#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/02/4020208.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_4020208
loop_
_publ_author_name
'Rena Bodner'
'Bridget K. Marcellino'
'Alexandra Severino'
'Abigail L. Smenton'
'Christian M. Rojas'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3988
_journal_page_last               3996
_journal_paper_doi               10.1021/jo0500129
_journal_volume                  70
_journal_year                    2005
_chemical_absolute_configuration syn
_chemical_formula_sum            'C12 H17 N O7'
_chemical_formula_weight         287.27
_chemical_melting_point          442.1(10)
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 120.2230(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.9579(19)
_cell_length_b                   7.8494(9)
_cell_length_c                   11.4280(15)
_cell_measurement_temperature    243(2)
_cell_volume                     1391.9(3)
_diffrn_ambient_temperature      243(2)
_exptl_crystal_density_diffrn    1.371
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '168-170 deg C' was changed to
'442.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               4020208
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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
N N -0.02010(9) 0.4697(2) 0.33114(14) 0.0447(3) Uani 1 1 d . . .
H1B H -0.0522(12) 0.512(3) 0.3553(19) 0.037(5) Uiso 1 1 d . . .
O1 O 0.10408(7) 0.44939(15) 0.33471(11) 0.0391(3) Uani 1 1 d . . .
O2 O 0.10689(8) 0.54614(19) 0.52201(11) 0.0513(3) Uani 1 1 d . . .
O3 O -0.15817(6) 0.33496(15) -0.01661(10) 0.0345(2) Uani 1 1 d . . .
O4 O -0.28195(7) 0.2112(2) -0.05760(14) 0.0559(4) Uani 1 1 d . . .
O5 O -0.10236(6) 0.13786(15) 0.16167(11) 0.0381(3) Uani 1 1 d . . .
O6 O 0.05549(8) -0.16409(17) 0.17514(15) 0.0574(4) Uani 1 1 d . . .
O7 O 0.11822(6) 0.10650(15) 0.23052(11) 0.0365(2) Uani 1 1 d . . .
C1 C 0.04849(8) 0.17266(19) 0.24164(14) 0.0313(3) Uani 1 1 d . . .
H1A H 0.0602 0.1536 0.3350 0.038 Uiso 1 1 calc R . .
C2 C 0.04031(8) 0.36127(19) 0.21354(14) 0.0326(3) Uani 1 1 d . . .
H2A H 0.0478 0.3881 0.1354 0.039 Uiso 1 1 calc R . .
C3 C 0.06585(10) 0.4940(2) 0.40675(15) 0.0399(3) Uani 1 1 d . . .
C4 C -0.04617(9) 0.4315(2) 0.19143(15) 0.0349(3) Uani 1 1 d . . .
H4A H -0.0608 0.5385 0.1384 0.042 Uiso 1 1 calc R . .
C5 C -0.12293(9) 0.3085(2) 0.12574(14) 0.0343(3) Uani 1 1 d . . .
H5A H -0.1661 0.3445 0.1504 0.041 Uiso 1 1 calc R . .
C6 C -0.24208(9) 0.2882(2) -0.09821(16) 0.0386(3) Uani 1 1 d . . .
C7 C -0.27572(11) 0.3498(3) -0.23961(17) 0.0491(4) Uani 1 1 d . . .
H7A H -0.3354 0.3150 -0.2956 0.074 Uiso 1 1 calc R . .
H7B H -0.2416 0.3013 -0.2755 0.074 Uiso 1 1 calc R . .
H7C H -0.2721 0.4731 -0.2397 0.074 Uiso 1 1 calc R . .
C8 C -0.03328(9) 0.0792(2) 0.14380(16) 0.0346(3) Uani 1 1 d . . .
H8A H -0.0470 0.0985 0.0494 0.042 Uiso 1 1 calc R . .
C9 C -0.01896(11) -0.1083(2) 0.1781(2) 0.0532(5) Uani 1 1 d . . .
H9A H -0.0111 -0.1275 0.2684 0.064 Uiso 1 1 calc R . .
H9B H -0.0694 -0.1734 0.1125 0.064 Uiso 1 1 calc R . .
C10 C 0.13248(10) -0.0714(2) 0.26181(18) 0.0437(4) Uani 1 1 d . . .
C11 C 0.19696(13) -0.1263(3) 0.2197(2) 0.0627(6) Uani 1 1 d . . .
H11A H 0.1769 -0.0896 0.1275 0.094 Uiso 1 1 calc R . .
H11B H 0.2025 -0.2494 0.2249 0.094 Uiso 1 1 calc R . .
H11C H 0.2525 -0.0749 0.2799 0.094 Uiso 1 1 calc R . .
C12 C 0.16680(12) -0.1040(3) 0.4109(2) 0.0557(5) Uani 1 1 d . . .
H12A H 0.1239 -0.0705 0.4342 0.084 Uiso 1 1 calc R . .
H12B H 0.2189 -0.0380 0.4642 0.084 Uiso 1 1 calc R . .
H12C H 0.1796 -0.2242 0.4300 0.084 Uiso 1 1 calc R . .
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
N C3 1.350(2) . ?
N C4 1.451(2) . ?
O1 C3 1.3568(19) . ?
O1 C2 1.4529(17) . ?
O2 C3 1.2116(19) . ?
O3 C6 1.3640(17) . ?
O3 C5 1.4330(17) . ?
O4 C6 1.195(2) . ?
O5 C5 1.395(2) . ?
O5 C8 1.4309(17) . ?
O6 C9 1.423(2) . ?
O6 C10 1.429(2) . ?
O7 C1 1.4191(16) . ?
O7 C10 1.432(2) . ?
C1 C2 1.506(2) . ?
C1 C8 1.5137(18) . ?
C2 C4 1.544(2) . ?
C4 C5 1.535(2) . ?
C6 C7 1.492(2) . ?
C8 C9 1.512(2) . ?
C10 C12 1.514(3) . ?
C10 C11 1.523(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9464167
