# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_na001_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2044241'
loop_
_audit_author_name
_audit_author_address
'Nayanthara Asok'
;Yorku University
Canada
;
_audit_update_record             
;
2020-11-13 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_audit_creation_date             2019-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H9 Cl4 O2 P S2'
_chemical_formula_sum            'C20 H9 Cl4 O2 P S2'
_chemical_formula_weight         518.16
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   11.6769(3)
_cell_length_b                   8.6815(2)
_cell_length_c                   20.2009(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.1160(10)
_cell_angle_gamma                90
_cell_volume                     2027.32(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9971
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   0.917
_shelx_estimated_absorpt_T_min   0.917
_exptl_absorpt_coefficient_mu    0.885
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0983
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            35560
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3784
_reflns_number_total             4659
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker SAINT'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0140P)²+4.2553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0928
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C12(H12), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C22(H22)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.84309(6) 0.03549(9) 0.21532(3) 0.02901(17) Uani 1 1 d . . . . .
P2 P 1.11148(5) -0.05230(8) 0.09875(3) 0.01817(15) Uani 1 1 d . . . . .
Cl3 Cl 1.46217(6) 0.34168(9) -0.05898(4) 0.03162(17) Uani 1 1 d . . . . .
S4 S 0.85203(6) -0.36582(9) 0.14110(3) 0.02839(17) Uani 1 1 d . . . . .
Cl5 Cl 1.30999(6) -0.25051(8) -0.07278(3) 0.02898(17) Uani 1 1 d . . . . .
Cl6 Cl 1.47076(6) 0.01100(9) -0.11860(3) 0.03228(18) Uani 1 1 d . . . . .
Cl7 Cl 1.30266(7) 0.40836(8) 0.05156(4) 0.03423(18) Uani 1 1 d . . . . .
O1 O 1.15681(15) -0.1252(2) 0.02678(8) 0.0231(4) Uani 1 1 d . . . . .
O2 O 1.15335(15) 0.1271(2) 0.07386(9) 0.0225(4) Uani 1 1 d . . . . .
C3 C 1.3785(2) 0.0506(3) -0.06134(12) 0.0219(5) Uani 1 1 d . . . . .
C4 C 1.3071(2) -0.0661(3) -0.04226(12) 0.0213(5) Uani 1 1 d . . . . .
C5 C 0.9318(2) -0.2018(3) 0.13563(12) 0.0215(5) Uani 1 1 d . . . . .
C6 C 1.3765(2) 0.1981(3) -0.03406(12) 0.0221(6) Uani 1 1 d . . . . .
C7 C 1.2336(2) -0.0296(3) 0.00297(12) 0.0204(5) Uani 1 1 d . . . . .
C8 C 1.0109(2) 0.0487(3) 0.14627(12) 0.0206(5) Uani 1 1 d . . . . .
C9 C 1.0179(2) -0.3740(3) 0.07013(13) 0.0256(6) Uani 1 1 d . . . . .
H9 H 1.070963 -0.408929 0.041838 0.031 Uiso 1 1 calc R . . . .
C10 C 1.2766(2) 0.0102(4) 0.20850(13) 0.0273(6) Uani 1 1 d . . . . .
H10 H 1.245636 0.111587 0.206170 0.033 Uiso 1 1 calc R . . . .
C11 C 1.2329(2) -0.0991(3) 0.16160(12) 0.0209(5) Uani 1 1 d . . . . .
C12 C 1.0042(2) 0.1974(3) 0.17478(13) 0.0250(6) Uani 1 1 d . . . . .
H12 H 1.054471 0.280263 0.168122 0.030 Uiso 1 1 calc R . . . .
C13 C 0.9286(2) -0.0498(3) 0.16400(12) 0.0216(5) Uani 1 1 d . . . . .
C14 C 1.3035(2) 0.2309(3) 0.01338(13) 0.0233(6) Uani 1 1 d . . . . .
C15 C 1.2317(2) 0.1165(3) 0.03040(12) 0.0198(5) Uani 1 1 d . . . . .
C16 C 1.0180(2) -0.2227(3) 0.09668(12) 0.0210(5) Uani 1 1 d . . . . .
C17 C 1.2805(2) -0.2464(3) 0.16487(15) 0.0289(6) Uani 1 1 d . . . . .
H17 H 1.251932 -0.321825 0.132624 0.035 Uiso 1 1 calc R . . . .
C18 C 0.9173(2) 0.2066(3) 0.21272(14) 0.0277(6) Uani 1 1 d . . . . .
H18 H 0.899365 0.297482 0.235372 0.033 Uiso 1 1 calc R . . . .
C19 C 0.9333(2) -0.4632(3) 0.08978(14) 0.0283(6) Uani 1 1 d . . . . .
H19 H 0.920443 -0.567628 0.076708 0.034 Uiso 1 1 calc R . . . .
C20 C 1.3698(3) -0.2830(4) 0.21533(17) 0.0382(8) Uani 1 1 d . . . . .
H20 H 1.402340 -0.383508 0.217554 0.046 Uiso 1 1 calc R . . . .
C21 C 1.4115(3) -0.1742(4) 0.26209(16) 0.0403(8) Uani 1 1 d . . . . .
H21 H 1.472090 -0.200089 0.296774 0.048 Uiso 1 1 calc R . . . .
C22 C 1.3657(2) -0.0281(4) 0.25885(14) 0.0375(8) Uani 1 1 d . . . . .
H22 H 1.395038 0.046776 0.291135 0.045 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C13 1.707(3) . ?
S1 C18 1.725(3) . ?
P2 O1 1.7352(18) . ?
P2 O2 1.7285(19) . ?
P2 C8 1.841(3) . ?
P2 C11 1.810(3) . ?
P2 C16 1.836(3) . ?
Cl3 C6 1.717(3) . ?
S4 C5 1.714(3) . ?
S4 C19 1.723(3) . ?
Cl5 C4 1.718(3) . ?
Cl6 C3 1.723(3) . ?
Cl7 C14 1.723(3) . ?
O1 C7 1.358(3) . ?
O2 C15 1.358(3) . ?
C3 C4 1.400(4) . ?
C3 C6 1.395(4) . ?
C4 C7 1.377(3) . ?
C5 C13 1.441(4) . ?
C5 C16 1.374(3) . ?
C6 C14 1.399(4) . ?
C7 C15 1.386(4) . ?
C8 C12 1.420(4) . ?
C8 C13 1.371(4) . ?
C9 C16 1.419(4) . ?
C9 C19 1.357(4) . ?
C10 C11 1.387(4) . ?
C10 C22 1.389(4) . ?
C11 C17 1.393(4) . ?
C12 C18 1.358(4) . ?
C14 C15 1.374(4) . ?
C17 C20 1.388(4) . ?
C20 C21 1.375(5) . ?
C21 C22 1.374(5) . ?

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
C13 S1 C18 90.88(13) . . ?
O1 P2 C8 154.58(10) . . ?
O1 P2 C11 101.80(10) . . ?
O1 P2 C16 86.45(10) . . ?
O2 P2 O1 87.29(9) . . ?
O2 P2 C8 87.13(10) . . ?
O2 P2 C11 100.41(11) . . ?
O2 P2 C16 155.71(11) . . ?
C11 P2 C8 103.60(11) . . ?
C11 P2 C16 103.85(12) . . ?
C16 P2 C8 88.52(12) . . ?
C5 S4 C19 91.06(13) . . ?
