data_2202154
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o767
_journal_page_last  o768
_publ_section_title
;
Flavone
;
loop_
_publ_author_name
  'Waller, Mark P.'
  'Hibbs, David E.'
  'Overgaard, Jacob'
  'Hanrahan, Jane R.'
  'Hambley, Trevor W.'
_chemical_name_common  Flavone
_chemical_formula_moiety  'C15 H10 O2'
_chemical_formula_sum  'C15 H10 O2'
_chemical_formula_iupac  'C15 H10 O2'
_chemical_formula_weight  222.23
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
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'
_cell_length_a  8.281(2)
_cell_length_b  13.216(4)
_cell_length_c  19.737(6)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2159.9(11)
_cell_formula_units_Z  8
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.367
_diffrn_ambient_temperature  150(2)
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
  C1 0.2855(2) 0.48559(13) 0.65481(8) 0.0189(3) Uani d . 1 . . C
  C2 0.1875(2) 0.48815(13) 0.71538(9) 0.0191(3) Uani d . 1 . . C
  H2 0.1590 0.4274 0.7359 0.023 Uiso calc R 1 . . H
  C3 0.1358(2) 0.57592(13) 0.74317(8) 0.0182(3) Uani d . 1 . . C
  C4 0.2656(2) 0.67228(13) 0.65820(8) 0.0194(3) Uani d . 1 . . C
  C5 0.3242(2) 0.58587(14) 0.62614(8) 0.0185(3) Uani d . 1 . . C
  C6 0.4206(2) 0.59750(14) 0.56829(9) 0.0220(4) Uani d . 1 . . C
  H6 0.4620 0.5407 0.5465 0.026 Uiso calc R 1 . . H
  C7 0.4546(2) 0.69302(15) 0.54343(9) 0.0244(4) Uani d . 1 . . C
  H7 0.5176 0.7004 0.5047 0.029 Uiso calc R 1 . . H
  C8 0.3940(3) 0.77833(14) 0.57665(9) 0.0258(4) Uani d . 1 . . C
  H8 0.4172 0.8424 0.5598 0.031 Uiso calc R 1 . . H
  C9 0.3001(3) 0.76891(14) 0.63422(10) 0.0247(4) Uani d . 1 . . C
  H9 0.2608 0.8259 0.6564 0.030 Uiso calc R 1 . . H
  C10 0.0373(2) 0.58628(14) 0.80503(9) 0.0193(3) Uani d . 1 . . C
  C11 -0.0061(2) 0.68218(14) 0.82900(9) 0.0236(4) Uani d . 1 . . C
  H11 0.0275 0.7396 0.8057 0.028 Uiso calc R 1 . . H
  C12 -0.0989(2) 0.69257(15) 0.88726(10) 0.0256(4) Uani d . 1 . . C
  H12 -0.1284 0.7565 0.9025 0.031 Uiso calc R 1 . . H
  C13 -0.1473(2) 0.60695(14) 0.92264(9) 0.0241(4) Uani d . 1 . . C
  H13 -0.2085 0.6136 0.9619 0.029 Uiso calc R 1 . . H
  C14 -0.1044(2) 0.51118(15) 0.89941(9) 0.0242(4) Uani d . 1 . . C
  H14 -0.1368 0.4540 0.9232 0.029 Uiso calc R 1 . . H
  C15 -0.0134(2) 0.50088(14) 0.84077(9) 0.0228(4) Uani d . 1 . . C
  H15 0.0140 0.4367 0.8252 0.027 Uiso calc R 1 . . H
  O1 0.17254(17) 0.66789(9) 0.71594(6) 0.0218(3) Uani d . 1 . . O
  O2 0.33425(18) 0.40662(9) 0.62837(7) 0.0256(3) Uani d . 1 . . O
  C1' 0.2329(2) 0.78726(13) 0.30713(9) 0.0216(4) Uani d . 1 . . C
  C2' 0.1327(2) 0.79240(13) 0.24713(9) 0.0213(4) Uani d . 1 . . C
