#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007214.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_2007214 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1998 _journal_volume 54 _journal_page_first 687 _journal_page_last 693 _publ_section_title ; 3D/2D Hydrogen-Bond Network Preferences for Five New Ryanoid Derivatives ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' loop_ _publ_author_name ' Drouin, Marc' ' Dodier, Marco' ' Ruest, Luc' _chemical_formula_moiety '2C20 H28 O6' _chemical_formula_sum 'C40 H56 O12' _chemical_formula_weight 728.85 _chemical_melting_point 226-230\%C _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.7509(5) _cell_length_b 10.3005(8) _cell_length_c 19.5609(13) _cell_angle_alpha 90.00 _cell_angle_beta 101.937(5) _cell_angle_gamma 90.00 _cell_volume 1922.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.259 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0379 _refine_ls_wR_factor_obs .0829 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 C1 .6787(5) .6573(5) .4208(3) .0407(14) Uani d . 1 . C C2 .6756(5) .5212(5) .4002(3) .0432(14) Uani d . 1 . C C3 .6760(5) .4446(5) .4551(3) .0422(14) Uani d . 1 . C H3 .6789 .3544 .4531 .051 Uiso calc . 1 . H C4 .6714(5) .5185(5) .5197(2) .0321(12) Uani d . 1 . C C5 .8020(5) .5135(4) .5805(2) .0369(13) Uani d . 1 . C C6 .7939(5) .6457(4) .6161(2) .0345(13) Uani d . 1 . C C7 .9126(6) .6896(5) .6720(3) .052(2) Uani d . 1 . C H7A .9994 .6847 .6553 .062 Uiso calc . 1 . H H7B .9208 .6331 .7123 .062 Uiso calc . 1 . H C8 .8880(6) .8304(5) .6933(3) .058(2) Uani d . 1 . C H8A .8091 .8322 .7164 .069 Uiso calc . 1 . H H8B .9700 .8603 .7264 .069 Uiso calc . 1 . H C9 .8589(5) .9228(5) .6310(3) .0472(15) Uani d . 1 . C H9 .9444 .9296 .6123 .057 Uiso calc . 1 . H C10 .7414(5) .8735(4) .5728(3) .0338(13) Uani d . 1 . C H10 .6554 .8711 .5912 .041 Uiso calc . 1 . H C11 .7706(5) .7368(4) .5518(2) .0284(12) Uani d . 1 . C C12 .6586(5) .6639(4) .4957(3) .0333(13) Uani d . 1 . C C13 .6743(6) .4756(6) .3264(3) .059(2) Uani d . 1 . C H13 .7407 .5292 .3075 .070 Uiso calc . 1 . H C14 .9359(5) .5126(5) .5515(3) .048(2) Uani d . 1 . C H14A 1.0126 .4858 .5888 .057 Uiso calc . 1 . H H14B .9257 .4467 .5154 .057 Uiso calc . 1 . H C15 .9775(6) .6372(5) .5215(3) .0409(14) Uani d . 1 . C O16 .9008(3) .7437(3) .5258(2) .0392(10) Uani d . 1 . O C17 .6920(7) .7609(6) .3812(3) .068(2) Uani d . 1 . C H17A .7007 .7496 .3351 .081 Uiso calc . 1 . H H17B .6927 .8440 .3998 .081 Uiso calc . 1 . H C18 .7184(7) .3353(6) .3235(3) .092(2) Uani d . 1 . C H18A .737(5) .3168(14) .2782(9) .138 Uiso calc R 1 . H H18B .645(2) .2798(7) .332(3) .138 Uiso calc R 1 . H H18C .802(3) .3202(13) .3585(17) .138 Uiso calc R 1 . H C19 .5297(7) .4950(7) .2808(3) .094(3) Uani d . 1 . C H19A .501(2) .5832(14) .2845(19) .141 Uiso calc R 1 . H H19B .4643(12) .438(3) .2959(16) .141 Uiso calc R 1 . H H19C .5329(13) .476(5) .2330(5) .141 Uiso calc R 1 . H C20 .8033(6) .3953(5) .6279(3) .055(2) Uani d . 