#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/90/2009043.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_2009043 loop_ _publ_author_name 'Naotake Nakamura' 'Taketoshi Sato' _publ_section_title ; 1,14-Tetradecanediol ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1687 _journal_page_last 1689 _journal_paper_doi 10.1107/S0108270199008112 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C14 H30 O2' _chemical_formula_sum 'C14 H30 O2' _chemical_formula_weight 230.39 _chemical_name_common tetradecane-1,14-diol _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method 'from TEXRAY.INF file' _cell_angle_alpha 90.0 _cell_angle_beta 93.820(10) _cell_angle_gamma 90.0 _cell_formula_units_Z 2 _cell_length_a 4.9760(10) _cell_length_b 5.1968(8) _cell_length_c 27.955(3) _cell_measurement_reflns_used 24 _cell_measurement_temperature 298.2 _cell_measurement_theta_max 32.5 _cell_measurement_theta_min 31.5 _cell_volume 721.3(2) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (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 AFC-5R' _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 0.029 _diffrn_reflns_av_sigmaI/netI 0.018 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_number 1529 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_max 70 _diffrn_reflns_theta_min 3.17 _diffrn_standards_decay_% 5.4 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_T_max 0.949 _exptl_absorpt_correction_T_min 0.819 _exptl_absorpt_correction_type '\y scans' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.061 _exptl_crystal_density_meas 1.07 _exptl_crystal_density_method 'flotation in aqueous KI' _exptl_crystal_description plate-like _exptl_crystal_F_000 260.00 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.13 _refine_diff_density_min -0.15 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.80 _refine_ls_goodness_of_fit_ref 1.77 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 73 _refine_ls_number_reflns 1030 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.056 _refine_ls_R_factor_gt 0.050 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.0001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00250|Fo|^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.109 _refine_ls_wR_factor_ref 0.097 _reflns_number_gt 1030 _reflns_number_total 1392 _reflns_observed_criterion I>2\s(I) _cod_data_source_file ob1010.cif _cod_data_source_block 1_14-tetradecanediol _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) + 0.00250|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) + 0.00250|Fo|^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 721.2(2) _cod_original_sg_symbol_H-M 'P 21/n' _cod_original_formula_sum 'C14 H30 O2 ' _cod_database_code 2009043 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+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 .0900(9) .0532(8) .0746(8) -.0017(5) -.0530(6) .0043(4) C1 .0613(8) .0481(9) .0500(7) -.0028(6) -.0244(5) .0043(6) C2 .0537(8) .0465(9) .0450(7) -.0008(6) -.0174(5) .0014(5) C3 .0498(8) .0443(9) .0467(7) -.0022(5) -.0167(5) .0029(5) C4 .0490(8) .0425(8) .0478(8) -.0020(5) -.0169(6) .0015(5) C5 .0496(8) .0414(9) .0465(8) -.0016(5) -.0166(6) .0035(5) C6 .0489(8) .0415(9) .0465(8) -.0018(5) -.0158(6) .0031(5) C7 .0491(8) .0421(9) .0469(8) -.0020(5) -.0161(6) .0025(5) 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 -.1596(2) .7719(2) .76315(4) .0752(4) Uani d . . 1.00 C1 .0334(3) .8122(3) .80205(5) .0544(4) Uani d . . 1.00 C2 .1348(2) .5571(3) .82091(4) .0494(4) Uani d . . 1.00 C3 .3386(2) .5842(2) .86368(4) .0478(4) Uani d . . 1.00 C4 .4440(2) .3283(2) .88332(4) .0473(4) Uani d . . 1.00 C5 .6427(2) .3555(2) .92676(4) .0467(4) Uani d . . 