#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/30/2013001.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_2013001 loop_ _publ_author_name 'Kunnari, Sari M.' 'Oilunkaniemi, Raija' 'Laitinen, Risto S.' 'Ahlgren, Markku' _publ_section_title ; 1,3,5,7-Tetraselena-2,4,6,8(2,5)-tetrathiophenaoctaphane ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o610 _journal_page_last o611 _journal_paper_doi 10.1107/S0108270102015408 _journal_volume 58 _journal_year 2002 _chemical_formula_moiety 'C16 H8 S4 Se4' _chemical_formula_sum 'C16 H8 S4 Se4' _chemical_formula_weight 644.34 _chemical_name_common 1,3,5,7-tetraselenathiocalix[4]arene _chemical_name_systematic ; 1,3,5,7-Tetraselena-2,4,6,8(2,5)-tetrathiophenaoctaphane ; _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_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 97.96(3) _cell_angle_beta 92.49(3) _cell_angle_gamma 92.68(3) _cell_formula_units_Z 1 _cell_length_a 6.3186(13) _cell_length_b 8.0176(16) _cell_length_c 9.7493(19) _cell_measurement_reflns_used 1636 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.99 _cell_measurement_theta_min 3.09 _cell_volume 487.98(17) _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_collection 'KappaCCD Server Software (Bruker-Nonius, 2002)' _computing_data_reduction DENZO-SMN _computing_molecular_graphics 'DIAMOND (Brandenburg & Berndt, 1999)' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.046 _diffrn_reflns_av_sigmaI/netI 0.039 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 6496 _diffrn_reflns_theta_full 25.99 _diffrn_reflns_theta_max 25.99 _diffrn_reflns_theta_min 3.09 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 7.942 _exptl_absorpt_correction_T_max 0.304 _exptl_absorpt_correction_T_min 0.238 _exptl_absorpt_correction_type \y _exptl_absorpt_process_details '(XPREP in SHELXTL; Bruker 2001)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.192 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 304 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.66 _refine_diff_density_min -0.48 _refine_ls_extinction_coef 0.0063(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 110 _refine_ls_number_reflns 1908 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.156 _refine_ls_R_factor_all 0.041 _refine_ls_R_factor_gt 0.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0291P)^2^+0.7694P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.087 _refine_ls_wR_factor_ref 0.091 _reflns_number_gt 1636 _reflns_number_total 1908 _reflns_threshold_expression I>2\s(I) _cod_data_source_file sk1580.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 ; _cod_original_cell_volume 487.99(17) _cod_database_code 2013001 _cod_database_fobs_code 2013001 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 _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 Se1 0.76538(9) 0.67066(6) 0.64754(5) 0.0509(2) Uani d . 1 . . Se Se2 0.22756(8) 0.03773(6) 0.73549(5) 0.04943(19) Uani d . 1 . . Se S1 0.4135(2) 0.40825(15) 0.71767(14) 0.0509(3) Uani d . 1 . . S S2 0.33863(19) 0.16367(16) 1.05346(12) 0.0483(3) Uani d . 1 . . S C1 0.6556(7) 0.4459(5) 0.6514(4) 0.0410(10) Uani d . 1 . . C C2 0.7465(7) 0.3015(6) 0.6052(5) 0.0445(10) Uani d . 1 . . C H2 0.8752 0.2971 0.5623 0.053 Uiso calc R 1 . . H C3 0.6237(8) 0.1569(6) 0.6295(5) 0.0447(10) Uani d . 