#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012423.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_2012423 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o24 _journal_page_last o25 _publ_section_title ; 1,1'-Diacetyl-3-hydroxy-1,1',3,3'-tetrahydro-3,3'-bisindole-2,2'-dione ; loop_ _publ_author_name 'Usman, Anwar' 'Razak, Ibrahim Abdul' 'Fun, Hoong-Kun' 'Chantrapromma, Suchada' 'Xue, Jie' 'Xu, Jian-Hua' _chemical_formula_moiety 'C20 H16 N2 O5' _chemical_formula_sum 'C20 H16 N2 O5' _chemical_formula_weight 364.35 _chemical_melting_point 425K _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 10.24470(10) _cell_length_b 10.34160(10) _cell_length_c 16.9848(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.4820(10) _cell_angle_gamma 90.00 _cell_volume 1749.89(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.383 _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 .31295(14) .52762(14) -.03210(8) .0632(4) Uani d . 1 . . O O2 .60067(11) .80810(12) .05176(6) .0452(3) Uani d . 1 . . O O3 .72325(12) 1.08574(12) .01751(8) .0500(3) Uani d . 1 . . O O4 1.06736(12) .88071(13) .12001(7) .0539(4) Uani d . 1 . . O O5 .67471(11) 1.01219(12) -.15358(7) .0441(3) Uani d . 1 . . O H5A .7488 1.0421 -.1537 .066 Uiso calc R 1 . . H N1 .87171(12) .91177(13) .02826(7) .0334(3) Uani d . 1 . . N N2 .43969(12) .70124(12) -.04652(7) .0316(3) Uani d . 1 . . N C1 .77762(14) .80929(15) -.09308(9) .0344(3) Uani d . 1 . . C C2 .76833(18) .71839(18) -.15415(11) .0478(4) Uani d . 1 . . C H2A .6980 .7210 -.2000 .057 Uiso calc R 1 . . H C3 .8667(2) .6231(2) -.14517(12) .0579(5) Uani d . 1 . . C H3A .8625 .5613 -.1854 .069 Uiso calc R 1 . . H C4 .97040(19) .61993(19) -.07692(12) .0557(5) Uani d . 1 . . C H4A 1.0351 .5554 -.0720 .067 Uiso calc R 1 . . H C5 .98113(17) .71046(18) -.01507(11) .0467(4) Uani d . 1 . . C H5B 1.0513 .7072 .0308 .056 Uiso calc R 1 . . H C6 .88320(14) .80589(15) -.02442(9) .0340(3) Uani d . 1 . . C C7 .75740(14) .98635(16) -.00787(9) .0334(3) Uani d . 1 . . C C8 .68700(14) .92212(15) -.08918(9) .0316(3) Uani d . 1 . . C C9 .54206(14) .88879(14) -.08615(8) .0296(3) Uani d . 1 . . C H9A .4987 .9698 -.0766 .036 Uiso calc R 1 . . H C10 .53475(14) .79807(15) -.01683(9) .0314(3) Uani d . 1 . . C C11 .38959(14) .71884(14) -.13248(8) .0309(3) Uani d . 1 . . C C12 .29013(17) .64997(16) -.18539(10) .0433(4) Uani d . 1 . . C H12A .2488 .5789 -.1680 .052 Uiso calc R 1 . . H C13 .25490(18) .69128(18) -.26512(10) .0485(5) Uani d . 1 . . C H13A .1874 .6476 -.3015 .058 Uiso calc R 1 . . H C14 .31670(18) .79519(17) -.29239(10) .0450(4) Uani d . 1 . . C H14A .2919 .8194 -.3466 .054 Uiso calc R 1 . . H C15 .41626(15) .86367(17) -.23860(9) .0379(4) Uani d . 1 . . C H15A .4582 .9341 -.2563 .045 Uiso calc R 1 . . H C16 .45174(14) .82509(14) -.15827(8) .0299(3) Uani d . 1 . . C C17 .96249(15) .94156(17) .10180(9) .0395(4) Uani d . 1 . . C C18 .92867(19) 1.0452(2) .15434(11) .0551(5) Uani d . 