C7 O1 P2 111.64(16) . . ?
C15 O2 P2 111.77(16) . . ?
C4 C3 Cl6 119.5(2) . . ?
C6 C3 Cl6 119.7(2) . . ?
C6 C3 C4 120.8(2) . . ?
C3 C4 Cl5 122.2(2) . . ?
C7 C4 Cl5 119.9(2) . . ?
C7 C4 C3 117.9(2) . . ?
C13 C5 S4 133.67(19) . . ?
C16 C5 S4 112.0(2) . . ?
C16 C5 C13 114.3(2) . . ?
C3 C6 Cl3 120.51(19) . . ?
C3 C6 C14 120.2(2) . . ?
C14 C6 Cl3 119.3(2) . . ?
O1 C7 C4 126.8(2) . . ?
O1 C7 C15 111.7(2) . . ?
C4 C7 C15 121.5(2) . . ?
C12 C8 P2 136.0(2) . . ?
C13 C8 P2 111.2(2) . . ?
C13 C8 C12 112.3(2) . . ?
C19 C9 C16 112.3(2) . . ?
C11 C10 C22 120.1(3) . . ?
C10 C11 P2 120.1(2) . . ?
C10 C11 C17 119.3(3) . . ?
C17 C11 P2 120.5(2) . . ?
C18 C12 C8 111.8(3) . . ?
C5 C13 S1 133.5(2) . . ?
C8 C13 S1 112.3(2) . . ?
C8 C13 C5 114.1(2) . . ?
C6 C14 Cl7 122.1(2) . . ?
C15 C14 Cl7 119.5(2) . . ?
C15 C14 C6 118.5(2) . . ?
O2 C15 C7 111.8(2) . . ?
O2 C15 C14 127.1(2) . . ?
C14 C15 C7 121.1(2) . . ?
C5 C16 P2 111.2(2) . . ?
C5 C16 C9 112.2(2) . . ?
C9 C16 P2 136.3(2) . . ?
C20 C17 C11 119.9(3) . . ?
C12 C18 S1 112.6(2) . . ?
C9 C19 S4 112.4(2) . . ?
C21 C20 C17 120.2(3) . . ?
C22 C21 C20 120.3(3) . . ?
C21 C22 C10 120.2(3) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compoundc
_database_code_depnum_ccdc_archive 'CCDC 2044243'
loop_
_audit_author_name
_audit_author_address
'Nayanthara Asok'
;Yorku University
Canada
;
_audit_update_record             
;
2020-11-13 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_audit_creation_date             2020-09-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_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
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   10.6116(4)
_cell_length_b                   18.4445(7)
_cell_length_c                   11.5631(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.3620(10)
_cell_angle_gamma                90
_cell_volume                     2107.71(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9767
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      40.27
_cell_measurement_theta_min      3.14
_shelx_estimated_absorpt_T_max   0.774
_shelx_estimated_absorpt_T_min   0.662
_exptl_absorpt_coefficient_mu    0.900
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_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
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_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
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3243
_reflns_number_total             3856
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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)'
_refine_diff_density_max         0.691
_refine_diff_density_min         -1.104
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_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_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0635
_refine_ls_restrained_S_all      1.100
_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
_refine_special_details          ?
_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)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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_
_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) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_na_p3_27a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2044245'
loop_
_audit_author_name
_audit_author_address
'Nayanthara Asok'
;Yorku University
Canada
;
_audit_update_record             
;
2020-11-13 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_audit_creation_date             2020-09-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H9 O P S2, C6 H2 Cl4 O2'
_chemical_formula_sum            'C20 H11 Cl4 O3 P S2'
_chemical_formula_weight         536.18
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4476(7)
_cell_length_b                   12.5959(13)
_cell_length_c                   13.2064(13)
_cell_angle_alpha                116.199(3)
_cell_angle_beta                 104.509(3)
_cell_angle_gamma                91.081(3)
_cell_volume                     1064.13(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.816
_exptl_absorpt_coefficient_mu    0.850
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Hexagonal
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            46942
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         30.568
_diffrn_reflns_theta_min         2.857
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5723
_reflns_number_total             6527
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         6527
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+0.5391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0831
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00J(H00J), C00M(H00M), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T), C00U(H00U)
2.b Idealised tetrahedral OH refined as rotating group:
 O009(H009), O00A(H00A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
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
P001 P 0.40067(5) 0.61284(3) 0.77717(3) 0.02140(7) Uani 1 1 d . . . . .
Cl02 Cl 0.16553(6) 0.22060(4) 0.16956(3) 0.03819(9) Uani 1 1 d . . . . .
S003 S 0.42022(6) 0.64529(4) 1.10958(3) 0.03348(9) Uani 1 1 d . . . . .
Cl04 Cl 0.16671(7) -0.12713(3) 0.30454(4) 0.04284(10) Uani 1 1 d . . . . .
Cl05 Cl 0.12401(6) -0.05284(4) 0.10325(3) 0.04304(10) Uani 1 1 d . . . . .
Cl06 Cl 0.31780(7) 0.07044(3) 0.56804(3) 0.04189(10) Uani 1 1 d . . . . .
S007 S -0.02951(6) 0.47639(4) 0.85849(4) 0.04162(10) Uani 1 1 d . . . . .
O008 O 0.50987(14) 0.54296(8) 0.69454(8) 0.02652(19) Uani 1 1 d . . . . .
O009 O 0.32163(16) 0.38146(9) 0.42934(9) 0.0310(2) Uani 1 1 d . . . . .
H009 H 0.357401 0.392527 0.378811 0.047 Uiso 1 1 calc GR . . . .
O00A O 0.39660(17) 0.30865(9) 0.59859(8) 0.0323(2) Uani 1 1 d . . . . .
H00A H 0.416373 0.377158 0.604155 0.048 Uiso 1 1 calc GR . . . .
C00B C 0.32442(18) 0.22843(11) 0.48433(11) 0.0237(2) Uani 1 1 d . . . . .
C00C C 0.34453(18) 0.74462(11) 0.76392(11) 0.0241(2) Uani 1 1 d . . . . .
C00D C 0.48725(18) 0.65187(11) 0.93084(11) 0.0233(2) Uani 1 1 d . . . . .
C00E C 0.28882(18) 0.26262(11) 0.39428(11) 0.0239(2) Uani 1 1 d . . . . .
C00F C 0.34833(19) 0.61206(12) 0.96430(12) 0.0256(2) Uani 1 1 d . . . . .
C00G C 0.18470(18) 0.53267(12) 0.76045(12) 0.0257(2) Uani 1 1 d . . . . .
C00H C 0.6542(2) 0.70895(12) 1.02519(12) 0.0269(2) Uani 1 1 d . . . . .
H00H H 0.764278 0.741351 1.018412 0.032 Uiso 1 1 calc R . . . .
C00I C 0.2839(2) 0.10837(12) 0.45527(12) 0.0264(2) Uani 1 1 d . . . . .
C00J C 0.6374(2) 0.71161(13) 1.12714(12) 0.0314(3) Uani 1 1 d . . . . .
H00J H 0.734848 0.746223 1.199505 0.038 Uiso 1 1 calc R . . . .
C00K C 0.2197(2) 0.02065(11) 0.33795(12) 0.0275(3) Uani 1 1 d . . . . .
C00L C 0.19316(19) 0.05399(12) 0.24866(11) 0.0278(3) Uani 1 1 d . . . . .
