#------------------------------------------------------------------------------ #$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2010673.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_2010673 loop_ _publ_author_name 'Zhou, Haibing' 'Yuan, Yi' 'Chan, Albert S. C.' 'Yang, Teng-Kuei' 'Xie, Rugang' _publ_section_title ; The new chiral ligand 3-ethoxy-4-[(1RS,2SR)-(2-hydroxy-1,2-diphenylethyl)amino]- 3-cyclobutene-1,2-dione ; _journal_name_full 'Acta Crystallographica, Section C' _journal_page_first e57 _journal_page_last e57 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C20 H19 N O4' _chemical_formula_sum 'C20 H19 N O4' _chemical_formula_weight 337.36 _chemical_melting_point 482.0(10) _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _cell_angle_alpha 90.00 _cell_angle_beta 112.740(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.758(2) _cell_length_b 15.879(3) _cell_length_c 11.040(2) _cell_measurement_temperature 296(2) _cell_volume 1739.3(6) _diffrn_ambient_temperature 296(2) _exptl_crystal_density_diffrn 1.288 _[local]_cod_cif_authors_sg_H-M 'P 21' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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 '481-483' was changed to '482.0(10)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana ; _cod_database_code 2010673 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' 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 .3818(2) .06773(12) .6832(2) .0486(5) Uani d . 1 . . O H1O .3916 .0169 .6962 .058 Uiso calc R 1 . . H O2 .32990(19) .27491(13) .32206(16) .0507(5) Uani d . 1 . . O O3 .5318(2) .40081(12) .25040(16) .0494(5) Uani d . 1 . . O O4 .77171(18) .34608(13) .53789(16) .0474(5) Uani d . 1 . . O N .5751(2) .23305(14) .60626(18) .0370(5) Uani d . 1 . . N H0 .6560 .2255 .6625 .044 Uiso calc R 1 . . H C1 .6479(3) .01575(18) .5883(3) .0474(7) Uani d . 1 . . C H1 .7156 .0219 .6714 .057 Uiso calc R 1 . . H C2 .6721(3) -.0313(2) .4944(3) .0612(9) Uani d . 1 . . C H2 .7550 -.0576 .5151 .073 Uiso calc R 1 . . H C3 .5737(4) -.0392(2) .3703(3) .0610(9) Uani d . 1 . . C H3 .5900 -.0703 .3066 .073 Uiso calc R 1 . . H C4 .4521(4) -.0010(2) .3416(3) .0638(9) Uani d . 1 . . C H4 .3854 -.0060 .2578 .077 Uiso calc R 1 . . H C5 .4275(3) .0449(2) .4358(2) .0504(8) Uani d . 1 . . C H5 .3440 .0704 .4150 .061 Uiso calc R 1 . . H C6 .5251(2) .05343(16) .5606(2) .0347(6) Uani d . 1 . . C C7 .4963(2) .10123(16) .6653(2) .0366(6) Uani d . 1 . . C H7 .5747 .0967 .7484 .044 Uiso calc R 1 . . H C8 .4650(2) .19442(15) .6333(2) .0324(5) Uani d . 1 . . C H8 .3830 .1982 .5532 .039 Uiso calc R 1 . . H C9 .4399(2) .24145(15) .7424(2) .0336(6) Uani d . 