1.00 C6 .7480(2) .1002(2) .94662(4) .0465(4) Uani d . . 1.00 C7 .9468(2) .1276(2) .99007(4) .0469(4) Uani d . . 1.00 H01 -.2226 .9343 .7513 .0860 Uiso calc O1. .. 1.00 H1a .1779 .9126 .7920 .0620 Uiso calc C1. .. 1.00 H1b -.0523 .9029 .8267 .0620 Uiso calc C1. .. 1.00 H2a .2187 .4704 .7960 .0577 Uiso calc C2. .. 1.00 H2b -.0140 .4588 .8303 .0577 Uiso calc C2. .. 1.00 H3a .4850 .6822 .8544 .0555 Uiso calc C3. .. 1.00 H3b .2523 .6706 .8886 .0555 Uiso calc C3. .. 1.00 H4a .5290 .2425 .8586 .0560 Uiso calc C4. .. 1.00 H4b .2943 .2293 .8923 .0560 Uiso calc C4. .. 1.00 H5a .7928 .4534 .9176 .0543 Uiso calc C5. .. 1.00 H5b .5578 .4429 .9513 .0543 Uiso calc C5. .. 1.00 H6a .8350 .0118 .9222 .0545 Uiso calc C6. .. 1.00 H6b .5997 .0010 .9558 .0545 Uiso calc C6. .. 1.00 H7a 1.0982 .2253 .9812 .0537 Uiso calc C7. .. 1.00 H7b .8629 .2133 1.0149 .0537 Uiso calc C7. .. 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 1 2 4 1 -1 -9 1 -1 -8 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 O1 H01 1_555 1_555 1_555 109.10(9) n O1 C1 C2 1_555 1_555 1_555 109.50(10) yes O1 C1 H1a 1_555 1_555 1_555 110.00(10) n O1 C1 H1b 1_555 1_555 1_555 108.30(10) n C2 C1 H1a 1_555 1_555 1_555 110.30(10) n C2 C1 H1b 1_555 1_555 1_555 109.70(10) n H1a C1 H1b 1_555 1_555 1_555 109.10(10) n C1 C2 C3 1_555 1_555 1_555 112.60(10) yes C1 C2 H2a 1_555 1_555 1_555 108.40(10) n C1 C2 H2b 1_555 1_555 1_555 108.70(10) n C3 C2 H2a 1_555 1_555 1_555 108.50(10) n C3 C2 H2b 1_555 1_555 1_555 108.93(10) n H2a C2 H2b 1_555 1_555 1_555 109.60(10) n C2 C3 C4 1_555 1_555 1_555 113.50(10) yes C2 C3 H3a 1_555 1_555 1_555 108.70(10) n C2 C3 H3b 1_555 1_555 1_555 107.95(10) n C4 C3 H3a 1_555 1_555 1_555 108.60(10) n C4 C3 H3b 1_555 1_555 1_555 108.00(10) n H3a C3 H3b 1_555 1_555 1_555 109.90(10) n C3 C4 C5 1_555 1_555 1_555 113.40(10) yes C3 C4 H4a 1_555 1_555 1_555 108.00(10) n C3 C4 H4b 1_555 1_555 1_555 108.20(10) n C5 C4 H4a 1_555 1_555 1_555 109.20(10) n C5 C4 H4b 1_555 1_555 1_555 108.50(10) n H4a C4 H4b 1_555 1_555 1_555 109.60(10) n C4 C5 C6 1_555 1_555 1_555 113.60(10) yes C4 C5 H5a 1_555 1_555 1_555 108.30(10) n C4 C5 H5b 1_555 1_555 1_555 109.10(10) n C6 C5 H5a 1_555 1_555 1_555 107.90(10) n C6 C5 H5b 1_555 1_555 1_555 108.30(10) n H5a C5 H5b 1_555 1_555 1_555 109.60(10) n C5 C6 C7 1_555 1_555 1_555 113.60(10) yes C5 C6 H6a 1_555 1_555 1_555 108.80(10) n C5 C6 H6b 1_555 1_555 1_555 108.50(10) n C7 C6 H6a 1_555 1_555 1_555 108.40(10) n C7 C6 H6b 1_555 1_555 1_555 108.00(10) n H6a C6 H6b 1_555 1_555 1_555 109.40(10) n C6 C7 C7 1_555 1_555 3_757 113.70(10) yes C6 C7 H7a 1_555 1_555 1_555 109.00(10) n C6 C7 H7b 1_555 1_555 1_555 109.60(10) n C7 C7 H7a 3_757 1_555 1_555 107.30(10) n C7 C7 H7b 3_757 1_555 1_555 107.70(10) n H7a C7 H7b 1_555 1_555 1_555 109.50(10) n 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_555 1_555 1.4170(10) yes O1 H01 1_555 1_555 .952 n C1 C2 1_555 1_555 1.502(2) yes C1 H1a 1_555 1_555 .947 n C1 H1b 1_555 1_555 .958 n C2 C3 1_555 1_555 1.5220(10) yes C2 H2a 1_555 1_555 .948 n C2 H2b 1_555 1_555 .950 n C3 C4 1_555 1_555 1.519(2) yes C3 H3a 1_555 1_555 .940 n C3 H3b 1_555 1_555 .955 n C4 C5 1_555 1_555 1.5200(10) yes C4 H4a 1_555 1_555 .946 n C4 H4b 1_555 1_555 .953 n C5 C6 1_555 1_555 1.518(2) yes C5 H5a 1_555 1_555 .953 n C5 H5b 1_555 1_555 .945 n C6 C7 1_555 1_555 1.5210(10) yes C6 H6a 1_555 1_555 .951 n C6 H6b 1_555 1_555 .950 n C7 C7 1_555 3_757 1.519(2) yes C7 H7a 1_555 1_555 .955 n C7 H7b 1_555 1_555 .945 n loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O1 2.8310(10) 1_555 2_456 yes O1 O1 2.8310(10) 1_555 2_446 yes O1 C1 3.469(2) 1_555 2_446 yes O1 C2 3.545(2) 1_555 2_456 yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 88261