C00M C 0.3470(2) 0.85210(13) 0.86144(13) 0.0324(3) Uani 1 1 d . . . . .
H00M H 0.381860 0.857756 0.938149 0.039 Uiso 1 1 calc R . . . .
C00N C 0.17793(19) 0.54624(12) 0.86860(13) 0.0268(2) Uani 1 1 d . . . . .
C00O C 0.22059(19) 0.17488(12) 0.27758(11) 0.0262(2) Uani 1 1 d . . . . .
C00P C 0.2915(2) 0.73636(14) 0.65090(13) 0.0319(3) Uani 1 1 d . . . . .
H00P H 0.289398 0.663139 0.584164 0.038 Uiso 1 1 calc R . . . .
C00Q C 0.0207(2) 0.46407(14) 0.66822(14) 0.0341(3) Uani 1 1 d . . . . .
H00Q H 0.001654 0.446089 0.588123 0.041 Uiso 1 1 calc R . . . .
C00R C 0.2981(3) 0.95114(14) 0.84597(16) 0.0400(3) Uani 1 1 d . . . . .
H00R H 0.300577 1.024847 0.912265 0.048 Uiso 1 1 calc R . . . .
C00S C 0.2462(2) 0.94230(15) 0.73443(17) 0.0402(4) Uani 1 1 d . . . . .
H00S H 0.212826 1.010282 0.724538 0.048 Uiso 1 1 calc R . . . .
C00T C -0.1063(2) 0.42711(16) 0.70880(17) 0.0407(4) Uani 1 1 d . . . . .
H00T H -0.224245 0.379431 0.659841 0.049 Uiso 1 1 calc R . . . .
C00U C 0.2419(2) 0.83619(16) 0.63696(16) 0.0403(4) Uani 1 1 d . . . . .
H00U H 0.205139 0.831225 0.560543 0.048 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P001 O008 1.5002(10) . ?
P001 C00C 1.7907(13) . ?
P001 C00D 1.7964(13) . ?
P001 C00G 1.7943(13) . ?
Cl02 C00O 1.7251(14) . ?
S003 C00F 1.7062(14) . ?
S003 C00J 1.7200(16) . ?
Cl04 C00K 1.7250(14) . ?
Cl05 C00L 1.7206(13) . ?
Cl06 C00I 1.7187(14) . ?
S007 C00N 1.7089(14) . ?
S007 C00T 1.720(2) . ?
O009 C00E 1.3536(16) . ?
O00A C00B 1.3468(15) . ?
C00B C00E 1.4030(18) . ?
C00B C00I 1.3921(18) . ?
C00C C00M 1.3926(19) . ?
C00C C00P 1.4002(19) . ?
C00D C00F 1.3865(18) . ?
C00D C00H 1.4195(18) . ?
C00E C00O 1.3919(18) . ?
C00F C00N 1.4583(19) . ?
C00G C00N 1.3758(19) . ?
C00G C00Q 1.4170(19) . ?
C00H C00J 1.3692(19) . ?
C00I C00K 1.3954(18) . ?
C00K C00L 1.389(2) . ?
C00L C00O 1.3935(19) . ?
C00M C00R 1.391(2) . ?
C00P C00U 1.393(2) . ?
C00Q C00T 1.363(2) . ?
C00R C00S 1.378(3) . ?
C00S C00U 1.379(3) . ?

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
O008 P001 C00C 111.61(6) . . ?
O008 P001 C00D 119.61(6) . . ?
O008 P001 C00G 115.44(6) . . ?
C00C P001 C00D 108.74(6) . . ?
C00C P001 C00G 106.87(6) . . ?
C00G P001 C00D 92.64(6) . . ?
C00F S003 C00J 91.57(7) . . ?
C00N S007 C00T 91.52(7) . . ?
O00A C00B C00E 121.86(11) . . ?
O00A C00B C00I 118.82(11) . . ?
C00I C00B C00E 119.32(12) . . ?
C00M C00C P001 121.98(10) . . ?
C00M C00C C00P 119.99(13) . . ?
C00P C00C P001 118.00(10) . . ?
C00F C00D P001 108.90(10) . . ?
C00F C00D C00H 112.40(12) . . ?
C00H C00D P001 138.69(10) . . ?
O009 C00E C00B 116.12(11) . . ?
O009 C00E C00O 124.79(12) . . ?
C00O C00E C00B 119.08(12) . . ?
C00D C00F S003 111.80(10) . . ?
C00D C00F C00N 114.45(12) . . ?
C00N C00F S003 133.65(10) . . ?
C00N C00G P001 109.49(10) . . ?
C00N C00G C00Q 113.08(13) . . ?
C00Q C00G P001 137.40(12) . . ?
C00J C00H C00D 111.77(13) . . ?
C00B C00I Cl06 118.17(10) . . ?
C00B C00I C00K 121.15(12) . . ?
C00K C00I Cl06 120.67(10) . . ?
C00H C00J S003 112.46(11) . . ?
C00I C00K Cl04 120.16(11) . . ?
C00L C00K Cl04 120.41(10) . . ?
C00L C00K C00I 119.40(12) . . ?
C00K C00L Cl05 120.38(11) . . ?
C00K C00L C00O 119.53(12) . . ?
C00O C00L Cl05 120.09(11) . . ?
C00R C00M C00C 119.67(14) . . ?
C00F C00N S007 134.36(11) . . ?
C00G C00N S007 111.38(11) . . ?
C00G C00N C00F 114.22(12) . . ?
C00E C00O Cl02 117.89(10) . . ?
C00E C00O C00L 121.26(12) . . ?
C00L C00O Cl02 120.83(10) . . ?
C00U C00P C00C 119.57(14) . . ?
C00T C00Q C00G 111.53(15) . . ?
C00S C00R C00M 119.99(15) . . ?
C00R C00S C00U 120.97(14) . . ?
C00Q C00T S007 112.49(12) . . ?
C00S C00U C00P 119.81(15) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compounddcopy
_database_code_depnum_ccdc_archive 'CCDC 2044244'
loop_
_audit_author_name
_audit_author_address
'Nayanthara Asok'
;Yorku University
Canada
;
_audit_update_record             
;
2020-11-13 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_audit_creation_date             2020-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C28 H12 F5 O2 P S2), (C H Cl3)'
_chemical_formula_sum            'C57 H25 Cl3 F10 O4 P2 S4'
_chemical_formula_weight         1260.36
_chemical_melting_point          ?
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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.358(2)
_cell_length_b                   14.516(2)
_cell_length_c                   16.549(3)
_cell_angle_alpha                108.018(5)
_cell_angle_beta                 106.995(6)
_cell_angle_gamma                93.965(6)
_cell_volume                     2442.8(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9091
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      34.95
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       yellow
_exptl_crystal_F_000             1169
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0626
_diffrn_reflns_Laue_measured_fraction_full 0.862
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14683
_diffrn_reflns_point_group_measured_fraction_full 0.862
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.676
_diffrn_reflns_theta_min         2.355
_diffrn_ambient_temperature      173.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 25.242
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5548
_reflns_number_total             7920
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.044
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     721
_refine_ls_number_reflns         7920
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.082
_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)+(0.0618P)²+8.3879P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1760
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C028(H028)
2.b Aromatic/amide H refined with riding coordinates:
 C00V(H00V), C00W(H00W), C010(H010), C014(H014), C015(H015), C018(H018),
 C01D(H01D), C01E(H01E), C01K(H01K), C01O(H01O), C01P(H01P), C01Q(H01Q),
 C01R(H01R), C01S(H01S), C01V(H01V), C01Z(H01Z), C020(H020), C021(H021),
 C022(H022), C023(H023), C024(H024), C025(H025), C026(H026), C027(H027)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
P001 P 0.18749(11) 0.12426(8) 0.48689(7) 0.0239(3) Uani 1 1 d . . . . .
