#------------------------------------------------------------------------------ #$Date: 2011-01-02 20:00:31 +0000 (Sun, 02 Jan 2011) $ #$Revision: 5310 $ #$URL: svn://www.crystallography.net/cod/cif/2/2206706.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2206706 loop_ _publ_author_name 'David J Watkin' 'Andreas F. G. Glawar' 'Raquel Soengas' 'Ken Izumori' 'Mark R. Wormald' 'Raymond A. Dwek' 'George W. J. Fleet' _publ_section_title ; 1,2:3,4-Di---O-isopropylidene-\b-D-psicofuranose ; _journal_coeditor_code HG6223 _journal_issue 9 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o2949 _journal_page_last o2951 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C12 H20 O6' _chemical_formula_moiety 'C12 H20 O6' _chemical_formula_sum 'C12 H20 O6' _chemical_formula_weight 260.29 _chemical_name_systematic ; 1,2:3,4-Di-O-isopropylidene-\b-D-psicofuranose ; _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M 'C 2 2 21 ' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 7.5915(2) _cell_length_b 20.1407(6) _cell_length_c 17.5607(6) _cell_measurement_reflns_used 1674 _cell_measurement_temperature 190 _cell_measurement_theta_max 27 _cell_measurement_theta_min 5 _cell_volume 2685.00(14) _computing_cell_refinement DENZO/SCALEPACK _computing_data_collection 'COLLECT. (Nonius, 1997-2001).' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material CRYSTALS _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 190 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 9365 _diffrn_reflns_theta_full 26.932 _diffrn_reflns_theta_max 27.481 _diffrn_reflns_theta_min 5.342 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.288 _exptl_crystal_description prism _exptl_crystal_F_000 1120 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.18 _refine_diff_density_min -0.17 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.9433 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 163 _refine_ls_number_reflns 1721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0411 _refine_ls_shift/su_max 0.000268 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(F^2^) + (0.04P)^2^ + 0.76P] where P=(max(Fo^2^,0) + 2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0776 _refine_ls_wR_factor_gt 0.0776 _refine_ls_wR_factor_ref 0.0776 _reflns_number_gt 1721 _reflns_number_total 1721 _reflns_threshold_expression I>-3\s(I) _[local]_cod_data_source_file hg6223.cif _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 ; _cod_database_code 2206706 loop_ _symmetry_equiv_pos_as_xyz x,y,z x+1/2,y+1/2,z x,-y,-z x+1/2,-y+1/2,-z -x,y,-z+1/2 -x+1/2,y+1/2,-z+1/2 -x,-y,z+1/2 -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_occupancy _atom_site_type_symbol C1 0.9879(2) 0.86900(8) 0.45535(9) 0.0289 Uani 1.0000 C C2 0.8171(2) 0.89925(9) 0.48595(11) 0.0326 Uani 1.0000 C C3 0.6934(2) 0.84018(8) 0.49965(10) 0.0306 Uani 1.0000 C