#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007212.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_2007212 _journal_name_full 'Acta Crystallographica' _journal_year 1998 _journal_volume C54 _journal_page_first 687 _journal_page_last 693 _publ_section_title ; 3D/2D Hydrogen-Bond Network Preferences for Five New Ryanoid Derivatives ; loop_ _publ_author_name ' Drouin, Marc' ' Dodier, Marco' ' Ruest, Luc' _chemical_name_common '2-deoxy-3epiryanodol' _chemical_formula_moiety 'C20 H32 O7' _chemical_formula_sum 'C20 H32 O7' _chemical_formula_weight 384.46 _chemical_melting_point 304-308\%C _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 8.9913(5) _cell_length_b 13.1001(10) _cell_length_c 16.6041(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1955.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293.0(10) _exptl_crystal_density_diffrn 1.306 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0304 _refine_ls_wR_factor_obs .0832 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 .7023(2) .41794(14) .08222(11) .0260(4) Uani d . 1 . C C2 .7698(2) .52113(14) .10952(12) .0308(4) Uani d . 1 . C H2 .8296 .5456 .0641 .037 Uiso calc . 1 . H C3 .8814(2) .49424(15) .17679(12) .0314(4) Uani d . 1 . C H3 .8448 .5191 .2288 .038 Uiso calc . 1 . H C4 .8930(2) .37624(15) .17776(11) .0282(4) Uani d . 1 . C C5 .7870(2) .3244(2) .23937(11) .0321(4) Uani d . 1 . C C6 .7816(2) .2140(2) .20576(11) .0302(4) Uani d . 1 . C C7 .6757(2) .1343(2) .23888(12) .0393(5) Uani d . 1 . C H7A .5748 .1606 .2384 .047 Uiso calc . 1 . H H7B .7020 .1181 .2941 .047 Uiso calc . 1 . H C8 .6851(3) .0380(2) .18676(15) .0420(5) Uani d . 1 . C H8A .6119 -.0107 .2058 .050 Uiso calc . 1 . H H8B .7826 .0076 .1938 .050 Uiso calc . 1 . H C9 .6592(2) .0567(2) .09623(13) .0365(5) Uani d . 1 . C H9 .5564 .0799 .0892 .044 Uiso calc . 1 . H C10 .7623(2) .14171(14) .06631(11) .0272(4) Uani d . 1 . C H10 .8647 .1184 .0748 .033 Uiso calc . 1 . H C11 .7409(2) .23668(14) .11690(10) .0241(4) Uani d . 1 . C C12 .8259(2) .33763(14) .09696(10) .0238(4) Uani d . 1 . C C13 .6639(3) .6096(2) .13156(14) .0406(5) Uani d . 1 . C H13 .6003 .5854 .1755 .049 Uiso calc . 1 . H C14 .6323(2) .3729(2) .22753(11) .0329(4) Uani d . 1 . C H14A .5600 .3361 .2597 .039 Uiso calc . 1 . H H14B .6346 .4430 .2463 .039 Uiso calc . 1 . H C15 .5842(2) .37080(14) .13915(11) .0273(4) Uani d . 1 . C O16 .58521(13) .26526(10) .11458(7) .0263(3) Uani d . 1 . O C17 .6505(2) .4185(2) -.00522(11) .0324(4) Uani d . 1 . C H17A .7296(6) .4426(11) -.0391(2) .049 Uiso calc R 1 . H H17B .5660(11) .4628(10) -.0106(2) .049 Uiso calc R 1 . H H17C .6233(17) .3505(3) -.0210(3) .049 Uiso calc R 1 . H C18 .5624(4) .6445(2) .0644(2) .0671(8) Uani d . 1 . C H18A .4958(19) .5902(7) .0501(11) .101 Uiso calc R 1 . H H18B .6210(4) .6631(19) .0183(6) .101 Uiso calc R 1 . H H18C .506(2) .7026(13) .0820(6) .101 Uiso calc R 1 . H C19 .7500(4) .7005(2) .1632(3) .0842(12) Uani d . 1 . C H19A .801(3) .6818(7) .2119(10) .126 Uiso calc R 1 . H H19B .6826(5) .7556(8) .1741(17) .126 Uiso calc R 1 . H H19C .822(2) .7218(14) .1236(8) .126 Uiso calc R 1 . H C20 .8378(3) .3330(2) .32702(12) .0467(6) Uani d . 1 . C H20A .845(2) .4037(2) .3418(4) .070 Uiso calc R 1 . H H20B .9334(10) .3013(13) .3330(3) .070 Uiso calc R 1 . H H20C .7671(11) .2994(12) .3613(2) .070 Uiso calc R 1 . H C21 .6786(4) -.0406(2) .0481(2) .0589(7) Uani d . 1 . C H21A .6062(18) -.0900(7) .0651(10) .088 Uiso calc R 1 . H H21B .7767(10) -.0673(10) .0568(11) .088 Uiso calc R 1 . H H21C .665(3) -.0262(4) -.0082(2) .088 Uiso calc R 1 . H O23 1.0253(2) .53586(12) .16044(10) .0408(4) Uani d . 