P002 P 0.67203(10) 0.68013(9) 0.95992(7) 0.0252(3) Uani 1 1 d . . . . .
S003 S 0.25398(11) -0.06344(9) 0.63957(8) 0.0312(3) Uani 1 1 d . . . . .
S004 S 0.01262(11) 0.09621(9) 0.67377(7) 0.0297(3) Uani 1 1 d . . . . .
S005 S 1.04340(11) 0.82079(10) 1.11673(8) 0.0345(3) Uani 1 1 d . . . . .
S006 S 0.79365(12) 0.97105(9) 1.14635(8) 0.0349(3) Uani 1 1 d . . . . .
Cl00 Cl 0.9025(3) 0.45542(18) 0.63178(14) 0.1013(8) Uani 1 1 d . . . . .
Cl1 Cl 0.6593(2) 0.44369(18) 0.50818(13) 0.0967(8) Uani 1 1 d . . . . .
Cl2 Cl 0.8649(3) 0.3957(3) 0.44368(16) 0.1511(15) Uani 1 1 d . . . . .
F00A F 0.4699(2) 0.1438(2) 0.5372(2) 0.0395(7) Uani 1 1 d . . . . .
F00B F 0.8097(3) 0.6219(2) 0.82168(18) 0.0378(7) Uani 1 1 d . . . . .
O00C O 0.2449(3) 0.0730(2) 0.40132(19) 0.0257(7) Uani 1 1 d . . . . .
O00D O 0.0773(3) 0.1568(2) 0.41397(19) 0.0257(7) Uani 1 1 d . . . . .
F00E F 0.1634(3) 0.3421(2) 0.5636(2) 0.0417(7) Uani 1 1 d . . . . .
F00F F 0.4662(3) 0.7706(2) 0.8617(2) 0.0452(8) Uani 1 1 d . . . . .
O00G O 0.5271(3) 0.6489(2) 0.9596(2) 0.0279(7) Uani 1 1 d . . . . .
F00H F 0.7648(3) 0.6504(2) 0.66687(19) 0.0477(8) Uani 1 1 d . . . . .
O00I O 0.6824(3) 0.5595(2) 0.9291(2) 0.0309(8) Uani 1 1 d . . . . .
F00J F 0.6437(3) 0.2987(2) 0.6301(2) 0.0518(9) Uani 1 1 d . . . . .
F00K F 0.5707(3) 0.7355(3) 0.6066(2) 0.0534(9) Uani 1 1 d . . . . .
F00L F 0.3414(3) 0.4947(2) 0.6644(2) 0.0553(9) Uani 1 1 d . . . . .
F00M F 0.5828(3) 0.4758(2) 0.6969(2) 0.0563(10) Uani 1 1 d . . . . .
F00N F 0.4230(3) 0.7940(3) 0.7067(2) 0.0592(9) Uani 1 1 d . . . . .
C00O C 0.0210(4) 0.1689(3) 0.2637(3) 0.0239(10) Uani 1 1 d . . . . .
C00P C 0.2228(4) 0.0651(3) 0.2480(3) 0.0225(10) Uani 1 1 d . . . . .
C00Q C 0.0960(4) 0.1429(3) 0.3337(3) 0.0245(10) Uani 1 1 d . . . . .
C00R C 0.0494(4) 0.1430(3) 0.1830(3) 0.0256(10) Uani 1 1 d . . . . .
C00S C 0.1979(4) 0.0214(3) 0.5965(3) 0.0216(9) Uani 1 1 d . . . . .
C00T C 0.1913(4) 0.0942(3) 0.3271(3) 0.0241(10) Uani 1 1 d . . . . .
C00U C 0.2459(4) 0.0321(3) 0.5325(3) 0.0252(10) Uani 1 1 d . . . . .
C00V C 0.3197(4) 0.0131(3) 0.2412(3) 0.0277(10) Uani 1 1 d . . . . .
H00V H 0.366660 -0.002319 0.290132 0.033 Uiso 1 1 calc R . . . .
C00W C -0.0780(4) 0.2187(3) 0.2711(3) 0.0314(11) Uani 1 1 d . . . . .
H00W H -0.096263 0.235993 0.324489 0.038 Uiso 1 1 calc R . . . .
C00X C 0.3073(4) 0.2338(3) 0.5477(3) 0.0237(10) Uani 1 1 d . . . . .
C00Y C 0.5677(4) 0.5010(3) 0.8967(3) 0.0267(10) Uani 1 1 d . . . . .
C00Z C 0.8858(4) 0.7969(4) 1.0706(3) 0.0279(11) Uani 1 1 d . . . . .
C010 C 0.3440(4) -0.0885(4) 0.5716(3) 0.0318(11) Uani 1 1 d . . . . .
H010 H 0.396584 -0.134823 0.571613 0.038 Uiso 1 1 calc R . . . .
C011 C 0.5455(4) 0.3986(3) 0.8544(3) 0.0297(11) Uani 1 1 d . . . . .
C012 C 0.1507(4) 0.0888(3) 0.1749(3) 0.0250(10) Uani 1 1 d . . . . .
C013 C 0.4809(4) 0.5509(3) 0.9139(3) 0.0286(11) Uani 1 1 d . . . . .
C014 C -0.0091(4) 0.1956(4) 0.5689(3) 0.0307(11) Uani 1 1 d . . . . .
H014 H -0.037098 0.237789 0.537892 0.037 Uiso 1 1 calc R . . . .
C015 C 0.3459(5) -0.0155(4) 0.1624(3) 0.0326(11) Uani 1 1 d . . . . .
H015 H 0.410516 -0.050614 0.157633 0.039 Uiso 1 1 calc R . . . .
C016 C 0.7145(4) 0.6670(3) 0.7974(3) 0.0306(11) Uani 1 1 d . . . . .
C017 C 0.6423(4) 0.6973(3) 0.8517(3) 0.0276(10) Uani 1 1 d . . . . .
C018 C 0.3307(4) -0.0342(4) 0.5184(3) 0.0308(11) Uani 1 1 d . . . . .
H018 H 0.372251 -0.039119 0.476784 0.037 Uiso 1 1 calc R . . . .
C019 C 0.3541(4) 0.5088(4) 0.8862(3) 0.0302(11) Uani 1 1 d . . . . .
C01A C 0.3236(4) 0.4059(4) 0.8407(3) 0.0304(11) Uani 1 1 d . . . . .
C01B C 0.7896(4) 0.8552(3) 1.0827(3) 0.0263(10) Uani 1 1 d . . . . .
C01C C 0.2808(5) 0.3260(4) 0.5804(3) 0.0328(11) Uani 1 1 d . . . . .
C01D C -0.0248(4) 0.1688(4) 0.1133(3) 0.0332(11) Uani 1 1 d . . . . .
H01D H -0.008112 0.152492 0.059313 0.040 Uiso 1 1 calc R . . . .
C01E C 0.5812(4) 0.8636(4) 1.0484(3) 0.0337(12) Uani 1 1 d . . . . .
