#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/11/2011100.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_2011100 loop_ _publ_author_name 'Nakamura, Naotake' 'Uno, Kenjiro' 'Watanabe, Ryoji' 'Ikeya, Tatsuhiro' 'Ogawa, Yoshihiro' _publ_section_title ; 1,15-Pentadecanediol ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 903 _journal_page_last 904 _journal_paper_doi 10.1107/S0108270100006272 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C15 H32 O2 ' _chemical_formula_sum 'C15 H32 O2' _chemical_formula_weight 244.42 _chemical_name_common 1,15-pentadecanediol _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 7.177(2) _cell_length_b 42.670(2) _cell_length_c 5.090(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296.2 _cell_measurement_theta_max 38.9 _cell_measurement_theta_min 35.4 _cell_volume 1558.8(8) _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 296.2 _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 .029 _diffrn_reflns_av_sigmaI/netI .051 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -2 _diffrn_reflns_limit_k_max 52 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 2756 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_max 70.59 _diffrn_reflns_theta_min 3.11 _diffrn_standards_decay_% 8.80 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .508 _exptl_absorpt_correction_T_max .999 _exptl_absorpt_correction_T_min .917 _exptl_absorpt_correction_type '\y scans' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.041 _exptl_crystal_density_meas ? _exptl_crystal_description plate _exptl_crystal_F_000 552.00 _exptl_crystal_size_max .6 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .03 _refine_diff_density_max .14 _refine_diff_density_min -.32 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.387 _refine_ls_goodness_of_fit_ref 1.516 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 154 _refine_ls_number_reflns 1165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all .0787 _refine_ls_R_factor_gt .0487 _refine_ls_shift/esd_mean .0000 _refine_ls_shift/su_max .0004 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all .0658 _refine_ls_wR_factor_ref .0582 _reflns_number_gt 1165 _reflns_number_total 1734 _reflns_threshold_expression I>2\s(I) _cod_data_source_file de1141.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) + 0.00063|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) + 0.00063|Fo|^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1559.0(8) _cod_original_sg_symbol_H-M 'P 21 21 21 ' _cod_original_formula_sum 'C15 H32 O2 ' _cod_database_code 2011100 _cod_database_fobs_code 2011100 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 .0830(10) .0398(9) .0590(10) -.0062(10) -.0030(10) .0059(9) O2 .0890(10) .0340(8) .086(2) .0033(10) .025(2) -.0008(9) C1 .085(2) .0380(10) .066(2) -.0030(10) -.006(2) -.0090(10) C2 .081(2) .0440(10) .0450(10) .0040(10) .005(2) -.0040(10) C3 .057(2) .0370(10) .0500(10) .0020(10) .002(2) .0000(10) C4 .053(2) .0390(10) .0500(10) .0000(10) .003(2) .0040(10) C5 .051(2) .0360(10) .0530(10) .0020(10) .000(2) .0030(10) C6 .049(2) .0370(10) .053(2) .0010(10) .000(2) .0050(10) C7 .049(2) .0360(10) .0550(10) .0000(10) .003(2) .0010(10) C8 .0480(10) .0370(10) .0520(10) .0000(10) .0000(10) .0030(10) C9 .0490(10) .0380(10) .0530(10) .0020(10) .004(2) .0010(10) C10 .0480(10) .0360(10) .0520(10) -.0010(10) .006(2) .0020(10) C11 .049(2) .0380(10) .0540(10) .0000(10) .004(2) .0010(10) C12 .0490(10) .0350(10) .0560(10) .0010(10) .002(2) .0000(10) C13 .049(2) .0380(10) .053(2) .0010(10) .002(2) -.0020(10) C14 .054(2) .0370(10) .058(2) .0010(10) .000(2) -.0030(10) C15 .059(2) .0370(10) .064(2) .0020(10) .003(2) .0000(10) 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 -.0512(3) .22520(4) .1427(4) .0606(6) Uani d . . 1.00 O2 -.0664(3) -.22004(4) .5714(4) .0695(6) Uani d . . 1.00 C1 .0060(5) .22223(6) .4089(6) .0626(9) Uani d . . 1.00 C2 -.0504(5) .19158(6) .5280(6) .0568(8) Uani d . . 1.00 C3 .0357(4) .16284(5) .4024(5) .0476(7) Uani d . . 1.00 C4 -.0368(4) .13240(5) .5153(5) .0476(7) Uani d . . 1.00 C5 .0433(4) .10311(5) .3926(5) .0465(7) Uani d . . 1.00 C6 -.0365(4) .07296(5) .5044(5) .0466(7) Uani d . . 