1 . C H20A .799(4) .3175(5) .6006(4) .083 Uiso calc R 1 . H H20B .724(2) .3988(17) .6497(13) .083 Uiso calc R 1 . H H20C .8879(17) .3955(18) .6632(11) .083 Uiso calc R 1 . H C21 .8238(6) 1.0586(5) .6554(3) .071(2) Uani d . 1 . C H21A .759(3) 1.0506(6) .6862(16) .107 Uiso calc R 1 . H H21B .782(4) 1.1101(13) .6156(3) .107 Uiso calc R 1 . H H21C .9082(8) 1.0999(16) .6798(18) .107 Uiso calc R 1 . H O24 .6726(4) .6520(3) .6472(2) .0431(10) Uani d . 1 . O H24 .621(6) .606(6) .619(3) .08(3) Uiso d . 1 . H O25 .5550(4) .4768(3) .5489(2) .0390(9) Uani d . 1 . O H25 .477(7) .494(6) .521(3) .10(3) Uiso d . 1 . H O26 .7168(4) .9585(3) .5132(2) .0413(10) Uani d . 1 . O H26 .791(6) 1.001(5) .511(3) .061(18) Uiso d . 1 . H O27 .5206(3) .7081(3) .4977(2) .0390(10) Uani d . 1 . O H27 .506(6) .775(6) .472(3) .08(2) Uiso d . 1 . H O28 1.0782(4) .6485(3) .4955(2) .0643(13) Uani d . 1 . O C1' .6765(5) .6216(5) -.0818(3) .0407(14) Uani d . 1 . C C2' .6705(5) .4860(5) -.1073(3) .0421(14) Uani d . 1 . C C3' .6655(5) .4049(5) -.0547(3) .0414(14) Uani d . 1 . C H3' .6637 .3151 -.0597 .050 Uiso calc . 1 . H C4' .6632(5) .4705(4) .0128(2) .0306(12) Uani d . 1 . C C5' .7948(5) .4546(4) .0726(2) .0330(12) Uani d . 1 . C C6' .7907(5) .5838(4) .1120(2) .0347(13) Uani d . 1 . C C7' .9149(6) .6177(5) .1702(3) .0476(15) Uani d . 1 . C H7'1 1.0013 .6114 .1531 .057 Uiso calc . 1 . H H7'2 .9202 .5575 .2087 .057 Uiso calc . 1 . H C8' .8960(6) .7571(5) .1951(3) .056(2) Uani d . 1 . C H8'1 .8173 .7584 .2184 .068 Uiso calc . 1 . H H8'2 .9791 .7814 .2292 .068 Uiso calc . 1 . H C9' .8707(6) .8586(5) .1369(3) .0440(14) Uani d . 1 . C H9' .9555 .8640 .1175 .053 Uiso calc . 1 . H C10' .7493(5) .8180(4) .0782(3) .0339(13) Uani d . 1 . C H10' .6644 .8154 .0976 .041 Uiso calc . 1 . H C11' .7725(5) .6814(4) .0518(2) .0294(12) Uani d . 1 . C C12' .6563(5) .6199(4) -.0064(2) .0298(13) Uani d . 1 . C C13' .6673(6) .4499(6) -.1816(3) .058(2) Uani d . 1 . C H13' .7390 .5016 -.1976 .070 Uiso calc . 1 . H C14' .9288(5) .4558(5) .0434(3) .0437(14) Uani d . 1 . C H14C 1.0050 .4249 .0797 .052 Uiso calc . 1 . H H14D .9172 .3936 .0054 .052 Uiso calc . 1 . H C15' .9731(6) .5819(5) .0170(3) .0454(15) Uani d . 1 . C O16' .9026(3) .6901(3) .0255(2) .0372(9) Uani d . 1 . O C17' .6938(7) .7256(6) -.1179(3) .065(2) Uani d . 1 . C H17C .7037 .7176 -.1640 .079 Uiso calc . 1 . H H17D .6963 .8072 -.0974 .079 Uiso calc . 1 . H C18' .7032(7) .3059(6) -.1890(3) .084(2) Uani d . 1 . C H18D .629(2) .2528(6) -.179(2) .125 Uiso calc R 1 . H H18E .789(2) .2856(12) -.1570(16) .125 Uiso calc R 1 . H H18F .714(4) .2893(11) -.2360(7) .125 Uiso calc R 1 . H C19' .5270(7) .4828(8) -.2280(3) .096(3) Uani d . 1 . C H19D .506(3) .5727(14) -.2222(19) .144 Uiso calc R 1 . H H19E .4553(11) .430(3) -.2152(17) .144 Uiso calc R 1 . H H19F .5309(18) .467(5) -.2759(4) .144 Uiso calc R 1 . H C20' .7916(6) .3314(5) .1158(3) .054(2) Uani d . 1 . C H20D .712(2) .3339(15) .1375(14) .080 Uiso calc R 1 . H H20E .8758(17) .3263(17) .1513(12) .080 Uiso calc R 1 . H H20F .785(4) .2568(5) .0860(4) .080 Uiso calc R 1 . H C21' .8459(6) .9911(5) .1664(3) .068(2) Uani d . 