H01E H 0.495374 0.842369 1.021079 0.040 Uiso 1 1 calc R . . . .
C01F C 0.4324(4) 0.2292(3) 0.5657(3) 0.0289(11) Uani 1 1 d . . . . .
C01G C 0.8413(4) 0.7037(3) 1.0102(3) 0.0271(10) Uani 1 1 d . . . . .
C01H C 0.0865(4) 0.1417(3) 0.5577(3) 0.0248(10) Uani 1 1 d . . . . .
C01I C 0.5249(4) 0.3087(4) 0.6148(3) 0.0351(12) Uani 1 1 d . . . . .
C01J C 0.1067(4) 0.0843(3) 0.6095(3) 0.0260(11) Uani 1 1 d . . . . .
C01K C 0.2771(5) 0.0076(4) 0.0902(3) 0.0343(12) Uani 1 1 d . . . . .
H01K H 0.295622 -0.011911 0.036942 0.041 Uiso 1 1 calc R . . . .
C01L C 0.6721(4) 0.8038(3) 1.0330(3) 0.0265(10) Uani 1 1 d . . . . .
C01M C 0.5431(5) 0.7398(4) 0.8167(3) 0.0357(12) Uani 1 1 d . . . . .
C01N C 0.4200(4) 0.3498(3) 0.8254(3) 0.0291(11) Uani 1 1 d . . . . .
C01O C -0.0552(4) 0.1784(3) 0.6304(3) 0.0286(10) Uani 1 1 d . . . . .
H01O H -0.118091 0.208692 0.647259 0.034 Uiso 1 1 calc R . . . .
C01P C 0.1809(5) 0.0592(4) 0.0961(3) 0.0318(11) Uani 1 1 d . . . . .
H01P H 0.135473 0.074562 0.046772 0.038 Uiso 1 1 calc R . . . .
C01Q C 0.9385(4) 0.6497(4) 1.0029(3) 0.0309(11) Uani 1 1 d . . . . .
H01Q H 0.926070 0.584367 0.966057 0.037 Uiso 1 1 calc R . . . .
C01R C -0.1478(5) 0.2421(4) 0.2011(3) 0.0380(12) Uani 1 1 d . . . . .
H01R H -0.213910 0.275137 0.206552 0.046 Uiso 1 1 calc R . . . .
C01S C 1.0520(4) 0.7045(4) 1.0561(3) 0.0356(12) Uani 1 1 d . . . . .
H01S H 1.126818 0.681091 1.059269 0.043 Uiso 1 1 calc R . . . .
C01T C 0.3716(5) 0.4068(3) 0.6314(3) 0.0375(13) Uani 1 1 d . . . . .
C01U C 0.6913(5) 0.6803(4) 0.7163(3) 0.0361(13) Uani 1 1 d . . . . .
C01V C 0.3952(5) 0.2486(4) 0.7816(3) 0.0367(12) Uani 1 1 d . . . . .
H01V H 0.313783 0.214813 0.762292 0.044 Uiso 1 1 calc R . . . .
C01W C 0.5935(5) 0.7227(4) 0.6854(3) 0.0385(13) Uani 1 1 d . . . . .
C01X C 0.5199(5) 0.7528(4) 0.7361(3) 0.0376(12) Uani 1 1 d . . . . .
C01Y C 0.4934(5) 0.3976(4) 0.6476(3) 0.0398(14) Uani 1 1 d . . . . .
C01Z C 0.1970(5) 0.3634(4) 0.8093(3) 0.0385(13) Uani 1 1 d . . . . .
H01Z H 0.173315 0.295990 0.778507 0.046 Uiso 1 1 calc R . . . .
C020 C 0.4879(5) 0.1978(4) 0.7664(4) 0.0421(13) Uani 1 1 d . . . . .
H020 H 0.468374 0.130190 0.736197 0.051 Uiso 1 1 calc R . . . .
C021 C 0.6348(5) 0.9552(4) 1.1077(3) 0.0368(12) Uani 1 1 d . . . . .
H021 H 0.589618 1.004174 1.125434 0.044 Uiso 1 1 calc R . . . .
C022 C 0.2625(5) 0.5632(4) 0.9008(3) 0.0366(12) Uani 1 1 d . . . . .
H022 H 0.284251 0.630507 0.932776 0.044 Uiso 1 1 calc R . . . .
C023 C -0.1213(5) 0.2172(4) 0.1217(4) 0.0404(13) Uani 1 1 d . . . . .
H023 H -0.169519 0.233491 0.073757 0.048 Uiso 1 1 calc R . . . .
C024 C 0.1084(5) 0.4184(4) 0.8227(4) 0.0437(14) Uani 1 1 d . . . . .
H024 H 0.024927 0.388301 0.800823 0.052 Uiso 1 1 calc R . . . .
C025 C 0.6386(5) 0.3449(4) 0.8376(4) 0.0369(12) Uani 1 1 d . . . . .
H025 H 0.720391 0.377307 0.855409 0.044 Uiso 1 1 calc R . . . .
C026 C 0.6104(5) 0.2454(4) 0.7953(4) 0.0420(13) Uani 1 1 d . . . . .
H026 H 0.673054 0.209708 0.785938 0.050 Uiso 1 1 calc R . . . .
C027 C 0.1405(5) 0.5187(4) 0.8685(4) 0.0435(14) Uani 1 1 d . . . . .
H027 H 0.078786 0.555751 0.877284 0.052 Uiso 1 1 calc R . . . .
C028 C 0.8209(7) 0.4691(5) 0.5303(4) 0.068(2) Uani 1 1 d . . . . .
H028 H 0.843071 0.537837 0.536057 0.081 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P001 O00C 1.714(3) . ?
P001 O00D 1.672(3) . ?
P001 C00U 1.804(5) . ?
P001 C00X 1.818(4) . ?
P001 C01H 1.843(4) . ?
P002 O00G 1.674(3) . ?
P002 O00I 1.689(4) . ?
P002 C017 1.821(5) . ?
P002 C01G 1.818(5) . ?
P002 C01L 1.828(5) . ?
S003 C00S 1.678(5) . ?
S003 C010 1.707(5) . ?
S004 C01J 1.696(4) . ?
S004 C01O 1.693(5) . ?
S005 C00Z 1.691(5) . ?
S005 C01S 1.702(5) . ?
S006 C01B 1.675(5) . ?
S006 C021 1.701(5) . ?
Cl00 C028 1.743(7) . ?
Cl1 C028 1.751(8) . ?
Cl2 C028 1.729(6) . ?
F00A C01F 1.330(5) . ?
F00B C016 1.329(6) . ?
O00C C00T 1.341(5) . ?
O00D C00Q 1.362(5) . ?
F00E C01C 1.333(6) . ?
F00F C01M 1.321(5) . ?
O00G C013 1.367(5) . ?
F00H C01U 1.336(5) . ?
O00I C00Y 1.365(5) . ?
F00J C01I 1.325(6) . ?
F00K C01W 1.327(6) . ?
F00L C01T 1.336(6) . ?
F00M C01Y 1.330(5) . ?
F00N C01X 1.328(6) . ?
C00O C00Q 1.395(7) . ?
C00O C00R 1.409(6) . ?
C00O C00W 1.393(7) . ?
C00P C00T 1.405(6) . ?
C00P C00V 1.389(7) . ?
C00P C012 1.402(7) . ?
C00Q C00T 1.345(7) . ?
