#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/36/2203638.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_2203638 loop_ _publ_author_name 'Amador, Patricia' 'Flores, Henoc' 'Bern\`es, Sylvain' _publ_section_title ; D-Galactono-1,4-lactone: a case of wrong absolute configuration surviving three decades ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o904 _journal_page_last o906 _journal_paper_doi 10.1107/S1600536804009882 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C6 H10 O6' _chemical_formula_moiety 'C6 H10 O6' _chemical_formula_sum 'C6 H10 O6' _chemical_formula_weight 178.14 _chemical_melting_point 410.32 _chemical_name_common D-Galactono-1,4-lactone _chemical_name_systematic 'D-Galactonic 1,4-lactone' _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXTL-Plus _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.4818(6) _cell_length_b 10.6714(8) _cell_length_c 10.9799(11) _cell_measurement_reflns_used 78 _cell_measurement_temperature 296.0(10) _cell_measurement_theta_max 13.79 _cell_measurement_theta_min 4.85 _cell_volume 759.48(12) _computing_cell_refinement XSCANS" _computing_data_collection 'XSCANS (Siemens, 1996)' _computing_data_reduction XSCANS _computing_molecular_graphics 'SHELXTL-Plus and MERCURY (CCDC, 2004)' _computing_publication_material SHELXTL-Plus _computing_structure_refinement SHELXTL-Plus _computing_structure_solution 'SHELXTL-Plus (Sheldrick, 1998)' _diffrn_ambient_temperature 296.0(10) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 13164 _diffrn_reflns_theta_full 34.99 _diffrn_reflns_theta_max 34.99 _diffrn_reflns_theta_min 2.66 _diffrn_standards_decay_% 3.85 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_description irregular _exptl_crystal_F_000 376 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.44 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.253 _refine_diff_density_min -0.156 _refine_ls_extinction_coef 0.040(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXTL-Plus _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 150 _refine_ls_number_reflns 1925 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.041 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0266 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0489P)^2^+0.0364P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0744 _refine_ls_wR_factor_ref 0.0763 _reflns_number_gt 1826 _reflns_number_total 1925 _reflns_threshold_expression I>2\s(I) _cod_data_source_file na6315.cif _cod_data_source_block I _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 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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2203638 _cod_database_fobs_code 2203638 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -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_occupancy _atom_site_type_symbol C1 0.27602(14) 0.26430(8) 0.52894(8) 0.02697(15) Uani d 1 C O1 0.29712(15) 0.20628(8) 0.43583(7) 0.03785(18) Uani d 1 O C2 0.27228(14) 0.40649(8) 0.54496(7) 0.02506(14) Uani d 1 C H2A 0.132(3) 0.4328(15) 0.5344(14) 0.032(3) Uiso d 1 H O2 0.40508(13) 0.46966(7) 0.46469(6) 0.03151(15) Uani d 1 O H2 0.357(4) 0.4631(17) 0.3893(17) 0.054(5) Uiso d 1 H C3 0.33387(13) 0.41905(8) 0.67820(7) 0.02390(14) Uani d 1 C H3A 0.481(2) 0.4080(13) 0.6844(13) 0.025(3) Uiso d 1 H O3 0.26256(13) 0.52813(6) 0.73765(6) 0.03167(15) Uani d 1 O H3 0.342(3) 0.5914(15) 0.7190(14) 0.036(4) Uiso d 1 H C4 0.22801(14) 0.30374(7) 0.73193(8) 0.02469(14) Uani d 1 C H4A 0.086(2) 0.3214(14) 0.7409(14) 0.032(3) Uiso d 1 H O4 0.25384(13) 0.20820(6) 0.63823(6) 0.03028(14) Uani d 1 O C5 0.31170(14) 0.25503(8) 0.85223(8) 0.02512(15) Uani d 1 C H5A 0.291(3) 