#------------------------------------------------------------------------------ #$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012516.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_2012516 loop_ _publ_author_name 'Usman, Anwar' 'Razak, Ibrahim Abdul' 'Fun, Hoong-Kun' 'Chantrapromma, Suchada' 'Zhang, Yan' 'Xu, Jian-Hua' _publ_section_title ; Syn- and anticlinal isomers of 2a'-acetoxy-1,7'-diacetyl-7',7a'-dihydro-2-oxo- spiro[1H-indole-3(2H),2'(2a'H)oxeto[2,3-b]indole] ; _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first o59 _journal_page_last o62 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C22 H18 N2 O6' _chemical_formula_moiety 'C22 H18 N2 O6' _chemical_formula_sum 'C22 H18 N2 O6' _chemical_formula_weight 406.38 _chemical_melting_point 476 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 14.5310(2) _cell_length_b 8.76760(10) _cell_length_c 30.06790(10) _cell_measurement_temperature 183(2) _cell_volume 3830.71(7) _diffrn_ambient_temperature 183(2) _exptl_crystal_density_diffrn 1.409 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_chemical_melting_point' value '476K' was changed to '476' - the value should be numeric and without a unit designator. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana ; _cod_database_code 2012516 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' 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 O1A .7304(3) .6188(4) .14474(12) .0458(10) Uani d . 1 . . O O2A .7143(2) .6640(4) .46003(11) .0415(9) Uani d . 1 . . O O3A .81028(19) .2835(4) .32003(11) .0216(7) Uani d . 1 . . O O4A .8687(2) .3511(4) .25386(11) .0327(8) Uani d . 1 . . O O5A .7188(3) .7506(4) .27846(18) .0421(13) Uani d . 1 . . O O6A .63362(18) .5079(4) .32948(10) .0263(7) Uani d . 1 . . O N1A .7295(2) .5437(4) .39408(12) .0237(8) Uani d . 1 . . N N2A .7076(2) .5785(4) .21867(12) .0260(9) Uani d . 1 . . N C1A .6739(3) .4266(5) .21550(14) .0220(10) Uani d . 1 . . C C2A .6525(3) .3414(6) .17825(16) .0304(12) Uani d . 1 . . C H2A .6616 .3799 .1498 .037 Uiso calc R 1 . . H C3A .6169(3) .1970(7) .18490(18) .0334(13) Uani d . 1 . . C H3A .6026 .1377 .1602 .040 Uiso calc R 1 . . H C4A .6018(3) .1378(6) .22639(16) .0304(11) Uani d . 1 . . C H4A .5766 .0409 .2295 .037 Uiso calc R 1 . . H C5A .6245(3) .2233(6) .26400(19) .0255(12) Uani d . 1 . . C H5A .6157 .1842 .2924 .031 Uiso calc R 1 . . H C6A .6603(3) .3668(5) .25788(14) .0219(10) Uani d . 1 . . C C7A .6925(3) .4793(5) .29180(15) .0217(10) Uani d . 1 . . C C8A .7088(3) .6241(6) .26397(15) .0268(11) Uani d . 1 . . C C9A .6984(3) .4401(5) .36058(13) .0193(10) Uani d . 1 . . C H9A .6797 .3400 .3719 .023 Uiso calc R 1 . . H C10A .8103(3) .6195(5) .37807(15) .0253(10) Uani d . 1 . . C C11A .8587(4) .7380(6) .3974(2) .0353(16) Uani d . 1 . . C H11A .8416 .7782 .4249 .042 Uiso calc R 1 . . H C12A .9334(4) .7939(7) .3743(2) .0419(14) Uani d . 1 . . C H12A .9661 .8749 .3866 .050 Uiso calc R 1 . . H C13A .9615(4) .7368(6) .3346(3) .0384(18) Uani d . 1 . . C H13A 1.0125 .7783 .3203 .046 Uiso calc R 1 . . H C14A .9139(3) .6163(5) .31553(17) .0317(12) Uani d . 