1 . O H23 1.037(3) .575(3) .1998(18) .062(9) Uiso d . 1 . H O24 .9266(2) .16686(11) .21050(9) .0354(3) Uani d . 1 . O H24 .990(4) .216(3) .204(2) .071(10) Uiso d . 1 . H O25 1.0429(2) .34559(12) .19065(9) .0359(3) Uani d . 1 . O H25 1.095(4) .392(3) .183(2) .073(11) Uiso d . 1 . H O26 .74648(15) .16378(11) -.01814(8) .0303(3) Uani d . 1 . O H26 .653(4) .170(2) -.0288(16) .052(8) Uiso d . 1 . H O27 .93626(14) .32986(11) .03675(8) .0291(3) Uani d . 1 . O H27 .897(3) .292(2) .0006(17) .055(8) Uiso d . 1 . H O28 .44104(15) .40842(12) .13446(9) .0364(3) Uani d . 1 . O H28 .398(3) .389(2) .0918(16) .046(7) 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 C1 .0234(8) .0271(8) .0275(8) .0017(7) -.0035(7) -.0024(7) C2 .0292(9) .0279(9) .0353(9) -.0007(8) -.0038(8) -.0037(7) C3 .0268(9) .0332(9) .0341(9) -.0004(8) -.0034(8) -.0096(8) C4 .0218(8) .0347(9) .0282(9) .0028(8) -.0050(7) -.0043(7) C5 .0283(9) .0440(11) .0239(8) .0038(9) -.0017(7) -.0022(8) C6 .0245(9) .0385(10) .0276(9) .0041(8) .0000(7) .0051(8) C7 .0346(10) .0486(12) .0346(10) .0023(9) .0047(8) .0134(9) C8 .0371(11) .0377(11) .0512(12) -.0051(9) .0020(10) .0166(10) C9 .0304(10) .0318(10) .0473(11) -.0041(8) -.0008(9) .0054(9) C10 .0219(8) .0285(8) .0312(8) .0014(7) .0007(7) -.0003(7) C11 .0176(8) .0288(9) .0259(8) .0011(7) .0007(7) .0012(7) C12 .0203(8) .0269(8) .0242(8) -.0001(7) .0005(7) -.0015(7) C13 .0394(11) .0313(10) .0509(12) .0059(9) -.0073(10) -.0084(9) C14 .0276(9) .0434(11) .0276(9) .0043(8) .0030(7) -.0049(8) C15 .0217(8) .0301(9) .0301(9) .0038(7) -.0013(7) -.0045(7) O16 .0184(6) .0298(6) .0307(6) .0019(5) .0006(5) -.0022(5) C17 .0336(9) .0325(9) .0313(9) .0015(8) -.0075(8) .0005(8) C18 .075(2) .0485(14) .078(2) .0255(14) -.025(2) -.0109(13) C19 .068(2) .0418(14) .143(3) .0118(14) -.041(2) -.037(2) C20 .0454(12) .0673(15) .0274(9) .0071(13) -.0065(9) -.0028(10) C21 .074(2) .0328(11) .070(2) -.0075(12) -.001(2) .0009(11) O23 .0302(7) .0433(8) .0488(8) -.0075(7) -.0054(7) -.0135(7) O24 .0276(7) .0400(7) .0388(7) .0040(6) -.0046(6) .0090(6) O25 .0218(6) .0415(8) .0443(8) .0020(6) -.0084(6) -.0020(7) O26 .0245(6) .0365(7) .0298(6) -.0002(6) .0021(5) -.0038(6) O27 .0228(6) .0354(7) .0289(6) -.0037(6) .0040(5) -.0047(5) O28 .0220(6) .0445(8) .0428(8) .0082(6) -.0049(6) -.0127(7) 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 . 1.525(2) no C1 C2 . 1.550(3) no C1 C15 . 1.550(3) no C1 C12 . 1.550(2) no C2 C3 . 1.542(3) no C2 C13 . 1.544(3) no C2 H2 . .980(2) no C3 O23 . 1.430(2) no C3 C4 . 1.550(3) no C3 H3 . .980(2) no C4 O25 . 1.422(2) no C4 C5 . 1.555(3) no C4 C12 . 1.556(2) no C5 C20 . 1.529(3) no C5 C14 . 1.541(3) no C5 C6 . 1.551(3) no C6 O24 . 1.445(2) no C6 C7 . 1.516(3) no C6 C11 . 1.549(2) no C7 C8 . 1.532(3) no C7 H7A . .970(2) no C7 H7B . .970(2) no C8 C9 . 1.541(3) no C8 H8A . .970(2) no C8 H8B . .970(2) no C9 C21 . 1.515(3) no C9 C10 . 1.532(3) no C9 H9 . .980(2) no C10 O26 . 1.439(2) no C10 C11 . 1.514(2) no C10 H10 . .980(2) no C11 O16 . 1.450(2) no C11 C12 . 1.563(2) no C12 O27 . 1.412(2) no C13 C18 . 1.513(3) no C13 C19 . 1.515(3) no C13 H13 . .980(3) no C14 C15 . 1.530(2) no C14 H14A . .970(2) no C14 H14B . .970(2) no C15 O28 . 1.380(2) no C15 O16 . 1.442(2) no C17 H17A . .96 no C17 H17B . .96 no C17 H17C . .96 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 O23 H23 . .84(3) no O24 H24 . .86(3) no O25 H25 . .78(4) no O26 H26 . .86(3) no O27 H27 . .86(3) no O28 H28 . .85(3) no