#------------------------------------------------------------------------------
#$Date: 2019-11-05 05:41:22 +0200 (Tue, 05 Nov 2019) $
#$Revision: 223275 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/14/7701480.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_7701480
loop_
_publ_author_name
'Ould, Darren'
'Tran, Thao Thi-Phuong'
'Rawson, Jeremy Michael'
'Melen, Rebecca'
_publ_section_title
;
 Structure-property-reactivity studies on dithiaphospholes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/C9DT03577J
_journal_year                    2019
_chemical_formula_moiety         'C12 H8 P2 S4'
_chemical_formula_sum            'C12 H8 P2 S4'
_chemical_formula_weight         342.36
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.17(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.2588(15)
_cell_length_b                   6.1271(12)
_cell_length_c                   15.846(3)
_cell_measurement_reflns_used    4465
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.79
_cell_measurement_theta_min      2.65
_cell_volume                     683.3(3)
_computing_cell_refinement       'Bruker SAINTPLUS, v6.45a'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINTPLUS, v 6.45a'
_computing_molecular_graphics    'Mercury v2.3'
_computing_publication_material  'Bruker SHELXTL XCIF'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX with CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3308
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_min         3.580
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.905
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   twinabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_description       plate
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         3308
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0634
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0887P)²+1.2375P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1661
_refine_ls_wR_factor_ref         0.1747
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2652
_reflns_number_total             3308
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt03577j2.cif
_cod_data_source_block           twin5M
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7701480
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_exptl_absorpt_special_details
;
twinabs, Bruker AXS, Madison WI, USA
;
_shelx_res_file
;
TITL twin5M in P2(1)/n
    twin5M.res
    created by SHELXL-2017/1 at 18:00:00 on 01-Sep-2019
CELL 0.71073   7.2588   6.1271  15.8460  90.000 104.166  90.000
ZERR    2.00   0.0015   0.0012   0.0032   0.000   0.030   0.000
LATT  1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H P S
UNIT 24 16 4 8
SHEL 5.8 0
OMIT -3 55
OMIT -1 1 1
OMIT  -1 -1 8
OMIT -1 -1 1
OMIT -1 1 8
OMIT -1 -3 4
OMIT -1 3 4
OMIT -1 -1 7
OMIT -1 1 7
OMIT -1 4 1
OMIT 1 -1 5
OMIT -1 -4 1
OMIT 1 1 5
OMIT -1 -2 11
OMIT -1 2 11

TEMP -100
L.S. 9
FMAP 2
PLAN 5
ACTA
BOND $H
WGHT    0.088700    1.237500
BASF   0.22432
FVAR       0.67807
MOLE 1
MERG 0
P1    3    0.858905    0.418973    0.491773    11.00000    0.03472    0.02637 =
         0.02187   -0.00465    0.00711   -0.00679
S11   4    0.942249    0.203550    0.597376    11.00000    0.04436    0.02062 =
         0.02727   -0.00017    0.01212   -0.00137
C11   1    0.974441    0.399935    0.681435    11.00000    0.02308    0.02317 =
         0.02274   -0.00488    0.01116   -0.00285
S12   4    0.737551    0.654420    0.558665    11.00000    0.03368    0.02867 =
         0.02306   -0.00033    0.00459    0.00194
C12   1    1.078063    0.351026    0.765547    11.00000    0.02450    0.02430 =
         0.02681    0.00619    0.00703    0.00118
AFIX  43
H12   2    1.142267    0.215237    0.777675    11.00000   -1.20000
AFIX   0
C13   1    1.086506    0.502391    0.831291    11.00000    0.02841    0.03310 =
         0.02359    0.00437    0.00599   -0.00413
AFIX  43
H13   2    1.155156    0.468951    0.888960    11.00000   -1.20000
AFIX   0
C14   1    0.995289    0.703170    0.813640    11.00000    0.03086    0.03140 =
         0.02298   -0.00314    0.01183   -0.00450
AFIX  43
H14   2    1.003356    0.806638    0.859051    11.00000   -1.20000
AFIX   0
C15   1    0.893461    0.751938    0.730503    11.00000    0.02659    0.02193 =
         0.02846   -0.00304    0.01203   -0.00178
AFIX  43
H15   2    0.830575    0.888586    0.718728    11.00000   -1.20000
AFIX   0
C16   1    0.882463    0.601793    0.663798    11.00000    0.02388    0.02131 =
         0.01979    0.00318    0.00746   -0.00400
HKLF 5




REM  twin5M in P2(1)/n
REM R1 =  0.0634 for    2652 Fo > 4sig(Fo)  and  0.0810 for all    3308 data
REM     83 parameters refined using      0 restraints