C00R C012 1.454(7) . ?
C00R C01D 1.387(7) . ?
C00S C00U 1.369(6) . ?
C00S C01J 1.446(6) . ?
C00U C018 1.424(7) . ?
C00V C015 1.368(6) . ?
C00W C01R 1.352(7) . ?
C00X C01C 1.371(7) . ?
C00X C01F 1.375(7) . ?
C00Y C011 1.402(7) . ?
C00Y C013 1.309(7) . ?
C00Z C01B 1.449(7) . ?
C00Z C01G 1.363(6) . ?
C010 C018 1.338(7) . ?
C011 C01N 1.419(6) . ?
C011 C025 1.398(7) . ?
C012 C01P 1.392(6) . ?
C013 C019 1.406(6) . ?
C014 C01H 1.404(7) . ?
C014 C01O 1.351(7) . ?
C015 C01K 1.373(7) . ?
C016 C017 1.383(6) . ?
C016 C01U 1.366(7) . ?
C017 C01M 1.386(7) . ?
C019 C01A 1.414(7) . ?
C019 C022 1.381(7) . ?
C01A C01N 1.443(7) . ?
C01A C01Z 1.400(6) . ?
C01B C01L 1.362(6) . ?
C01C C01T 1.365(7) . ?
C01D C023 1.360(7) . ?
C01E C01L 1.423(7) . ?
C01E C021 1.353(7) . ?
C01F C01I 1.359(6) . ?
C01G C01Q 1.409(7) . ?
C01H C01J 1.355(7) . ?
C01I C01Y 1.354(8) . ?
C01K C01P 1.377(7) . ?
C01M C01X 1.357(7) . ?
C01N C01V 1.388(7) . ?
C01Q C01S 1.354(7) . ?
C01R C023 1.378(7) . ?
C01T C01Y 1.354(8) . ?
C01U C01W 1.354(8) . ?
C01V C020 1.365(8) . ?
C01W C01X 1.351(7) . ?
C01Z C024 1.353(8) . ?
C020 C026 1.384(7) . ?
C022 C027 1.361(7) . ?
C024 C027 1.382(8) . ?
C025 C026 1.363(7) . ?

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
O00C P001 C00U 86.78(18) . . ?
O00C P001 C00X 97.82(17) . . ?
O00C P001 C01H 160.80(17) . . ?
O00D P001 O00C 88.07(15) . . ?
O00D P001 C00U 149.86(18) . . ?
O00D P001 C00X 104.86(19) . . ?
O00D P001 C01H 87.27(18) . . ?
C00U P001 C00X 105.2(2) . . ?
C00U P001 C01H 87.9(2) . . ?
C00X P001 C01H 101.37(19) . . ?
O00G P002 O00I 88.24(15) . . ?
O00G P002 C017 102.13(18) . . ?
O00G P002 C01G 152.7(2) . . ?
O00G P002 C01L 87.45(17) . . ?
O00I P002 C017 99.84(19) . . ?
O00I P002 C01G 86.35(19) . . ?
O00I P002 C01L 158.8(2) . . ?
C017 P002 C01L 101.3(2) . . ?
C01G P002 C017 105.2(2) . . ?
C01G P002 C01L 88.0(2) . . ?
C00S S003 C010 91.0(2) . . ?
C01O S004 C01J 90.5(2) . . ?
C00Z S005 C01S 90.8(2) . . ?
C01B S006 C021 90.8(2) . . ?
C00T O00C P001 113.1(3) . . ?
C00Q O00D P001 114.0(3) . . ?
C013 O00G P002 112.1(3) . . ?
C00Y O00I P002 111.8(3) . . ?
C00Q C00O C00R 117.1(4) . . ?
C00W C00O C00Q 122.9(4) . . ?
C00W C00O C00R 119.9(5) . . ?
C00V C00P C00T 121.6(4) . . ?
C00V C00P C012 121.0(4) . . ?
C012 C00P C00T 117.4(4) . . ?
O00D C00Q C00O 124.9(4) . . ?
C00T C00Q O00D 111.6(4) . . ?
C00T C00Q C00O 123.4(4) . . ?
C00O C00R C012 119.7(4) . . ?
C01D C00R C00O 117.4(4) . . ?
C01D C00R C012 122.9(4) . . ?
C00U C00S S003 113.4(4) . . ?
C00U C00S C01J 112.0(4) . . ?
C01J C00S S003 134.6(3) . . ?
O00C C00T C00P 125.5(4) . . ?
O00C C00T C00Q 112.3(4) . . ?
C00Q C00T C00P 122.1(5) . . ?
C00S C00U P001 113.7(3) . . ?
C00S C00U C018 110.4(5) . . ?
C018 C00U P001 135.9(4) . . ?
C015 C00V C00P 119.8(5) . . ?
C01R C00W C00O 120.5(4) . . ?
C01C C00X P001 123.1(4) . . ?
C01C C00X C01F 115.1(4) . . ?
C01F C00X P001 121.8(3) . . ?
O00I C00Y C011 124.4(4) . . ?
C013 C00Y O00I 112.1(4) . . ?
C013 C00Y C011 123.4(4) . . ?
C01B C00Z S005 133.0(3) . . ?
C01G C00Z S005 112.9(4) . . ?
C01G C00Z C01B 114.2(4) . . ?
C018 C010 S003 112.7(4) . . ?
C00Y C011 C01N 116.5(4) . . ?
C025 C011 C00Y 123.5(4) . . ?
C025 C011 C01N 120.0(4) . . ?
C00P C012 C00R 120.3(4) . . ?
C01P C012 C00P 117.6(4) . . ?
C01P C012 C00R 122.1(5) . . ?
O00G C013 C019 124.0(4) . . ?
C00Y C013 O00G 112.3(4) . . ?
C00Y C013 C019 123.7(4) . . ?
C01O C014 C01H 111.3(5) . . ?
C00V C015 C01K 120.2(5) . . ?
F00B C016 C017 120.9(4) . . ?
F00B C016 C01U 116.8(4) . . ?
C01U C016 C017 122.3(5) . . ?
C016 C017 P002 122.8(4) . . ?
C016 C017 C01M 114.9(4) . . ?
C01M C017 P002 122.2(3) . . ?
C010 C018 C00U 112.5(4) . . ?
C013 C019 C01A 116.1(4) . . ?
C022 C019 C013 123.0(4) . . ?
C022 C019 C01A 120.8(4) . . ?
C019 C01A C01N 120.3(4) . . ?
C01Z C01A C019 116.8(5) . . ?
C01Z C01A C01N 122.8(4) . . ?
C00Z C01B S006 133.2(3) . . ?
C01L C01B S006 114.1(4) . . ?
C01L C01B C00Z 112.7(4) . . ?
F00E C01C C00X 121.5(4) . . ?
F00E C01C C01T 115.9(4) . . ?
C01T C01C C00X 122.6(5) . . ?
C023 C01D C00R 121.8(5) . . ?
C021 C01E C01L 111.8(4) . . ?
F00A C01F C00X 120.7(4) . . ?
F00A C01F C01I 115.8(4) . . ?
C01I C01F C00X 123.5(4) . . ?
C00Z C01G P002 112.2(4) . . ?
C00Z C01G C01Q 111.7(4) . . ?
C01Q C01G P002 136.1(3) . . ?
C014 C01H P001 136.5(4) . . ?
C01J C01H P001 111.3(3) . . ?