C4 0.7929(2) 0.78036(8) 0.47003(10) 0.0275 Uani 1.0000 C O5 0.97603(15) 0.79999(5) 0.47083(6) 0.0275 Uani 1.0000 O C6 0.7334(2) 0.75971(9) 0.39077(10) 0.0337 Uani 1.0000 C O7 0.8303(2) 0.70508(7) 0.36253(8) 0.0469 Uani 1.0000 O O8 0.68145(18) 0.83598(6) 0.58096(7) 0.0376 Uani 1.0000 O C9 0.7244(3) 0.89956(10) 0.61173(12) 0.0420 Uani 1.0000 C O10 0.84906(18) 0.92652(7) 0.55968(8) 0.0444 Uani 1.0000 O C11 0.5620(3) 0.94323(12) 0.61528(16) 0.0624 Uani 1.0000 C C12 0.8129(5) 0.88883(13) 0.68779(13) 0.0715 Uani 1.0000 C O13 1.00256(16) 0.88126(6) 0.37606(7) 0.0345 Uani 1.0000 O C14 1.1874(2) 0.88150(11) 0.35570(11) 0.0394 Uani 1.0000 C O15 1.28119(17) 0.88358(7) 0.42634(8) 0.0435 Uani 1.0000 O C16 1.1595(2) 0.89624(9) 0.48621(11) 0.0339 Uani 1.0000 C C17 1.2359(3) 0.81797(12) 0.31560(12) 0.0549 Uani 1.0000 C C18 1.2212(3) 0.94316(13) 0.30907(15) 0.0683 Uani 1.0000 C H21 0.7694 0.9328 0.4502 0.0469 Uiso 1.0000 H H31 0.5761 0.8468 0.4764 0.0423 Uiso 1.0000 H H41 0.7800 0.7421 0.5053 0.0377 Uiso 1.0000 H H61 0.6070 0.7465 0.3941 0.0480 Uiso 1.0000 H H62 0.7479 0.7987 0.3569 0.0483 Uiso 1.0000 H H111 0.5982 0.9867 0.6347 0.1113 Uiso 1.0000 H H112 0.5147 0.9473 0.5645 0.1113 Uiso 1.0000 H H113 0.4766 0.9217 0.6485 0.1119 Uiso 1.0000 H H121 0.8409 0.9325 0.7088 0.1258 Uiso 1.0000 H H122 0.7326 0.8657 0.7212 0.1269 Uiso 1.0000 H H123 0.9185 0.8621 0.6796 0.1264 Uiso 1.0000 H H161 1.1489 0.9442 0.4944 0.0481 Uiso 1.0000 H H162 1.1984 0.8720 0.5333 0.0472 Uiso 1.0000 H H171 1.3606 0.8208 0.3027 0.0983 Uiso 1.0000 H H172 1.1677 0.8152 0.2679 0.0984 Uiso 1.0000 H H173 1.2098 0.7803 0.3489 0.0988 Uiso 1.0000 H H181 1.3447 0.9462 0.2985 0.1209 Uiso 1.0000 H H182 1.1572 0.9398 0.2621 0.1211 Uiso 1.0000 H H183 1.1845 0.9819 0.3380 0.1212 Uiso 1.0000 H H1 0.9352 0.7080 0.3775 0.0833 Uiso 1.0000 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 0.0298(8) 0.0252(8) 0.0317(9) -0.0004(7) -0.0024(7) 0.0033(7) C2 0.0307(9) 0.0282(9) 0.0390(10) 0.0043(8) -0.0006(8) 0.0047(8) C3 0.0288(8) 0.0322(9) 0.0307(8) 0.0018(8) -0.0027(8) -0.0006(7) C4 0.0269(8) 0.0287(8) 0.0270(8) -0.0032(7) -0.0016(7) 0.0003(7) O5 0.0266(6) 0.0228(5) 0.0331(6) 0.0004(5) -0.0027(5) 0.0015(5) C6 0.0309(9) 0.0389(10) 0.0314(9) -0.0032(8) -0.0027(7) -0.0031(8) O7 0.0438(8) 0.0537(8) 0.0432(8) 0.0008(7) -0.0022(7) -0.0204(6) O8 0.0509(8) 0.0301(6) 0.0317(6) -0.0030(6) 0.0066(6) -0.0054(5) C9 0.0460(11) 0.0347(10) 0.0453(11) -0.0019(9) 0.0049(9) -0.0112(9) O10 0.0441(8) 0.0368(7) 0.0524(8) -0.0069(6) 0.0084(7) -0.0168(6) C11 0.0559(14) 0.0432(12) 0.0881(19) 0.0039(11) 0.0269(13) -0.0142(12) C12 0.099(2) 0.0689(15) 0.0468(13) 0.0017(18) -0.0115(15) -0.0215(12) O13 0.0267(6) 0.0445(7) 0.0323(6) -0.0030(7) -0.0031(5) 0.0103(5) C14 0.0252(9) 0.0569(12) 0.0360(10) -0.0085(9) -0.0049(8) 0.0145(9) O15 0.0268(6) 0.0635(9) 0.0400(7) -0.0028(6) -0.0055(6) 0.0040(7) C16 