  H2' 0.1020 0.7324 0.2261 0.026 Uiso calc R 1 . . H
  C3' 0.0820(2) 0.88129(14) 0.22047(9) 0.0191(3) Uani d . 1 . . C
  C4' 0.2096(2) 0.97431(14) 0.30760(9) 0.0197(3) Uani d . 1 . . C
  C5' 0.2688(2) 0.88652(14) 0.33780(9) 0.0197(4) Uani d . 1 . . C
  C6' 0.3620(2) 0.89555(14) 0.39699(9) 0.0229(4) Uani d . 1 . . C
  H6' 0.4031 0.8379 0.4178 0.027 Uiso calc R 1 . . H
  C7' 0.3925(2) 0.98929(15) 0.42425(9) 0.0247(4) Uani d . 1 . . C
  H7' 0.4535 0.9949 0.4636 0.030 Uiso calc R 1 . . H
  C8' 0.3322(3) 1.07621(15) 0.39294(10) 0.0255(4) Uani d . 1 . . C
  H8' 0.3537 1.1393 0.4117 0.031 Uiso calc R 1 . . H
  C9' 0.2412(3) 1.06983(14) 0.33455(9) 0.0241(4) Uani d . 1 . . C
  H9' 0.2019 1.1279 0.3136 0.029 Uiso calc R 1 . . H
  C10' -0.0134(2) 0.89339(13) 0.15790(8) 0.0184(3) Uani d . 1 . . C
  C11' -0.0804(2) 0.98693(14) 0.14014(9) 0.0203(3) Uani d . 1 . . C
  H11' -0.0639 1.0430 0.1677 0.024 Uiso calc R 1 . . H
  C12' -0.1717(2) 0.99610(15) 0.08126(9) 0.0225(4) Uani d . 1 . . C
  H12' -0.2170 1.0582 0.0698 0.027 Uiso calc R 1 . . H
  C13' -0.1952(2) 0.91244(15) 0.03945(9) 0.0233(4) Uani d . 1 . . C
  H13' -0.2568 0.9183 0.0002 0.028 Uiso calc R 1 . . H
  C14' -0.1265(2) 0.82080(14) 0.05662(9) 0.0252(4) Uani d . 1 . . C
  H14' -0.1414 0.7652 0.0284 0.030 Uiso calc R 1 . . H
  C15' -0.0357(2) 0.81008(14) 0.11514(9) 0.0237(4) Uani d . 1 . . C
  H15' 0.0101 0.7479 0.1260 0.028 Uiso calc R 1 . . H
  O1' 0.11737(16) 0.97239(9) 0.24973(6) 0.0200(3) Uani d . 1 . . O
  O2' 0.2861(2) 0.70752(10) 0.33057(7) 0.0299(3) Uani d . 1 . . O
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
  C1 0.0212(8) 0.0169(8) 0.0186(7) 0.0000(7) -0.0028(6) -0.0002(6)
  C2 0.0238(8) 0.0145(7) 0.0189(7) -0.0020(7) -0.0024(7) 0.0016(6)
  C3 0.0195(8) 0.0178(8) 0.0174(7) -0.0003(7) -0.0028(7) 0.0014(6)
  C4 0.0207(8) 0.0209(8) 0.0164(7) -0.0001(7) -0.0020(7) 0.0000(6)
  C5 0.0195(8) 0.0179(8) 0.0182(8) -0.0016(7) -0.0047(7) 0.0022(6)
  C6 0.0239(9) 0.0213(8) 0.0208(8) 0.0021(7) -0.0021(7) -0.0025(7)
  C7 0.0270(9) 0.0275(9) 0.0188(8) -0.0023(8) 0.0027(7) 0.0030(7)
  C8 0.0340(10) 0.0190(8) 0.0244(9) -0.0049(8) 0.0000(8) 0.0052(7)
  C9 0.0336(10) 0.0187(8) 0.0220(8) 0.0010(7) 0.0002(8) 0.0006(7)
  C10 0.0176(8) 0.0234(8) 0.0168(7) 0.0022(7) -0.0030(6) -0.0009(7)
  C11 0.0273(9) 0.0232(9) 0.0202(8) -0.0007(8) 0.0002(7) 0.0001(7)
  C12 0.0314(10) 0.0228(9) 0.0227(9) 0.0016(8) -0.0003(8) -0.0051(7)
  C13 0.0218(9) 0.0304(10) 0.0200(8) -0.0011(8) 0.0015(7) -0.0046(7)
  C14 0.0231(9) 0.0251(9) 0.0243(9) -0.0036(8) -0.0006(7) 0.0002(7)
  C15 0.0235(9) 0.0205(8) 0.0243(8) 0.0000(7) -0.0010(7) -0.0017(7)
  O1 0.0289(7) 0.0147(6) 0.0219(6) 0.0009(5) 0.0025(6) 0.0008(5)
