#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/05/2000576.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_2000576 loop_ _publ_author_name 'Bram, A.' 'Burzlaff, H.' 'Hadawi, D.' 'Bestmann, H.-J.' _publ_contact_author ; Bram, Andreas Institut f\"ur Angewandte Physik Lehrstuhl fuer Kristallographie Universit\"at Erlangen-N\"urnberg Bismarckstr. 10 D-8520 Erlangen , GER ; _publ_section_title ; Structure of the allene C~39~H~32~P~2~^2+^.2CF~3~O~3~S^{-^} ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1904 _journal_page_last 1906 _journal_paper_doi 10.1107/S0108270192006127 _journal_volume 48 _journal_year 1992 _chemical_formula_sum 'C41 H32 F6 O6 P2 S2' _chemical_formula_weight 860.77 _chemical_name_systematic ; 1,3-bis-[triphenylphosphonio]-propadien-bis-[trifluormethanesulfonate] ; _space_group_crystal_system orthorhombic _space_group_IT_number 41 _space_group_name_Hall 'A -2ab -2ab' _space_group_name_H-M_alt 'A e 2 a' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.9686(7) _cell_length_b 16.7330(6) _cell_length_c 11.8636(4) _cell_measurement_reflns_used 32 _cell_measurement_temperature 293 _cell_measurement_theta_max 11 _cell_measurement_theta_min 4.5 _cell_volume 3964.0(2) _computing_cell_refinement 'local software ' _computing_data_collection 'local software (Gomm, 1991)' _computing_data_reduction 'local software' _computing_publication_material 'CRYSTAN (Burzlaff & Rothammel, 1988)' _computing_structure_refinement ; CRYSTALS (Watkin, Carruthers & Betteridge, 1985) ; _computing_structure_solution ; SIR88 (Burla, Camalli, Cascerano, Giacovazzo, Polidori, Spagna & Viterbo, 1989) ; _diffrn_ambient_temperature 293 _diffrn_measurement_device 'rebuilt Philips PW1100 diffractometer (Gomm, 1991)' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Mo K\a~1~' _diffrn_radiation_wavelength 0.70930 _diffrn_reflns_av_R_equivalents 0.0128 _diffrn_reflns_av_sigmaI/netI 0.0084 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 8847 _diffrn_reflns_theta_max 24.5 _diffrn_reflns_theta_min 0 _diffrn_standards_decay_% 1.4 _diffrn_standards_interval_count 100 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.2800 _exptl_absorpt_correction_T_max 0.971 _exptl_absorpt_correction_T_min 0.926 _exptl_absorpt_correction_type 'gaussian integration (Busing & Levy, 1957)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.442 _exptl_crystal_description 'flat plate' _exptl_crystal_F_000 1768 _exptl_crystal_size_max .49 _exptl_crystal_size_mid .23 _exptl_crystal_size_min .10 _refine_diff_density_max 0.22 _refine_diff_density_min -.14 _refine_ls_abs_structure_Flack 0.00(10) _refine_ls_extinction_method 'no extinction parameter refined' _refine_ls_goodness_of_fit_obs 2.66 _refine_ls_hydrogen_treatment refU _refine_ls_number_parameters 259 _refine_ls_number_reflns 2052 _refine_ls_number_restraints 1 _refine_ls_R_factor_obs 0.041 _refine_ls_shift/esd_max 0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F~obs~)]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.027 _reflns_number_observed 2052 _reflns_number_total 2215 _reflns_observed_criterion refl_observed_if_F>1.0\s(F) _cod_data_source_file sh1002.cif _cod_data_source_block default _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' w = 1/[\s^2^(F~obs~)] ' 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~obs~)]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 3964.0(4) _cod_original_sg_symbol_H-M 'A c 2 a' _cod_database_code 2000576 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 '+x, +y, +z ' 2 '-x, y, -z' 3 '1/2-x, y, 1/2+z' 4 '1/2+x, y, 1/2-z' 5 '+x, 1/2+y, 1/2+z' 6 '-x, 1/2+y, 1/2-z' 7 '1/2-x, 1/2+y, z' 8 '1/2+x, 1/2+y, -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 P(1) 0.0467(5) 0.0451(6) 0.0358(4) -0.0009(6) 0.0006(5) -0.0032(6) C(1) 0.058(3) 0.043(3) 0.035(2) 0.005(2) -0.008(2) -0.004(2) C(2) 0.033(3) 0.047(4) 0.048(3) 0.0000 -0.007(3) 0.0000 C(3) 0.050(2) 0.049(3) 0.044(2) -0.001(2) 0.003(2) -0.005(2) C(4) 0.059(3) 0.057(3) 0.093(3) 0.006(3) 0.016(2) -0.002(3) C(5) 0.064(3) 0.094(5) 0.094(4) -0.002(4) 0.028(3) -0.002(4) C(6) 0.056(3) 0.113(5) 0.059(3) 0.003(3) 0.012(2) -0.028(4) C(7) 0.095(4) 0.064(4) 0.076(3) 0.015(3) 0.017(3) -0.029(3) C(8) 0.072(3) 0.046(3) 0.069(3) 0.001(3) 0.012(2) -0.005(3) C(9) 0.043(2) 0.054(3) 0.037(2) 0.001(2) 0.001(2) 0.001(2) C(10) 0.067(3) 0.064(4) 0.064(3) 0.017(3) -0.020(2) -0.008(3) C(11) 0.093(4) 0.082(4) 0.094(4) 0.037(4) -0.030(3) -0.013(3) C(12) 0.067(3) 0.126(5) 0.052(3) 0.035(4) 0.009(3) 0.026(4) C(13) 0.077(4) 0.135(5) 0.051(3) -0.027(4) -0.028(3) 0.039(4) C(14) 0.094(3) 0.071(4) 0.060(3) -0.008(3) -0.023(3) 0.012(3) C(15) 0.053(3) 0.049(3) 0.035(2) 0.001(2) 0.002(2) 0.000(2) C(16) 0.056(3) 0.075(3) 0.053(3) -0.007(3) -0.003(2) 0.007(3) C(17) 0.052(3) 0.105(5) 0.067(3) -0.013(3) -0.006(2) 0.010(3) C(18) 0.075(3) 0.088(4) 0.059(3) 0.000(3) 0.002(3) 0.031(3) C(19) 0.086(4) 0.068(4) 0.066(3) -0.013(3) -0.008(3) 0.009(3) C(20) 0.058(3) 0.063(3) 0.065(3) -0.010(3) -0.004(2) 0.007(3) S(1) 0.0680(7) 0.0552(7) 0.0562(7) -0.0051(7) 0.0117(6) 0.0080(7) O(1) 0.151(3) 0.083(3) 0.053(2) 0.005(2) -0.003(2) 0.002(2) O(2) 0.060(2) 0.087(3) 0.069(2) -0.005(2) 0.0170(10) 0.018(2) O(3) 0.130(3) 0.059(2) 0.109(3) -0.009(2) 0.035(2) 0.027(2) C(21) 0.070(4) 0.110(5) 0.122(5) 0.010(5) 0.016(4) 0.002(4) F(1) 0.095(2) 0.201(5) 0.168(3) 0.048(4) -0.056(2) 0.000(3) F(2) 0.160(3) 0.101(3) 0.188(4) -0.004(3) -0.050(3) -0.044(3) F(3) 0.076(2) 0.232(6) 0.316(6) -0.012(5) 0.085(3) -0.022(3) 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 P(1) 0.53181(5) 0.07430(9) 0.20069(8) 0.0425 Uani C(1) 0.4891(2) 0.0080(2) 0.1073(3) 0.0453 Uani C(2) 0.5000 0.0116(4) 0.0000 0.0427 Uani C(3) 0.6033(2) 0.1152(2) 0.1304(3) 0.0477 Uani C(4) 0.6523(2) 0.0630(3) 0.1010(4) 0.0697 Uani C(5) 0.7087(2) 0.0892(3) 0.0458(4) 0.0840 Uani C(6) 0.7162(2) 0.1682(4) 0.0234(4) 0.0760 Uani C(7) 0.6686(3) 0.2199(3) 0.0518(4) 0.0783 Uani C(8) 0.6108(2) 