#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/05/4020553.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_4020553
loop_
_publ_author_name
'Stefan Spange'
'Katja Hofmann'
'Bernhard Walfort'
'Tobias Rüffer'
'Heinrich Lang'
_publ_section_title
;
 Chiral 1,2- and 1,3-Diol-Functionalized Chromophores
 as Lego Building Blocks for Coupled Structures
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8564
_journal_page_last               8567
_journal_paper_doi               10.1021/jo051097g
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C9 H12 N2 O4'
_chemical_formula_weight         212.21
_space_group_IT_number           23
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'I 2 2'
_symmetry_space_group_name_H-M   'I 2 2 2'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   6.8961(4)
_cell_length_b                   14.1021(8)
_cell_length_c                   20.3417(14)
_cell_measurement_temperature    203(2)
_cell_volume                     1978.2(2)
_diffrn_ambient_temperature      203(2)
_exptl_crystal_density_diffrn    1.425
_cod_database_code               4020553
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
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 0.1905(2) 0.12543(10) -0.00517(6) 0.0531(4) Uani 1 1 d D . .
C1 C 0.2709(4) 0.15714(13) 0.05546(8) 0.0413(5) Uani 1 1 d . . .
H2 H 0.411(4) 0.1646(17) 0.0505(12) 0.058(7) Uiso 1 1 d . . .
H3 H 0.227(3) 0.2166(15) 0.0654(10) 0.040(5) Uiso 1 1 d . . .
C2 C 0.2221(3) 0.09068(11) 0.11108(7) 0.0348(4) Uani 1 1 d . . .
H4 H 0.080(3) 0.0849(12) 0.1130(8) 0.031(4) Uiso 1 1 d . . .
O2 O 0.3063(2) -0.00103(9) 0.10060(6) 0.0453(3) Uani 1 1 d D . .
C3 C 0.2935(3) 0.13130(13) 0.17573(8) 0.0385(4) Uani 1 1 d . . .
H6 H 0.429(3) 0.1487(14) 0.1713(10) 0.039(5) Uiso 1 1 d . . .
H7 H 0.220(3) 0.1927(15) 0.1841(10) 0.043(5) Uiso 1 1 d . . .
N1 N 0.2611(3) 0.06285(10) 0.22770(6) 0.0381(4) Uani 1 1 d . . .
H8 H 0.261(3) 0.0057(18) 0.2178(9) 0.041(5) Uiso 1 1 d . . .
C4 C 0.2673(3) 0.08418(11) 0.29243(7) 0.0346(4) Uani 1 1 d . . .
C5 C 0.2492(3) 0.01611(13) 0.34258(7) 0.0406(4) Uani 1 1 d . . .
C6 C 0.2509(4) 0.04206(16) 0.40898(9) 0.0601(7) Uani 1 1 d . . .
H9 H 0.246(4) -0.010(2) 0.4412(12) 0.072(7) Uiso 1 1 d . . .
C7 C 0.2716(5) 0.13371(17) 0.42676(10) 0.0664(7) Uani 1 1 d . . .
H10 H 0.273(4) 0.1556(19) 0.4734(12) 0.073(8) Uiso 1 1 d . . .
C8 C 0.2923(4) 0.20289(15) 0.37837(10) 0.0554(6) Uani 1 1 d . . .
H11 H 0.297(4) 0.273(2) 0.3883(13) 0.069(7) Uiso 1 1 d . . .
C9 C 0.2925(3) 0.17912(13) 0.31310(8) 0.0415(4) Uani 1 1 d . . .
H12 H 0.315(3) 0.2247(15) 0.2792(10) 0.042(5) Uiso 1 1 d . . .
N2 N 0.2273(3) -0.08313(11) 0.32855(7) 0.0465(4) Uani 1 1 d . . .
O3 O 0.2285(3) -0.11058(9) 0.27085(6) 0.0549(4) Uani 1 1 d . . .
O4 O 0.2090(3) -0.13871(10) 0.37432(7) 0.0723(5) Uani 1 1 d . . .
H1 H 0.083(6) 0.101(5) -0.016(4) 0.33(5) Uiso 1 1 d D . .
H5 H 0.405(9) -0.016(10) 0.078(4) 0.42(6) Uiso 1 1 d 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 H1 0.846(10) . ?
O1 C1 1.424(2) . ?
O1 H1 0.846(10) . ?
C1 C2 1.507(2) . ?
C1 H2 0.98(3) . ?
C1 H3 0.91(2) . ?
C2 O2 1.434(2) . ?
C2 C3 1.517(2) . ?
C2 H4 0.985(18) . ?
O2 H5 0.850(10) . ?
O2 H5 0.850(10) . ?
C3 N1 1.449(2) . ?
C3 H6 0.97(2) . ?
C3 H7 1.02(2) . ?
N1 C4 1.351(2) . ?
N1 H8 0.83(2) . ?
C4 C5 1.406(2) . ?
C4 C9 1.414(2) . ?
C5 C6 1.399(2) . ?
C5 N2 1.436(3) . ?
C6 C7 1.350(3) . ?
C6 H9 0.98(3) . ?
C7 C8 1.393(3) . ?
C7 H10 1.00(3) . ?
C8 C9 1.369(3) . ?
C8 H11 1.01(3) . ?
C9 H12 0.96(2) . ?
N2 O4 1.224(2) . ?
N2 O3 1.236(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9710611
