#------------------------------------------------------------------------------ #$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012351.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_2012351 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1297 _journal_page_last 1298 _publ_section_title ; N^1^,N^1^-Diethyl-N^2^-(2,3,4,6-tetra-O-acetyl-\b-D-glucopyranosyl)acetamidine ; loop_ _publ_author_name "Di\'anez, Mar\'ia Jes\'us" "Estrada, Mar\'ia Dolores" "L\'opez-Castro, Amparo" "P\'erez-Garrido, Sime\'on" _chemical_formula_moiety 'C20 H32 N2 O9' _chemical_formula_sum 'C20 H32 N2 O9' _chemical_formula_weight 444.48 _chemical_melting_point '403-404' _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, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.440(2) _cell_length_b 27.647(5) _cell_length_c 8.012(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2312.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_meas 1.28 _diffrn_ambient_temperature 150(2) _refine_ls_R_factor_obs .069 _refine_ls_wR_factor_obs .182 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 O .0285(2) .86088(7) .1618(3) .0219(4) Uani d . 1 . O O2 .2423(2) .90379(8) -.1643(3) .0224(4) Uani d . 1 . O O3 .0328(2) .97278(7) -.1706(3) .0216(4) Uani d . 1 . O O4 -.0623(2) .98870(7) .1707(3) .0212(4) Uani d . 1 . O O6 -.2342(2) .88107(9) .2046(3) .0332(5) Uani d . 1 . O O22 .1422(3) .88606(13) -.4058(3) .0422(7) Uani d . 1 . O O32 .2159(2) 1.01538(10) -.1951(3) .0383(6) Uani d . 1 . O O42 -.2426(3) .99939(14) .0230(5) .0548(9) Uani d . 1 . O O62 -.3660(4) .8575(2) .4087(5) .084(2) Uani d . 1 . O N1 .2007(2) .82122(9) .0262(3) .0237(4) Uani d . 1 . N N2 .3183(3) .75345(10) .0750(4) .0301(5) Uani d . 1 . N C1 .1510(2) .86660(10) .0802(3) .0209(5) Uani d . 1 . C H1 .2132 .8830 .1565 .025 Uiso calc . 1 . H C2 .1254(2) .89797(10) -.0728(3) .0190(4) Uani d . 1 . C H2 .0604 .8818 -.1454 .023 Uiso calc . 1 . H C3 .0766(2) .94764(10) -.0224(3) .0190(4) Uani d . 1 . C H3 .1458 .9665 .0342 .023 Uiso calc . 1 . H C4 -.0393(2) .94264(9) .0915(3) .0194(4) Uani d . 1 . C H4 -.1160 .9329 .0247 .023 Uiso calc . 1 . H C5 -.0159(2) .90583(10) .2306(3) .0210(5) Uani d . 1 . C H5 .0500 .9188 .3093 .025 Uiso calc . 1 . H C6 -.1375(3) .89502(11) .3259(4) .0278(5) Uani d . 1 . C H6A -.1229 .8684 .4064 .033 Uiso calc . 1 . H H6B -.1658 .9240 .3884 .033 Uiso calc . 1 . H C11 .2568(3) .79340(11) .1332(4) .0252(5) Uani d . 1 . C C12 .2587(4) .80145(13) .3197(4) .0349(7) Uani d . 