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#$Date: 2025-08-23 01:57:28 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301878 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/65/7706519.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_7706519
loop_
_publ_author_name
'Asok, Nayanthara'
'Gaffen, Joshua R.'
'Pradhan, Ekadashi'
'Zeng, Tao'
'Baumgartner, Thomas'
_publ_section_title
;
 Structure-reactivity studies on hypervalent square-pyramidal
 dithieno[3,2-b:2',3'-d]phospholes.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2243
_journal_page_last               2252
_journal_paper_doi               10.1039/d1dt00062d
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C20 H4 Cl4 F5 O2 P S2'
_chemical_formula_sum            'C20 H4 Cl4 F5 O2 P S2'
_chemical_formula_weight         608.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-11-13 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.3620(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6116(4)
_cell_length_b                   18.4445(7)
_cell_length_c                   11.5631(4)
_cell_measurement_reflns_used    9767
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      40.27
_cell_measurement_theta_min      3.14
_cell_volume                     2107.71(14)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1372
_diffrn_reflns_av_unetI/netI     0.0924
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12862
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_min         2.061
_exptl_absorpt_coefficient_mu    0.900
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_description       oval
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.691
_refine_diff_density_min         -1.104
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0635
_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)+(0.0583P)²+10.7982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1656
_refine_ls_wR_factor_ref         0.1918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3243
_reflns_number_total             3856
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00062d2.cif
_cod_data_source_block           compoundc
_cod_depositor_comments
'Adding full bibliography for 7706518--7706522.cif.'
_cod_original_cell_volume        2107.71(13)
_cod_database_code               7706519
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.774
_shelx_estimated_absorpt_t_min   0.662
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00R(H00R), C00V(H00V), C00X(H00X), C00Y(H00Y)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl01 Cl 0.16166(14) 0.43191(8) 0.28987(13) 0.0355(4) Uani 1 1 d . . . . .
P002 P 0.52812(12) 0.40854(7) 0.67596(12) 0.0228(3) Uani 1 1 d . . . . .
S003 S 0.82197(13) 0.26261(7) 0.64088(14) 0.0315(4) Uani 1 1 d . . . . .
Cl04 Cl -0.03400(13) 0.55528(8) 0.32007(15) 0.0401(4) Uani 1 1 d . . . . .
S005 S 0.92649(13) 0.37423(8) 0.93824(14) 0.0351(4) Uani 1 1 d . . . . .
Cl06 Cl 0.05463(15) 0.64674(8) 0.56480(15) 0.0411(4) Uani 1 1 d . . . . .
Cl07 Cl 0.34457(18) 0.62154(8) 0.77214(15) 0.0485(5) Uani 1 1 d . . . . .
F008 F 0.2746(3) 0.37146(18) 0.9800(3) 0.0399(8) Uani 1 1 d . . . . .
F009 F 0.1254(3) 0.25913(18) 0.8469(3) 0.0367(8) Uani 1 1 d . . . . .
F00A F 0.3462(3) 0.27684(18) 0.5652(3) 0.0388(8) Uani 1 1 d . . . . .
F00B F 0.4560(3) 0.43645(17) 0.9090(3) 0.0375(8) Uani 1 1 d . . . . .
F00C F 0.1649(3) 0.21283(19) 0.6397(3) 0.0440(9) Uani 1 1 d . . . . .
O00D O 0.4917(3) 0.49560(18) 0.7031(3) 0.0268(8) Uani 1 1 d . . . . .
O00E O 0.4188(4) 0.42097(19) 0.5239(4) 0.0289(8) Uani 1 1 d . . . . .
C00F C 0.4125(5) 0.3591(3) 0.7341(5) 0.0229(10) Uani 1 1 d . . . . .
C00G C 0.2197(5) 0.2902(3) 0.8121(5) 0.0285(12) Uani 1 1 d . . . . .
C00H C 0.3886(5) 0.3806(3) 0.8400(5) 0.0266(11) Uani 1 1 d . . . . .
