data_2012353
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1336
_journal_page_last  1337
_publ_section_title
;
Two crystal polymorphs of a flavonoid from Melicope ellyrana
;
loop_
_publ_author_name
  'Smith, Graham'
  'Bartley, John P.'
  'Wang, Ertong'
  'Bott, Raymond C.'
_chemical_formula_moiety  'C23 H24 O8'
_chemical_formula_sum  'C23 H24 O8'
_chemical_formula_iupac  'C23 H24 O8'
_chemical_formula_weight  428.42
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  14.238(4)
_cell_length_b  11.053(5)
_cell_length_c  14.426(5)
_cell_angle_alpha  90.00
_cell_angle_beta  111.979(18)
_cell_angle_gamma  90.00
_cell_volume  2105.3(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.352
_diffrn_ambient_temperature  293(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
  O1  .89228(17)  .3923(2)  .44099(16)  .0475(6) Uani d . 1 . . O
  O3  .65547(19)  .4142(2)  .4787(2)  .0654(8) Uani d . 1 . . O
  O4  .63618(19)  .5967(2)  .34305(19)  .0594(7) Uani d . 1 . . O
  O5  .7059(2)  .7113(3)  .2249(2)  .0714(8) Uani d . 1 . . O
  O7 1.02792(19)  .5804(2)  .22994(18)  .0616(7) Uani d . 1 . . O
  O8 1.04877(19)  .4269(2)  .38221(19)  .0624(8) Uani d . 1 . . O
  O42  .9373(2)  -.0175(3)  .7492(2)  .0760(9) Uani d . 1 . . O
  O52 1.0576(2)  .0509(3)  .6524(2)  .0752(9) Uani d . 1 . . O
  C2  .8175(3)  .3697(3)  .4759(3)  .0477(9) Uani d . 1 . . C
  C3  .7317(3)  .4379(3)  .4447(3)  .0495(9) Uani d . 1 . . C
  C4A  .7954(3)  .5524(3)  .3357(3)  .0489(9) Uani d . 1 . . C
  C4  .7154(3)  .5336(3)  .3729(3)  .0484(9) Uani d . 1 . . C
  C5  .7887(3)  .6385(4)  .2618(3)  .0536(10) Uani d . 1 . . C
  C6  .8642(3)  .6486(4)  .2244(3)  .0554(10) Uani d . 1 . . C
  C7  .9503(3)  .5759(3)  .2630(3)  .0519(10) Uani d . 1 . . C
  C8  .9599(3)  .4918(3)  .3375(3)  .0468(9) Uani d . 1 . . C
  C8A  .8814(3)  .4793(3)  .3710(2)  .0444(9) Uani d . 1 . . C
  C12  .8455(3)  .2667(3)  .5461(3)  .0469(9) Uani d . 1 . . C
  C22  .7850(3)  .2239(4)  .5956(3)  .0625(11) Uani d . 1 . . C
  C31  .6522(4)  .4982(5)  .5538(4)  .1048(19) Uani d . 1 . . C
  C32  .8165(3)  .1295(4)  .6624(3)  .0679(12) Uani d . 1 . . C
  C42  .9089(3)  .0741(4)  .6817(3)  .0569(10) Uani d . 1 . . C
  C52  .9685(3)  .1134(4)  .6302(3)  .0520(10) Uani d . 1 . . C
  C62  .9375(3)  .2080(3)  .5650(3)  .0509(9) Uani d . 1 . . C
  C71 1.0187(3)  .6635(4)  .1501(3)  .0693(12) Uani d . 1 . . C
  C72 1.1069(3)  .6438(4)  .1204(3)  .0686(12) Uani d . 1 . . C
