#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006108.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_2006108 loop_ _publ_author_name 'Jones, Peter G.' 'Weinkauf, Andreas' _publ_section_title ; trans-3,5-Diphenyl-1,4,2,6-oxathiadiphosphorinane-3,5-dione ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 615 _journal_page_last 616 _journal_paper_doi 10.1107/S0108270197000073 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C14 H14 O3 P2 S' _chemical_formula_weight 324.25 _chemical_name_systematic ; trans-3,5-Dioxo-3,5-diphenyl-4-oxa-1,3,5-thia-diphosphorinane ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL _cell_angle_alpha 113.07(3) _cell_angle_beta 94.14(3) _cell_angle_gamma 115.15(3) _cell_formula_units_Z 2 _cell_length_a 9.142(4) _cell_length_b 9.687(4) _cell_length_c 10.449(5) _cell_measurement_reflns_used 50 _cell_measurement_temperature 178(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 10 _cell_volume 738.3(7) _computing_cell_refinement 'P3 Software' _computing_data_collection 'P3 Software (Nicolet, 1987)' _computing_data_reduction 'XDISK in P3 Software' _computing_molecular_graphics 'XP (Siemens, 1994)' _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 178(2) _diffrn_measurement_device 'Nicolet R3' _diffrn_measurement_method \w _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 0.0089 _diffrn_reflns_av_sigmaI/netI 0.0147 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 2707 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_min 3.09 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 147 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.439 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 336 _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.381 _refine_diff_density_min -0.340 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.038 _refine_ls_goodness_of_fit_obs 1.047 _refine_ls_hydrogen_treatment 'H atoms riding' _refine_ls_matrix_type full _refine_ls_number_parameters 181 _refine_ls_number_reflns 2587 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.038 _refine_ls_restrained_S_obs 1.047 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_obs .0301 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0438P)^2^+0.4395P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0811 _refine_ls_wR_factor_obs .0776 _reflns_number_observed 2342 _reflns_number_total 2587 _reflns_observed_criterion >2sigma(I) _cod_data_source_file fg1232.cif _cod_data_source_block pose _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_geom_bond_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (16 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0438P)^2^+0.4395P] where P = (Fo^2^+2Fc^2^)/3' 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^2^)+(0.0438P)^2^+0.4395P] where P = (Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 