#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202424.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_2202424
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o975
_journal_page_last  o977
_publ_section_title
;
Luteolin
;
_space_group_IT_number           5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_[local]_cod_cif_authors_sg_H-M  'C 2'
loop_
_publ_author_name
  'Philip J. Cox'
  'Yashodharan Kumarasamy'
  'Lutfun Nahar'
  'Satyajit D. Sarker'
  'Mohammad Shoeb'
_chemical_formula_moiety  'C15 H10 O6'
_chemical_formula_sum  'C15 H10 O6'
_chemical_formula_iupac  'C15 H10 O6'
_chemical_formula_weight  286.23
_symmetry_cell_setting  monoclinic
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'
_cell_length_a  35.327(5)
_cell_length_b  5.6180(10)
_cell_length_c  6.6820(10)
_cell_angle_alpha  90
_cell_angle_beta  101.554(5)
_cell_angle_gamma  90
_cell_volume  1299.3(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.463
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.12646(13) 0.1650(9) 0.1071(7) 0.0257(11) Uani d . 1 . . O
  O2 0.13361(12) 0.6547(9) -0.3352(7) 0.0258(11) Uani d . 1 . . O
  O3 0.07851(13) 0.4290(10) -0.5823(8) 0.0325(13) Uani d . 1 . . O
  H3 0.1009 0.4848 -0.5707 0.03(2) Uiso calc R 1 . . H
  O4 0.02586(14) -0.2521(10) -0.3174(9) 0.0360(14) Uani d . 1 . . O
  H4 0.026 -0.3208 -0.2055 0.10(5) Uiso calc R 1 . . H
  O5 0.24217(13) 0.2814(9) 0.9362(7) 0.0271(12) Uani d . 1 . . O
  H5 0.2574 0.3965 0.9671 0.03(2) Uiso calc R 1 . . H
  O6 0.18886(13) -0.0343(9) 0.8124(8) 0.0289(12) Uani d . 1 . . O
  H6 0.1686 -0.1116 0.7667 0.02(2) Uiso calc R 1 . . H
  C2 0.15262(16) 0.3495(12) 0.1438(11) 0.0206(16) Uani d . 1 . . C
  C3 0.1546(2) 0.5170(13) -0.0009(12) 0.0297(17) Uani d . 1 . . C
  H3A 0.1724 0.6447 0.0307 0.03(2) Uiso calc R 1 . . H
  C4 0.13032(17) 0.5045(12) -0.1998(11) 0.0201(14) Uani d . 1 . . C
  C5 0.07756(18) 0.2764(13) -0.4265(11) 0.0254(16) Uani d . 1 . . C
  C6 0.0527(2) 0.0894(14) -0.4540(13) 0.0320(18) Uani d . 1 . . C
  H6A 0.0359 0.0658 -0.5825 0.11(4) Uiso calc R 1 . . H
  C7 0.05183(17) -0.0730(13) -0.2886(13) 0.0311(19) Uani d . 1 . . C
  C8 0.07567(19) -0.0374(14) -0.1021(13) 0.0319(18) Uani d . 1 . . C
  H8 0.0744 -0.1394 0.0098 0.05(3) Uiso calc R 1 . . H
  C9 0.10104(19) 0.1464(14) -0.0807(11) 0.0253(15) Uani d . 1 . . C
  C10 0.1032(2) 0.3133(14) -0.2351(12) 0.0272(17) Uani d . 1 . . C
  C11 0.17618(18) 0.3345(13) 0.3490(11) 0.0230(15) Uani d . 1 . . C
  C12 0.17082(19) 0.1511(14) 0.4789(11) 0.0267(16) Uani d . 1 . . C
