#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/03/4020304.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_4020304
loop_
_publ_author_name
'Johannes Schütz'
'Petra Windisch'
'Elka Kristeva'
'Klaus Wurst'
'Karl-Hans Ongania'
'Ulrike E. I. Horvath'
'Herwig Schottenberger'
'Gerhard Laus'
'Helmut Schmidhammer'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5323
_journal_page_last               5326
_journal_paper_doi               10.1021/jo050362v
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C19 H22 N2 O5'
_chemical_formula_weight         358.39
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_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                   8.4712(4)
_cell_length_b                   9.1064(4)
_cell_length_c                   21.7919(7)
_cell_measurement_temperature    293(2)
_cell_volume                     1681.07(12)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.416
_cod_database_code               4020304
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.2969(3) 0.75430(17) 0.40091(9) 0.0719(5) Uani 1 1 d . . .
O2 O -0.37116(16) 0.43345(14) 0.36617(6) 0.0405(4) Uani 1 1 d . . .
O4 O -0.30423(16) 0.18944(14) 0.23167(6) 0.0383(3) Uani 1 1 d . . .
O3 O -0.10903(17) 0.01494(14) 0.31358(7) 0.0371(4) Uani 1 1 d . . .
H4O H -0.091(3) -0.029(3) 0.3488(13) 0.069(8) Uiso 1 1 d . . .
O5 O -0.39046(19) 0.55836(16) 0.23014(9) 0.0591(5) Uani 1 1 d . . .
N1 N 0.0594(2) 0.05367(19) 0.41758(8) 0.0411(4) Uani 1 1 d . . .
N2 N -0.5813(2) 0.3853(2) 0.23814(9) 0.0462(5) Uani 1 1 d . . .
H2NA H -0.600(3) 0.290(3) 0.2464(10) 0.054(7) Uiso 1 1 d . . .
H2NB H -0.660(3) 0.451(3) 0.2240(11) 0.061(7) Uiso 1 1 d . . .
C1 C 0.0817(3) 0.5677(2) 0.40856(11) 0.0482(6) Uani 1 1 d . . .
H1 H 0.1853 0.5956 0.4165 0.058 Uiso 1 1 calc . . .
C2 C -0.0373(3) 0.6701(2) 0.41197(10) 0.0509(6) Uani 1 1 d . . .
H2 H -0.0117 0.7654 0.4236 0.061 Uiso 1 1 calc . . .
C3 C -0.1933(3) 0.6379(2) 0.39884(10) 0.0436(6) Uani 1 1 d . . .
C4 C -0.2272(2) 0.4942(2) 0.38346(8) 0.0365(5) Uani 1 1 d . . .
C5 C -0.3317(2) 0.29265(19) 0.33638(9) 0.0331(5) Uani 1 1 d . . .
H5 H -0.4150 0.2204 0.3443 0.040 Uiso 1 1 calc . . .
C6 C -0.3185(2) 0.32177(19) 0.26788(9) 0.0324(4) Uani 1 1 d . . .
C7 C -0.1721(2) 0.2905(2) 0.23458(9) 0.0343(5) Uani 1 1 d . . .
H7 H -0.159(2) 0.337(2) 0.1982(10) 0.047(6) Uiso 1 1 d . . .
C8 C -0.0266(2) 0.2369(2) 0.26564(9) 0.0368(5) Uani 1 1 d . . .
H8A H 0.0436 0.3195 0.2722 0.044 Uiso 1 1 calc . . .
H8B H 0.0268 0.1684 0.2386 0.044 Uiso 1 1 calc . . .
C9 C 0.0971(2) 0.1515(2) 0.36543(9) 0.0366(5) Uani 1 1 d . . .
H9 H 0.1758 0.1008 0.3402 0.044 Uiso 1 1 calc . . .
C10 C 0.1679(2) 0.3024(2) 0.38302(10) 0.0428(5) Uani 1 1 d . . .
H10A H 0.2296 0.2907 0.4202 0.051 Uiso 1 1 calc . . .
H10B H 0.2394 0.3331 0.3507 0.051 Uiso 1 1 calc . . .
C11 C 0.0479(2) 0.4226(2) 0.39327(9) 0.0387(5) Uani 1 1 d . . .
C12 C -0.1087(2) 0.3907(2) 0.38310(8) 0.0334(5) Uani 1 1 d . . .
C13 C -0.1764(2) 0.2432(2) 0.36667(8) 0.0312(5) Uani 1 1 d . . .
C14 C -0.0561(2) 0.1615(2) 0.32686(8) 0.0319(5) Uani 1 1 d . . .
C15 C -0.2086(3) 0.1521(2) 0.42543(9) 0.0376(5) Uani 1 1 d . . .
H15A H -0.2788 0.2067 0.4522 0.045 Uiso 1 1 calc . . .
H15B H -0.2608 0.0611 0.4143 0.045 Uiso 1 1 calc . . .
C16 C -0.0566(3) 0.1178(2) 0.45936(9) 0.0452(6) Uani 1 1 d . . .
H16A H -0.0143 0.2072 0.4771 0.054 Uiso 1 1 calc . . .
H16B H -0.0782 0.0496 0.4925 0.054 Uiso 1 1 calc . . .
C17 C 0.2007(3) 0.0031(3) 0.44930(10) 0.0565(7) Uani 1 1 d . . .
H17A H 0.2723 -0.0395 0.4202 0.085 Uiso 1 1 calc R . .
H17B H 0.1721 -0.0692 0.4794 0.085 Uiso 1 1 calc R . .
H17C H 0.2508 0.0847 0.4693 0.085 Uiso 1 1 calc R . .
C18 C -0.4606(4) 0.7272(3) 0.40326(14) 0.0725(8) Uani 1 1 d . . .
H18A H -0.4937 0.6814 0.3657 0.109 Uiso 1 1 calc R . .
H18B H -0.5159 0.8184 0.4084 0.109 Uiso 1 1 calc R . .
H18C H -0.4836 0.6635 0.4372 0.109 Uiso 1 1 calc R . .
C19 C -0.4338(2) 0.4328(2) 0.24316(9) 0.0376(5) Uani 1 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.377(3) . ?
O1 C18 1.409(4) . ?
O2 C4 1.391(2) . ?
O2 C5 1.475(2) . ?
O4 C6 1.445(2) . ?
O4 C7 1.450(2) . ?
O3 H4O 0.88(3) . ?
O3 C14 1.438(2) . ?
O5 C19 1.234(2) . ?
N1 C17 1.457(3) . ?
N1 C16 1.462(3) . ?
N1 C9 1.479(3) . ?
N2 H2NA 0.90(3) . ?
N2 H2NB 0.94(3) . ?
N2 C19 1.327(3) . ?
C1 C2 1.375(3) . ?
C1 C11 1.392(3) . ?
C2 C3 1.384(3) . ?
C3 C4 1.381(3) . ?
C4 C12 1.377(3) . ?
C5 C6 1.520(3) . ?
C5 C13 1.539(3) . ?
C6 C7 1.465(3) . ?
C6 C19 1.505(3) . ?
C7 H7 0.91(2) . ?
C7 C8 1.489(3) . ?
C8 C14 1.521(3) . ?
C9 C10 1.547(3) . ?
C9 C14 1.549(3) . ?
C10 C11 1.511(3) . ?
C11 C12 1.376(3) . ?
C12 C13 1.505(3) . ?
C13 C14 1.531(3) . ?
C13 C15 1.550(3) . ?
C15 C16 1.517(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658447
