#------------------------------------------------------------------------------ #$Date: 2014-03-15 10:38:07 +0200 (Sat, 15 Mar 2014) $ #$Revision: 106285 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/10/06/2100602.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_2100602 loop_ _publ_author_name 'L. Smrcok' 'M. Sl\'adkovicov\'a' 'V. Langer' 'C. C. Wilson' 'M. Ko\'os' _publ_section_title ; On hydrogen bonding in 1,6-anhydro-\b-D-glucopyranose (levoglucosan): X-ray and neutron diffraction and DFT study ; _journal_coeditor_code BS5034 _journal_date_accepted 2006-06-28 _journal_date_recd_electronic 2006-04-24 _journal_issue 2 _journal_name_full 'Acta Crystallographica, Section B' _journal_page_first 912 _journal_page_last 918 _journal_paper_category FA _journal_volume 62 _journal_year 2006 _chemical_formula_moiety 'C6 H10 O5' _chemical_formula_sum 'C6 H10 O5' _chemical_formula_weight 162.14 _chemical_name_common Levoglucosan _chemical_name_systematic ; 1,6-anhydro-beta-D-glucopyranose ; _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.65600(10) _cell_length_b 13.3140(2) _cell_length_c 7.46800(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 100.0(10) _cell_volume 661.799(17) _computing_cell_refinement 'SXD (Keen & Wilson, 1996)' _computing_data_collection 'SXD (Keen & Wilson, 1996)' _computing_data_reduction 'SXD (Keen & Wilson, 1996)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2000)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.80 _diffrn_measured_fraction_theta_max 31.680 _diffrn_measurement_device_type SXD _diffrn_measurement_method 'time-of-flight LAUE diffraction' _diffrn_radiation_monochromator none _diffrn_radiation_source 'ISIS spallation source' _diffrn_radiation_type neutron _diffrn_radiation_wavelength 0.5-5.0 _diffrn_reflns_av_R_equivalents 0.081 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 12381 _diffrn_reflns_theta_full 31.05 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 2.381 _exptl_absorpt_correction_T_max 0.67 _exptl_absorpt_correction_T_min 0.29 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; The linear absorption coefficient is wavelength dependent and it is calculated as: mu = 1.23 + 1.15 * lambda [cm^-1^ ] ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.627 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'irregular prism' _exptl_crystal_F_000 12.61 _exptl_crystal_size_max 3 _exptl_crystal_size_mid 2 _exptl_crystal_size_min 2 _refine_diff_density_max 0.220 _refine_diff_density_min -0.265 _refine_ls_extinction_coef 1.03 _refine_ls_extinction_method 'Becker-Coppens Lorentzian model' _refine_ls_goodness_of_fit_ref 1.208 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 2189 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.208 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0698 _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^)+(0.0431P)^2^+0.2449P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1810 _refine_ls_wR_factor_ref 0.1812 _reflns_number_gt 2186 _reflns_number_total 2189 _reflns_threshold_expression >2\s(I) _[local]_cod_data_source_file bs5034.cif 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_type_symbol _atom_type_description _atom_type_scat_source C C 'International Tables Vol C Table 4.4.4.1' H H 'International Tables Vol C Table 4.4.4.1' O O 'International Tables Vol C Table 4.4.4.1' loop_ _atom_site_type_symbol _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 O O1 0.0498(4) -0.01514(18) 0.2316(4) 0.0129(4) Uani d 1 O O2 0.4185(4) 0.19000(19) 0.2484(3) 0.0102(3) Uani d 1 H H2 0.4060(9) 0.1978(5) 0.3796(7) 0.0217(9) Uani d 1 O O3 -0.0240(4) 0.1482(2) -0.0244(3) 0.0118(4) Uani d 1 H H3 -0.0447(11) 0.1986(5) -0.1163(8) 0.0241(10) Uani d 1 O O4 -0.0041(4) 0.29150(18) 0.3934(3) 0.0103(3) Uani d 1 H H4 -0.0433(11) 0.3558(4) 0.3405(9) 0.0244(10) Uani d 1 O O5 0.1153(4) 0.09130(18) 0.4601(3) 0.0103(3) Uani d 1 C C1 0.2024(3) 0.04779(15) 0.3055(3) 0.0101(3) Uani d 1 H H1 0.3320(11) 0.0015(6) 0.3434(12) 0.0301(13) Uani d 1 C C2 0.2601(3) 0.13131(15) 0.1741(3) 0.0079(3) Uani d 1 H H2A 0.3191(9) 0.0970(5) 0.0522(7) 0.0212(9) Uani d 1 C C3 0.0753(3) 0.19574(14) 0.1224(3) 0.0074(2) Uani d 1 H H3A 0.1322(10) 0.2710(4) 0.0825(8) 0.0210(9) Uani d 1 C C4 -0.0707(3) 0.21115(14) 0.2812(3) 0.0077(2) Uani d 1 H H4A -0.2227(8) 0.2281(4) 0.2272(9) 0.0216(9) Uani d 1 C C5 -0.0841(4) 0.11753(14) 0.3986(3) 0.0097(3) Uani d 1 H H5 -0.1809(10) 0.1317(5) 0.5155(8) 0.0244(10) Uani d 1 C C6 -0.1429(3) 0.02344(17) 0.2928(3) 0.0121(3) Uani d 1 H H6A -0.2172(12) -0.0339(5) 0.3784(11) 0.0301(13) Uani d 1 H H6B -0.2390(11) 0.0409(6) 0.1784(11) 0.0289(12) Uani d 1 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 O1 0.0141(9) 0.0080(7) 0.0165(9) -0.0010(7) 0.0026(7) -0.0019(6) O2 0.0080(7) 0.0134(7) 0.0092(7) -0.0005(7) -0.0006(6) 0.0010(6) H2 0.022(2) 0.027(2) 0.0159(16) -0.0044(19) 0.0009(16) -0.0035(15) O3 0.0133(8) 0.0122(8) 0.0099(7) -0.0012(7) -0.0036(6) 0.0005(6) H3 0.032(3) 0.022(2) 0.0186(18) 0.002(2) -0.0048(18) 0.0049(16) O4 0.0132(8) 0.0079(6) 0.0099(7) 0.0003(7) 0.0001(6) -0.0004(6) H4 0.033(3) 0.0137(16) 0.026(2) 0.0023(18) -0.003(2) 0.0012(15) O5 0.0119(8) 0.0101(7) 0.0088(7) 0.0009(7) -0.0009(6) 0.0021(6) C1 0.0091(7) 0.0074(6) 0.0137(7) 0.0021(5) 0.0004(6) 0.0020(5) H1 0.025(3) 0.026(2) 0.040(3) 0.009(2) -0.002(2) 0.008(2) C2 0.0074(6) 0.0085(5) 0.0078(6) -0.0003(5) 0.0007(5) -0.0010(4) H2A 0.022(2) 0.024(2) 0.0171(18) 0.0032(19) 0.0053(15) -0.0024(16) C3 0.0072(6) 0.0070(5) 0.0080(5) 0.0010(5) 0.0003(5) 0.0008(4) H3A 0.022(2) 0.0157(16) 0.025(2) -0.0043(16) -0.0015(17) 0.0054(15) C4 