#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/96/2009685.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_2009685
loop_
_publ_author_name
'Shoja, M.'
_publ_section_title
;
 5,6-Dihydroxy-7-methoxyflavone
;
_journal_coeditor_code           CR1070
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              771
_journal_page_last               773
_journal_paper_doi               10.1107/S0108270193010741
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C16 H12 O5'
_chemical_formula_weight         284.27
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 91.32(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   9.7840(10)
_cell_length_b                   16.112(2)
_cell_length_c                   8.3970(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      28
_cell_measurement_theta_min      16
_cell_volume                     1323.4(3)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2200
_diffrn_reflns_theta_max         60
_diffrn_standards_decay_%        0.1
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.92
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.43
_exptl_crystal_density_meas      1.3
_exptl_crystal_description       'needle shaped'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.31
_refine_ls_extinction_coef       7.2E-06
_refine_ls_extinction_method     'Gaussian (Zachariasen)'
_refine_ls_goodness_of_fit_obs   1.364
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     239
_refine_ls_number_reflns         1292
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         0.05
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=4F^2^/[\s(I)^2^+(0.04F^2^)^2^]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.046
_reflns_number_observed          1292
_reflns_number_total             2108
_reflns_observed_criterion       |F~o~|>3\s(|F~o~|)
_cod_data_source_file            cr1070.cif
_cod_data_source_block           cr1070_structure_1_of_1
_cod_depositor_comments
;
 Adding the _atom_site_type_symbol data item.

 Antanas Vaitkus,
 2017-01-17

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value
'w=4F^2^/[\s(I)^2^+(0.04F^2^)^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=4F^2^/[\s(I)^2^+(0.04F^2^)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1323.3(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2009685
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) O .6440(2) .13107(9) .6789(2)
O(2) O .8117(2) -.02850(10) .3609(2)
O(3) O .6048(2) -.00480(10) .1713(2)
O(4) O .2730(2) .18670(10) .3173(2)
O(5) O .3645(2) .08270(10) .1117(2)
C(1') C .8187(2) .11790(10) .8716(3)
C(2) C .7675(2) .09390(10) .7125(3)
C(2') C .7364(3) .1604(2) .9760(3)
C(3') C .7844(3) .1813(2) 1.1277(4)
C(3) C .8256(2) .0420(2) .6084(3)
C(4) C .7613(2) .0215(2) .4587(3)
C(4') C .9162(3) .1595(2) 1.1752(4)
C(5) C .5588(2) .05000(10) .2810(3)
C(5') C .9982(3) .1177(2) 1.0725(3)
C(6) C .4392(2) .0922(2) .2498(3)
C(6') C .9519(2) .0973(2) .9207(3)
C(7) C .3907(2) .1475(2) .3627(3)
C(8) C .4589(2) .16050(10) .5064(3)
C(9) C .5790(2) .11680(10) .5337(3)
C(10) C .6323(2) .06210(10) .4250(3)
C(11) C .2135(3) .2422(2) .4295(4)
HC2' H .644(2) .1740(10) 0.936(3)
HC3' H .720(2) .211(2) 1.197(3)
HC3 H .915(2) .0160(10) 0.632(3)
HO3 H .687(3) -.024(2) 0.214(4)
HC4' H .946(2) .174(2) 1.285(3)
HC5' H 1.091(2) .1060(10) 1.107(3)
HO5 H .411(2) .0490(10) 0.043(3)
HC6' H 1.017(2) .0660(10) 0.847(3)
HC8 H .427(2) .1940(10) 0.588(3)
H1C11 H .136(3) .265(2) 0.375(4)
H2C11 H .183(3) .204(2) 0.533(4)
H3C11 H .277(3) .285(2) 0.456(4)
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(9) 119.7(2) yes
C(7) O(4) C(11) 117.4(2) yes
C(2) C(1') C(2') 121.0(2) yes
C(2) C(1') C(6') 120.2(2) yes
C(2') C(1') C(6') 118.9(2) yes
O(1) C(2) C(1') 110.7(2) yes
O(1) C(2) C(3) 121.4(2) yes
C(1') C(2) C(3) 127.9(2) yes
C(1') C(2') C(3') 120.7(2) yes
C(2') C(3') C(4') 119.7(3) yes
C(2) C(3) C(4) 122.0(2) yes
O(2) C(4) C(3) 123.4(2) yes
O(2) C(4) C(10) 121.1(2) yes
C(3) C(4) C(10) 115.6(2) yes
C(3') C(4') C(5') 119.9(3) yes
C(4') C(5') C(6') 120.9(2) yes
O(3) C(5) C(6) 119.1(2) yes
O(3) C(5) C(10) 120.1(2) yes
C(6) C(5) C(10) 120.8(2) yes
O(5) C(6) C(5) 122.9(2) yes
O(5) C(6) C(7) 117.8(2) yes
C(5) C(6) C(7) 119.3(2) yes
C(1') C(6') C(5') 119.9(2) yes
O(4) C(7) C(6) 114.0(2) yes
O(4) C(7) C(8) 124.2(2) yes
C(6) C(7) C(8) 121.8(2) yes
C(7) C(8) C(9) 117.3(2) yes
O(1) C(9) C(8) 115.7(2) yes
O(1) C(9) C(10) 121.1(2) yes
C(8) C(9) C(10) 123.2(2) yes
C(4) C(10) C(5) 122.2(2) yes
C(4) C(10) C(9) 120.2(2) yes
C(5) C(10) C(9) 117.6(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) 1.372(3) yes
O(1) C(9) 1.381(3) yes
O(2) C(4) 1.258(3) yes
O(3) C(5) 1.360(3) yes
O(4) C(7) 1.361(3) yes
O(4) C(11) 1.431(4) yes
O(5) C(6) 1.365(3) yes
C(1') C(2) 1.468(3) yes
C(1') C(2') 1.385(4) yes
C(1') C(6') 1.397(3) yes
C(2) C(3) 1.345(4) yes
C(2') C(3') 1.390(4) yes
C(3') C(4') 1.385(4) yes
C(3) C(4) 1.432(4) yes
C(4) C(10) 1.444(3) yes
C(4') C(5') 1.368(4) yes
C(5') C(6') 1.383(4) yes
C(5) C(6) 1.373(3) yes
C(5) C(10) 1.406(3) yes
C(6) C(7) 1.392(4) yes
C(7) C(8) 1.381(4) yes
C(8) C(9) 1.384(3) yes
C(9) C(10) 1.380(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 471719