C00I C 0.3687(5) 0.5168(3) 0.6226(5) 0.0237(10) Uani 1 1 d . . . . .
C00J C 0.6854(5) 0.4167(3) 0.8137(5) 0.0267(11) Uani 1 1 d . . . . .
C00K C 0.2952(5) 0.3473(3) 0.8790(5) 0.0280(11) Uani 1 1 d . . . . .
C00L C 0.3343(5) 0.3010(3) 0.6703(5) 0.0293(12) Uani 1 1 d . . . . .
C00M C 0.7416(5) 0.3263(3) 0.6967(5) 0.0261(11) Uani 1 1 d . . . . .
C00N C 0.6144(5) 0.3413(3) 0.6146(5) 0.0262(11) Uani 1 1 d . . . . .
C00O C 0.2055(5) 0.4856(3) 0.4196(5) 0.0252(11) Uani 1 1 d . . . . .
C00P C 0.3278(5) 0.4738(3) 0.5164(5) 0.0257(11) Uani 1 1 d . . . . .
C00Q C 0.2392(5) 0.2672(3) 0.7074(6) 0.0323(13) Uani 1 1 d . . . . .
C00R C 0.7292(5) 0.4594(3) 0.9245(5) 0.0303(12) Uani 1 1 d . . . . .
H00R H 0.675708 0.495647 0.943063 0.036 Uiso 1 1 calc R . . . .
C00S C 0.1617(5) 0.5829(3) 0.5422(5) 0.0306(12) Uani 1 1 d . . . . .
C00T C 0.7814(5) 0.3691(3) 0.8093(5) 0.0283(12) Uani 1 1 d . . . . .
C00U C 0.2893(6) 0.5717(3) 0.6388(6) 0.0316(12) Uani 1 1 d . . . . .
C00V C 0.5805(5) 0.3005(3) 0.5026(5) 0.0309(12) Uani 1 1 d . . . . .
H00V H 0.496872 0.304115 0.434488 0.037 Uiso 1 1 calc R . . . .
C00W C 0.1221(5) 0.5411(3) 0.4351(5) 0.0270(11) Uani 1 1 d . . . . .
C00X C 0.8560(6) 0.4417(3) 0.9992(5) 0.0360(13) Uani 1 1 d . . . . .
H00X H 0.901886 0.463993 1.077393 0.043 Uiso 1 1 calc R . . . .
C00Y C 0.6840(6) 0.2554(3) 0.5061(6) 0.0345(13) Uani 1 1 d . . . . .
H00Y H 0.679837 0.223411 0.440447 0.041 Uiso 1 1 calc R . . . .
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'
Cl Cl 0.1484 0.1585 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O00D P002 O00E 87.11(17) . . ?
O00D P002 C00F 99.9(2) . . ?
O00D P002 C00J 87.6(2) . . ?
O00D P002 C00N 152.5(2) . . ?
O00E P002 C00F 98.4(2) . . ?
O00E P002 C00J 157.7(2) . . ?
O00E P002 C00N 86.6(2) . . ?
C00F P002 C00J 103.8(2) . . ?
C00N P002 C00F 107.5(2) . . ?
C00N P002 C00J 88.1(2) . . ?
C00M S003 C00Y 91.1(3) . . ?
C00T S005 C00X 90.5(3) . . ?
C00I O00D P002 111.8(3) . . ?
C00P O00E P002 111.0(3) . . ?
C00H C00F P002 122.6(4) . . ?
C00L C00F P002 122.4(4) . . ?
C00L C00F C00H 114.8(5) . . ?
F009 C00G C00K 120.3(5) . . ?
F009 C00G C00Q 120.4(5) . . ?
C00Q C00G C00K 119.3(5) . . ?
F00B C00H C00F 120.8(5) . . ?
F00B C00H C00K 116.2(5) . . ?
C00K C00H C00F 123.1(5) . . ?
O00D C00I C00P 110.7(4) . . ?