1 . . C C10 .3102(3) .25466(18) .7345(2) .0467(7) Uani d . 1 . . C H10 .2377 .2351 .6618 .056 Uiso calc R 1 . . H C11 .2865(3) .2964(2) .8329(3) .0574(9) Uani d . 1 . . C H11 .1986 .3042 .8266 .069 Uiso calc R 1 . . H C12 .3921(3) .3265(2) .9399(3) .0563(8) Uani d . 1 . . C H12 .3762 .3548 1.0063 .068 Uiso calc R 1 . . H C13 .5213(3) .3146(2) .9482(3) .0551(8) Uani d . 1 . . C H13 .5933 .3354 1.0202 .066 Uiso calc R 1 . . H C14 .5453(3) .27216(18) .8511(2) .0464(7) Uani d . 1 . . C H14 .6336 .2640 .8585 .056 Uiso calc R 1 . . H C15 .5584(2) .27859(16) .5017(2) .0315(6) Uani d . 1 . . C C16 .4473(3) .29696(17) .3756(2) .0363(6) Uani d . 1 . . C C17 .5413(3) .35431(16) .3423(2) .0362(6) Uani d . 1 . . C C18 .6450(3) .33035(16) .4681(2) .0338(6) Uani d . 1 . . C C19 .8392(3) .4036(2) .4807(3) .0526(8) Uani d . 1 . . C H19A .8149 .4613 .4900 .063 Uiso calc R 1 . . H H19B .8133 .3916 .3880 .063 Uiso calc R 1 . . H C20 .9872(3) .3908(2) .5528(3) .0756(11) Uani d . 1 . . C H20A 1.0117 .4043 .6439 .091 Uiso calc R 1 . . H H20B 1.0354 .4267 .5162 .091 Uiso calc R 1 . . H H20C 1.0094 .3331 .5448 .091 Uiso calc R 1 . . H O1' -.12148(19) .38791(12) .1911(2) .0507(5) Uani d . 1 . . O H1'O -.0871 .4343 .2143 .061 Uiso calc R 1 . . H O2' -.16835(19) .19230(14) -.18421(17) .0558(6) Uani d . 1 . . O O3' .0141(2) .04816(12) -.24695(17) .0556(6) Uani d . 1 . . O O4' .26944(17) .11000(12) .02442(16) .0441(5) Uani d . 1 . . O N' .0825(2) .24079(13) .08601(18) .0358(5) Uani d . 1 . . N H' .1540 .2364 .1565 .043 Uiso calc R 1 . . H C1' .0554(3) .20636(18) .3724(2) .0445(7) Uani d . 1 . . C H1' .1442 .2195 .3868 .053 Uiso calc R 1 . . H C2' .0295(3) .1424(2) .4433(3) .0552(9) Uani d . 1 . . C H2' .1007 .1128 .5046 .066 Uiso calc R 1 . . H C3' -.1003(4) .1220(2) .4241(3) .0607(9) Uani d . 1 . . C H3' -.1177 .0798 .4738 .073 Uiso calc R 1 . . H C4' -.2050(3) .1646(2) .3307(3) .0614(9) Uani d . 1 . . C H4' -.2936 .1501 .3153 .074 Uiso calc R 1 . . H C5' -.1788(3) .22893(19) .2595(3) .0503(7) Uani d . 1 . . C H5' -.2504 .2574 .1968 .060 Uiso calc R 1 . . H C6' -.0478(2) .25167(16) .2801(2) .0364(6) Uani d . 1 . . C C7' -.0186(2) .32683(16) .2115(2) .0372(6) Uani d . 1 . . C H7' .0685 .3511 .2676 .045 Uiso calc R 1 . . H C8' -.0169(2) .30707(16) .0763(2) .0352(6) Uani d . 1 . . C H8' -.1063 .2860 .0201 .042 Uiso calc R 1 . . H C9' .0120(3) .38485(15) .0112(2) .0347(6) Uani d . 1 . . C C10' -.0860(3) .4190(2) -.1005(3) .0514(8) Uani d . 1 . . C H10' -.1708 .3942 -.1364 .062 Uiso calc R 1 . . H C11' -.0585(4) .4891(2) -.1587(3) .0618(9) Uani d . 1 . . C H11' -.1259 .5118 -.2327 .074 Uiso calc R 1 . . H C12' .0660(4) .5265(2) -.1100(3) .0591(9) Uani d . 