#------------------------------------------------------------------------------ #$Date: 2008-03-27 08:01:47 +0000 (Thu, 27 Mar 2008) $ #$Revision: 304 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006234.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_2006234 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 734 _journal_page_last 736 _publ_section_title ; 2,3-Dihydro-5-hydroxy-6,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one (Onysilin) ; loop_ _publ_author_name 'Chantrapromma, Kan' 'Seechamnanturakit, Vatcharee' 'Ponglimanont, Chanita' 'Pakawatchai, Chaveng' 'Fun, Hoong-Kun' 'Sivakumar, Kandasamy' _chemical_name_common 'onysilin' _chemical_formula_sum 'C17 H16 O5' _chemical_formula_weight 300.30 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.722(3) _cell_length_b 7.475(2) _cell_length_c 20.255(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.750(10) _cell_angle_gamma 90.00 _cell_volume 1450.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.375 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0517 _refine_ls_wR_factor_obs .1516 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O1 .60078(13) .2725(2) .37594(7) .0470(3) Uani d . 1 . O O2 .5583(2) -.2527(2) .32156(8) .0628(4) Uani d . 1 . O O3 .3655(2) -.2864(2) .39454(8) .0583(4) Uani d . 1 . O O4 .2038(2) -.1268(2) .47485(7) .0606(4) Uani d . 1 . O O5 .23010(14) .2226(2) .50067(7) .0544(4) Uani d . 1 . O C1 .7208(2) .1775(2) .36077(10) .0484(4) Uani d . 1 . C C2 .6752(2) .0250(3) .31322(11) .0532(5) Uani d . 1 . C C3 .5722(2) -.0946(2) .33903(9) .0466(4) Uani d . 1 . C C4 .4882(2) -.0128(2) .38287(8) .0407(4) Uani d . 1 . C C5 .3838(2) -.1104(2) .40827(9) .0442(4) Uani d . 1 . C C6 .2994(2) -.0284(2) .44719(9) .0443(4) Uani d . 1 . C C7 .3166(2) .1546(2) .46144(9) .0423(4) Uani d . 1 . C C8 .4174(2) .2540(2) .43676(9) .0431(4) Uani d . 1 . C C9 .5027(2) .1699(2) .39867(8) .0399(4) Uani d . 1 . C C10 .8126(2) .3110(2) .33356(9) .0455(4) Uani d . 1 . C C11 .7626(2) .4220(3) .28058(11) .0559(5) Uani d . 1 . C C12 .8501(3) .5398(3) .25584(12) .0643(6) Uani d . 1 . C C13 .9885(3) .5470(3) .28352(12) .0634(6) Uani d . 1 . C C14 1.0391(2) .4382(3) .33573(13) .0648(6) Uani d . 1 . C C15 .9522(2) .3216(3) .36180(11) .0557(5) Uani d . 1 . C C16 .0732(3) -.1498(4) .4329(2) .0712(7) Uani d . 1 . C C17 .2510(3) .4039(3) .52276(14) .0637(6) Uani d . 1 . C H3O .426(3) -.307(4) .3682(13) .068(7) Uiso d . 1 . H H1 .773(2) .123(3) .4058(11) .056(6) Uiso d . 1 . H H2A .755(3) -.044(3) .3040(12) .063(6) Uiso d . 1 . H H2B .621(3) .081(4) .2694(16) .098(9) Uiso d . 1 . H H8 .430(2) .377(3) .4465(11) .060(6) Uiso d . 1 . H H11 .669(3) .417(4) .2639(13) .076(7) Uiso d . 1 . H H12 .815(3) .612(4) .2260(13) .076(8) Uiso d . 1 . H H13 1.048(3) .639(4) .2635(13) .085(8) Uiso d . 1 . H H14 1.129(3) .445(4) .3535(14) .081(8) Uiso d . 1 . H H15 .985(3) .244(4) .3953(14) .077(8) Uiso d . 1 . H H16A .028(5) -.054(8) .438(3) .161(19) Uiso d . 1 . H H16B .017(4) -.233(6) .455(2) .128(12) Uiso d . 1 . H H16C .094(5) -.199(7) .395(2) .155(17) Uiso d . 1 . H H17A .237(3) .497(4) .4870(14) .085(8) Uiso d . 1 . H H17B .348(3) .416(4) .5497(14) .084(8) Uiso d . 1 . H H17C .181(3) .422(4) .5491(15) .088(8) 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 .0485(7) .0331(6) .0635(8) -.0055(5) .0218(6) -.0032(5) O2 .0756(10) .0343(7) .0811(10) -.0021(6) .0207(8) -.0136(6) O3 .0762(10) .0311(6) .0694(9) -.0109(6) .0174(8) -.0021(6) O4 .0680(9) .0591(9) .0563(8) -.0254(7) .0152(7) .0050(7) O5 .0512(8) .0514(8) .0651(8) -.0117(6) .0230(6) -.0124(6) C1 .0515(10) .0429(9) .0538(10) -.0006(8) .0173(8) .0008(8) C2 .0584(11) .0423(10) .0625(12) -.0010(9) .0209(10) -.0073(9) C3 .0524(10) .0343(8) .0520(10) .0026(7) .0054(8) -.0025(7) C4 .0456(9) .0324(8) .0431(8) -.0016(7) .0045(7) .0016(7) C5 .0536(10) .0311(8) .0457(9) -.0062(7) .0020(8) .0032(7) C6 .0479(9) .0408(9) .0436(9) -.0103(7) .0065(7) .0039(7) C7 .0408(9) .0421(9) .0437(8) -.0043(7) .0068(7) -.0002(7) C8 .0456(10) .0332(8) .0511(10) -.0045(7) .0102(8) -.0029(7) C9 .0415(9) .0332(8) .0451(9) -.0030(6) .0074(7) .0025(7) C10 .0532(10) .0380(8) .0495(9) -.0029(7) .0207(8) -.0052(7) C11 .0491(11) .0540(11) .0640(12) -.0012(9) .0077(9) .0046(9) C12 .078(2) .0550(12) .0617(13) -.0034(11) .0161(11) .0133(10) C13 .0663(13) .0550(12) .0752(14) -.0172(10) .0300(11) -.0082(11) C14 .0463(11) .0639(14) .084(2) -.0075(10) .0106(11) -.0137(12) C15 .0584(12) .0506(11) .0560(11) .0024(9) .0038(9) -.0006(9) C16 .0546(13) .0638(15) .096(2) -.0166(12) .0146(13) -.0002(14) C17 .0647(14) .0535(12) .080(2) -.0071(10) .0321(13) -.0186(12) 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 C9 . 1.363(2) Yes O1 C1 . 1.443(2) Yes O2 C3 . 1.235(2) Yes O3 C5 . 1.350(2) Yes O4 C6 . 1.376(2) Yes O4 C16 . 1.414(3) Yes O5 C7 . 1.350(2) Yes O5 C17 . 1.431(3) Yes C1 C10 . 1.504(2) Yes C1 C2 . 1.510(3) Yes C2 C3 . 1.501(3) Yes C3 C4 . 1.441(2) Yes C4 C9 . 1.404(2) ? C4 C5 . 1.416(2) ? C5 C6 . 1.375(3) ? C6 C7 . 1.403(2) ? C7 C8 . 1.389(2) ? C8 C9 . 1.377(2) ? C10 C11 . 1.378(3) ? C10 C15 . 1.383(3) ? C11 C12 . 1.377(3) ? C12 C13 . 1.368(4) ? C13 C14 . 1.359(4) ? C14 C15 . 1.379(3) ?