1 . . C H3 0.6650 0.0473 0.6055 0.054 Uiso calc R 1 . . H C4 0.4405(7) 0.1940(5) 0.6909(4) 0.0402(9) Uani d . 1 . . C C5 0.1658(7) 0.1535(5) 0.9115(4) 0.0409(10) Uani d . 1 . . C C6 -0.0188(8) 0.2263(6) 0.9460(5) 0.0523(12) Uani d . 1 . . C H6 -0.1317 0.2325 0.8829 0.063 Uiso calc R 1 . . H C7 -0.0197(8) 0.2913(6) 1.0885(5) 0.0525(12) Uani d . 1 . . C H7 -0.1338 0.3444 1.1291 0.063 Uiso calc R 1 . . H C8 0.1620(7) 0.2681(5) 1.1592(4) 0.0410(10) 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 Se1 0.0779(4) 0.0403(3) 0.0334(3) -0.0081(2) 0.0073(2) 0.00381(19) Se2 0.0609(3) 0.0463(3) 0.0368(3) -0.0130(2) 0.0055(2) -0.0049(2) S1 0.0559(7) 0.0392(6) 0.0563(7) 0.0024(5) 0.0172(6) -0.0028(5) S2 0.0487(7) 0.0544(7) 0.0387(6) 0.0060(5) 0.0010(5) -0.0047(5) C1 0.050(2) 0.041(2) 0.031(2) -0.0024(19) 0.0056(18) 0.0001(17) C2 0.048(2) 0.048(2) 0.037(2) 0.002(2) 0.0086(19) 0.0032(19) C3 0.054(3) 0.035(2) 0.043(2) 0.0043(19) 0.000(2) -0.0023(18) C4 0.050(2) 0.038(2) 0.032(2) -0.0022(18) 0.0001(18) 0.0022(17) C5 0.050(2) 0.039(2) 0.032(2) -0.0053(19) 0.0022(18) 0.0006(17) C6 0.055(3) 0.057(3) 0.044(3) 0.004(2) -0.003(2) 0.005(2) C7 0.054(3) 0.054(3) 0.050(3) 0.008(2) 0.010(2) 0.002(2) C8 0.051(3) 0.035(2) 0.035(2) -0.0004(18) 0.0059(18) -0.0006(17) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 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_3 _geom_angle _geom_angle_publ_flag C1 Se1 C8 2_667 98.75(18) yes C5 Se2 C4 . 97.86(18) yes C1 S1 C4 . 91.7(2) no C5 S2 C8 . 91.6(2) no C2 C1 S1 . 111.7(3) no C2 C1 Se1 . 127.5(4) yes S1 C1 Se1 . 120.8(2) yes C1 C2 C3 . 112.3(4) no C1 C2 H2 . 123.9 no C3 C2 H2 . 123.9 no C4 C3 C2 . 113.4(4) no C4 C3 H3 . 123.3 no C2 C3 H3 . 123.3 no C3 C4 S1 . 110.8(3) no C3 C4 Se2 . 126.8(3) yes S1 C4 Se2 . 122.4(3) yes C6 C5 S2 . 111.2(3) no C6 C5 Se2 . 126.7(3) yes S2 C5 Se2 . 121.9(3) yes C5 C6 C7 . 112.6(4) no C5 C6 H6 . 123.7 no C7 C6 H6 . 123.7 no C8 C7 C6 . 112.9(4) no C8 C7 H7 . 123.5 no C6 C7 H7 . 123.5 no C7 C8 S2 . 111.6(3) no C7 C8 Se1 2_667 128.6(3) yes S2 C8 Se1 2_667 119.8(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 Se1 C1 . 1.906(4) yes Se1 C8 2_667 1.910(4) yes Se2 C5 . 1.900(4) yes Se2 C4 . 1.901(4) yes S1 C1 . 1.717(5) no S1 C4 . 1.719(4) no S2 C5 . 1.716(4) no S2 C8 . 1.720(4) no C1 C2 . 1.347(6) no C2 C3 . 1.417(7) no C2 H2 . 0.9300 no C3 C4 . 1.352(7) no C3 H3 . 0.9300 no C5 C6 . 1.363(7) no C6 C7 . 1.415(7) no C6 H6 . 0.9300 no C7 C8 . 1.347(7) no C7 H7 . 0.9300 no C8 Se1 2_667 1.910(4) no 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_4 _geom_torsion _geom_torsion_publ_flag C4 S1 C1 C2 . . 2.9(4) no C4 S1 C1 Se1 . . -177.6(3) no C8 Se1 C1 C2 2_667 . -107.5(4) no C8 Se1 C1 S1 2_667 . 73.1(3) no S1 C1 C2 C3 . . -2.8(5) no Se1 C1 C2 C3 . . 177.7(3) no C1 C2 C3 C4 . . 1.2(6) no C2 C3 C4 S1 . . 1.0(5) no C2 C3 C4 Se2 . . 177.8(3) no C1 S1 C4 C3 . . -2.2(4) no C1 S1 C4 Se2 . . -179.1(3) no C5 Se2 C4 C3 . . 139.4(4) no C5 Se2 C4 S1 . . -44.1(3) no C8 S2 C5 C6 . . -0.5(4) no C8 S2 C5 Se2 . . -176.0(3) no C4 Se2 C5 C6 . . 113.1(5) no C4 Se2 C5 S2 . . -72.1(3) no S2 C5 C6 C7 . . 0.2(6) no Se2 C5 C6 C7 . . 175.5(4) no C5 C6 C7 C8 . . 0.3(7) no C6 C7 C8 S2 . . -0.7(6) no C6 C7 C8 Se1 . 2_667 -178.8(4) no C5 S2 C8 C7 . . 0.7(4) no C5 S2 C8 Se1 . 2_667 179.0(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101212675