#------------------------------------------------------------------------------
#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/16/8101658.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_8101658
loop_
_publ_author_name
'Shoja, M.'
_publ_section_title
;
Crystal structure of 3-hydroxy-6-methoxyflavone, C₁₆H₁₂O₄
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              731
_journal_page_last               732
_journal_volume                  213
_journal_year                    1998
_chemical_formula_sum            'C16 H12 O4'
_chemical_formula_weight         268.27
_chemical_melting_point          477.6(5)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00000
_cell_angle_beta                 102.13(3)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   6.745(9)
_cell_length_b                   9.8761(9)
_cell_length_c                   19.342(2)
_cell_measurement_temperature    293
_cell_volume                     1259.7(17)
_diffrn_ambient_temperature      293
_exptl_crystal_density_diffrn    1.415
_refine_ls_R_factor_obs          .038
_refine_ls_wR_factor_obs         .038
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '204-205\%C' was changed to
'477.6(5)' - 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_Hall     -p_2ybc
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8101658
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,1/2+y,1/2-z
-x,-y,-z
+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_occupancy
O1 .6807(3) .6329(2) .35010(11) .0397(11) Uani ? ? 1
C9 .8537(4) .6449(3) .40096(15) .0345(15) Uani ? ? 1
C3 .5274(4) .8114(3) .40116(15) .0324(15) Uani ? ? 1
C10 .8763(4) .7393(3) .45438(14) .0311(14) Uani ? ? 1
C4 .7069(4) .8294(3) .45721(15) .0333(15) Uani ? ? 1
C2 .5172(4) .7160(3) .35043(15) .0332(15) Uani ? ? 1
C6 1.2124(4) .6570(3) .49962(17) .0414(17) Uani ? ? 1
O4 .7103(3) .9176(2) .50320(11) .0460(12) Uani ? ? 1
O3 .3687(3) .8954(2) .40206(12) .0435(12) Uani ? ? 1
C5 1.0598(4) .7466(3) .50473(16) .0354(16) Uani ? ? 1
O6 1.3986(3) .6526(3) .54497(12) .0551(14) Uani ? ? 1
C7 1.1870(5) .5607(3) .44534(18) .0422(18) Uani ? ? 1
C1' .3459(4) .6815(3) .29244(15) .0345(15) Uani ? ? 1
C8 1.0105(5) .5542(3) .39566(18) .0420(18) Uani ? ? 1
C2' .3503(5) .5622(4) .25411(17) .047(2) Uani ? ? 1
C6' .1739(5) .7634(4) .27531(17) .0455(18) Uani ? ? 1
C5' .0115(5) .7257(4) .22231(18) .051(2) Uani ? ? 1
C11 1.4291(6) .7421(5) .6039(2) .062(2) Uani ? ? 1
C3' .1852(6) .5261(4) .20107(19) .054(2) Uani ? ? 1
C4' .0165(5) .6079(4) .18526(19) .051(2) Uani ? ? 1
H5 1.077(4) .817(3) .5446(16) .046(9) Uiso ? ? 1
H8 .988(5) .485(3) .3560(17) .055(10) Uiso ? ? 1
H6' .163(5) .849(3) .2991(16) .046(9) Uiso ? ? 1
H33 .394(5) .947(4) .4391(18) .049(11) Uiso ? ? 1
H3' .192(5) .435(4) .1723(17) .067(10) Uiso ? ? 1
H5' -.098(5) .788(3) .2091(17) .058(11) Uiso ? ? 1
H4' -.098(5) .580(3) .1477(17) .063(10) Uiso ? ? 1
H111 1.331(5) .722(4) .6384(19) .073(12) Uiso ? ? 1
H113 1.558(6) .723(4) .629(2) .090(13) Uiso ? ? 1
H2' .479(6) .502(4) .263(2) .063(12) Uiso ? ? 1
H7 1.297(5) .497(4) .4428(17) .068(11) Uiso ? ? 1
H112 1.415(6) .846(5) .588(2) .108(15) Uiso ? ? 1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.364(3) . . ?
O1 C2 1.376(4) . . ?
C9 C10 1.376(4) . . ?
C9 C8 1.406(5) . . ?
C3 C4 1.456(4) . . ?
C3 C2 1.352(4) . . ?
C3 O3 1.357(4) . . ?
C10 C4 1.459(4) . . ?
C10 C5 1.407(4) . . ?
C4 O4 1.241(4) . . ?
C2 C1' 1.471(4) . . ?
C6 C5 1.377(5) . . ?
C6 O6 1.373(4) . . ?
C6 C7 1.400(5) . . ?
O3 H33 .87(3) . . ?
C5 H5 1.02(3) . . ?
O6 C11 1.423(5) . . ?
C7 C8 1.365(4) . . ?
C7 H7 .98(4) . . ?
C1' C2' 1.395(5) . . ?
C1' C6' 1.396(5) . . ?
C8 H8 1.02(3) . . ?
C2' C3' 1.393(5) . . ?
C2' H2' 1.04(4) . . ?
C6' C5' 1.384(4) . . ?
C6' H6' .97(3) . . ?
C5' C4' 1.370(5) . . ?
C5' H5' .95(3) . . ?
C11 H111 1.05(4) . . ?
C11 H113 .92(4) . . ?
C11 H112 1.07(4) . . ?
C3' C4' 1.377(5) . . ?
C3' H3' 1.06(3) . . ?
C4' H4' .98(3) . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 600089
2 PubChem 688676