1 . . C H12' .0841 .5732 -.1514 .071 Uiso calc R 1 . . H C13' .1627(3) .4936(2) .0006(3) .0554(8) Uani d . 1 . . C H13' .2473 .5188 .0356 .066 Uiso calc R 1 . . H C14' .1371(3) .42341(18) .0614(3) .0461(7) Uani d . 1 . . C H14' .2044 .4019 .1366 .055 Uiso calc R 1 . . H C15' .0633(2) .18835(16) -.0116(2) .0315(6) Uani d . 1 . . C C16' -.0529(3) .16716(17) -.1328(3) .0376(6) Uani d . 1 . . C C17' .0330(3) .10166(17) -.1615(2) .0383(6) Uani d . 1 . . C C18' .1416(3) .12883(16) -.0418(2) .0335(6) Uani d . 1 . . C C19' .3314(3) .0519(2) -.0384(3) .0544(8) Uani d . 1 . . C H19C .2973 .0626 -.1321 .065 Uiso calc R 1 . . H H19D .3097 -.0057 -.0250 .065 Uiso calc R 1 . . H C20' .4790(3) .0644(2) .0201(3) .0657(9) Uani d . 1 . . C H20D .5002 .1201 .0000 .079 Uiso calc R 1 . . H H20E .5217 .0236 -.0153 .079 Uiso calc R 1 . . H H20F .5110 .0576 .1137 .079 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 .0624(14) .0358(11) .0616(12) -.0064(11) .0391(11) -.0014(11) O2 .0331(11) .0647(14) .0441(10) -.0087(10) .0036(9) .0040(10) O3 .0676(13) .0447(11) .0352(9) -.0033(11) .0191(9) .0067(9) O4 .0344(11) .0594(13) .0448(10) -.0109(10) .0114(8) .0041(10) N .0245(11) .0487(13) .0304(10) -.0016(11) .0025(9) .0082(10) C1 .0414(16) .0514(18) .0519(16) .0042(15) .0207(13) .0054(15) C2 .064(2) .054(2) .082(2) .0116(18) .047(2) .0060(19) C3 .089(3) .0481(19) .069(2) -.0051(19) .055(2) -.0104(17) C4 .072(2) .075(2) .0468(18) -.009(2) .0248(16) -.0136(17) C5 .0466(18) .062(2) .0416(15) .0029(16) .0161(14) -.0070(15) C6 .0382(15) .0333(14) .0367(12) -.0055(12) .0188(12) .0008(11) C7 .0348(14) .0392(15) .0335(12) -.0006(12) .0106(11) .0004(11) C8 .0270(12) .0373(14) .0296(11) -.0049(11) .0072(10) .0019(11) C9 .0367(14) .0276(13) .0336(12) -.0008(12) .0106(11) .0046(11) C10 .0405(16) .0516(18) .0464(14) -.0039(15) .0150(12) -.0028(14) C11 .058(2) .062(2) .0619(18) .0059(18) .0338(17) -.0062(18) C12 .073(2) .0517(19) .0445(15) .0154(18) .0232(16) -.0043(15) C13 .062(2) .0523(19) .0399(15) .0071(18) .0070(14) -.0076(15) C14 .0424(16) .0468(17) .0425(14) .0039(14) .0081(13) -.0055(13) C15 .0277(13) .0336(14) .0307(12) -.0008(11) .0086(10) -.0033(11) C16 .0356(16) .0396(15) .0316(12) -.0009(14) .0108(11) -.0023(12) C17 .0466(17) .0318(14) .0308(13) .0016(13) .0157(12) -.0037(12) C18 .0326(15) .0357(14) .0323(12) .0000(13) .0118(11) -.0027(12) C19 .0468(19) .0526(18) .0672(18) -.0105(16) .0317(16) -.0011(17) C20 .0472(19) .086(3) .104(3) -.014(2) .0407(19) -.029(2) O1' .0600(14) .0360(11) .0675(13) .0087(11) .0373(11) .0045(11) O2' .0351(12) .0644(14) .0525(11) .0074(11) -.0002(9) -.0066(11) O3' .0629(14) .0490(12) .0447(10) .0041(11) .0094(10) -.0123(10) O4' .0351(11) .0540(12) .0408(9) .0130(10) .0120(8) -.0052(9) N' .0315(12) .0382(12) .0303(10) .0083(10) .0039(9) -.0029(10) C1' .0411(16) .0423(16) .0473(14) .0002(14) .0139(13) .0008(13) C2' .060(2) .0472(18) .0484(17) .0053(17) .0105(15) .0091(16) C3' .079(3) .0433(18) .067(2) -.0036(18) .0367(18) .0083(17) C4' .051(2) .053(2) .086(2) -.0125(18) .0333(18) .003(2) C5' .0438(17) .0481(17) .0558(16) -.0005(15) .0155(13) .0056(15) C6' .0401(15) .0338(14) .0371(13) .0002(13) .0168(12) -.0038(11) C7' .0360(14) .0369(15) .0380(13) .0030(12) .0134(11) .0012(12) C8' .0291(13) .0383(14) .0333(12) .0050(12) .0068(10) -.0024(11) C9' .0389(14) .0348(15) .0327(12) .0056(13) .0162(11) -.0029(11) C10' .0495(19) .0546(19) .0428(15) .0051(16) .0100(14) .0051(15) C11' .074(2) .059(2) .0468(17) .0112(19) .0180(16) .0192(16) C12' .088(3) .0454(19) .0613(19) .0021(19) .0487(19) .0081(16) C13' .054(2) .0554(19) .065(2) -.0053(17) .0322(17) .0021(18) C14' .0436(17) .0484(17) .0459(15) .0035(14) .0168(13) .0064(14) C15' .0328(14) .0324(14) .0286(12) -.0005(12) .0113(11) .0016(11) C16' .0334(17) .0389(16) .0373(13) -.0008(13) .0101(12) .0003(12) C17' .0422(17) .0374(15) .0319(12) .0003(14) .0107(12) -.0014(13) C18' .0323(15) .0357(15) .0324(12) .0043(13) .0125(11) .0028(12) C19' .0486(19) .0586(19) .0619(17) .0151(17) .0280(15) -.0040(17) C20' .0481(19) .078(2) .078(2) .0199(19) .0313(16) .014(2) 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 C7 . 1.423(3) ? O2 C16 . 1.221(3) ? O3 C17 . 1.226(3) ? O4 C18 . 1.305(3) ? O4 C19 . 1.453(3) ? N C15 . 1.315(3) ? N C8 . 1.463(3) ? C1 C6 . 1.372(3) ? C1 C2 . 1.382(4) ? C2 C3 . 1.376(4) ? C3 C4 . 1.363(5) ? C4 C5 . 1.377(4) ? C5 C6 . 1.379(3) ? C6 C7 . 1.512(3) ? C7 C8 . 1.528(3) ? C8 C9 . 1.527(3) ? C9 C10 . 1.381(4) ? C9 C14 . 1.383(3) ? C10 C11 . 1.378(4) ? C11 C12 . 1.370(4) ? C12 C13 . 1.371(4) ? C13 C14 . 1.373(4) ? C15 C18 . 1.396(3) ? C15 C16 . 1.471(3) ? C16 C17 . 1.508(4) ? C17 C18 . 1.456(3) ? C19 C20 . 1.493(4) ? O1' C7' . 1.423(3) ? O2' C16' . 1.216(3) ? O3' C17' . 1.227(3) ? O4' C18' . 1.319(3) ? O4' C19' . 1.461(3) ? N' C15' . 1.314(3) ? N' C8' . 1.475(3) ? C1' C2' . 1.375(4) ? C1' C6' . 1.383(3) ? C2' C3' . 1.368(4) ? C3' C4' . 1.376(4) ? C4' C5' . 1.382(4) ? C5' C6' . 1.387(4) ? C6' C7' . 1.510(3) ? C7' C8' . 1.532(3) ? C8' C9' . 1.521(3) ? C9' C14' . 1.384(4) ? C9' C10' . 1.386(3) ? C10' C11' . 1.374(4) ? C11' C12' . 1.370(4) ? C12' C13' . 1.366(4) ? C13' C14' . 1.383(4) ? C15' C18' . 1.390(3) ? C15' C16' . 1.474(4) ? C16' C17' . 1.505(4) ? C16' C18' . 2.033(4) ? C17' C18' . 1.450(3) ? C19' C20' . 1.478(4) ?