#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/47/2004767.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2004767
loop_
_publ_author_name
'Flasche, M.'
'Raabe, G.'
_publ_section_title
;
 Two Diastereomers of Benzylidene-<small>D</small>-erythronolactone
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              895
_journal_page_last               899
_journal_paper_doi               10.1107/S0108270195012443
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C11 H10 O4'
_chemical_formula_weight         206.2
_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'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.7000(7)
_cell_length_b                   10.7002(9)
_cell_length_c                   16.1420(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      41.12
_cell_measurement_theta_min      18.04
_cell_volume                     984.52(16)
_computing_cell_refinement       'CELDIM (Rettig 1989)'
_computing_data_collection
'CAD-4 diffractometer control software (Enraf-Nonius, 1989)'
_computing_data_reduction        'Xtal DIFDAT (Hall, Flack & Stewart, 1992) '
_computing_molecular_graphics    'ORTEP (Johnson, 1965); SCHAKAL (Keller, 1986)'
_computing_publication_material  'Xtal ATABLE and BONDLA'
_computing_structure_refinement  'Xtal CRYLSQ'
_computing_structure_solution    'Xtal GENSIN and GENTAN'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_reflns_av_R_equivalents  0.020(10)
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5773
_diffrn_reflns_theta_max         72.9
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    none
_exptl_crystal_description       irregular
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.1
_refine_diff_density_min         -0.1
_refine_ls_extinction_coef       r^*^=1731
_refine_ls_extinction_method     'Zachariasen (1967), Larson (1970)'
_refine_ls_goodness_of_fit_obs   3.877
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1092
_refine_ls_R_factor_obs          0.035
_refine_ls_shift/esd_max         0.0003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/\s^2^(F)
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.030
_reflns_number_observed          1092
_reflns_number_total             1177
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            ka1134.cif
_cod_data_source_block           3b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' w=1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w=1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        984.5
_cod_database_code               2004767
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) -0.5298(3) -0.4387(2) -0.65720(10) .0700(7)
O(3) -0.7516(3) -0.44140(10) -0.54170(10) .0548(6)
O(5) -0.6637(3) -0.7198(2) -0.63390(10) .0589(6)
O(9) -0.9477(3) -0.6994(2) -0.54100(10) .0777(8)
C(2) -0.7522(5) -0.4055(2) -0.62520(10) .0444(7)
C(4) -0.7635(4) -0.6654(2) -0.5687(2) .0489(8)
C(6) -0.4402(5) -0.6624(2) -0.6533(2) .0620(9)
C(7) -0.4383(4) -0.5392(2) -0.6087(2) .0542(8)
C(8) -0.6174(4) -0.5536(2) -0.54070(10) .0492(8)
C(10) -0.7975(4) -0.2674(2) -0.63480(10) .0422(7)
C(11) -0.6381(4) -0.1821(2) -0.6033(2) .0507(8)
C(12) -0.6798(5) -.0547(2) -0.6154(2) .0578(9)
C(13) -0.8763(5) -.0150(2) -0.6566(2) .0550(9)
C(14) -01.0348(5) -.0998(2) -0.6857(2) .0563(8)
C(15) -0.9956(4) -0.2285(2) -0.67540(10) .0494(8)
H(7) -0.2717 -0.5145 -0.5839 .080
H(6A) -0.3121 -0.7210 -0.6329 .064
H(6B) -0.4334 -0.6564 -0.7195 .073
H(14) -01.1915 -0.0805 -0.7186 .082
H(8) -0.5708 -0.5689 -0.4774 .055
H(11) -0.5031 -0.2073 -0.5719 .053
H(12) -0.5552 .0005 -0.5981 .086
H(15) -01.1209 -0.3062 -0.6853 .102
H(13) -0.8817 .0799 -0.6752 .096
H(2) -0.8822 -0.4597 -0.6610 .064
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) O(1) C(7) 108.5(2) yes
C(2) O(3) C(8) 104.1(2) yes
C(4) O(5) C(6) 111.2(2) yes
O(3) C(2) O(1) 106.2(2) yes
O(3) C(2) C(10) 111.5(2) yes
O(1) C(2) C(10) 111.2(2) yes
O(9) C(4) O(5) 122.5(2) yes
O(9) C(4) C(8) 127.3(2) yes
O(5) C(4) C(8) 110.1(2) yes
O(5) C(6) C(7) 106.0(2) yes
O(1) C(7) C(6) 113.4(2) yes
O(1) C(7) C(8) 103.2(2) yes
C(6) C(7) C(8) 104.7(2) yes
O(3) C(8) C(7) 105.7(2) yes
O(3) C(8) C(4) 111.4(2) yes
C(7) C(8) C(4) 103.6(2) yes
C(15) C(10) C(11) 121.0(2) yes
C(15) C(10) C(2) 119.2(2) yes
C(11) C(10) C(2) 119.8(2) yes
C(10) C(11) C(12) 118.7(2) yes
C(13) C(12) C(11) 120.6(2) yes
C(14) C(13) C(12) 120.2(2) yes
C(13) C(14) C(15) 120.4(2) yes
C(10) C(15) C(14) 119.0(2) yes
H(2) C(2) O(3) 111.1(2) no
H(2) C(2) O(1) 106.3(2) no
H(2) C(2) C(10) 110.3(2) no
H(6A) C(6) H(6B) 109.5(2) no
H(6A) C(6) O(5) 107.5(2) no
H(6A) C(6) C(7) 112.4(2) no
H(6B) C(6) O(5) 105.8(2) no
H(6B) C(6) C(7) 115.1(2) no
H(7) C(7) O(1) 110.2(3) no
H(7) C(7) C(6) 113.9(2) no
H(7) C(7) C(8) 110.9(2) no
H(8) C(8) O(3) 105.8(2) no
H(8) C(8) C(7) 122.9(2) no
H(8) C(8) C(4) 107.4(2) no
H(11) C(11) C(10) 122.3(2) no
H(11) C(11) C(12) 119.0(2) no
H(12) C(12) C(13) 123.5(2) no
H(12) C(12) C(11) 115.6(2) no
H(13) C(13) C(14) 121.4(3) no
H(13) C(13) C(12) 117.3(2) no
H(14) C(14) C(13) 127.0(2) no
H(14) C(14) C(15) 112.6(2) no
H(15) C(15) C(10) 111.8(2) no
H(15) C(15) C(14) 128.1(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) 1.413(3) yes
O(1) C(7) 1.428(3) yes
O(3) C(2) 1.402(3) yes
O(3) C(8) 1.423(3) yes
O(5) C(4) 1.330(3) yes
O(5) C(6) 1.449(3) yes
O(9) C(4) 1.198(3) yes
C(2) C(10) 1.508(3) yes
C(4) C(8) 1.526(3) yes
C(6) C(7) 1.502(4) yes
C(7) C(8) 1.507(3) yes
C(10) C(15) 1.371(3) yes
C(10) C(11) 1.385(3) yes
C(11) C(12) 1.398(3) yes
C(12) C(13) 1.371(4) yes
C(13) C(14) 1.363(4) yes
C(14) C(15) 1.405(3) yes
C(2) H(2) 1.103(2) no
C(6) H(6A) 1.017(3) no
C(6) H(6B) 1.072(3) no
C(7) H(7) 1.064(2) no
C(8) H(8) 1.069(2) no
C(11) H(11) .960(2) no
C(12) H(12) .965(3) no
C(13) H(13) 1.059(2) no
C(14) H(14) 1.060(3) no
C(15) H(15) 1.107(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139054860