  H12 0.1517 0.0333 0.4346 0.03(2) Uiso calc R 1 . . H
  C13 0.1936(2) 0.1398(12) 0.6749(11) 0.0252(16) Uani d . 1 . . C
  C14 0.22093(17) 0.3136(13) 0.7433(11) 0.0234(16) Uani d . 1 . . C
  C15 0.22675(18) 0.4970(13) 0.6154(11) 0.0241(16) Uani d . 1 . . C
  H15 0.246 0.6136 0.6613 0.03(2) Uiso calc R 1 . . H
  C16 0.20440(18) 0.5109(13) 0.4191(11) 0.0260(16) Uani d . 1 . . C
  H16 0.2081 0.6388 0.3319 0.04(2) Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1 0.030(2) 0.028(3) 0.018(3) -0.001(2) 0.0024(19) 0.002(2)
  O2 0.031(2) 0.025(3) 0.022(3) -0.007(2) 0.005(2) 0.002(2)
  O3 0.032(3) 0.039(3) 0.025(3) -0.004(2) 0.002(2) 0.002(3)
  O4 0.036(3) 0.033(3) 0.032(3) -0.004(2) -0.009(2) 0.006(3)
  O5 0.028(2) 0.024(3) 0.025(3) -0.007(2) -0.0040(19) -0.003(2)
  O6 0.035(3) 0.027(3) 0.022(3) -0.003(2) -0.001(2) 0.006(2)
  C2 0.013(3) 0.023(3) 0.024(4) -0.001(2) 0.000(2) -0.003(3)
  C3 0.046(4) 0.015(3) 0.028(5) -0.005(3) 0.009(3) -0.008(3)
  C4 0.019(3) 0.024(3) 0.018(4) -0.002(3) 0.006(2) -0.001(3)
  C5 0.028(3) 0.018(3) 0.031(5) -0.003(3) 0.007(3) 0.009(3)
  C6 0.036(4) 0.034(4) 0.024(5) 0.001(3) 0.002(3) 0.000(3)
  C7 0.017(3) 0.024(4) 0.049(6) -0.002(3) -0.002(3) -0.005(4)
  C8 0.034(3) 0.032(4) 0.029(5) 0.002(3) 0.003(3) 0.011(3)
  C9 0.030(3) 0.027(4) 0.019(4) -0.003(3) 0.006(3) -0.004(3)
  C10 0.030(3) 0.033(4) 0.017(4) 0.002(3) 0.003(3) 0.002(3)
  C11 0.025(3) 0.025(4) 0.021(4) 0.001(3) 0.010(3) 0.003(3)
  C12 0.032(3) 0.030(4) 0.016(4) -0.002(3) 0.000(3) -0.005(3)
  C13 0.044(4) 0.018(3) 0.014(4) 0.005(3) 0.005(3) 0.001(3)
  C14 0.021(3) 0.029(4) 0.018(4) 0.007(3) -0.002(3) -0.005(3)
  C15 0.025(3) 0.023(3) 0.024(4) -0.004(3) 0.007(3) 0.003(3)
  C16 0.029(3) 0.022(3) 0.028(5) 0.003(3) 0.007(3) 0.009(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C2 . 1.377(8) N
  O1 C9 . 1.393(8) N
  O2 C4 . 1.260(8) Y
  O3 C5 . 1.354(8) Y
  O3 H3 . 0.84 N
  O4 C7 . 1.349(8) Y
  O4 H4 . 0.84 N
  O5 C14 . 1.367(7) Y
  O5 H5 . 0.84 N
  O6 C13 . 1.375(8) Y
  O6 H6 . 0.84 N
  C2 C3 . 1.361(10) N
  C2 C11 . 1.457(9) Y
  C3 C4 . 1.432(9) N
  C3 H3A . 0.95 N
  C4 C10 . 1.428(10) N
  C5 C6 . 1.358(10) N
  C5 C10 . 1.426(9) N
  C6 C7 . 1.438(11) N
  C6 H6A . 0.95 N
  C7 C8 . 1.372(10) N
  C8 C9 . 1.356(10) N
  C8 H8 . 0.95 N
  C9 C10 . 1.408(10) N
  C11 C12 . 1.384(10) N
  C11 C16 . 1.417(10) N
  C12 C13 . 1.394(9) N
  C12 H12 . 0.95 N
  C13 C14 . 1.385(9) N
  C14 C15 . 1.380(10) N
  C15 C16 . 1.391(9) N
  C15 H15 . 0.95 N
  C16 H16 . 0.95 N
_cod_database_code 2202424