#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/08/4310812.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4310812
loop_
_publ_author_name
'Pavel Rovnaník'
'Libor Kapička'
'Jan Taraba'
'Miloš Černík'
_publ_section_title
;
 Base-Induced Dismutation of POCl3 and POBr3: Synthesis and Structure of
 Ligand-Stabilized Dioxophosphonium Cations
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2435
_journal_page_last               2442
_journal_paper_doi               10.1021/ic0354163
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C13 H13 F3 N3 O5 P S'
_chemical_formula_weight         411.29
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.95(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.550(3)
_cell_length_b                   8.810(2)
_cell_length_c                   15.357(3)
_cell_measurement_reflns_used    2060
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.995
_cell_measurement_theta_min      3.534
_cell_volume                     1693.9(7)
_computing_cell_refinement       'KUMA KM-4 software'
_computing_data_collection       'KUMA KM-4 Crysalis V170'
_computing_data_reduction        'KUMA KM-4 software'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  'SHELXTL (Bruker, 1998)'
_computing_structure_refinement  'SHELXTL (Bruker, 1998)'
_computing_structure_solution    'SHELXTL (Bruker, 1998)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean '0.06 mm'
_diffrn_measured_fraction_theta_full 0.870
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_device_type  'Kuma KM-4 CCD diffractometer'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12495
_diffrn_reflns_theta_full        28.42
_diffrn_reflns_theta_max         28.42
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        'not applicable'
_diffrn_standards_interval_count 'not applicable'
_diffrn_standards_interval_time  'not applicable'
_diffrn_standards_number         'not applicable'
_exptl_absorpt_coefficient_mu    0.348
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   SHELXTL
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3940
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0527P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0994
_reflns_number_gt                2676
_reflns_number_total             3940
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0354163si20031209_110655_3.cif
_cod_data_source_block           py2po2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+0.0000P] 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^)+(0.0527P)^2^+0.0000P] 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        1693.9(6)
_cod_database_code               4310812
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.46651(4) 0.98998(6) 0.21321(3) 0.02654(15) Uani 1 d . . .
O1 O 0.37785(11) 1.02293(15) 0.26675(9) 0.0318(3) Uani 1 d . . .
O2 O 0.53342(11) 1.09397(14) 0.16713(9) 0.0308(3) Uani 1 d . . .
N1 N 0.41991(13) 0.84793(17) 0.13717(10) 0.0241(4) Uani 1 d . . .
C1 C 0.47330(17) 0.8237(2) 0.06485(13) 0.0273(4) Uani 1 d . . .
H1 H 0.5322 0.8834 0.0544 0.033 Uiso 1 calc R . .
C2 C 0.44107(18) 0.7114(2) 0.00667(13) 0.0331(5) Uani 1 d . . .
H2 H 0.4779 0.6947 -0.0430 0.040 Uiso 1 calc R . .
C3 C 0.35330(18) 0.6237(2) 0.02287(15) 0.0367(5) Uani 1 d . . .
H3 H 0.3311 0.5467 -0.0157 0.044 Uiso 1 calc R . .
C4 C 0.29898(17) 0.6503(2) 0.09602(15) 0.0341(5) Uani 1 d . . .
H4 H 0.2394 0.5923 0.1069 0.041 Uiso 1 calc R . .
C5 C 0.33325(16) 0.7632(2) 0.15287(14) 0.0300(5) Uani 1 d . . .
H5 H 0.2967 0.7816 0.2025 0.036 Uiso 1 calc R . .
N2 N 0.55747(13) 0.87218(17) 0.27774(10) 0.0241(4) Uani 1 d . . .
C6 C 0.65999(17) 0.8590(2) 0.25700(14) 0.0290(5) Uani 1 d . . .
H6 H 0.6828 0.9113 0.2091 0.035 Uiso 1 calc R . .
C7 C 0.73074(17) 0.7697(2) 0.30560(13) 0.0296(5) Uani 1 d . . .
H7 H 0.8013 0.7621 0.2913 0.036 Uiso 1 calc R . .
C8 C 0.69618(17) 0.6912(2) 0.37601(13) 0.0297(5) Uani 1 d . . .
H8 H 0.7434 0.6298 0.4094 0.036 Uiso 1 calc R . .
C9 C 0.59111(17) 0.7042(2) 0.39678(13) 0.0307(5) Uani 1 d . . .
H9 H 0.5670 0.6512 0.4440 0.037 Uiso 1 calc R . .