1 . C H12A .3469 .8073 .3564 .052 Uiso calc . 1 . H H12B .2250 .7727 .3762 .052 Uiso calc . 1 . H H12C .2055 .8295 .3474 .052 Uiso calc . 1 . H C13 .3209(4) .74392(12) -.1046(4) .0333(7) Uani d . 1 . C H13A .2373 .7532 -.1535 .040 Uiso calc . 1 . H H13B .3328 .7088 -.1231 .040 Uiso calc . 1 . H C14 .4268(5) .7713(2) -.1935(6) .0485(10) Uani d . 1 . C H14A .4267 .7626 -.3121 .073 Uiso calc . 1 . H H14B .5096 .7627 -.1442 .073 Uiso calc . 1 . H H14C .4124 .8061 -.1817 .073 Uiso calc . 1 . H C15 .3984(3) .72173(13) .1776(5) .0350(7) Uani d . 1 . C H15A .4258 .7395 .2788 .042 Uiso calc . 1 . H H15B .4764 .7130 .1140 .042 Uiso calc . 1 . H C16 .3297(4) .67590(14) .2297(6) .0468(10) Uani d . 1 . C H16A .3855 .6568 .3027 .070 Uiso calc . 1 . H H16B .3081 .6569 .1304 .070 Uiso calc . 1 . H H16C .2511 .6843 .2898 .070 Uiso calc . 1 . H C21 .2380(3) .89647(11) -.3314(4) .0261(5) Uani d . 1 . C C22 .3677(4) .90339(14) -.4068(5) .0385(8) Uani d . 1 . C H22A .4240 .8768 -.3722 .058 Uiso calc . 1 . H H22B .4037 .9342 -.3687 .058 Uiso calc . 1 . H H22C .3604 .9036 -.5287 .058 Uiso calc . 1 . H C31 .1130(3) 1.00352(11) -.2473(4) .0255(5) Uani d . 1 . C C32 .0555(4) 1.0209(2) -.4090(5) .0391(8) Uani d . 1 . C H32A -.0381 1.0209 -.3999 .059 Uiso calc . 1 . H H32B .0817 .9994 -.4999 .059 Uiso calc . 1 . H H32C .0854 1.0538 -.4323 .059 Uiso calc . 1 . H C41 -.1694(3) 1.01353(12) .1261(4) .0275(6) Uani d . 1 . C C42 -.1830(4) 1.06008(12) .2177(4) .0326(7) Uani d . 1 . C H42A -.1471 1.0864 .1503 .049 Uiso calc . 1 . H H42B -.1369 1.0581 .3240 .049 Uiso calc . 1 . H H42C -.2739 1.0664 .2391 .049 Uiso calc . 1 . H C61 -.3446(3) .86356(15) .2624(6) .0431(9) Uani d . 1 . C C62 -.4338(4) .8507(2) .1236(8) .0574(13) Uani d . 1 . C H62A -.3986 .8624 .0176 .086 Uiso calc . 1 . H H62B -.5173 .8659 .1434 .086 Uiso calc . 1 . H H62C -.4441 .8155 .1188 .086 Uiso calc . 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 O .0208(8) .0197(8) .0251(9) .0007(7) .0045(7) .0000(7) O2 .0173(7) .0268(9) .0231(8) .0005(7) .0043(7) -.0044(7) O3 .0184(7) .0240(9) .0225(8) .0006(7) .0013(7) .0028(7) O4 .0214(8) .0190(8) .0234(8) .0046(7) -.0022(7) -.0025(7) O6 .0240(9) .0349(12) .0408(13) -.0082(9) .0060(9) .0026(10) O22 .0332(12) .069(2) .0241(11) -.0016(13) .0021(10) -.0090(12) O32 .0303(11) .0449(14) .0396(13) -.0158(10) -.0015(10) .0102(12) O42 .0375(13) .057(2) .070(2) .0243(12) -.0260(15) -.027(2) O62 .066(2) .121(4) .064(2) -.050(2) .042(2) -.029(2) N1 .0228(10) .0201(10) .0283(11) .0033(8) -.0005(9) -.0038(9) N2 .0352(13) .0227(11) .0323(13) .0093(10) -.0018(11) -.0023(10) C1 .0169(10) .0241(12) .0216(11) .0008(8) .0022(9) -.0022(9) C2 .0148(9) .0212(11) .0209(10) -.0010(8) .0028(8) -.0027(9) C3 .0156(9) .0211(11) .0205(10) -.0008(8) .0014(8) .0018(9) C4 .0171(9) .0211(11) .0201(10) -.0009(8) .0009(9) -.0024(9) C5 .0198(10) .0220(11) .0214(11) .0005(9) .0022(9) -.0012(9) C6 .0270(12) .0292(13) .0273(12) .0010(11) .0084(11) -.0009(11) C11 .0247(11) .0247(12) .0262(12) .0013(10) -.0003(10) -.0041(10) C12 .047(2) .0318(15) .0254(13) .0095(14) .0000(14) -.0005(12) C13 .041(2) .0274(14) .0316(15) .0099(13) -.0019(14) -.0106(12) C14 .054(2) .049(2) .042(2) .013(2) .009(2) .002(2) C15 .035(2) .0283(14) .041(2) .0108(12) -.0005(15) -.0003(14) C16 .052(2) .032(2) .057(2) .008(2) .010(2) .015(2) C21 .0287(12) .0247(12) .0249(11) .0009(10) .0062(11) -.0052(10) C22 .034(2) .042(2) .040(2) .0007(14) .0194(15) .001(2) C31 .0259(12) .0246(12) .0261(12) .0004(10) .0050(11) .0020(10) C32 .037(2) .049(2) .032(2) .000(2) .0016(14) .013(2) C41 .0244(11) .0302(14) .0279(13) .0089(11) .0004(11) -.0010(11) C42 .039(2) .0263(14) .0321(14) .0122(12) .0047(13) .0011(12) C61 .0284(14) .039(2) .062(2) -.0085(13) .021(2) -.013(2) C62 .0252(15) .060(3) .087(4) -.013(2) -.001(2) .005(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 O C5 . 1.436(3) yes O C1 . 1.445(3) yes O2 C21 . 1.355(4) ? O2 C2 . 1.433(3) ? O3 C31 . 1.342(3) ? O3 C3 . 1.450(3) ? O4 C41 . 1.360(3) ? O4 C4 . 1.443(3) ? O6 C61 . 1.333(4) ? O6 C6 . 1.453(4) ? O22 C21 . 1.199(4) ? O32 C31 . 1.199(4) ? O42 C41 . 1.192(4) ? O62 C61 . 1.205(6) ? N1 C11 . 1.292(4) yes N1 C1 . 1.425(4) yes N2 C11 . 1.360(4) yes N2 C13 . 1.463(4) yes N2 C15 . 1.465(4) yes C1 C2 . 1.525(4) ? C1 H1 . 1.00 ? C2 C3 . 1.519(4) ? C2 H2 . 1.00 ? C3 C4 . 1.522(4) ? C3 H3 . 1.00 ? C4 C5 . 1.529(4) ? C4 H4 . 1.00 ? C5 C6 . 1.512(4) ? C5 H5 . 1.00 ? C6 H6A . .99 ? C6 H6B . .99 ? C11 C12 . 1.511(5) yes C12 H12A . .98 ? C12 H12B . .98 ? C12 H12C . .98 ? C13 C14 . 1.517(6) ? C13 H13A . .99 ? C13 H13B . .99 ? C14 H14A . .98 ? C14 H14B . .98 ? C14 H14C . .98 ? C15 C16 . 1.515(6) ? C15 H15A . .99 ? C15 H15B . .99 ? C16 H16A . .98 ? C16 H16B . .98 ? C16 H16C . .98 ? C21 C22 . 1.494(5) ? C22 H22A . .98 ? C22 H22B . .98 ? C22 H22C . .98 ? C31 C32 . 1.506(5) ? C32 H32A . .98 ? C32 H32B . .98 ? C32 H32C . .98 ? C41 C42 . 1.488(5) ? C42 H42A . .98 ? C42 H42B . .98 ? C42 H42C . .98 ? C61 C62 . 1.493(7) ? C62 H62A . .98 ? C62 H62B . .98 ? C62 H62C . .98 ?