0.3218(12) 0.9088(14) 0.028(3) Uiso d 1 H O5 0.52572(12) 0.22701(7) 0.84374(7) 0.03124(15) Uani d 1 O H5 0.597(4) 0.285(2) 0.8777(19) 0.064(6) Uiso d 1 H C6 0.19322(18) 0.13917(10) 0.89266(10) 0.03350(19) Uani d 1 C H6A 0.239(3) 0.0688(14) 0.8425(14) 0.035(4) Uiso d 1 H H6B 0.043(3) 0.1557(16) 0.8824(17) 0.046(5) Uiso d 1 H O6 0.23177(17) 0.10913(8) 1.01678(8) 0.0421(2) Uani d 1 O H6 0.344(4) 0.065(2) 1.0261(19) 0.062(6) 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 0.0261(3) 0.0287(3) 0.0261(3) -0.0007(3) -0.0029(3) -0.0035(3) O1 0.0418(4) 0.0404(4) 0.0313(3) -0.0027(3) 0.0003(3) -0.0124(3) C2 0.0260(3) 0.0266(3) 0.0227(3) 0.0003(3) -0.0015(3) 0.0004(3) O2 0.0377(3) 0.0355(3) 0.0214(2) -0.0070(3) -0.0015(3) 0.0029(2) C3 0.0277(3) 0.0225(3) 0.0215(3) -0.0002(3) 0.0008(3) -0.0004(2) O3 0.0433(4) 0.0228(2) 0.0289(3) -0.0021(3) 0.0095(3) -0.0025(2) C4 0.0267(3) 0.0231(3) 0.0243(3) -0.0008(3) -0.0010(3) 0.0001(2) O4 0.0396(4) 0.0236(2) 0.0276(3) -0.0024(3) -0.0045(3) -0.0025(2) C5 0.0288(3) 0.0222(3) 0.0244(3) 0.0016(3) -0.0001(3) 0.0002(3) O5 0.0288(3) 0.0281(3) 0.0367(3) 0.0025(2) -0.0051(3) -0.0044(3) C6 0.0352(4) 0.0311(4) 0.0342(4) -0.0014(4) 0.0029(4) 0.0073(3) O6 0.0525(5) 0.0400(4) 0.0337(4) 0.0194(4) 0.0146(3) 0.0120(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 -2 0 -1 -2 0 -1 -1 -2 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 O1 C1 O4 122.67(8) yes O1 C1 C2 127.65(9) yes O4 C1 C2 109.68(7) yes O2 C2 C3 113.59(7) yes O2 C2 C1 113.25(7) yes C3 C2 C1 101.18(6) yes O2 C2 H2A 111.3(9) no C3 C2 H2A 109.8(9) no C1 C2 H2A 107.0(10) no C2 O2 H2 109.5(14) no O3 C3 C2 115.52(7) yes O3 C3 C4 109.79(7) yes C2 C3 C4 100.51(7) yes O3 C3 H3A 113.1(8) no C2 C3 H3A 108.5(8) no C4 C3 H3A 108.6(8) no C3 O3 H3 109.6(10) no O4 C4 C5 109.46(7) yes O4 C4 C3 103.84(7) yes C5 C4 C3 116.80(7) yes O4 C4 H4A 108.9(9) no C5 C4 H4A 109.0(9) no C3 C4 H4A 108.5(9) no C1 O4 C4 109.25(6) yes O5 C5 C4 111.30(8) yes O5 C5 C6 109.91(8) yes C4 C5 C6 110.57(8) yes O5 C5 H5A 109.7(10) no C4 C5 H5A 105.1(9) no C6 C5 H5A 110.2(9) no C5 O5 H5 110.4(16) no O6 C6 C5 111.97(9) yes O6 C6 H6A 108.3(9) no C5 C6 H6A 107.8(9) no O6 C6 H6B 108.7(11) no C5 C6 H6B 108.4(10) no H6A C6 H6B 111.6(14) no C6 O6 H6 112.4(13) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 1.2031(11) yes C1 O4 1.3487(11) yes C1 C2 1.5278(12) yes C2 O2 1.4043(11) yes C2 C3 1.5223(12) yes C2 H2A 0.957(16) no O2 H2 0.89(2) no C3 O3 1.4124(10) yes C3 C4 1.5274(12) yes C3 H3A 0.966(15) no O3 H3 0.872(17) no C4 O4 1.4581(10) yes C4 C5 1.5196(12) yes C4 H4A 0.946(16) no C5 O5 1.4221(12) yes C5 C6 1.5217(13) yes C5 H5A 0.955(14) no O5 H5 0.86(2) no C6 O6 1.4221(14) yes C6 H6A 0.978(15) no C6 H6B 0.99(2) no O6 H6 0.88(2) 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 O2 H2 O3 2_564 0.89(2) 1.84(2) 2.7195(10) 171.4(18) yes O3 H3 O5 3_656 0.872(17) 1.818(17) 2.6807(10) 169.3(16) yes O5 H5 O6 4_557 0.86(2) 1.84(2) 2.6809(11) 167(2) yes O6 H6 O2 3_646 0.88(2) 1.92(2) 2.7923(12) 176(2) yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag O1 C1 C2 O2 -34.82(14) no O4 C1 C2 O2 144.45(8) no O1 C1 C2 C3 -156.76(10) no O4 C1 C2 C3 22.52(9) no O2 C2 C3 O3 84.63(9) no C1 C2 C3 O3 -153.67(7) no O2 C2 C3 C4 -157.33(7) no C1 C2 C3 C4 -35.63(8) no O3 C3 C4 O4 160.09(7) no C2 C3 C4 O4 37.92(8) no O3 C3 C4 C5 -79.32(9) no C2 C3 C4 C5 158.50(7) no O1 C1 O4 C4 -178.98(9) no C2 C1 O4 C4 1.70(10) no C5 C4 O4 C1 -150.84(8) no C3 C4 O4 C1 -25.42(10) no O4 C4 C5 O5 60.97(9) no C3 C4 C5 O5 -56.59(9) no O4 C4 C5 C6 -61.48(10) no C3 C4 C5 C6 -179.05(8) no O5 C5 C6 O6 71.04(10) no C4 C5 C6 O6 -165.70(8) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 87703 2 PubChem 97165