738.3(6) _cod_database_code 2006108 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -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 S1 .0282(3) .0339(3) .0435(3) .0166(2) .0139(2) .0232(2) C2 .0407(11) .0371(10) .0301(9) .0256(9) .0153(8) .0196(8) P3 .0278(3) .0258(2) .0221(2) .0149(2) .00477(19) .00879(19) O4 .0268(6) .0223(6) .0235(6) .0112(5) .0063(5) .0085(5) P5 .0262(2) .0232(2) .0210(2) .0108(2) .00238(18) .00866(19) C6 .0261(9) .0245(9) .0274(9) .0119(8) .0044(7) .0110(7) O2 .0365(8) .0333(7) .0278(7) .0173(6) -.0013(6) .0048(6) O3 .0371(8) .0352(7) .0292(7) .0148(6) -.0028(6) .0139(6) C7 .0309(10) .0303(10) .0337(10) .0185(8) .0144(8) .0185(8) C8 .0350(10) .0356(10) .0394(11) .0205(9) .0113(9) .0220(9) C9 .0409(12) .0504(13) .0538(13) .0291(11) .0178(10) .0357(11) C10 .0519(14) .0529(13) .0690(15) .0393(12) .0346(12) .0459(13) C11 .0619(15) .0353(11) .0644(15) .0333(11) .0333(13) .0262(11) C12 .0444(12) .0336(11) .0437(12) .0232(10) .0183(10) .0166(9) C13 .0352(10) .0209(8) .0274(9) .0113(8) .0107(8) .0077(7) C14 .0611(15) .0404(12) .0354(11) .0222(11) .0220(11) .0195(10) C15 .089(2) .0447(14) .0537(15) .0292(14) .0510(15) .0245(12) C16 .0637(17) .0388(13) .087(2) .0298(13) .0511(16) .0279(13) C17 .0380(12) .0373(12) .0705(16) .0198(10) .0232(11) .0198(11) C18 .0328(10) .0320(10) .0371(11) .0153(9) .0103(9) .0107(9) 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol S1 .03883(6) .19509(6) .30509(6) .03258(14) Uani d . 1 . S C2 .2018(3) .3927(3) .4586(2) .0316(4) Uani d . 1 . C H2A .1480 .4376 .5309 .038 Uiso calc R 1 . H H2B .2769 .3654 .5047 .038 Uiso calc R 1 . H P3 .32899(6) .56059(6) .41440(5) .02561(14) Uani d . 1 . P O4 .35750(15) .46266(15) .26241(12) .0254(3) Uani d . 1 . O P5 .25856(6) .27322(6) .12241(5) .02492(14) Uani d . 1 . P C6 .1721(2) .1340(2) .20269(19) .0269(4) Uani d . 1 . C H6A .2644 .1441 .2678 .032 Uiso calc R 1 . H H6B .1051 .0126 .1258 .032 Uiso calc R 1 . H O2 .49143(17) .69062(18) .52624(14) .0367(3) Uani d . 1 . O O3 .13146(17) .25591(17) .01356(14) .0363(3) Uani d . 1 . O C7 .2113(2) .6554(2) .3772(2) .0286(4) Uani d . 1 . C C8 .0763(2) .5684(3) .2529(2) .0338(4) Uani d . 1 . C H8 .0422 .4532 .1841 .041 Uiso calc R 1 . H C9 -.0082(3) .6505(3) .2297(3) .0412(5) Uani d . 1 . C H9 -.1009 .5910 .1457 .049 Uiso calc R 1 . H C10 .0426(3) .8182(3) .3288(3) .0449(6) Uani d . 1 . C H10 -.0157 .8737 .3127 .054 Uiso calc R 1 . H C11 .1771(3) .9062(3) .4508(3) .0480(6) Uani d . 1 . C H11 .2122 1.0225 .5175 .058 Uiso calc R 1 . H C12 .2621(3) .8253(3) .4768(2) .0392(5) Uani d . 1 . C H12 .3539 .8854 .5617 .047 Uiso calc R 1 . H C13 .4258(2) .2488(2) .0570(2) .0301(4) Uani d . 1 . C C14 .4323(3) .2343(3) -.0805(2) .0456(5) Uani d . 1 . C H14 .3506 .2395 -.1371 .055 Uiso calc R 1 . H C15 .5608(4) .2121(3) -.1333(3) .0617(8) Uani d . 