END

WGHT      0.0917      1.0627

REM Highest difference peak  0.705,  deepest hole -0.472,  1-sigma level  0.131
Q1    1   0.8268  0.6445  0.6161  11.00000  0.05    0.71
Q2    1   1.0000  0.5000  0.5000  10.50000  0.05    0.51
Q3    1   1.0669  0.1958  0.5729  11.00000  0.05    0.46
Q4    1   0.6059  0.6673  0.5622  11.00000  0.05    0.46
Q5    1   0.8872  0.3587  0.5540  11.00000  0.05    0.45
;
_shelx_res_checksum              7332
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
P1 P 0.8589(2) 0.4190(2) 0.49177(9) 0.0276(4) Uani 1 1 d . .
S11 S 0.9422(2) 0.2036(2) 0.59738(10) 0.0302(4) Uani 1 1 d . .
C11 C 0.9744(7) 0.3999(8) 0.6814(3) 0.0220(11) Uani 1 1 d . .
S12 S 0.7376(2) 0.6544(2) 0.55866(9) 0.0289(4) Uani 1 1 d . .
C12 C 1.0781(8) 0.3510(9) 0.7655(4) 0.0251(12) Uani 1 1 d . .
H12 H 1.142267 0.215237 0.777675 0.030 Uiso 1 1 calc R U
C13 C 1.0865(8) 0.5024(9) 0.8313(4) 0.0284(12) Uani 1 1 d . .
H13 H 1.155156 0.468951 0.888960 0.034 Uiso 1 1 calc R U
C14 C 0.9953(8) 0.7032(9) 0.8136(4) 0.0275(12) Uani 1 1 d . .
H14 H 1.003356 0.806638 0.859051 0.033 Uiso 1 1 calc R U
C15 C 0.8935(8) 0.7519(9) 0.7305(4) 0.0247(12) Uani 1 1 d . .
H15 H 0.830575 0.888586 0.718728 0.030 Uiso 1 1 calc R U
C16 C 0.8825(8) 0.6018(8) 0.6638(3) 0.0213(11) Uani 1 1 d . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
P1 0.0347(9) 0.0264(8) 0.0219(7) -0.0047(6) 0.0071(6) -0.0068(6)
S11 0.0444(9) 0.0206(7) 0.0273(7) -0.0002(5) 0.0121(7) -0.0014(6)
C11 0.023(3) 0.023(3) 0.023(3) -0.005(2) 0.011(2) -0.003(2)
S12 0.0337(9) 0.0287(8) 0.0231(7) -0.0003(5) 0.0046(6) 0.0019(6)
C12 0.024(3) 0.024(3) 0.027(3) 0.006(2) 0.007(2) 0.001(2)
C13 0.028(3) 0.033(3) 0.024(3) 0.004(2) 0.006(2) -0.004(2)
C14 0.031(3) 0.031(3) 0.023(3) -0.003(2) 0.012(2) -0.005(2)
C15 0.027(3) 0.022(3) 0.028(3) -0.003(2) 0.012(2) -0.002(2)
C16 0.024(3) 0.021(3) 0.020(2) 0.003(2) 0.007(2) -0.004(2)
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'
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_3
S11 P1 S12 95.96(8) .
S11 P1 P1 96.27(11) 3_766
S12 P1 P1 96.97(9) 3_766
C11 S11 P1 97.57(19) .
C12 C11 C16 120.0(5) .
C12 C11 S11 121.0(4) .
C16 C11 S11 118.8(4) .
C16 S12 P1 97.10(19) .
C13 C12 C11 119.3(5) .
C13 C12 H12 120.3 .
C11 C12 H12 120.3 .
C12 C13 C14 120.6(5) .
C12 C13 H13 119.7 .
C14 C13 H13 119.7 .
C15 C14 C13 120.1(5) .
C15 C14 H14 119.9 .
C13 C14 H14 119.9 .
C14 C15 C16 120.1(5) .
C14 C15 H15 119.9 .
C16 C15 H15 119.9 .
C15 C16 C11 119.8(5) .
C15 C16 S12 120.4(4) .
C11 C16 S12 119.6(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 S11 2.101(2) .
P1 S12 2.107(2) .
P1 P1 2.233(3) 3_766
S11 C11 1.768(5) .
C11 C12 1.393(8) .
C11 C16 1.401(7) .
S12 C16 1.769(5) .
C12 C13 1.385(8) .
C12 H12 0.9500 .
C13 C14 1.393(8) .
C13 H13 0.9500 .
C14 C15 1.376(8) .
C14 H14 0.9500 .
C15 C16 1.389(7) .
C15 H15 0.9500 .