C01J C01H C014 112.2(4) . . ?
F00J C01I C01F 120.2(5) . . ?
F00J C01I C01Y 120.8(4) . . ?
C01Y C01I C01F 118.9(5) . . ?
C00S C01J S004 132.3(4) . . ?
C01H C01J S004 112.6(4) . . ?
C01H C01J C00S 115.1(4) . . ?
C015 C01K C01P 120.6(4) . . ?
C01B C01L P002 112.7(3) . . ?
C01B C01L C01E 110.5(4) . . ?
C01E C01L P002 136.7(3) . . ?
F00F C01M C017 120.7(4) . . ?
F00F C01M C01X 116.5(5) . . ?
C01X C01M C017 122.7(5) . . ?
C011 C01N C01A 119.8(4) . . ?
C01V C01N C011 117.6(5) . . ?
C01V C01N C01A 122.6(4) . . ?
C014 C01O S004 113.4(4) . . ?
C01K C01P C012 120.9(5) . . ?
C01S C01Q C01G 111.8(4) . . ?
C00W C01R C023 120.3(5) . . ?
C01Q C01S S005 112.9(4) . . ?
F00L C01T C01C 120.6(5) . . ?
F00L C01T C01Y 119.8(4) . . ?
C01Y C01T C01C 119.6(5) . . ?
F00H C01U C016 119.8(5) . . ?
F00H C01U C01W 119.8(5) . . ?
C01W C01U C016 120.4(5) . . ?
C020 C01V C01N 121.3(5) . . ?
F00K C01W C01U 120.4(5) . . ?
F00K C01W C01X 120.3(5) . . ?
C01X C01W C01U 119.3(5) . . ?
F00N C01X C01M 119.4(5) . . ?
F00N C01X C01W 120.2(5) . . ?
C01W C01X C01M 120.4(5) . . ?
F00M C01Y C01I 119.7(5) . . ?
F00M C01Y C01T 120.1(5) . . ?
C01T C01Y C01I 120.2(4) . . ?
C024 C01Z C01A 121.4(5) . . ?
C01V C020 C026 121.1(5) . . ?
C01E C021 S006 112.8(4) . . ?
C027 C022 C019 120.2(5) . . ?
C01D C023 C01R 120.1(5) . . ?
C01Z C024 C027 120.8(5) . . ?
C026 C025 C011 120.5(5) . . ?
C025 C026 C020 119.6(5) . . ?
C022 C027 C024 120.0(5) . . ?
Cl00 C028 Cl1 110.6(4) . . ?
Cl2 C028 Cl00 110.4(4) . . ?
Cl2 C028 Cl1 111.7(4) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_na3g_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2044242'
loop_
_audit_author_name
_audit_author_address
'Nayanthara Asok'
;Yorku University
Canada
;
_audit_update_record             
;
2020-11-13 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_audit_creation_date             2020-08-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H17 O2 P S2'
_chemical_formula_sum            'C28 H17 O2 P S2'
_chemical_formula_weight         480.50
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.486(3)
_cell_length_b                   9.239(3)
_cell_length_c                   16.573(6)
_cell_angle_alpha                91.523(14)
_cell_angle_beta                 95.534(11)
_cell_angle_gamma                106.919(11)
_cell_volume                     1235.3(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.751
_exptl_absorpt_coefficient_mu    0.303
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rhombic
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2094
_diffrn_reflns_av_unetI/netI     0.0753
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            54729
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         2.524
_diffrn_ambient_temperature      173.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6520
_reflns_number_total             7172
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       0.049(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         7172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.053
_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)+(0.0790P)²+0.5001P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1531
_refine_ls_wR_factor_ref         0.1591
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
P001 P 0.75460(4) 0.48053(4) 0.22997(2) 0.02023(11) Uani 1 1 d . . . . .
S002 S 1.19871(5) 0.49640(5) 0.12518(3) 0.03330(13) Uani 1 1 d . . . . .
S003 S 1.23818(5) 0.77057(5) 0.30755(3) 0.03507(13) Uani 1 1 d . . . . .
O004 O 0.64405(13) 0.47077(13) 0.31291(6) 0.0269(2) Uani 1 1 d . . . . .
O005 O 0.62095(13) 0.30596(12) 0.19634(7) 0.0262(2) Uani 1 1 d . . . . .
C006 C 0.67158(15) 0.60859(15) 0.16967(8) 0.0205(2) Uani 1 1 d . . . . .
C007 C 0.47430(17) 0.28073(16) 0.22941(9) 0.0232(3) Uani 1 1 d . . . . .
C008 C 0.65856(18) 0.59744(17) 0.08482(9) 0.0256(3) Uani 1 1 d . . . . .
C009 C 0.32482(18) 0.16857(16) 0.19973(9) 0.0243(3) Uani 1 1 d . . . . .
C00A C 1.06204(17) 0.52912(17) 0.18747(9) 0.0242(3) Uani 1 1 d . . . . .
C00B C 0.90325(17) 0.43500(17) 0.16702(9) 0.0246(3) Uani 1 1 d . . . . .
C00C C 0.93143(17) 0.61275(17) 0.29228(9) 0.0238(3) Uani 1 1 d . . . . .
C00D C 0.48648(17) 0.37452(16) 0.29492(9) 0.0237(3) Uani 1 1 d . . . . .
C00E C 0.6007(2) 0.7000(2) 0.03950(10) 0.0315(3) Uani 1 1 d . . . . .
C00F C 0.3150(2) 0.07248(17) 0.13084(11) 0.0301(3) Uani 1 1 d . . . . .
C00G C 0.19638(19) 0.26045(18) 0.31187(10) 0.0268(3) Uani 1 1 d . . . . .
C00H C 1.07753(17) 0.63091(17) 0.25793(9) 0.0252(3) Uani 1 1 d . . . . .
C00I C 0.6224(2) 0.72207(18) 0.20838(10) 0.0285(3) Uani 1 1 d . . . . .
C00J C 0.8938(2) 0.3336(2) 0.09968(11) 0.0319(3) Uani 1 1 d . . . . .
C00K C 0.34939(18) 0.37056(17) 0.33914(9) 0.0251(3) Uani 1 1 d . . . . .
C00L C 0.18341(18) 0.15804(17) 0.24140(10) 0.0268(3) Uani 1 1 d . . . . .
C00M C 0.5645(2) 0.8241(2) 0.16294(11) 0.0348(3) Uani 1 1 d . . . . .
C00N C 0.9521(2) 0.7132(2) 0.36099(10) 0.0310(3) Uani 1 1 d . . . . .
C00O C 0.5543(2) 0.8133(2) 0.07840(11) 0.0348(3) Uani 1 1 d . . . . .
C00P C 0.3621(2) 0.4704(2) 0.40717(10) 0.0325(3) Uani 1 1 d . . . . .
C00Q C 0.0598(2) 0.2568(2) 0.35526(12) 0.0385(4) Uani 1 1 d . . . . .
C00R C 0.0351(2) 0.0469(2) 0.21145(12) 0.0373(4) Uani 1 1 d . . . . .
C00S C 1.1123(2) 0.8058(2) 0.37601(11) 0.0385(4) Uani 1 1 d . . . . .
C00T C 1.0445(2) 0.3548(2) 0.07088(12) 0.0374(4) Uani 1 1 d . . . . .
C00U C 0.1675(2) -0.0342(2) 0.10337(13) 0.0413(4) Uani 1 1 d . . . . .
