#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/18/2011898.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_2011898 loop_ _publ_author_name 'Doudin, Khaled I.' 'Songstad, Jon' 'T\"ornroos, Karl W.' _publ_section_title ; 3,3'-Selenobis(propionic acid) ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 439 _journal_page_last 440 _journal_paper_doi 10.1107/S0108270100021077 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C6 H10 O4 Se' _chemical_formula_sum 'C6 H10 O4 Se' _chemical_formula_weight 225.10 _chemical_melting_point 421.15 _chemical_name_systematic ; 3,3'-Selenobis(propionic acid) ; _space_group_IT_number 60 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_space_group_name_H-M 'P b c n' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.5981(3) _cell_length_b 5.1355(2) _cell_length_c 18.2159(7) _cell_measurement_reflns_used 8192 _cell_measurement_temperature 253(2) _cell_measurement_theta_max 33.18 _cell_measurement_theta_min 2.24 _cell_volume 804.33(5) _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXTL (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 253.0(10) _diffrn_measured_fraction_theta_full .965 _diffrn_measurement_device_type 'Bruker AXS SMART 2K CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'normal focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0227 _diffrn_reflns_av_sigmaI/netI .0122 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 13334 _diffrn_reflns_theta_full 33.18 _diffrn_reflns_theta_max 33.18 _diffrn_reflns_theta_min 2.24 _diffrn_standards_decay_% 0 _exptl_absorpt_coefficient_mu 4.633 _exptl_absorpt_correction_T_max .72432 _exptl_absorpt_correction_T_min .2960 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details '(SHELXTL; Sheldrick 1997)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.859 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'Flat prism' _exptl_crystal_F_000 448 _exptl_crystal_size_max .325 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .0688 _refine_diff_density_max .426 _refine_diff_density_min -.538 _refine_ls_extinction_coef .0075(9) _refine_ls_extinction_method 'SHELXTL (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 56 _refine_ls_number_reflns 1481 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.150 _refine_ls_R_factor_all .0335 _refine_ls_R_factor_gt .0232 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0307P)^2^+0.1506P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0612 _reflns_number_gt 1149 _reflns_number_total 1481 _reflns_threshold_expression I>2\s(I) _cod_data_source_file os1132.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'YES' changed to 'yes' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (7 times). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_chemical_melting_point' value '148\% C' was changed to '421.15' - it was converted from degrees Celsius(C) to Kelvins(K). Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '148\% C' was changed to '421.15' - it was converted from degrees Celsius(C) to Kelvins(K). '_geom_bond_publ_flag' value 'YES' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (7 times). '_geom_angle_publ_flag' value 'YES' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times). '_geom_torsion_publ_flag' value 'YES' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011898 _cod_database_fobs_code 2011898 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' loop_ _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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Se .0000 .18817(4) .2500 .02676(8) Uani d S 1 . . Se O1 -.07447(15) .8829(2) .07928(6) .0362(3) Uani d . 1 . . O O2 .13517(14) .7398(3) .01856(7) .0379(3) Uani d D 1 . . O H2 .114(3) .858(4) -.0087(12) .052(6) Uiso d D 1 . . H C1 -.06493(16) .4425(3) .17578(8) .0258(3) Uani d . 1 . . C H1A -.1455 .3671 .1452 .039 Uiso calc R 1 . . H H1B -.1079 .5948 .1999 .039 Uiso calc R 1 . . H C2 .07177(16) .5231(3) .12815(8) .0282(3) Uani d . 1 . . C H2A .1548 .5846 .1597 .042 Uiso calc R 1 . . H H2B .1099 .3708 .1023 .042 Uiso calc R 1 . . H C3 .03509(17) .7322(3) .07267(9) .0247(3) Uani d . 1 . . C 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 Se .03895(13) .02022(10) .02111(11) .000 .00105(8) .000 O1 .0414(6) .0361(6) .0310(6) .0112(5) .0049(5) .0081(5) O2 .0415(6) .0388(6) .0333(6) .0074(5) .0118(5) .0142(5) C1 .0266(6) .0274(7) .0234(6) .0015(6) -.0004(5) .0031(5) C2 .0265(6) .0308(7) .0273(7) .0005(6) -.0003(5) .0075(6) C3 .0269(6) .0254(6) .0218(6) -.0026(5) -.0011(5) .0002(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 _geom_angle_publ_flag C1 Se C1 3 96.48(8) yes C3 O2 H2 . 109.9(16) ? C2 C1 Se . 110.80(10) yes C2 C1 H1A . 109.5 ? Se C1 H1A . 109.5 ? C2 C1 H1B . 109.5 ? Se C1 H1B . 109.5 ? H1A C1 H1B . 108.1 ? C3 C2 C1 . 114.52(12) yes C3 C2 H2A . 108.6 ? C1 C2 H2A . 108.6 ? C3 C2 H2B . 108.6 ? C1 C2 H2B . 108.6 ? H2A C2 H2B . 107.6 ? O1 C3 O2 . 124.11(15) yes O1 C3 C2 . 123.02(14) yes O2 C3 C2 . 112.84(13) 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 Se C1 3 1.9610(14) yes Se C1 . 1.9610(14) yes C1 C2 . 1.518(2) yes C1 H1A . .9700 ? C1 H1B . .9700 ? C2 C3 . 1.508(2) yes C2 H2A . .9700 ? C2 H2B . .9700 ? O1 C3 . 1.225(2) yes O2 C3 . 1.3091(18) yes O2 H2 . .804(19) 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_site_symmetry_1 _geom_torsion _geom_torsion_publ_flag C1 Se C1 C2 3 87.04(10) yes Se C1 C2 C3 . -176.08(11) yes C1 C2 C3 O1 . 22.4(2) yes C1 C2 C3 O2 . -159.64(14) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 542143