1.00 C7 .0420(4) .04327(5) .3837(6) .0468(7) Uani d . . 1.00 C8 -.0387(4) .01350(6) .4976(5) .0457(6) Uani d . . 1.00 C9 .0410(4) -.01640(5) .3817(5) .0463(6) Uani d . . 1.00 C10 -.0395(4) -.04607(5) .4997(5) .0454(7) Uani d . . 1.00 C11 .0407(4) -.07614(5) .3889(6) .0469(7) Uani d . . 1.00 C12 -.0410(4) -.10549(5) .5116(6) .0467(7) Uani d . . 1.00 C13 .0379(4) -.13611(5) .4082(5) .0464(7) Uani d . . 1.00 C14 -.0478(4) -.16465(5) .5374(6) .0495(7) Uani d . . 1.00 C15 .0265(4) -.19535(5) .4382(6) .0534(8) Uani d . . 1.00 H1a .1358 .2240 .4190 .0758 Uiso calc C1. ........... 1.00 H1b -.0501 .2389 .5111 .0758 Uiso calc C1. ........... 1.00 H1o -.1871 .2238 .1328 .0721 Uiso calc O1. ........... 1.00 H2a -.0228 .1915 .7101 .0657 Uiso calc C2. ........... 1.00 H2b -.1859 .1895 .5108 .0657 Uiso calc C2. ........... 1.00 H2o -.0223 -.2399 .5127 .0770 Uiso calc O2. ........... 1.00 H3a .0125 .1630 .2167 .0573 Uiso calc C3. ........... 1.00 H3b .1680 .1636 .4283 .0573 Uiso calc C3. ........... 1.00 H4a -.0112 .1319 .6987 .0568 Uiso calc C4. ........... 1.00 H4b -.1696 .1318 .4913 .0568 Uiso calc C4. ........... 1.00 H5a .0209 .1035 .2080 .0545 Uiso calc C5. ........... 1.00 H5b .1751 .1029 .4215 .0545 Uiso calc C5. ........... 1.00 H6a -.0152 .0725 .6881 .0561 Uiso calc C6. ........... 1.00 H6b -.1685 .0730 .4734 .0561 Uiso calc C6. ........... 1.00 H7a .0207 .0437 .2011 .0551 Uiso calc C7. ........... 1.00 H7b .1735 .0432 .4165 .0551 Uiso calc C7. ........... 1.00 H8a -.0196 .0134 .6811 .0545 Uiso calc C8. ........... 1.00 H8b -.1698 .0135 .4620 .0545 Uiso calc C8. ........... 1.00 H9a .0215 -.0166 .1992 .0547 Uiso calc C9. ........... 1.00 H9b .1724 -.0167 .4172 .0547 Uiso calc C9. ........... 1.00 H10a -.0228 -.0460 .6835 .0545 Uiso calc C10. . 1.00 H10b -.1714 -.0464 .4622 .0545 Uiso calc C10. . 1.00 H11a .0232 -.0770 .2045 .0566 Uiso calc C11. . 1.00 H11b .1732 -.0764 .4238 .0566 Uiso calc C11. . 1.00 H12a -.0236 -.1046 .6964 .0558 Uiso calc C12. . 1.00 H12b -.1734 -.1053 .4768 .0558 Uiso calc C12. . 1.00 H13a .0173 -.1374 .2223 .0565 Uiso calc C13. . 1.00 H13b .1694 -.1364 .4386 .0565 Uiso calc C13. . 1.00 H14a -.0284 -.1631 .7234 .0587 Uiso calc C14. . 1.00 H14b -.1804 -.1641 .5070 .0587 Uiso calc C14. . 1.00 H15a .1598 -.1967 .4739 .0646 Uiso calc C15. . 1.00 H15b .0109 -.1972 .2531 .0646 Uiso calc C15. . 1.00 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .018 .009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H .000 .000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O .049 .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 -3 1 1 -5 1 0 -10 1 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 O1 C1 C2 1_555 1_555 1_555 112.7(2) yes C1 C2 C3 1_555 1_555 1_555 115.2(3) yes C2 C3 C4 1_555 1_555 1_555 113.2(2) yes C3 C4 C5 1_555 1_555 1_555 115.0(2) yes C4 C5 C6 1_555 1_555 1_555 113.7(2) yes C5 C6 C7 1_555 1_555 1_555 114.6(2) yes C6 C7 C8 1_555 1_555 1_555 113.8(2) yes C7 C8 C9 1_555 1_555 1_555 114.4(2) yes C8 C9 C10 1_555 1_555 1_555 113.8(2) yes C9 C10 C11 1_555 1_555 1_555 114.5(2) yes C10 C11 C12 1_555 1_555 1_555 113.5(2) yes C11 C12 C13 1_555 1_555 1_555 115.0(2) yes C12 C13 C14 1_555 1_555 1_555 112.9(2) yes C13 C14 C15 1_555 1_555 1_555 114.3(2) yes O2 C15 C14 1_555 1_555 1_555 108.6(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_555 1_555 1.422(4) yes O2 C15 1_555 1_555 1.419(3) yes C1 C2 1_555 1_555 1.497(4) yes C2 C3 1_555 1_555 1.515(3) yes C3 C4 1_555 1_555 1.513(3) yes C4 C5 1_555 1_555 1.511(3) yes C5 C6 1_555 1_555 1.519(3) yes C6 C7 1_555 1_555 1.516(3) yes C7 C8 1_555 1_555 1.512(3) yes C8 C9 1_555 1_555 1.517(3) yes C9 C10 1_555 1_555 1.516(3) yes C10 C11 1_555 1_555 1.515(3) yes C11 C12 1_555 1_555 1.517(3) yes C12 C13 1_555 1_555 1.519(3) yes C13 C14 1_555 1_555 1.514(3) yes C14 C15 1_555 1_555 1.502(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 O2 H2o O1 4_545 .95 1.77 2.713(2) 171.6 O1 H1o O2 2_454 .98 1.80 2.777(3) 172.8 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C1 C2 C3 1_555 1_555 1_555 1_555 63.2(4) yes O2 C15 C14 C13 1_555 1_555 1_555 1_555 -179.2(2) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 518994