  O2 0.0356(8) 0.0169(6) 0.0243(6) 0.0026(6) 0.0031(6) -0.0017(5)
  C1' 0.0256(9) 0.0195(8) 0.0196(8) 0.0013(7) 0.0023(7) 0.0011(7)
  C2' 0.0264(9) 0.0162(7) 0.0213(8) -0.0006(7) -0.0029(7) -0.0018(7)
  C3' 0.0201(8) 0.0196(8) 0.0175(7) -0.0004(7) 0.0023(7) -0.0026(6)
  C4' 0.0191(8) 0.0234(8) 0.0166(7) -0.0011(7) 0.0016(6) -0.0013(7)
  C5' 0.0211(9) 0.0197(8) 0.0184(8) -0.0018(7) 0.0041(7) -0.0018(6)
  C6' 0.0247(9) 0.0238(9) 0.0203(8) 0.0005(7) 0.0010(7) 0.0026(7)
  C7' 0.0248(9) 0.0307(9) 0.0185(8) -0.0031(8) -0.0022(7) -0.0025(7)
  C8' 0.0298(10) 0.0219(9) 0.0246(9) -0.0043(8) 0.0011(8) -0.0053(7)
  C9' 0.0273(10) 0.0215(9) 0.0234(9) 0.0012(8) 0.0000(8) -0.0003(7)
  C10' 0.0175(8) 0.0213(8) 0.0163(7) -0.0012(7) 0.0014(6) 0.0006(6)
  C11' 0.0208(8) 0.0208(8) 0.0194(8) -0.0004(7) 0.0026(7) -0.0016(7)
  C12' 0.0213(8) 0.0240(9) 0.0223(8) 0.0013(7) 0.0020(7) 0.0046(7)
  C13' 0.0211(8) 0.0324(9) 0.0164(8) -0.0038(8) -0.0009(7) 0.0028(7)
  C14' 0.0318(10) 0.0245(9) 0.0193(8) -0.0047(8) -0.0002(8) -0.0037(7)
  C15' 0.0278(9) 0.0201(8) 0.0232(9) 0.0010(7) 0.0013(8) 0.0005(7)
  O1' 0.0247(6) 0.0156(6) 0.0198(6) 0.0012(5) -0.0028(5) -0.0008(5)
  O2' 0.0423(9) 0.0199(6) 0.0274(7) 0.0048(6) -0.0077(6) 0.0018(5)
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
  C1 O2 . 1.235(2) ?
  C1 C2 . 1.445(2) ?
  C1 C5 . 1.476(2) ?
  C2 C3 . 1.353(2) ?
  C2 H2 . 0.9300 ?
  C3 O1 . 1.363(2) ?
  C3 C10 . 1.474(2) ?
  C4 O1 . 1.377(2) ?
  C4 C9 . 1.392(2) ?
  C4 C5 . 1.393(2) ?
  C5 C6 . 1.402(2) ?
  C6 C7 . 1.383(3) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.397(3) ?
  C7 H7 . 0.9300 ?
  C8 C9 . 1.383(3) ?
  C8 H8 . 0.9300 ?
  C9 H9 . 0.9300 ?
  C10 C15 . 1.396(2) ?
  C10 C11 . 1.400(3) ?
  C11 C12 . 1.390(3) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.389(3) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.392(3) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.388(3) ?
  C14 H14 . 0.9300 ?
  C15 H15 . 0.9300 ?
  C1' O2' . 1.232(2) ?
  C1' C2' . 1.448(2) ?
  C1' C5' . 1.475(2) ?
  C2' C3' . 1.354(2) ?
  C2' H2' . 0.9300 ?
  C3' O1' . 1.367(2) ?
  C3' C10' . 1.475(2) ?
  C4' O1' . 1.374(2) ?
  C4' C5' . 1.393(2) ?
  C4' C9' . 1.395(3) ?
  C5' C6' . 1.405(3) ?
  C6' C7' . 1.374(3) ?
  C6' H6' . 0.9300 ?
  C7' C8' . 1.397(3) ?
  C7' H7' . 0.9300 ?
  C8' C9' . 1.379(3) ?
  C8' H8' . 0.9300 ?
  C9' H9' . 0.9300 ?
  C10' C15' . 1.399(2) ?
  C10' C11' . 1.400(2) ?
  C11' C12' . 1.391(2) ?
  C11' H11' . 0.9300 ?
  C12' C13' . 1.393(3) ?
  C12' H12' . 0.9300 ?
  C13' C14' . 1.380(3) ?
  C13' H13' . 0.9300 ?
  C14' C15' . 1.385(3) ?
  C14' H14' . 0.9300 ?
  C15' H15' . 0.9300 ?