1 . . C H14A .9325 .5758 .2884 .038 Uiso calc R 1 . . H C15A .8380(3) .5571(5) .33765(14) .0211(10) Uani d . 1 . . C C16A .7722(3) .4340(5) .32429(14) .0195(9) Uani d . 1 . . C C17A .6873(3) .5665(6) .43408(16) .0288(11) Uani d . 1 . . C C18A .6062(3) .4671(6) .44511(16) .0367(13) Uani d . 1 . . C H18A .5692 .4531 .4190 .055 Uiso calc R 1 . . H H18B .5700 .5150 .4679 .055 Uiso calc R 1 . . H H18C .6275 .3698 .4555 .055 Uiso calc R 1 . . H C19A .8589(3) .2562(5) .2826(2) .0264(15) Uani d . 1 . . C C20A .8977(4) .0982(6) .2829(2) .0442(14) Uani d . 1 . . C H20A .8794 .0471 .3098 .066 Uiso calc R 1 . . H H20B .9636 .1031 .2816 .066 Uiso calc R 1 . . H H20C .8749 .0428 .2577 .066 Uiso calc R 1 . . H C21A .7357(3) .6703(7) .1820(2) .0368(14) Uani d . 1 . . C C22A .7711(5) .8254(7) .1917(2) .063(2) Uani d . 1 . . C H22A .7220 .8876 .2031 .095 Uiso calc R 1 . . H H22B .7949 .8701 .1650 .095 Uiso calc R 1 . . H H22C .8192 .8188 .2135 .095 Uiso calc R 1 . . H O1B .5337(3) 1.1281(4) .67895(12) .0512(11) Uani d . 1 . . O O2B .5442(3) 1.1664(4) .36560(11) .0427(10) Uani d . 1 . . O O3B .44771(19) .7850(4) .50565(11) .0229(7) Uani d . 1 . . O O4B .3893(2) .8503(4) .57205(11) .0315(8) Uani d . 1 . . O O5B .5423(3) 1.2516(4) .54575(16) .0401(13) Uani d . 1 . . O O6B .62566(18) 1.0055(4) .49494(10) .0270(7) Uani d . 1 . . O N1B .5274(2) 1.0434(4) .43059(11) .0218(8) Uani d . 1 . . N N2B .5526(2) 1.0838(4) .60538(12) .0243(9) Uani d . 1 . . N C1B .5861(3) .9297(5) .60915(15) .0213(10) Uani d . 1 . . C C2B .6071(3) .8478(6) .64700(17) .0288(12) Uani d . 1 . . C H2B .5978 .8881 .6753 .035 Uiso calc R 1 . . H C3B .6430(3) .7019(7) .64092(17) .0321(12) Uani d . 1 . . C H3B .6576 .6438 .6658 .038 Uiso calc R 1 . . H C4B .6577(3) .6407(6) .59931(17) .0327(11) Uani d . 1 . . C H4B .6830 .5438 .5964 .039 Uiso calc R 1 . . H C5B .6345(3) .7242(6) .56168(19) .0263(12) Uani d . 1 . . C H5B .6431 .6835 .5334 .032 Uiso calc R 1 . . H C6B .5987(3) .8679(5) .56695(14) .0202(9) Uani d . 1 . . C C7B .5669(3) .9804(5) .53342(13) .0207(10) Uani d . 1 . . C C8B .5511(3) 1.1245(5) .56037(16) .0255(10) Uani d . 1 . . C C9B .5594(3) .9381(5) .46465(14) .0212(10) Uani d . 1 . . C H9B .5770 .8375 .4533 .025 Uiso calc R 1 . . H C10B .4477(3) 1.1196(5) .44709(15) .0239(10) Uani d . 1 . . C C11B .3995(4) 1.2400(5) .4274(2) .0345(16) Uani d . 1 . . C H11B .4169 1.2800 .4000 .041 Uiso calc R 1 . . H C12B .3242(4) 1.2972(7) .4506(2) .0430(14) Uani d . 1 . . C H12B .2910 1.3779 .4386 .052 Uiso calc R 1 . . H C13B .2973(4) 1.2370(6) .4914(3) .0408(19) Uani d . 1 . . C H13B .2468 1.2776 .5062 .049 Uiso calc R 1 . . H C14B .3454(3) 1.1171(5) .50984(16) .0292(11) Uani d . 1 . . C H14B .3274 1.0763 .5370 .035 Uiso calc R 1 . . H C15B .4205(3) 1.0583(5) .48757(14) .0223(10) Uani d . 1 . . C C16B .4865(3) .9341(5) .50064(14) .0185(9) Uani d . 1 . . C C17B .5714(3) 1.0663(6) .39114(15) .0278(11) Uani d . 1 . . C C18B .6518(3) .9683(6) .38024(17) .0373(13) Uani d . 1 . . C H18E .6774 .9277 .4072 .056 Uiso calc R 1 . . H H18D .6975 1.0279 .3651 .056 Uiso calc R 1 . . H H18F .6323 .8860 .3614 .056 Uiso calc R 1 . . H C19B .3977(3) .7564(5) .5435(2) .0245(14) Uani d . 