#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/84/2008490.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_2008490 loop_ _publ_author_name 'Naotake Nakamura' 'Shigetaka Setodoi' 'Tatsuhiro Ikeya' _publ_contact_author ; Professor Dr. Naotake Nakamura Department of Chemistry, Faculty of Science and Engineering, Ritsumeikan University 1-1-1, Nojihigashi, Kusatsu, Shiga 525-8577, Japan ; _publ_section_title ; 1,11-Undecanediol ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 789 _journal_page_last 791 _journal_paper_doi 10.1107/S0108270198018253 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C11 H24 O2' _chemical_formula_sum 'C11 H24 O2' _chemical_formula_weight 188.31 _chemical_name_common 1,11-undecanediol _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' _audit_creation_method 'from TEXRAY.INF file' _cell_angle_alpha 90.0 _cell_angle_beta 90.0 _cell_angle_gamma 90.0 _cell_formula_units_Z 4 _cell_length_a 7.145(4) _cell_length_b 32.419(9) _cell_length_c 5.142(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298.2 _cell_measurement_theta_max 13.2 _cell_measurement_theta_min 5.1 _cell_volume 1191.1(9) _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_collection 'MSC/AFC Diffractometer Control (Molecular Structure Corporation, 1992)' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SAPI91 (Fan, 1991)' _diffrn_ambient_temperature 298.2 _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.036 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -3 _diffrn_reflns_number 3541 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_max 70 _diffrn_reflns_theta_min 2.73 _diffrn_standards_decay_% 3.77 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.543 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_correction_T_min 0.661 _exptl_absorpt_correction_type '\y scans (North et al., 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.050 _exptl_crystal_density_meas 1.049 _exptl_crystal_density_method 'flotation method in KI(aq)' _exptl_crystal_description plate-like _exptl_crystal_F_000 424.00 _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.15 _refine_diff_density_min -0.25 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.334 _refine_ls_goodness_of_fit_obs 1.380 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 118 _refine_ls_number_reflns 1341 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_obs .0499 _refine_ls_shift/esd_max 0.0004 _refine_ls_shift/esd_mean 0.0000 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00141|Fo|^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0771 _refine_ls_wR_factor_obs .0700 _reflns_number_observed 1341 _reflns_number_total 1736 _reflns_observed_criterion >2.0sigma(I) _cod_data_source_file ob1004.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) + 0.00141|Fo|^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo) + 0.00141|Fo|^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21 21 21 ' _cod_original_formula_sum 'C11 H24 O2 ' _cod_database_code 2008490 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z 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 .0960(10) .0498(7) .0707(9) .0059(7) -.0025(9) -.0020(7) O2 .1020(10) .0455(7) .1000(10) -.0020(7) .0270(10) -.0020(8) C1 .099(2) .0485(10) .077(2) .0070(10) -.0080(10) .0121(10) C2 .091(2) .0540(10) .0550(10) -.0030(10) .0040(10) .0054(9) C3 .0630(10) .0487(9) .0580(10) -.0008(8) .0010(10) .0000(8) C4 .0580(10) .0513(10) .0580(10) -.0005(8) .0020(10) -.0025(8) C5 .0550(10) .0500(9) .0590(10) -.0003(8) .0030(10) -.0022(8) C6 .0560(10) .0493(9) .0600(10) .0013(9) .0027(9) -.0036(8) C7 .0510(10) .0512(9) .0600(10) .0001(8) .0030(9) -.0034(8) C8 .0540(10) .0473(9) .0610(10) .0008(8) .0020(10) -.0008(8) C9 .0550(10) .0521(9) .0610(10) -.0029(8) .0040(10) -.0009(8) C10 .0580(10) .0492(9) .0650(10) .0009(8) .0070(10) .0012(9) C11 .0660(10) .0506(10) .0740(10) -.0033(9) .0060(10) -.0002(9) 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_calc_attached_atom _atom_site_refinement_flags _atom_site_occupancy O1 .9570(3) .28319(4) -.3542(3) .0722(5) Uani d . . 1.00 O2 .9269(3) .71145(4) .0714(4) .0824(6) Uani d . . 1.00 C1 1.0141(4) .28662(6) -.0912(5) .0749(7) Uani d . . 1.00 C2 .9551(4) .32667(6) .0308(5) .0665(6) Uani d . . 1.00 C3 1.0410(3) .36478(6) -.0919(4) .0567(5) Uani d . . 1.00 C4 .9654(3) .40456(6) .0232(4) .0556(5) Uani d . . 1.00 C5 1.0442(3) .44337(6) -.0957(4) .0546(5) Uani d . . 1.00 C6 .9635(3) .48272(6) .0190(4) .0548(5) Uani d . . 1.00 C7 1.0414(3) .52213(6) -.0949(4) .0541(5) Uani d . . 1.00 C8 .9587(3) .56071(6) .0233(4) .0540(5) Uani d . . 1.00 C9 1.0358(3) .60088(6) -.0830(4) .0559(5) Uani d . . 1.00 C10 .9481(3) .63841(6) .0415(5) .0575(6) Uani d . . 1.00 C11 1.0216(3) .67880(6) -.0577(5) .0635(6) Uani d . . 1.00 H1a 1.1435 .2840 -.0766 .0865 Uiso calc C1. .. 1.00 H1b .9548 .2647 .0091 .0865 Uiso calc C1. .. 1.00 H1o .8220 .2853 -.3674 .0845 Uiso calc O1. .. 1.00 H2a .9868 .3267 .2101 .0805 Uiso calc C2. .. 1.00 H2b .8212 .3294 .0159 .0805 Uiso calc C2. .. 1.00 H2o .9740 .7373 .0087 .0917 Uiso calc O2. .. 1.00 H3a 1.1724 .3639 -.0658 .0657 Uiso calc C3. .. 1.00 H3b 1.0150 .3645 -.2734 .0657 Uiso calc C3. .. 1.00 H4a .9944 .4051 .2031 .0644 Uiso calc C4. .. 1.00 H4b .8339 .4051 .0000 .0644 Uiso calc C4. .. 1.00 H5a 1.1758 .4434 -.0710 .0643 Uiso calc C5. .. 1.00 H5b 1.0175 .4430 -.2773 .0643 Uiso calc C5. .. 1.00 H6a .9901 .4830 .2000 .0640 Uiso calc C6. .. 1.00 H6b .8328 .4828 -.0078 .0640 Uiso calc C6. .. 1.00 H7a 1.1729 .5226 -.0687 .0642 Uiso calc C7. .. 1.00 H7b 1.0156 .5224 -.2766 .0642 Uiso calc C7. .. 1.00 H8a .9826 .5605 .2054 .0632 Uiso calc C8. .. 1.00 H8b .8274 .5607 -.0055 .0632 Uiso calc C8. .. 1.00 H9a 1.1668 .6016 -.0548 .0654 Uiso calc C9. .. 1.00 H9b 1.0113 .6019 -.2653 .0654 Uiso calc C9. .. 1.00 H10a .9715 .6372 .2250 .0667 Uiso calc C10. .. 1.00 H10b .8169 .6377 .0132 .0667 Uiso calc C10. .. 1.00 H11a 1.1528 .6807 -.0238 .0753 Uiso calc C11. .. 1.00 H11b 1.0010 .6807 -.2395 .0753 Uiso calc C11. .. 1.00 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 0 2 -1 -3 1 -1 3 1 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 C2 112.7(2) yes C1 C2 C3 114.6(2) yes C2 C3 C4 112.7(2) yes C3 C4 C5 114.7(2) yes C4 C5 C6 113.7(2) yes C5 C6 C7 114.8(2) yes C6 C7 C8 113.6(2) yes C7 C8 C9 115.1(2) yes C8 C9 C10 112.8(2) yes C9 C10 C11 114.4(2) yes O2 C11 C10 109.0(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . . 1.417(3) yes O2 C11 . . 1.421(3) yes C1 C2 . . 1.502(3) yes C2 C3 . . 1.517(3) yes C3 C4 . . 1.518(3) yes C4 C5 . . 1.508(3) yes C5 C6 . . 1.519(3) yes C6 C7 . . 1.512(3) yes C7 C8 . . 1.511(3) yes C8 C9 . . 1.516(3) yes C9 C10 . . 1.511(3) yes C10 C11 . . 1.500(3) yes 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 H2O O1 4_754 0.96 1.76 2.710(2) 172.0 yes O1 H1O O2 2_664 0.97 1.81 2.775(3) 173.9 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 C3 -63.3(3) yes O2 C11 C10 C9 179.3(2) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 63020 2 PubChem 69822