#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005061.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_2005061 loop_ _publ_author_name 'Thompson, H. W.' 'Cot\'e, M. L.' 'Lalancette, R. A.' _publ_section_title ; (+-)-2-Oxocyclododecaneacetic Acid: Structure and Hydrogen-Bonding Pattern of a Large-Ring \g-Keto Acid ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1520 _journal_page_last 1523 _journal_paper_doi 10.1107/S0108270195010249 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C14 H24 O3' _chemical_formula_weight 240.3 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_type_scat_source IntTabIV _cell_angle_alpha 83.98(1) _cell_angle_beta 82.55(2) _cell_angle_gamma 76.76(2) _cell_formula_units_Z 2 _cell_length_a 5.536(2) _cell_length_b 7.901(2) _cell_length_c 16.540(3) _cell_measurement_reflns_used 16 _cell_measurement_temperature 297 _cell_measurement_theta_max 9.36 _cell_measurement_theta_min 5.25 _cell_volume 696.2(3) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\q/2\q scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 2044 _diffrn_reflns_theta_max 22.5 _diffrn_standards_decay_% 6.51 _diffrn_standards_interval_count 47 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_T_max 0.9924 _exptl_absorpt_correction_T_min 0.9841 _exptl_absorpt_correction_type analytical _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.147 _exptl_crystal_density_meas 1.14(1) _exptl_crystal_description parallelpiped _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.19 _refine_diff_density_min -0.20 _refine_ls_extinction_coef '\c = 0.012(2)' _refine_ls_extinction_method 'F^*^ = F(1+0.002\cF^2^/sin(2\q))^-1/4^' _refine_ls_goodness_of_fit_obs 1.19 _refine_ls_hydrogen_treatment 'H atoms: see text' _refine_ls_number_parameters 157 _refine_ls_number_reflns 932 _refine_ls_R_factor_obs 0.0504 _refine_ls_shift/esd_max 0.007 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.0006F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0582 _reflns_number_observed 932 _reflns_number_total 1815 _reflns_observed_criterion F>4\s(F) _cod_data_source_file sz1045.cif _cod_data_source_block sz1045a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' 1/[\s^2^(F)+0.0006F^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^(F)+0.0006F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 696.1(3) _cod_database_code 2005061 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv O(1) .4161(6) .8385(4) -.2266(2) .068(2) O(2) .2719(6) .9988(5) -.0589(2) .073(2) O(3) .1490(6) .7753(4) .0144(2) .072(2) C(1) .7170(8) .7798(6) -.1306(3) .050(2) C(2) .6065(9) .8661(6) -.2070(3) .050(2) C(3) .7431(9) .9921(6) -.2591(3) .059(2) C(4) .6982(9) 1.0148(7) -.3489(3) .069(2) C(5) .8106(9) .8538(6) -.3942(3) .065(2) C(6) 1.0964(9) .8091(6) -.4068(3) .066(2) C(7) 1.2136(10) .6326(7) -.4401(3) .076(3) C(8) 1.1657(10) .4769(7) -.3833(3) .074(2) C(9) 1.2872(8) .4535(6) -.3038(3) .062(2) C(10) 1.1454(9) .3688(6) -.2304(3) .069(2) C(11) .9013(9) .4876(6) -.1981(3) .059(2) C(12) .9451(8) .6330(6) -.1521(3) .056(2) C(13) .5286(8) .7113(6) -.0687(3) .059(2) C(14) .3047(9) .8423(8) -.0380(3) .055(2) H(3C) -.0039 .8673 .0282 .080 H(1A) .7739 .8660 -.1058 .080 H(3A) .6899 1.1039 -.2370 .061(1) H(3B) .9189 .9499 -.2560 .061(1) H(4A) .7706 1.1087 -.3749 .061(1) H(4B) .5215 1.0437 -.3521 .061(1) H(5A) .7558 .7568 -.3636 .061(1) H(5B) .7501 .8712 -.4470 .061(1) H(6A) 1.1566 .8104 -.3551 .061(1) H(6B) 1.1500 .8974 -.4446 .061(1) H(7A) 1.3907 .6230 -.4505 .061(1) H(7B) 1.1471 .6287 -.4905 .061(1) H(8A) .9887 .4906 -.3697 .061(1) H(8B) 1.2303 .3736 -.4119 .061(1) H(9A) 1.4520 .3818 -.3129 .061(1) H(9B) 1.2983 .5665 -.2903 .061(1) H(10A) 1.2514 .3378 -.1872 .061(1) H(10B) 1.1081 .2654 -.2468 .061(1) H(11A) .8102 .5393 -.2434 .061(1) H(11B) .8048 .4189 -.1619 .061(1) H(12A) 1.0077 .5808 -.1018 .061(7) H(12B) 1.0690 .6852 -.1850 .061(7) H(13B) .6133 .6572 -.0224 .061(7) H(13A) .4713 .6253 -.0935 .061(7) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C(2) C(1) C(12) . 110.3(4) yes C(12) C(1) C(13) . 110.7(4) yes O(1) C(2) C(3) . 120.7(4) yes C(2) C(3) C(4) . 114.5(5) yes C(4) C(5) C(6) . 114.6(5) yes C(6) C(7) C(8) . 114.5(4) yes C(8) C(9) C(10) . 114.6(4) yes C(10) C(11) C(12) . 112.2(4) yes C(1) C(13) C(14) . 116.5(4) yes O(2) C(14) C(13) . 123.3(4) yes C(14) O(3) H(3C) . 109.5(3) yes O(2) H(3C) O(3) 2_575 172.8(2) yes C(2) C(1) C(13) . 112.6(4) yes O(1) C(2) C(1) . 122.3(4) yes C(1) C(2) C(3) . 117.0(5) yes C(3) C(4) C(5) . 113.5(4) yes C(5) C(6) C(7) . 115.3(5) yes C(7) C(8) C(9) . 114.3(5) yes C(9) C(10) C(11) . 113.5(4) yes C(1) C(2) C(11) . 116.7(4) yes O(2) C(14) O(3) . 123.1(4) yes O(3) C(14) C(13) . 113.6(5) yes C(14) O(2) H(3C) 2_575 119.9(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O(1) C(2) . 1.213(7) yes O(3) C(14) . 1.301(6) yes C(1) C(12) . 1.538(6) yes C(2) C(3) . 1.517(7) yes C(4) C(5) . 1.511(7) yes C(6) C(7) . 1.524(7) yes C(8) C(9) . 1.529(8) yes C(10) C(11) . 1.526(6) yes C(13) C(14) . 1.492(6) yes O(2) C(14) . 1.227(7) yes C(1) C(2) . 1.505(7) yes C(1) C(13) . 1.514(6) yes C(3) C(4) . 1.522(7) yes C(5) C(6) . 1.532(7) yes C(7) C(8) . 1.520(7) yes C(9) C(10) . 1.537(7) yes C(11) C(12) . 1.522(7) yes O(2) O(3) 2_575 2.662(4) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139054992