  C73 1.1036(3)  .6505(4)  .0282(3)  .0666(12) Uani d . 1 . . C
  C81 1.0535(4)  .3132(5)  .3396(4)  .0952(16) Uani d . 1 . . C
  C521 1.1204(3)  .0803(4)  .5997(3)  .0686(12) Uani d . 1 . . C
  C731 1.1957(4)  .6311(5)  .0036(4)  .0990(17) Uani d . 1 . . C
  C732 1.0096(4)  .6792(5)  -.0598(3)  .0966(17) Uani d . 1 . . C
  H5  .6594  .6862  .2617  .050 Uiso d . 1 . . H
  H6  .8579  .7052  .1726  .065 Uiso d . 1 . . H
  H22  .7210  .2600  .5832  .074 Uiso d . 1 . . H
  H32  .7746  .1024  .6960  .081 Uiso d . 1 . . H
  H42 1.0031  -.0544  .7624  .095 Uiso d . 1 . . H
  H62  .9800  .2343  .5313  .061 Uiso d . 1 . . H
  H72 1.1810  .6280  .1803  .067 Uiso d . 1 . . H
  H311  .7099  .4858  .6140  .126 Uiso d . 1 . . H
  H312  .6531  .5788  .5315  .126 Uiso d . 1 . . H
  H313  .5924  .4853  .5670  .126 Uiso d . 1 . . H
  H521 1.1882  .0574  .6384  .083 Uiso d . 1 . . H
  H522 1.0978  .0386  .5378  .083 Uiso d . 1 . . H
  H523 1.1176  .1651  .5880  .083 Uiso d . 1 . . H
  H711  .9572  .6473  .0941  .082 Uiso d . 1 . . H
  H712 1.0177  .7441  .1711  .082 Uiso d . 1 . . H
  H731 1.2529  .6182  .0635  .120 Uiso d . 1 . . H
  H732 1.1860  .5628  -.0388  .120 Uiso d . 1 . . H
  H733 1.2070  .7009  -.0295  .120 Uiso d . 1 . . H
  H734  .9559  .6968  -.0379  .116 Uiso d . 1 . . H
  H735 1.0215  .7470  -.0942  .116 Uiso d . 1 . . H
  H736  .9913  .6114  -.1037  .116 Uiso d . 1 . . H
  H811  .9887  .2748  .3194  .114 Uiso d . 1 . . H
  H812 1.0701  .3244  .2819  .114 Uiso d . 1 . . H
  H813 1.1027  .2640  .3863  .114 Uiso d . 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  .0472(14)  .0515(15)  .0442(14)  .0005(12)  .0176(12)  .0019(12)
  O3  .0568(17)  .0674(19)  .079(2)  .0027(14)  .0330(16)  .0053(16)
  O4  .0522(16)  .0613(18)  .0632(17)  .0122(14)  .0198(13)  -.0006(14)
  O5  .0658(18)  .073(2)  .076(2)  .0184(16)  .0272(15)  .0218(16)
  O7  .0651(17)  .0697(19)  .0549(16)  .0028(14)  .0283(14)  .0099(14)
  O8  .0576(17)  .0646(19)  .0631(17)  .0017(14)  .0203(14)  .0002(15)
  O42  .0738(19)  .080(2)  .086(2)  .0101(16)  .0432(17)  .0337(18)
  O52  .0747(19)  .086(2)  .082(2)  .0232(17)  .0489(17)  .0338(17)
  C2  .050(2)  .049(2)  .044(2)  -.0103(19)  .0175(18)  -.0087(18)
  C3  .047(2)  .052(2)  .052(2)  -.0048(19)  .0209(19)  -.0040(19)
  C4A  .052(2)  .047(2)  .044(2)  -.0002(19)  .0127(18)  -.0074(18)
  C4  .048(2)  .048(2)  .042(2)  .0025(19)  .0094(18)  -.0100(18)
