#------------------------------------------------------------------------------
#$Date: 2022-09-14 23:33:16 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/00/4020056.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_4020056
loop_
_publ_author_name
'Tung Siu'
'Christine J. Picard'
'Andrei K. Yudin'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              932
_journal_page_last               937
_journal_paper_doi               10.1021/jo048591p
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C14 H12 N2 O6'
_chemical_formula_sum            'C14 H12 N2 O6'
_chemical_formula_weight         304.26
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.3819(2)
_cell_length_b                   16.9618(7)
_cell_length_c                   22.3703(8)
_cell_measurement_reflns_used    2619
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.6
_cell_volume                     2800.99(17)
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.050
_diffrn_reflns_av_sigmaI/netI    0.046
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13499
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         3.01
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.9718
_exptl_absorpt_correction_T_min  0.9609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Denzo-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.25
_refine_ls_extinction_coef       none
_refine_ls_extinction_expression ?
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0559P)²+1.0283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1159
_reflns_number_gt                1817
_reflns_number_total             2447
_reflns_threshold_expression     I>2σ(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_database_code               4020056
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'
'-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 0.6032(2) -0.05154(8) 0.39191(6) 0.0424(4) Uani 1 1 d . . .
O2 O 0.6234(2) 0.21777(9) 0.37805(7) 0.0477(4) Uani 1 1 d . . .
O3 O 0.4689(2) 0.00969(8) 0.19628(6) 0.0410(4) Uani 1 1 d . . .
O4 O 0.3538(2) -0.08968(8) 0.25131(6) 0.0414(4) Uani 1 1 d . . .
O5 O 0.2231(2) 0.13495(9) 0.38913(6) 0.0434(4) Uani 1 1 d . . .
O6 O 0.1835(2) 0.22434(8) 0.31574(6) 0.0421(4) Uani 1 1 d . . .
N1 N 0.5855(2) 0.08290(9) 0.37338(7) 0.0329(4) Uani 1 1 d . . .
N2 N 0.5450(2) 0.08039(9) 0.31163(7) 0.0335(4) Uani 1 1 d . . .
C1 C 0.6282(3) 0.01565(12) 0.40743(9) 0.0331(5) Uani 1 1 d . . .
C2 C 0.7089(3) 0.04772(12) 0.46321(8) 0.0348(5) Uani 1 1 d . . .
C3 C 0.7738(3) 0.00859(14) 0.51327(9) 0.0416(5) Uani 1 1 d . . .
H3A H 0.7622 -0.0469 0.5174 0.050 Uiso 1 1 calc R . .
C4 C 0.8567(3) 0.05437(15) 0.55717(9) 0.0469(6) Uani 1 1 d . . .
H4A H 0.9045 0.0294 0.5918 0.056 Uiso 1 1 calc R . .
C5 C 0.8709(3) 0.13535(16) 0.55154(10) 0.0532(7) Uani 1 1 d . . .
H5A H 0.9290 0.1648 0.5822 0.064 Uiso 1 1 calc R . .
C6 C 0.8019(3) 0.17437(15) 0.50193(10) 0.0502(6) Uani 1 1 d . . .
H6A H 0.8103 0.2300 0.4982 0.060 Uiso 1 1 calc R . .
C7 C 0.7207(3) 0.12914(13) 0.45830(8) 0.0379(5) Uani 1 1 d . . .
C8 C 0.6405(3) 0.15295(12) 0.40021(9) 0.0365(5) Uani 1 1 d . . .
C9 C 0.3826(3) 0.03171(12) 0.29791(8) 0.0334(5) Uani 1 1 d . . .
H9A H 0.3206 0.0054 0.3323 0.040 Uiso 1 1 calc R . .
C10 C 0.3691(3) 0.11836(12) 0.29413(8) 0.0344(5) Uani 1 1 d . . .
H10A H 0.3644 0.1408 0.2528 0.041 Uiso 1 1 calc R . .
C11 C 0.4064(3) -0.01541(12) 0.24203(9) 0.0339(5) Uani 1 1 d . . .
C12 C 0.3873(4) -0.14433(13) 0.20236(9) 0.0471(6) Uani 1 1 d . . .
H12A H 0.3436 -0.1969 0.2134 0.071 Uiso 1 1 calc R . .
H12B H 0.5176 -0.1467 0.1941 0.071 Uiso 1 1 calc R . .
H12C H 0.3232 -0.1262 0.1665 0.071 Uiso 1 1 calc R . .
C13 C 0.2521(3) 0.15854(11) 0.33957(9) 0.0349(5) Uani 1 1 d . . .
C14 C 0.0574(3) 0.26777(14) 0.35315(11) 0.0528(6) Uani 1 1 d . . .
H14A H 0.0529 0.3229 0.3401 0.079 Uiso 1 1 calc R . .
H14B H 0.0977 0.2654 0.3949 0.079 Uiso 1 1 calc R . .
H14C H -0.0635 0.2443 0.3498 0.079 Uiso 1 1 calc R . .