C10 C 0.52245(17) 0.7962(2) 0.34693(12) 0.0284(5) Uani 1 d . . .
H10 H 0.4518 0.8062 0.3608 0.034 Uiso 1 calc R . .
S1 S 0.21472(4) 0.16748(6) 0.02827(3) 0.03027(15) Uani 1 d . . .
O3 O 0.23479(14) 0.28948(17) 0.08869(10) 0.0485(4) Uani 1 d . . .
O4 O 0.30588(12) 0.09656(18) -0.00500(11) 0.0472(4) Uani 1 d . . .
O5 O 0.13354(12) 0.06221(16) 0.05169(10) 0.0395(4) Uani 1 d . . .
C11 C 0.15093(19) 0.2624(3) -0.06663(14) 0.0364(5) Uani 1 d . . .
F1 F 0.06231(13) 0.33426(17) -0.04874(10) 0.0657(5) Uani 1 d . . .
F2 F 0.21454(13) 0.36443(16) -0.10039(9) 0.0593(4) Uani 1 d . . .
F3 F 0.12512(12) 0.16426(15) -0.13079(8) 0.0540(4) Uani 1 d . . .
C12 C 0.40457(17) 0.4059(2) 0.25648(14) 0.0329(5) Uani 1 d . . .
H12A H 0.3752 0.4793 0.2943 0.049 Uiso 1 calc R . .
H12B H 0.4287 0.3190 0.2900 0.049 Uiso 1 calc R . .
H12C H 0.3507 0.3752 0.2126 0.049 Uiso 1 calc R . .
C13 C 0.49385(17) 0.4725(2) 0.21494(13) 0.0279(5) Uani 1 d . . .
N3 N 0.56353(15) 0.5257(2) 0.18143(12) 0.0364(4) Uani 1 d . . .
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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 129.50(8) . . ?
O2 P1 N1 107.28(8) . . ?
O1 P1 N1 106.30(8) . . ?
O2 P1 N2 105.44(8) . . ?
O1 P1 N2 106.59(8) . . ?
N1 P1 N2 97.10(8) . . ?
C1 N1 C5 120.56(17) . . ?
C1 N1 P1 119.32(14) . . ?
C5 N1 P1 120.10(14) . . ?
N1 C1 C2 120.44(19) . . ?
C1 C2 C3 119.2(2) . . ?
C4 C3 C2 119.9(2) . . ?
C3 C4 C5 119.5(2) . . ?
N1 C5 C4 120.4(2) . . ?
C6 N2 C10 120.52(17) . . ?
C6 N2 P1 120.02(14) . . ?
C10 N2 P1 119.46(14) . . ?
N2 C6 C7 120.9(2) . . ?
C6 C7 C8 119.3(2) . . ?
C7 C8 C9 119.75(19) . . ?
C10 C9 C8 119.4(2) . . ?
N2 C10 C9 120.2(2) . . ?
O4 S1 O3 116.81(10) . . ?
O4 S1 O5 113.89(9) . . ?
O3 S1 O5 114.67(10) . . ?
O4 S1 C11 103.52(11) . . ?
O3 S1 C11 102.84(10) . . ?
O5 S1 C11 102.50(10) . . ?
F1 C11 F2 107.04(18) . . ?
F1 C11 F3 107.35(19) . . ?
F2 C11 F3 105.77(17) . . ?
F1 C11 S1 112.53(15) . . ?
F2 C11 S1 112.35(16) . . ?
F3 C11 S1 111.40(15) . . ?
N3 C13 C12 179.3(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O2 1.4585(14) . ?
P1 O1 1.4576(15) . ?
P1 N1 1.7825(17) . ?
P1 N2 1.7907(17) . ?
N1 C1 1.353(2) . ?
N1 C5 1.354(2) . ?
C1 C2 1.375(3) . ?
C2 C3 1.382(3) . ?
C3 C4 1.374(3) . ?
C4 C5 1.373(3) . ?
N2 C6 1.352(2) . ?
N2 C10 1.355(2) . ?
C6 C7 1.369(3) . ?
C7 C8 1.378(3) . ?
C8 C9 1.383(3) . ?
C9 C10 1.377(3) . ?
S1 O4 1.4286(15) . ?
S1 O3 1.4308(15) . ?
S1 O5 1.4415(15) . ?
S1 C11 1.818(2) . ?
C11 F1 1.325(3) . ?
C11 F2 1.331(2) . ?
C11 F3 1.334(2) . ?
C12 C13 1.451(3) . ?
C13 N3 1.145(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660883