O00D C00I C00U 127.2(5) . . ?
C00U C00I C00P 122.1(5) . . ?
C00R C00J P002 135.6(4) . . ?
C00T C00J P002 111.7(4) . . ?
C00T C00J C00R 112.7(5) . . ?
F008 C00K C00G 119.8(5) . . ?
F008 C00K C00H 120.2(5) . . ?
C00H C00K C00G 119.9(5) . . ?
F00A C00L C00F 120.1(5) . . ?
F00A C00L C00Q 116.9(5) . . ?
C00Q C00L C00F 123.0(5) . . ?
C00N C00M S003 112.2(4) . . ?
C00N C00M C00T 113.9(5) . . ?
C00T C00M S003 133.8(4) . . ?
C00M C00N P002 112.0(4) . . ?
C00M C00N C00V 112.6(5) . . ?
C00V C00N P002 135.5(4) . . ?
C00P C00O Cl01 119.4(4) . . ?
C00P C00O C00W 117.3(5) . . ?
C00W C00O Cl01 123.3(4) . . ?
O00E C00P C00I 111.6(4) . . ?
O00E C00P C00O 126.9(5) . . ?
C00O C00P C00I 121.5(5) . . ?
F00C C00Q C00G 120.2(5) . . ?
F00C C00Q C00L 119.8(5) . . ?
C00G C00Q C00L 119.9(5) . . ?
C00X C00R C00J 111.3(5) . . ?
C00U C00S Cl06 118.2(5) . . ?
C00W C00S Cl06 120.9(4) . . ?
C00W C00S C00U 120.8(5) . . ?
C00J C00T S005 112.4(4) . . ?
C00J C00T C00M 114.1(5) . . ?
C00M C00T S005 133.4(4) . . ?
C00I C00U Cl07 119.7(4) . . ?
C00I C00U C00S 117.2(5) . . ?
C00S C00U Cl07 123.1(4) . . ?
C00Y C00V C00N 111.1(5) . . ?
C00O C00W Cl04 118.9(4) . . ?
C00S C00W Cl04 119.9(4) . . ?
C00S C00W C00O 121.2(5) . . ?
C00R C00X S005 113.1(4) . . ?
C00V C00Y S003 113.1(4) . . ?
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
Cl01 C00O 1.714(5) . ?
P002 O00D 1.707(4) . ?
P002 O00E 1.733(4) . ?
P002 C00F 1.841(5) . ?
P002 C00J 1.846(5) . ?
P002 C00N 1.832(5) . ?
S003 C00M 1.710(5) . ?
S003 C00Y 1.711(6) . ?
Cl04 C00W 1.725(5) . ?
S005 C00T 1.712(6) . ?
S005 C00X 1.729(6) . ?
Cl06 C00S 1.721(5) . ?
Cl07 C00U 1.706(6) . ?
F008 C00K 1.340(6) . ?
F009 C00G 1.335(6) . ?
F00A C00L 1.343(6) . ?
F00B C00H 1.339(6) . ?
F00C C00Q 1.338(6) . ?
O00D C00I 1.355(6) . ?
O00E C00P 1.352(6) . ?
C00F C00H 1.396(7) . ?
C00F C00L 1.391(7) . ?
C00G C00K 1.378(8) . ?
C00G C00Q 1.367(8) . ?
C00H C00K 1.373(8) . ?
C00I C00P 1.392(7) . ?
C00I C00U 1.372(7) . ?
C00J C00R 1.430(7) . ?
C00J C00T 1.358(7) . ?
C00L C00Q 1.381(8) . ?
C00M C00N 1.366(7) . ?
C00M C00T 1.448(8) . ?
C00N C00V 1.426(8) . ?
C00O C00P 1.388(7) . ?
C00O C00W 1.408(8) . ?
C00R C00X 1.348(8) . ?
C00S C00U 1.422(8) . ?
C00S C00W 1.387(8) . ?
C00V C00Y 1.366(8) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168343836