0.1945(3) 0.1066(4) 0.0623 Uani C(9) 0.5589(2) 0.0173(3) 0.3196(3) 0.0447 Uani C(10) 0.5507(2) -0.0629(3) 0.3245(4) 0.0650 Uani C(11) 0.5703(3) -0.1051(3) 0.4167(5) 0.0897 Uani C(12) 0.5983(2) -0.0669(4) 0.5064(5) 0.0817 Uani C(13) 0.6079(3) 0.0128(4) 0.5017(4) 0.0877 Uani C(14) 0.5899(2) 0.0555(3) 0.4083(4) 0.0750 Uani C(15) 0.4725(2) 0.1476(2) 0.2444(3) 0.0457 Uani C(16) 0.4062(2) 0.1408(3) 0.2144(3) 0.0613 Uani C(17) 0.3594(2) 0.1933(3) 0.2578(4) 0.0747 Uani C(18) 0.3781(3) 0.2515(3) 0.3318(4) 0.0740 Uani C(19) 0.4438(3) 0.2587(3) 0.3624(4) 0.0733 Uani C(20) 0.4913(2) 0.2077(3) 0.3180(4) 0.0620 Uani S(1) 0.14671(5) 0.35048(9) 0.13894(9) 0.0598 Uani O(1) 0.1355(2) 0.3900(2) 0.0345(3) 0.0957 Uani O(2) 0.09890(10) 0.3689(2) 0.2230(2) 0.0720 Uani O(3) 0.1636(2) 0.2677(2) 0.1316(3) 0.0993 Uani C(21) 0.2215(3) 0.3980(4) 0.1942(6) 0.1007 Uani F(1) 0.23680(10) 0.3706(3) 0.2958(4) 0.1547 Uani F(2) 0.2123(2) 0.4752(2) 0.2039(4) 0.1497 Uani F(3) 0.2712(2) 0.3869(3) 0.1290(4) 0.2080 Uani H(1) 0.4583 -0.0300 0.1365 0.085(4) Uiso H(4) 0.6477 0.0080 0.1189 0.085(4) Uiso H(5) 0.7422 0.0521 0.0233 0.085(4) Uiso H(6) 0.7557 0.1867 -0.0128 0.085(4) Uiso H(7) 0.6741 0.2749 0.0344 0.085(4) Uiso H(8) 0.5770 0.2318 0.1271 0.085(4) Uiso H(10) 0.5309 -0.0902 0.2627 0.085(4) Uiso H(11) 0.5646 -0.1614 0.4185 0.085(4) Uiso H(12) 0.6109 -0.0961 0.5717 0.085(4) Uiso H(13) 0.6274 0.0397 0.5642 0.085(4) Uiso H(14) 0.5988 0.1112 0.4046 0.085(4) Uiso H(16) 0.3926 0.1000 0.1637 0.085(4) Uiso H(17) 0.3138 0.1888 0.2359 0.085(4) Uiso H(18) 0.3456 0.2870 0.3620 0.085(4) Uiso H(19) 0.4568 0.2989 0.4144 0.085(4) Uiso H(20) 0.5371 0.2139 0.3381 0.085(4) Uiso loop_ _atom_type_symbol _atom_type_scat_source S International_Tables_Vol_IV_Table_2.2B loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 2 -2 -2 -2 2 1 3 3 -1 -3 -3 -3 3 1 3 -3 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 C(3) P(1) C(1) . . . 109.2(2) yes C(9) P(1) C(1) . . . 107.7(2) yes C(9) P(1) C(3) . . . 109.3(2) yes C(15) P(1) C(1) . . . 106.9(2) yes C(15) P(1) C(3) . . . 113.7(2) yes C(15) P(1) C(9) . . . 109.8(2) yes C(2) C(1) P(1) . . . 120.2(3) yes C(1) C(2) C(1) 1 1 2 174.7(7) yes C(4) C(3) P(1) . . . 116.7(3) yes C(8) C(3) P(1) . . . 123.8(4) yes C(8) C(3) C(4) . . . 119.5(4) yes C(5) C(4) C(3) . . . 120.6(5) yes C(6) C(5) C(4) . . . 119.7(5) yes C(7) C(6) C(5) . . . 120.3(5) yes C(8) C(7) C(6) . . . 121.0(5) yes C(7) C(8) C(3) . . . 118.9(5) yes C(10) C(9) P(1) . . . 121.8(3) yes C(14) C(9) P(1) . . . 119.5(4) yes C(14) C(9) C(10) . . . 118.7(4) yes C(11) C(10) C(9) . . . 121.0(5) yes C(12) C(11) C(10) . . . 120.3(5) yes C(13) C(12) C(11) . . . 119.3(5) yes C(14) C(13) C(12) . . . 120.9(5) yes C(13) C(14) C(9) . . . 119.7(5) yes C(16) C(15) P(1) . . . 120.5(3) yes C(20) C(15) P(1) . . . 120.2(3) yes C(20) C(15) C(16) . . . 119.0(4) yes C(17) C(16) C(15) . . . 120.1(4) yes C(18) C(17) C(16) . . . 120.6(4) yes C(19) C(18) C(17) . . . 119.8(4) yes C(20) C(19) C(18) . . . 