1 . C H21D .9258(17) 1.0149(17) .2017(14) .102 Uiso calc R 1 . H H21E .764(2) .9877(11) .1865(18) .102 Uiso calc R 1 . H H21F .832(4) 1.0543(8) .1295(5) .102 Uiso calc R 1 . H O24' .6735(5) .5905(4) .1451(2) .0471(11) Uani d . 1 . O H24' .613(5) .556(5) .122(2) .039(18) Uiso d . 1 . H O25' .5447(4) .4295(3) .0409(2) .0395(10) Uani d . 1 . O H25' .470(11) .452(10) .009(5) .21(5) Uiso d . 1 . H O26' .7257(4) .9103(3) .0223(2) .0413(10) Uani d . 1 . O H26' .804(9) .924(8) .006(4) .16(4) Uiso d . 1 . H O27' .5210(3) .6650(3) -.0019(2) .0394(10) Uani d . 1 . O H27' .501(7) .743(7) -.022(3) .10(3) Uiso d . 1 . H O28' 1.0732(4) .5931(4) -.0101(2) .0670(13) Uani d . 1 . O 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 C1 .040(3) .038(4) .045(4) -.003(2) .008(3) .006(3) C2 .036(3) .044(4) .050(4) .003(3) .012(3) -.003(3) C3 .042(3) .028(3) .057(4) .000(2) .009(3) -.004(3) C4 .032(3) .025(3) .041(3) .001(2) .011(2) .004(2) C5 .036(3) .025(3) .048(3) .006(2) .006(3) .011(3) C6 .029(3) .028(3) .044(3) -.004(2) .003(3) -.002(2) C7 .053(4) .037(3) .057(4) -.004(3) -.012(3) .013(3) C8 .064(4) .048(4) .051(4) -.006(3) -.013(3) -.004(3) C9 .044(3) .028(3) .063(4) -.009(2) -.003(3) -.006(3) C10 .027(3) .026(3) .048(3) .002(2) .007(2) .007(2) C11 .015(3) .023(3) .048(3) .005(2) .009(2) .005(2) C12 .027(3) .026(3) .047(3) .003(2) .009(2) .002(2) C13 .053(4) .069(5) .058(4) -.010(3) .023(3) -.009(3) C14 .039(3) .031(3) .067(4) .009(3) -.003(3) .004(3) C15 .024(3) .032(3) .067(4) .006(2) .008(3) -.004(3) O16 .028(2) .028(2) .062(2) -.001(2) .009(2) .002(2) C17 .093(5) .062(5) .052(4) -.004(4) .023(4) .006(3) C18 .095(6) .093(6) .091(5) .001(4) .023(4) -.040(4) C19 .081(5) .148(8) .049(4) .010(5) .003(4) -.008(4) C20 .062(4) .027(3) .070(4) .002(3) .000(3) .015(3) C21 .090(5) .035(4) .079(5) .000(3) -.007(4) -.016(3) O24 .050(3) .037(2) .045(2) -.004(2) .014(2) .004(2) O25 .033(2) .031(2) .053(2) -.004(2) .009(2) .003(2) O26 .031(2) .026(2) .064(2) -.001(2) .004(2) .013(2) O27 .030(2) .030(2) .055(2) .005(2) .003(2) .006(2) O28 .037(3) .048(3) .116(4) .008(2) .036(2) .000(2) C1' .046(4) .039(4) .036(3) .000(3) .006(3) .006(3) C2' .036(3) .044(4) .048(3) -.007(2) .012(3) -.003(3) C3' .047(4) .028(3) .050(4) -.001(2) .013(3) -.011(3) C4' .029(3) .020(3) .040(3) .000(2) .001(2) .004(2) C5' .033(3) .019(3) .046(3) .000(2) .009(2) .003(2) C6' .033(3) .036(3) .035(3) -.007(2) .007(3) -.002(3) C7' .056(4) .033(3) .045(3) -.003(3) -.009(3) .005(2) C8' .066(4) .044(4) .050(4) -.012(3) -.009(3) -.006(3) C9' .047(3) .026(3) .056(4) -.004(2) .002(3) -.007(3) C10' .027(3) .028(3) .049(3) .001(2) .012(2) -.004(3) C11' .026(3) .023(3) .040(3) .003(2) .009(2) .003(2) C12' .026(3) .024(3) .039(3) .003(2) .005(2) .004(2) C13' .066(4) .070(4) .043(3) -.012(3) .020(3) -.014(3) C14' .036(3) .025(3) .067(4) .011(2) .001(3) .002(3) C15' .049(4) .030(3) .058(4) .006(3) .014(3) -.001(3) O16' .030(2) .030(2) .053(2) .000(2) .014