1 . . C H18A .8390 1.0324 .1609 .083 Uiso calc R 1 . . H H18B .9346 1.1279 .1297 .083 Uiso calc R 1 . . H H18C .9905 1.0423 .2063 .083 Uiso calc R 1 . . H C19 .38605(17) .61266(17) .00105(10) .0412(4) Uani d . 1 . . C C20 .4213(2) .6294(2) .09094(11) .0610(6) Uani d . 1 . . C H20A .4045 .7172 .1041 .091 Uiso calc R 1 . . H H20B .5146 .6097 .1117 .091 Uiso calc R 1 . . H H20C .3676 .5722 .1148 .091 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 .0673(9) .0564(9) .0606(9) -.0230(7) .0041(7) .0072(7) O2 .0399(6) .0632(8) .0259(5) -.0066(5) -.0059(5) .0002(5) O3 .0392(7) .0468(7) .0579(8) .0062(5) -.0010(6) -.0190(6) O4 .0328(6) .0674(9) .0526(8) -.0023(6) -.0082(5) .0069(6) O5 .0340(6) .0529(7) .0414(6) -.0044(5) .0007(5) .0127(5) N1 .0236(6) .0413(7) .0325(6) -.0009(5) .0004(5) .0001(6) N2 .0312(6) .0311(7) .0289(6) .0012(5) -.0002(5) .0016(5) C1 .0279(7) .0410(9) .0344(8) .0010(6) .0076(6) -.0007(7) C2 .0424(9) .0579(12) .0427(9) .0038(8) .0093(8) -.0128(8) C3 .0585(12) .0559(12) .0630(12) .0088(9) .0218(10) -.0179(10) C4 .0509(11) .0476(11) .0714(14) .0156(8) .0195(10) -.0003(10) C5 .0373(9) .0469(10) .0538(10) .0098(7) .0067(8) .0074(8) C6 .0289(7) .0368(9) .0364(8) .0013(6) .0076(6) .0028(7) C7 .0233(7) .0383(9) .0365(8) -.0014(6) .0026(6) -.0025(7) C8 .0269(7) .0358(8) .0298(7) .0003(6) .0021(6) .0001(6) C9 .0245(7) .0342(8) .0272(7) .0012(6) .0001(5) -.0022(6) C10 .0254(7) .0376(8) .0288(7) .0025(6) .0016(6) -.0028(6) C11 .0305(7) .0303(8) .0278(7) .0053(6) -.0016(6) -.0026(6) C12 .0472(9) .0349(9) .0399(9) -.0046(7) -.0058(7) -.0024(7) C13 .0518(10) .0456(10) .0369(9) -.0033(8) -.0128(8) -.0083(8) C14 .0479(10) .0519(11) .0275(8) .0068(8) -.0068(7) -.0019(7) C15 .0356(8) .0439(9) .0306(8) .0021(7) .0003(6) .0029(7) C16 .0248(6) .0341(8) .0276(7) .0048(6) -.0005(5) -.0028(6) C17 .0289(8) .0520(10) .0346(8) -.0116(7) .0008(6) .0079(7) C18 .0536(11) .0696(13) .0369(9) -.0121(10) .0001(8) -.0082(9) C19 .0369(8) .0412(9) .0436(9) .0020(7) .0055(7) .0077(7) C20 .0693(13) .0724(14) .0420(10) -.0116(11) .0148(9) .0107(10) 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 C19 . 1.206(2) ? O2 C10 . 1.2072(16) yes O3 C7 . 1.1978(19) yes O4 C17 . 1.221(2) ? O5 C8 . 1.4197(18) yes O5 H5A . .8200 ? N1 C17 . 1.4065(19) ? N1 C7 . 1.4169(19) yes N1 C6 . 1.436(2) yes N2 C10 . 1.4059(19) yes N2 C19 . 1.414(2) ? N2 C11 . 1.4419(18) yes C1 C2 . 1.387(2) ? C1 C6 . 1.394(2) yes C1 C8 . 1.502(2) yes C2 C3 . 1.393(3) ? C2 H2A . .9300 ? C3 C4 . 1.378(3) ? C3 H3A . .9300 ? C4 C5 . 1.392(3) ? C4 H4A . .9300 ? C5 C6 . 1.390(2) ? C5 H5B . .9300 ? C7 C8 . 1.551(2) yes C8 C9 . 1.537(2) yes C9 C16 . 1.5040(19) yes C9 C10 . 1.521(2) yes C9 H9A . .9800 ? C11 C12 . 1.388(2) ? C11 C16 . 1.391(2) ? C12 C13 . 1.385(2) ? C12 H12A . .9300 ? C13 C14 . 1.381(3) ? C13 H13A . .9300 ? C14 C15 . 1.394(2) ? C14 H14A . .9300 ? C15 C16 . 1.386(2) ? C15 H15A . .9300 ? C17 C18 . 1.487(3) ? C18 H18A . .9600 ? C18 H18B . .9600 ? C18 H18C . .9600 ? C19 C20 . 1.495(2) ? C20 H20A . .9600 ? C20 H20B . .9600 ? C20 H20C . .9600 ?