0.0345(9) 0.0272(9) 0.0399(11) -0.0008(8) -0.0039(8) -0.0005(8) C17 0.0400(11) 0.0813(16) 0.0433(12) 0.0001(12) 0.0055(9) -0.0016(11) C18 0.0451(13) 0.0847(18) 0.0752(17) -0.0270(13) -0.0131(12) 0.0452(15) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 C1 O5 105.60(14) no C2 C1 O13 110.00(14) no O5 C1 O13 111.31(13) no C2 C1 C16 117.33(13) no O5 C1 C16 109.94(15) no O13 C1 C16 102.76(14) no C1 C2 C3 105.37(14) no C1 C2 O10 109.14(15) no C3 C2 O10 105.08(14) no C1 C2 H21 111.1 no C3 C2 H21 113.8 no O10 C2 H21 111.9 no C2 C3 C4 104.93(14) no C2 C3 O8 103.91(14) no C4 C3 O8 109.08(14) no C2 C3 H31 112.4 no C4 C3 H31 114.6 no O8 C3 H31 111.2 no C3 C4 O5 105.01(13) no C3 C4 C6 112.58(15) no O5 C4 C6 111.65(14) no C3 C4 H41 110.7 no O5 C4 H41 107.5 no C6 C4 H41 109.2 no C4 O5 C1 109.09(13) no C4 C6 O7 112.30(15) no C4 C6 H61 107.7 no O7 C6 H61 108.3 no C4 C6 H62 107.4 no O7 C6 H62 110.4 no H61 C6 H62 110.6 no C6 O7 H1 109.2 no C3 O8 C9 108.05(14) no O8 C9 O10 104.52(15) no O8 C9 C11 110.51(17) no O10 C9 C11 110.24(17) no O8 C9 C12 107.93(17) no O10 C9 C12 109.1(2) no C11 C9 C12 114.1(2) no C2 O10 C9 108.83(14) no C9 C11 H111 107.8 no C9 C11 H112 108.3 no H111 C11 H112 110.5 no C9 C11 H113 108.0 no H111 C11 H113 112.1 no H112 C11 H113 110.1 no C9 C12 H121 107.6 no C9 C12 H122 109.0 no H121 C12 H122 109.9 no C9 C12 H123 108.3 no H121 C12 H123 111.9 no H122 C12 H123 110.0 no C1 O13 C14 108.60(14) no O13 C14 O15 105.56(15) no O13 C14 C17 110.45(17) no O15 C14 C17 107.98(17) no O13 C14 C18 107.55(17) no O15 C14 C18 111.19(18) no C17 C14 C18 113.81(19) no C14 O15 C16 108.83(13) no C1 C16 O15 103.25(14) no C1 C16 H161 109.8 no O15 C16 H161 109.8 no C1 C16 H162 111.8 no O15 C16 H162 109.3 no H161 C16 H162 112.5 no C14 C17 H171 107.2 no C14 C17 H172 108.5 no H171 C17 H172 108.4 no C14 C17 H173 109.3 no H171 C17 H173 112.4 no H172 C17 H173 111.0 no C14 C18 H181 108.9 no C14 C18 H182 108.8 no H181 C18 H182 109.5 no C14 C18 H183 109.2 no H181 C18 H183 109.2 no H182 C18 H183 111.1 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.530(2) no C1 O5 1.419(2) no C1 O13 1.418(2) no C1 C16 1.514(2) no C2 C3 1.535(2) no C2 O10 1.427(2) no C2 H21 0.991 no C3 C4 1.514(2) no C3 O8 1.433(2) no C3 H31 0.989 no C4 O5 1.446(2) no C4 C6 1.521(2) no C4 H41 0.993 no C6 O7 1.413(2) no C6 H61 0.997 no C6 H62 0.992 no O7 H1 0.841 no O8 C9 1.428(2) no C9 O10 1.424(2) no C9 C11 1.516(3) no C9 C12 1.511(3) no C11 H111 0.980 no C11 H112 0.965 no C11 H113 0.973 no C12 H121 0.977 no C12 H122 0.966 no C12 H123 0.977 no O13 C14 1.448(2) no C14 O15 1.431(2) no C14 C17 1.506(3) no C14 C18 1.510(3) no O15 C16 1.423(2) no C16 H161 0.979 no C16 H162 1.005 no C17 H171 0.975 no C17 H172 0.986 no C17 H173 0.978 no C18 H181 0.958 no C18 H182 0.960 no C18 H183 0.973 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O7 H1 O8 4_566 0.84 2.19 2.962(2) 152 yes