#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 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       ω
_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/[σ²(Fo²)+(0.0438P)²+0.4395P] where P = (Fo²+2Fc²)/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_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
