13 C14 1.486(3) no C14 C19 1.386(3) no C14 C15 1.390(3) no C15 C16 1.370(3) no C16 C17 1.364(4) no C17 C18 1.376(4) no C18 C19 1.371(3) no