120.3(5) yes C(19) C(20) C(15) . . . 120.2(4) yes O(2) S(1) O(1) . . . 114.0(2) yes O(3) S(1) O(1) . . . 115.8(2) yes O(3) S(1) O(2) . . . 114.4(2) yes C(21) S(1) O(1) . . . 103.9(3) yes C(21) S(1) O(2) . . . 101.9(3) yes C(21) S(1) O(3) . . . 104.7(3) yes F(1) C(21) S(1) . . . 111.5(4) yes F(2) C(21) S(1) . . . 110.4(5) yes F(2) C(21) F(1) . . . 107.1(6) yes F(3) C(21) S(1) . . . 111.0(5) yes F(3) C(21) F(1) . . . 108.8(6) yes F(3) C(21) F(2) . . . 108.0(6) yes H(1) C(1) P(1) . . . 119.9(3) no H(1) C(1) C(2) . . . 119.9(4) no H(4) C(4) C(3) . . . 119.7(4) no H(4) C(4) C(5) . . . 119.7(5) no H(5) C(5) C(4) . . . 120.2(6) no H(5) C(5) C(6) . . . 120.2(5) no H(6) C(6) C(5) . . . 119.8(6) no H(6) C(6) C(7) . . . 119.8(6) no H(7) C(7) C(6) . . . 119.5(6) no H(7) C(7) C(8) . . . 119.5(6) no H(8) C(8) C(3) . . . 120.5(4) no H(8) C(8) C(7) . . . 120.5(5) no H(10) C(10) C(9) . . . 119.5(4) no H(10) C(10) C(11) . . . 119.5(5) no H(11) C(11) C(10) . . . 119.9(5) no H(11) C(11) C(12) . . . 119.9(5) no H(12) C(12) C(11) . . . 120.3(7) no H(12) C(12) C(13) . . . 120.3(7) no H(13) C(13) C(12) . . . 119.6(7) no H(13) C(13) C(14) . . . 119.6(7) no H(14) C(14) C(9) . . . 120.1(4) no H(14) C(14) C(13) . . . 120.1(5) no H(16) C(16) C(15) . . . 119.9(4) no H(16) C(16) C(17) . . . 119.9(4) no H(17) C(17) C(16) . . . 119.7(5) no H(17) C(17) C(18) . . . 119.7(5) no H(18) C(18) C(17) . . . 120.1(5) no H(18) C(18) C(19) . . . 120.1(6) no H(19) C(19) C(18) . . . 119.8(5) no H(19) C(19) C(20) . . . 119.8(5) no H(20) C(20) C(15) . . . 119.9(4) no H(20) C(20) C(19) . . . 119.9(5) no 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 P(1) C(1) . . 1.785(4) yes P(1) C(3) . . 1.789(4) yes P(1) C(9) . . 1.786(4) yes P(1) C(15) . . 1.783(4) yes C(1) C(2) . . 1.292(3) yes C(3) C(4) . . 1.358(6) yes C(3) C(8) . . 1.365(6) yes C(4) C(5) . . 1.373(6) yes C(5) C(6) . . 1.358(6) yes C(6) C(7) . . 1.328(7) yes C(7) C(8) . . 1.392(6) yes C(9) C(10) . . 1.354(6) yes C(9) C(14) . . 1.379(5) yes C(10) C(11) . . 1.359(6) yes C(11) C(12) . . 1.361(7) yes C(12) C(13) . . 1.349(7) yes C(13) C(14) . . 1.366(6) yes C(15) C(16) . . 1.374(5) yes C(15) C(20) . . 1.384(5) yes C(16) C(17) . . 1.382(6) yes C(17) C(18) . . 1.363(6) yes C(18) C(19) . . 1.366(6) yes C(19) C(20) . . 1.380(6) yes S(1) O(1) . . 1.422(3) yes S(1) O(2) . . 1.414(3) yes S(1) O(3) . . 1.428(3) yes S(1) C(21) . . 1.815(6) yes C(21) F(1) . . 1.326(7) yes C(21) F(2) . . 1.309(7) yes C(21) F(3) . . 1.272(6) yes C(1) H(1) . . 0.950(4) no C(4) H(4) . . 0.950(5) no C(5) H(5) . . 0.950(5) no C(6) H(6) . . 0.950(4) no C(7) H(7) . . 0.950(5) no C(8) H(8) . . 0.950(5) no C(10) H(10) . . 0.950(4) no C(11) H(11) . . 0.950(5) no C(12) H(12) . . 0.950(5) no C(13) H(13) . . 0.950(5) no C(14) H(14) . . 0.950(5) no C(16) H(16) . . 0.950(5) no C(17) H(17) . . 0.950(4) no C(18) H(18) . . 0.950(5) no C(19) H(19) . . 0.950(5) no C(20) H(20) . . 0.950(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139053408