0.0069(6) 0.0074(5) 0.0088(6) 0.0009(5) 0.0005(5) 0.0009(4) H4A 0.0134(16) 0.0228(19) 0.029(2) 0.0021(16) -0.0032(16) 0.0002(17) C5 0.0096(7) 0.0080(6) 0.0115(7) -0.0008(5) 0.0032(6) 0.0008(5) H5 0.027(2) 0.026(2) 0.021(2) -0.001(2) 0.0063(18) -0.0021(17) C6 0.0107(7) 0.0095(6) 0.0160(8) -0.0027(6) 0.0022(6) 0.0000(6) H6A 0.032(3) 0.022(2) 0.036(3) -0.010(2) 0.008(3) 0.006(2) H6B 0.023(2) 0.030(3) 0.034(3) -0.002(2) -0.006(2) -0.003(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C1 1.428(4) O1 C6 1.455(4) O2 C2 1.425(3) O2 H2 0.989(6) O3 C3 1.429(3) O3 H3 0.969(6) O4 C4 1.430(3) O4 H4 0.979(6) O5 C1 1.415(3) O5 C5 1.447(4) C1 C2 1.532(3) C1 H1 1.097(7) C2 C3 1.549(3) C2 H2A 1.092(6) C3 C4 1.547(3) C3 H3A 1.112(5) C4 C5 1.527(3) C4 H4A 1.112(6) C5 C6 1.532(3) C5 H5 1.101(6) C6 H6A 1.111(7) C6 H6B 1.093(8) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 O1 C6 107.4(2) C2 O2 H2 112.4(4) C3 O3 H3 107.6(4) C4 O4 H4 109.6(4) C1 O5 C5 102.5(2) O5 C1 O1 105.3(2) O5 C1 C2 109.14(17) O1 C1 C2 110.9(2) O5 C1 H1 110.0(5) O1 C1 H1 109.2(5) C2 C1 H1 112.1(5) O2 C2 C1 109.53(18) O2 C2 C3 112.39(18) C1 C2 C3 111.27(16) O2 C2 H2A 106.8(4) C1 C2 H2A 108.7(4) C3 C2 H2A 108.0(4) O3 C3 C4 110.88(19) O3 C3 C2 108.27(18) C4 C3 C2 112.41(15) O3 C3 H3A 110.6(4) C4 C3 H3A 107.4(4) C2 C3 H3A 107.2(4) O4 C4 C5 106.98(18) O4 C4 C3 110.72(18) C5 C4 C3 111.65(15) O4 C4 H4A 110.1(4) C5 C4 H4A 108.7(4) C3 C4 H4A 108.7(4) O5 C5 C4 109.00(18) O5 C5 C6 101.56(18) C4 C5 C6 112.70(18) O5 C5 H5 109.1(4) C4 C5 H5 110.5(4) C6 C5 H5 113.5(4) O1 C6 C5 103.0(2) O1 C6 H6A 109.3(5) C5 C6 H6A 112.2(5) O1 C6 H6B 110.2(5) C5 C6 H6B 112.3(4) H6A C6 H6B 109.6(6) 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 C5 O5 C1 O1 -42.8(2) C5 O5 C1 C2 76.3(2) C6 O1 C1 O5 24.1(3) C6 O1 C1 C2 -93.8(2) O5 C1 C2 O2 66.9(2) O1 C1 C2 O2 -177.5(2) O5 C1 C2 C3 -57.9(2) O1 C1 C2 C3 57.6(2) O2 C2 C3 O3 150.6(2) C1 C2 C3 O3 -86.1(2) O2 C2 C3 C4 -86.5(2) C1 C2 C3 C4 36.7(2) O3 C3 C4 O4 -156.15(19) C2 C3 C4 O4 82.5(2) O3 C3 C4 C5 84.8(2) C2 C3 C4 C5 -36.6(2) C1 O5 C5 C4 -75.7(2) C1 O5 C5 C6 43.5(2) O4 C4 C5 O5 -64.8(2) C3 C4 C5 O5 56.5(2) O4 C4 C5 C6 -176.8(2) C3 C4 C5 C6 -55.5(2) C1 O1 C6 C5 3.3(3) O5 C5 C6 O1 -28.5(2) C4 C5 C6 O1 88.0(2) 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 O5 . 0.989(6) 2.473(7) 2.880(4) 104.2(4) no O2 H2 O4 4_556 0.989(6) 1.803(6) 2.735(3) 155.8(6) no O3 H3 O2 4_455 0.969(6) 1.798(6) 2.754(4) 168.1(6) no O4 H4 O1 3 0.979(6) 1.801(6) 2.755(4) 164.1(7) no C4 H4A O2 1_455 1.112(6) 2.446(6) 3.421(3) 145.4(5) no C5 H5 O4 4_456 1.101(6) 2.477(7) 3.420(3) 142.8(5) no C6 H6A O3 2_455 1.111(7) 2.410(7) 3.464(4) 157.6(7) no C6 H6B O3 . 1.093(8) 2.526(9) 2.999(4) 104.9(5) no _cod_database_code 2100602 _journal_paper_doi 10.1107/S010876810602489X _diffrn_radiation_probe neutron