  C5  .055(2)  .051(2)  .049(2)  .005(2)  .012(2)  -.002(2)
  C6  .060(3)  .056(3)  .046(2)  .003(2)  .016(2)  .006(2)
  C7  .056(2)  .055(2)  .044(2)  -.006(2)  .0170(19)  -.0034(19)
  C8  .047(2)  .045(2)  .043(2)  .0048(18)  .0107(18)  -.0021(18)
  C8A  .048(2)  .045(2)  .037(2)  -.0020(17)  .0128(18)  -.0027(17)
  C12  .050(2)  .047(2)  .046(2)  -.0045(18)  .0196(18)  -.0044(18)
  C22  .051(2)  .067(3)  .072(3)  .002(2)  .026(2)  .012(2)
  C31  .144(5)  .091(4)  .119(4)  .020(3)  .095(4)  .001(3)
  C32  .059(3)  .076(3)  .079(3)  -.001(2)  .037(2)  .017(3)
  C42  .056(3)  .061(3)  .054(2)  -.005(2)  .022(2)  .015(2)
  C52  .055(2)  .054(2)  .050(2)  .0052(19)  .024(2)  .006(2)
  C62  .057(2)  .051(2)  .051(2)  .0008(19)  .0272(19)  .0051(19)
  C71  .082(3)  .069(3)  .064(3)  -.002(2)  .036(2)  .010(2)
  C72  .068(3)  .075(3)  .071(3)  -.001(2)  .035(2)  .016(2)
  C73  .084(3)  .052(3)  .078(3)  -.005(2)  .047(3)  .003(2)
  C81  .099(4)  .082(4)  .090(4)  .030(3)  .018(3)  -.009(3)
  C521  .069(3)  .079(3)  .069(3)  .021(2)  .038(2)  .018(2)
  C731  .109(4)  .092(4)  .126(4)  .008(3)  .077(4)  .018(3)
  C732  .103(4)  .131(5)  .065(3)  -.013(3)  .041(3)  -.001(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 C8A . 1.360(4) ?
  O1 C2 . 1.361(4) ?
  O3 C3 . 1.373(4) ?
  O3 C31 . 1.441(5) ?
  O4 C4 . 1.257(4) ?
  O5 C5 . 1.361(4) ?
  O5 H5 . 1.03 ?
  O7 C7 . 1.359(4) ?
  O7 C71 . 1.441(5) ?
  O8 C8 . 1.387(4) ?
  O8 C81 . 1.411(5) ?
  O42 C42 . 1.358(4) ?
  O42 H42 .  .97 ?
  O52 C52 . 1.373(4) ?
  O52 C521 . 1.412(4) ?
  C2 C3 . 1.360(5) ?
  C2 C12 . 1.476(5) ?
  C3 C4 . 1.438(5) ?
  C4A C8A . 1.394(5) ?
  C4A C5 . 1.406(5) ?
  C4A C4 . 1.444(5) ?
  C5 C6 . 1.374(5) ?
  C6 C7 . 1.396(5) ?
  C6 H6 .  .95 ?
  C7 C8 . 1.389(5) ?
  C8 C8A . 1.381(5) ?
  C12 C22 . 1.391(5) ?
  C12 C62 . 1.394(5) ?
  C22 C32 . 1.376(6) ?
  C22 H22 .  .95 ?
  C31 H311 .  .96 ?
  C31 H312 .  .95 ?
  C31 H313 .  .95 ?
  C32 C42 . 1.381(5) ?
  C32 H32 .  .95 ?
  C42 C52 . 1.389(5) ?
  C52 C62 . 1.365(5) ?
  C62 H62 .  .95 ?
  C71 C72 . 1.486(6) ?
  C71 H711 .  .96 ?
  C71 H712 .  .94 ?
  C72 C73 . 1.315(5) ?
  C72 H72 . 1.10 ?
  C73 C732 . 1.493(6) ?
  C73 C731 . 1.496(6) ?
  C81 H811 .  .96 ?
  C81 H812 .  .96 ?
  C81 H813 .  .94 ?
  C521 H522 .  .95 ?
  C521 H523 .  .95 ?
  C521 H521 .  .95 ?
  C731 H731 .  .95 ?
  C731 H732 .  .95 ?
  C731 H733 .  .95 ?
  C732 H734 .  .95 ?
  C732 H735 .  .95 ?
  C732 H736 .  .95 ?