#------------------------------------------------------------------------------
#$Date: 2011-09-28 16:24:46 +0200 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/21/2012194.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_2012194
loop_
_publ_author_name
'Zukerman-Schpector, J.'
'Vega, Mauricio'
'Caracelli, I.'
'Dias, Luiz C.'
'Fernandes, Anna M.A.P.'
_publ_section_title
;
Two intermediates in the synthesis of decahydroisoquinolines
with NMDA and AMPA receptor antagonist activity
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1089
_journal_page_last               1091
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C13 H12 N2 O4'
_chemical_formula_sum            'C13 H12 N2 O4'
_chemical_formula_weight         260.25
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.3677(9)
_cell_length_b                   10.0540(10)
_cell_length_c                   16.834(2)
_cell_measurement_temperature    293
_cell_volume                     1247.0(2)
_exptl_crystal_density_diffrn    1.386
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_refinement_flags' value 'd' changed to 'D' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (19 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2012194
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
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
N1 .5453(3) .1671(2) .83740(12) .0460(5) Uani 1 D 1 . . N
N2 1.1771(4) .2742(3) .57630(15) .0635(7) Uani 1 D 1 . . N
O1 .7820(3) .3077(2) .85977(13) .0663(6) Uani 1 D 1 . . O
O2 1.3167(4) .2123(3) .56791(18) .0912(8) Uani 1 D 1 . . O
O3 .6113(3) -.04085(18) .79363(12) .0692(7) Uani 1 D 1 . . O
O4 1.1468(4) .3809(3) .54371(14) .0912(8) Uani 1 D 1 . . O
C1 .6204(4) .2863(3) .86503(15) .0479(6) Uani 1 D 1 . . C
C2 .4942(4) .3845(3) .89955(17) .0551(7) Uani 1 D 1 . . C
H2 .5347 .4705 .9096 .066 Uiso 1 calc 1 R . H
C3 .3192(5) .3512(4) .9169(3) .0857(12) Uani 1 D 1 . . C
H3 .2513 .4009 .9528 .103 Uiso 1 calc 1 R . H
C4 .2397(4) .2321(4) .8765(2) .0710(9) Uani 1 D 1 . . C
H4A .2030 .2563 .8231 .085 Uiso 1 calc 1 R . H
H4B .1324 .2034 .9051 .085 Uiso 1 calc 1 R . H
C5 .3731(4) .1191(3) .87248(15) .0537(7) Uani 1 D 1 . . C
H5 .3229 .0512 .8369 .064 Uiso 1 calc 1 R . H
C6 .4086(5) .0540(3) .95254(17) .0709(10) Uani 1 D 1 . . C
H6A .4990 -.0140 .9466 .106 Uiso 1 calc 1 R . H
H6B .2983 .0152 .9721 .106 Uiso 1 calc 1 R . H
H6C .4511 .1198 .9895 .106 Uiso 1 calc 1 R . H
C7 .6457(4) .0776(3) .79180(14) .0481(7) Uani 1 D 1 . . C
C8 .7840(4) .1313(2) .73602(14) .0423(6) Uani 1 D 1 . . C
C9 .7464(4) .2396(3) .68826(16) .0503(7) Uani 1 D 1 . . C
H9 .6346 .2821 .6921 .060 Uiso 1 calc 1 R . H
C10 .8738(4) .2845(3) .63531(15) .0514(7) Uani 1 D 1 . . C
H10 .8495 .3574 .6030 .062 Uiso 1 calc 1 R . H
C11 1.0369(4) .2204(2) .63066(15) .0451(6) Uani 1 D 1 . . C
C12 1.0743(4) .1105(3) .67511(17) .0544(7) Uani 1 D 1 . . C
H12 1.1849 .0668 .6700 .065 Uiso 1 calc 1 R . H
C13 .9459(4) .0654(3) .72753(17) .0510(7) Uani 1 D 1 . . C
H13 .9688 -.0104 .7576 .061 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 .0405(12) .0525(12) .0451(11) -.0082(10) .0065(10) -.0066(10)
N2 .0636(18) .0693(16) .0576(14) -.0089(15) .0088(13) -.0072(14)
O1 .0473(12) .0748(14) .0768(14) -.0178(11) .0087(11) -.0246(11)
O2 .0747(17) .0897(17) .109(2) .0008(16) .0425(15) -.0101(15)
O3 .0831(16) .0493(12) .0752(14) -.0163(11) .0254(14) -.0079(9)
O4 .0856(18) .0983(18) .0897(17) -.0168(17) .0037(15) .0384(16)
C1 .0485(16) .0526(15) .0428(13) -.0068(14) .0031(13) -.0027(12)
C2 .0562(18) .0500(15) .0590(17) -.0004(15) .0070(15) -.0098(13)
C3 .060(2) .090(2) .107(3) .010(2) .003(2) -.040(2)
C4 .0401(17) .095(2) .078(2) -.0012(18) .0070(16) -.0131(19)
C5 .0395(14) .0688(17) .0529(14) -.0166(16) .0051(13) -.0107(14)
C6 .071(2) .083(2) .0581(17) -.020(2) .0075(17) -.0029(15)
C7 .0505(16) .0472(14) .0465(14) -.0069(14) .0013(14) -.0056(12)
C8 .0448(14) .0386(12) .0434(12) -.0017(13) .0026(11) -.0066(11)
C9 .0435(16) .0520(14) .0553(15) .0081(13) .0019(13) .0033(13)
C10 .0560(17) .0521(15) .0459(13) .0042(15) .0014(14) .0076(12)
C11 .0505(16) .0443(13) .0406(12) -.0039(13) .0078(12) -.0039(11)
C12 .0472(16) .0488(14) .0671(16) .0100(14) .0079(14) -.0032(13)
C13 .0530(18) .0420(12) .0578(15) .0061(14) .0052(14) .0058(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C7 1.395(3) yes
N1 C1 1.399(3) yes
N1 C5 1.481(3) yes
N2 O2 1.210(4) yes
N2 O4 1.226(3) yes
N2 C11 1.482(4) yes
O1 C1 1.214(3) no
O3 C7 1.218(3) no
C1 C2 1.475(4) no
C2 C3 1.364(5) no
C3 C4 1.497(5) no
C4 C5 1.504(4) no
C5 C6 1.521(4) no
C7 C8 1.487(3) no
C8 C13 1.372(4) no
C8 C9 1.382(4) no
C9 C10 1.371(4) no
C10 C11 1.366(4) no
C11 C12 1.363(3) no
C12 C13 1.370(4) no