1 . . C C20B .3605(4) .5996(6) .54192(18) .0389(13) Uani d . 1 . . C H20F .4098 .5288 .5370 .058 Uiso calc R 1 . . H H20D .3167 .5918 .5181 .058 Uiso calc R 1 . . H H20E .3307 .5765 .5696 .058 Uiso calc R 1 . . H C21B .5279(3) 1.1763(6) .64151(18) .0333(12) Uani d . 1 . . C C22B .4918(4) 1.3324(6) .6317(2) .0465(16) Uani d . 1 . . C H22D .4390 1.3246 .6126 .070 Uiso calc R 1 . . H H22E .5387 1.3914 .6172 .070 Uiso calc R 1 . . H H22F .4744 1.3814 .6590 .070 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 O1A .053(2) .058(3) .027(2) .0041(19) .0058(17) .0168(19) O2A .057(2) .044(2) .0231(19) .0061(18) -.0035(17) -.0125(17) O3A .0253(15) .0221(16) .0175(18) .0043(14) .0032(14) .0012(16) O4A .0328(18) .048(2) .0174(18) .0034(16) .0070(15) .0053(16) O5A .063(3) .020(3) .043(3) .0025(16) -.013(2) -.0004(15) O6A .0201(14) .041(2) .0183(16) .0061(14) -.0013(13) -.0023(15) N1A .0276(19) .028(2) .015(2) .0017(16) .0021(16) -.0007(16) N2A .032(2) .028(2) .018(2) .0033(17) .0002(17) .0069(17) C1A .020(2) .030(3) .016(2) .0037(19) .0014(18) .0037(19) C2A .033(3) .042(3) .016(3) .003(2) -.001(2) .002(2) C3A .033(3) .052(4) .015(3) -.006(3) -.008(2) -.005(3) C4A .030(2) .030(3) .031(3) -.005(2) -.001(2) -.003(2) C5A .028(2) .032(3) .017(3) -.001(2) .000(2) .002(2) C6A .019(2) .031(3) .015(2) .0004(19) -.0016(18) -.001(2) C7A .021(2) .028(3) .016(2) .0002(19) .0005(18) .0015(19) C8A .031(2) .029(3) .021(3) .005(2) -.004(2) .003(2) C9A .026(2) .023(3) .009(2) .0002(19) -.0003(17) -.0011(17) C10A .025(2) .023(3) .028(3) .0013(19) -.0063(19) .001(2) C11A .040(3) .035(4) .030(4) .001(2) -.019(3) -.005(2) C12A .039(3) .032(3) .054(4) -.007(3) -.022(3) .008(3) C13A .027(3) .030(4) .058(5) -.008(2) -.006(3) .014(3) C14A .025(2) .032(3) .037(3) -.001(2) -.001(2) .009(2) C15A .020(2) .022(2) .021(2) .0016(18) -.0021(18) .0033(19) C16A .024(2) .021(2) .013(2) .0027(18) .0007(18) .0008(18) C17A .033(2) .035(3) .018(2) .013(2) .000(2) -.001(2) C18A .038(3) .051(4) .021(3) .011(2) .006(2) .002(2) C19A .023(3) .037(4) .019(4) .0029(19) -.001(2) -.006(2) C20A .048(3) .039(3) .045(3) .015(2) .003(3) -.006(3) C21A .033(3) .040(4) .037(3) .011(2) .006(3) .021(3) C22A .087(5) .033(4) .070(5) .001(3) .039(4) .013(3) O1B .085(3) .045(2) .023(2) -.005(2) .017(2) -.0062(17) O2B .059(2) .046(3) .024(2) -.0088(18) .0019(17) .0173(18) O3B .0261(16) .0289(17) .0137(18) -.0044(14) .0014(14) .0018(17) O4B .0297(17) .044(2) .0208(19) -.0069(15) .0049(14) -.0009(16) O5B .060(2) .028(3) .032(3) -.0061(16) -.011(2) .0041(15) O6B .0230(15) .044(2) .0144(15) -.0061(14) .0025(13) .0072(14) N1B .0288(19) .025(2) .0117(19) -.0006(16) -.0008(16) .0053(16) N2B .0281(19) .024(2) .020(2) -.0037(16) -.0019(17) -.0023(17) C1B .020(2) .026(3) .018(2) -.0019(18) -.0043(18) -.0003(19) C2B .031(2) .040(3) .015(3) -.008(2) -.007(2) .001(2) C3B .034(3) .034(3) .028(3) -.001(2) -.006(2) .014(3) C4B .036(3) .033(3) .029(3) .005(2) .002(2) .009(2) C5B .024(2) .035(3) .021(3) .002(2) .002(2) .002(2) C6B .021(2) .025(3) .014(2) -.0045(19) -.0023(18) .001(2) C7B .021(2) .028(3) .013(2) -.0059(19) .0015(17) .0047(18) C8B .026(2) .024(3) .026(3) -.0058(19) -.007(2) .004(2) C9B .021(2) .025(3) .017(2) -.0004(19) -.0014(18) .0061(19) C10B .029(2) .021(3) .021(2) -.0032(19) -.0077(19) -.0008(19) C11B .044(3) .023(3) .036(4) -.002(2) -.013(3) .004(2) C12B .044(3) .026(3) .059(4) .013(3) -.018(3) .001(3) C13B .029(3) .040(4) .053(5) .010(2) -.008(3) -.008(3) C14B .027(2) .034(3) .027(3) .001(2) -.002(2) -.004(2) C15B .024(2) .024(3) .019(2) -.0017(18) -.0062(18) -.0031(19) C16B .022(2) .021(2) .012(2) -.0021(17) -.0006(18) .0013(17) C17B .035(2) .035(3) .013(2) -.013(2) -.003(2) .001(2) C18B .042(3) .047(4) .023(3) -.008(3) .010(2) .001(3) C19B .022(2) .037(4) .014(3) -.0053(19) -.002(2) .004(2) C20B .047(3) .040(3) .030(3) -.015(2) .004(2) .008(2) C21B .035(3) .035(3) .030(3) -.010(2) .011(2) -.006(2) C22B .050(3) .041(4) .048(4) .011(3) .004(3) -.015(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 O1A C21A . 1.210(7) ? O2A C17A . 1.222(6) ? O3A C19A . 1.350(7) ? O3A C16A . 1.436(5) ? O4A C19A . 1.209(7) ? O5A C8A . 1.200(6) ? O6A C7A . 1.442(5) yes O6A C9A . 1.453(5) yes N1A C17A . 1.365(6) ? N1A C9A . 1.430(5) ? N1A C10A . 1.433(6) ? N2A C8A . 1.420(6) ? N2A C1A . 1.422(6) ? N2A C21A . 1.426(7) ? C1A C2A . 1.382(6) ? C1A C6A . 1.392(6) ? C2A C3A . 1.382(8) ? C2A H2A . .9300 ? C3A C4A . 1.369(7) ? C3A H3A . .9300 ? C4A C5A . 1.396(7) ? C4A H4A . .9300 ? C5A C6A . 1.374(7) ? C5A H5A . .9300 ? C6A C7A . 1.494(6) ? C7A C8A . 1.539(6) ? C7A C16A . 1.567(6) yes C9A C16A . 1.531(6) yes C9A H9A . .9800 ? C10A C11A . 1.383(7) ? C10A C15A . 1.392(6) ? C11A C12A . 1.379(8) ? C11A H11A . .9300 ? C12A C13A . 1.358(10) ? C12A H12A . .9300 ? C13A C14A . 1.387(8) ? C13A H13A . .9300 ? C14A C15A . 1.389(6) ? C14A H14A . .9300 ? C15A C16A . 1.497(6) ? C17A C18A . 1.503(7) ? C18A H18A . .9600 ? C18A H18B . .9600 ? C18A H18C . .9600 ? C19A C20A . 1.496(7) ? C20A H20A . .9600 ? C20A H20B . .9600 ? C20A H20C . .9600 ? C21A C22A . 1.483(9) ? C22A H22A . .9600 ? C22A H22B . .9600 ? C22A H22C . .9600 ? O1B C21B . 1.205(7) ? O2B C17B . 1.231(6) ? O3B C19B . 1.374(6) ? O3B C16B . 1.431(5) ? O4B C19B . 1.196(6) ? O5B C8B . 1.205(6) ? O6B C9B . 1.452(5) yes O6B C7B . 1.455(5) yes N1B C17B . 1.363(6) ? N1B C10B . 1.426(6) ? N1B C9B . 1.455(5) ? N2B C8B . 1.400(6) ? N2B C21B . 1.402(6) ? N2B C1B . 1.441(6) ? C1B C2B . 1.380(7) ? C1B C6B . 1.392(6) ? C2B C3B . 1.393(8) ? C2B H2B . .9300 ? C3B C4B . 1.378(7) ? C3B H3B . .9300 ? C4B C5B . 1.390(7) ? C4B H4B . .9300 ? C5B C6B . 1.372(7) ? C5B H5B . .9300 ? C6B C7B . 1.485(6) ? C7B C8B . 1.518(7) ? C7B C16B . 1.581(6) yes C9B C16B . 1.515(6) yes C9B H9B . .9800 ? C10B C15B . 1.388(6) ? C10B C11B . 1.399(7) ? C11B C12B . 1.392(8) ? C11B H11B . .9300 ? C12B C13B . 1.389(10) ? C12B H12B . .9300 ? C13B C14B . 1.379(7) ? C13B H13B . .9300 ? C14B C15B . 1.381(6) ? C14B H14B . .9300 ? C15B C16B . 1.503(6) ? C17B C18B . 1.486(7) ? C18B H18E . .9600 ? C18B H18D . .9600 ? C18B H18F . .9600 ? C19B C20B . 1.478(7) ? C20B H20F . .9600 ? C20B H20D . .9600 ? C20B H20E . .9600 ? C21B C22B . 1.495(8) ? C22B H22D . .9600 ? C22B H22E . .9600 ? C22B H22F . .9600 ?