1 . C H15 .5675 .2037 -.2262 .074 Uiso calc R 1 . H C16 .6776(4) .2024(3) -.0523(3) .0600(7) Uani d . 1 . C H16 .7645 .1873 -.0896 .072 Uiso calc R 1 . H C17 .6701(3) .2141(3) .0823(3) .0496(6) Uani d . 1 . C H17 .7506 .2057 .1371 .060 Uiso calc R 1 . H C18 .5447(3) .2382(3) .1379(2) .0362(5) Uani d . 1 . C H18 .5400 .2475 .2313 .043 Uiso calc R 1 . H 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 S1 C6 98.78(9) y P3 C2 S1 114.71(11) y O2 P3 O4 110.78(9) y O2 P3 C7 112.18(9) y O4 P3 C7 105.28(8) y O2 P3 C2 112.58(10) y O4 P3 C2 105.26(9) y C7 P3 C2 110.28(9) y P3 O4 P5 137.12(9) y O3 P5 O4 113.26(9) y O3 P5 C13 113.54(9) y O4 P5 C13 102.83(9) y O3 P5 C6 113.94(9) y O4 P5 C6 102.51(9) y C13 P5 C6 109.68(9) y P5 C6 S1 109.17(10) y C12 C7 C8 119.68(19) ? C12 C7 P3 117.36(16) ? C8 C7 P3 122.93(15) ? C9 C8 C7 120.0(2) ? C10 C9 C8 120.0(2) ? C11 C10 C9 120.6(2) ? C10 C11 C12 120.2(2) ? C7 C12 C11 119.5(2) ? C18 C13 C14 119.9(2) ? C18 C13 P5 121.45(15) ? C14 C13 P5 118.60(17) ? C15 C14 C13 118.9(2) ? C16 C15 C14 120.6(2) ? C15 C16 C17 120.6(2) ? C16 C17 C18 119.9(2) ? C17 C18 C13 120.1(2) ? 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 S1 C2 . 1.811(3) y S1 C6 . 1.812(2) y C2 P3 . 1.808(2) y P3 O2 . 1.471(2) y P3 O4 . 1.6060(14) y P3 C7 . 1.792(2) y O4 P5 . 1.619(2) y P5 O3 . 1.472(2) y P5 C13 . 1.786(2) y P5 C6 . 1.795(2) y C7 C12 . 1.395(3) ? C7 C8 . 1.396(3) ? C8 C9 . 1.391(3) ? C9 C10 . 1.378(3) ? C10 C11 . 1.377(4) ? C11 C12 . 1.396(3) ? C13 C18 . 1.391(3) ? C13 C14 . 1.397(3) ? C14 C15 . 1.395(4) ? C15 C16 . 1.372(4) ? C16 C17 . 1.375(4) ? C17 C18 . 1.387(3) ? 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 _geom_torsion_publ_flag C6 S1 C2 P3 63.50(12) y S1 C2 P3 O2 -159.91(10) ? S1 C2 P3 O4 -39.13(12) y S1 C2 P3 C7 73.96(13) ? O2 P3 O4 P5 149.67(12) ? C7 P3 O4 P5 -88.84(14) ? C2 P3 O4 P5 27.71(14) y P3 O4 P5 O3 85.72(14) ? P3 O4 P5 C13 -151.35(12) ? P3 O4 P5 C6 -37.50(14) y O3 P5 C6 S1 -64.70(12) ? O4 P5 C6 S1 58.06(11) y C13 P5 C6 S1 166.78(9) ? C2 S1 C6 P5 -73.53(11) y O2 P3 C7 C12 -15.07(18) ? O4 P3 C7 C12 -135.64(15) ? C2 P3 C7 C12 111.28(17) ? O2 P3 C7 C8 163.29(15) ? O4 P3 C7 C8 42.72(18) ? C2 P3 C7 C8 -70.35(18) ? C12 C7 C8 C9 -0.8(3) ? P3 C7 C8 C9 -179.13(15) ? C7 C8 C9 C10 0.7(3) ? C8 C9 C10 C11 0.2(3) ? C9 C10 C11 C12 -1.0(3) ? C8 C7 C12 C11 0.0(3) ? P3 C7 C12 C11 178.41(16) ? C10 C11 C12 C7 0.9(3) ? O3 P5 C13 C18 -171.35(15) ? O4 P5 C13 C18 65.90(17) ? C6 P5 C13 C18 -42.60(18) ? O3 P5 C13 C14 6.49(19) ? O4 P5 C13 C14 -116.26(16) ? C6 P5 C13 C14 135.23(16) ? C18 C13 C14 C15 -1.0(3) ? P5 C13 C14 C15 -178.87(17) ? C13 C14 C15 C16 0.8(3) ? C14 C15 C16 C17 0.1(4) ? C15 C16 C17 C18 -0.8(4) ? C16 C17 C18 C13 0.6(3) ? C14 C13 C18 C17 0.3(3) ? P5 C13 C18 C17 178.08(16) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055478