(2) .001(2) C17' .096(5) .047(4) .052(4) -.012(3) .013(4) .005(3) C18' .103(6) .082(5) .071(5) .002(4) .029(4) -.029(4) C19' .089(6) .150(7) .044(4) -.005(5) .003(4) -.003(4) C20' .056(4) .035(3) .065(4) -.005(3) .002(3) .009(3) C21' .076(5) .045(4) .076(4) -.005(3) -.002(3) -.015(3) O24' .058(3) .043(3) .042(3) -.012(2) .013(2) -.002(2) O25' .035(2) .029(2) .055(2) -.005(2) .011(2) .003(2) O26' .036(2) .031(2) .056(2) .004(2) .006(2) .012(2) O27' .025(2) .028(2) .063(2) .001(2) .004(2) .002(2) O28' .055(3) .050(3) .110(4) .009(2) .049(3) .005(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 C1 C17 . 1.340(7) no C1 C2 . 1.458(7) no C1 C12 . 1.519(7) no C2 C3 . 1.332(7) no C2 C13 . 1.515(7) no C3 C4 . 1.485(7) no C3 H3 . .930(5) no C4 O25 . 1.438(6) no C4 C5 . 1.552(6) no C4 C12 . 1.567(6) no C5 C14 . 1.527(7) no C5 C20 . 1.529(6) no C5 C6 . 1.539(6) no C6 O24 . 1.439(6) no C6 C7 . 1.488(7) no C6 C11 . 1.548(6) no C7 C8 . 1.541(7) no C7 H7A . .970(6) no C7 H7B . .970(5) no C8 C9 . 1.526(7) no C8 H8A . .970(6) no C8 H8B . .970(5) no C9 C10 . 1.526(6) no C9 C21 . 1.540(7) no C9 H9 . .980(6) no C10 O26 . 1.438(5) no C10 C11 . 1.510(6) no C10 H10 . .980(5) no C11 O16 . 1.464(5) no C11 C12 . 1.570(6) no C12 O27 . 1.429(5) no C13 C18 . 1.512(8) no C13 C19 . 1.518(8) no C13 H13 . .980(5) no C14 C15 . 1.501(7) no C14 H14A . .970(5) no C14 H14B . .970(5) no C15 O28 . 1.201(6) no C15 O16 . 1.341(6) no C17 H17A . .930(6) no C17 H17B . .930(6) no C18 H18A . .96 no C18 H18B . .96 no C18 H18C . .96 no C19 H19A . .96 no C19 H19B . .96 no C19 H19C . .96 no C20 H20A . .96 no C20 H20B . .96 no C20 H20C . .96 no C21 H21A . .96 no C21 H21B . .96 no C21 H21C . .96 no O24 H24 . .82(5) no O25 H25 . .86(7) no O26 H26 . .85(5) no O27 H27 . .84(6) no C1' C17' . 1.313(7) no C1' C2' . 1.480(7) no C1' C12' . 1.528(7) no C2' C3' . 1.335(7) no C2' C13' . 1.494(7) no C3' C4' . 1.486(6) no C3' H3' . .930(5) no C4' O25' . 1.442(6) no C4' C5' . 1.556(6) no C4' C12' . 1.582(6) no C5' C20' . 1.529(6) no C5' C14' . 1.531(7) no C5' C6' . 1.543(6) no C6' O24' . 1.427(6) no C6' C7' . 1.521(6) no C6' C11' . 1.530(6) no C7' C8' . 1.540(7) no C7' H7'1 . .970(6) no C7' H7'2 . .970(5) no C8' C9' . 1.527(7) no C8' H8'1 . .970(6) no C8' H8'2 . .970(5) no C9' C21' . 1.520(7) no C9' C10' . 1.528(7) no C9' H9' . .980(5) no C10' O26' . 1.430(6) no C10' C11' . 1.532(6) no C10' H10' . .980(5) no C11' O16' . 1.466(5) no C11' C12' . 1.564(6) no C12' O27' . 1.420(5) no C13' C19' . 1.515(8) no C13' C18' . 1.539(8) no C13' H13' . .980(6) no C14' C15' . 1.493(7) no C14' H14C . .970(5) no C14' H14D . .970(5) no C15' O28' . 1.210(6) no C15' O16' . 1.337(6) no C17' H17C . .930(6) no C17' H17D . .930(6) no C18' H18D . .96 no C18' H18E . .96 no C18' H18F . .96 no C19' H19D . .96 no C19' H19E . .96 no C19' H19F . .96 no C20' H20D . .96 no C20' H20E . .96 no C20' H20F . .96 no C21' H21D . .96 no C21' H21E . .96 no C21' H21F . .96 no O24' H24' . .76(4) no O25' H25' . .89(10) no O26' H26' . .90(8) no O27' H27' . .90(6) no