C00V C 0.0272(2) -0.0470(2) 0.14416(14) 0.0443(5) Uani 1 1 d . . . . .
C00W C 0.0748(3) 0.3546(3) 0.42208(13) 0.0450(5) Uani 1 1 d . . . . .
C00X C 0.2255(3) 0.4609(3) 0.44796(12) 0.0429(4) Uani 1 1 d . . . . .
H00I H 0.613(3) 0.722(3) 0.2710(16) 0.048(7) Uiso 1 1 d . . . . .
H00O H 0.512(3) 0.880(3) 0.0512(16) 0.051(7) Uiso 1 1 d . . . . .
H00N H 0.864(3) 0.715(3) 0.3914(15) 0.041(6) Uiso 1 1 d . . . . .
H008 H 0.687(2) 0.519(2) 0.0563(12) 0.026(5) Uiso 1 1 d . . . . .
H00E H 0.596(3) 0.691(3) -0.0193(16) 0.046(6) Uiso 1 1 d . . . . .
H00F H 0.410(3) 0.080(2) 0.1050(14) 0.031(5) Uiso 1 1 d . . . . .
H00R H -0.062(3) 0.036(3) 0.2358(16) 0.047(7) Uiso 1 1 d . . . . .
H00P H 0.463(3) 0.542(3) 0.4233(14) 0.037(6) Uiso 1 1 d . . . . .
H00Q H -0.045(3) 0.188(3) 0.3420(15) 0.040(6) Uiso 1 1 d . . . . .
H00J H 0.794(3) 0.263(3) 0.0798(14) 0.037(6) Uiso 1 1 d . . . . .
H00M H 0.524(3) 0.887(3) 0.1930(18) 0.061(8) Uiso 1 1 d . . . . .
H00W H -0.021(4) 0.340(3) 0.4481(19) 0.062(8) Uiso 1 1 d . . . . .
H00V H -0.078(4) -0.107(3) 0.1251(18) 0.058(8) Uiso 1 1 d . . . . .
H00U H 0.160(4) -0.103(4) 0.058(2) 0.072(9) Uiso 1 1 d . . . . .
H00S H 1.160(5) 0.887(4) 0.411(2) 0.091(11) Uiso 1 1 d . . . . .
H00X H 0.246(4) 0.539(4) 0.497(2) 0.074(9) Uiso 1 1 d . . . . .
H00T H 1.082(3) 0.312(3) 0.0288(18) 0.058(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P001 O004 1.7274(12) . ?
P001 O005 1.7216(12) . ?
P001 C006 1.8185(15) . ?
P001 C00B 1.8428(16) . ?
P001 C00C 1.8378(15) . ?
S002 C00A 1.7091(16) . ?
S002 C00T 1.7169(19) . ?
S003 C00H 1.7039(15) . ?
S003 C00S 1.718(2) . ?
O004 C00D 1.3729(17) . ?
O005 C007 1.3686(17) . ?
C006 C008 1.399(2) . ?
C006 C00I 1.398(2) . ?
C007 C009 1.4186(19) . ?
C007 C00D 1.348(2) . ?
C008 C00E 1.394(2) . ?
C008 H008 0.95(2) . ?
C009 C00F 1.408(2) . ?
C009 C00L 1.422(2) . ?
C00A C00B 1.379(2) . ?
C00A C00H 1.451(2) . ?
C00B C00J 1.419(2) . ?
C00C C00H 1.382(2) . ?
C00C C00N 1.414(2) . ?
C00D C00K 1.426(2) . ?
C00E C00O 1.385(2) . ?
C00E H00E 0.97(3) . ?
C00F C00U 1.376(2) . ?
C00F H00F 0.94(2) . ?
C00G C00K 1.421(2) . ?
C00G C00L 1.459(2) . ?
C00G C00Q 1.414(2) . ?
C00I C00M 1.390(2) . ?
C00I H00I 1.05(3) . ?
C00J C00T 1.371(2) . ?
C00J H00J 0.93(2) . ?
C00K C00P 1.413(2) . ?
C00L C00R 1.409(2) . ?
C00M C00O 1.394(3) . ?
C00M H00M 0.91(3) . ?
C00N C00S 1.374(2) . ?
C00N H00N 0.95(3) . ?
C00O H00O 0.91(3) . ?
C00P C00X 1.380(3) . ?
C00P H00P 0.93(2) . ?
C00Q C00W 1.383(3) . ?
C00Q H00Q 0.93(2) . ?
C00R C00V 1.379(3) . ?
C00R H00R 0.93(3) . ?
C00S H00S 0.90(4) . ?
C00T H00T 0.92(3) . ?
C00U C00V 1.402(3) . ?
C00U H00U 0.95(3) . ?
C00V H00V 0.92(3) . ?
C00W C00X 1.387(3) . ?
C00W H00W 0.94(3) . ?
C00X H00X 1.04(3) . ?

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
O004 P001 C006 100.22(6) . . ?
O004 P001 C00B 156.09(7) . . ?
O004 P001 C00C 87.71(6) . . ?
O005 P001 O004 87.48(6) . . ?
O005 P001 C006 102.26(6) . . ?
O005 P001 C00B 86.66(6) . . ?
O005 P001 C00C 155.73(7) . . ?
C006 P001 C00B 103.68(7) . . ?
C006 P001 C00C 102.01(7) . . ?
C00C P001 C00B 88.17(7) . . ?
C00A S002 C00T 91.19(8) . . ?
C00H S003 C00S 91.15(8) . . ?
C00D O004 P001 110.46(9) . . ?
C007 O005 P001 110.73(9) . . ?
C008 C006 P001 121.09(11) . . ?
C00I C006 P001 119.79(11) . . ?
C00I C006 C008 119.11(14) . . ?
O005 C007 C009 124.84(13) . . ?
C00D C007 O005 112.44(12) . . ?
C00D C007 C009 122.71(13) . . ?
C006 C008 H008 121.5(12) . . ?
C00E C008 C006 120.44(14) . . ?
C00E C008 H008 118.0(12) . . ?
C007 C009 C00L 117.48(13) . . ?
C00F C009 C007 121.63(14) . . ?
C00F C009 C00L 120.88(13) . . ?
C00B C00A S002 112.40(12) . . ?
C00B C00A C00H 113.48(13) . . ?
C00H C00A S002 134.09(11) . . ?
C00A C00B P001 111.92(11) . . ?
C00A C00B C00J 111.97(14) . . ?
C00J C00B P001 135.98(11) . . ?
C00H C00C P001 111.64(11) . . ?
C00H C00C C00N 112.11(13) . . ?
C00N C00C P001 135.73(12) . . ?
O004 C00D C00K 125.35(13) . . ?
C007 C00D O004 112.00(13) . . ?
C007 C00D C00K 122.65(13) . . ?
C008 C00E H00E 118.4(15) . . ?
C00O C00E C008 120.03(15) . . ?
C00O C00E H00E 121.5(15) . . ?
C009 C00F H00F 119.3(13) . . ?
C00U C00F C009 120.03(16) . . ?
C00U C00F H00F 120.7(13) . . ?
C00K C00G C00L 120.41(14) . . ?
C00Q C00G C00K 117.14(15) . . ?
C00Q C00G C00L 122.45(15) . . ?
C00A C00H S003 133.63(11) . . ?
C00C C00H S003 112.45(12) . . ?
C00C C00H C00A 113.92(13) . . ?
C006 C00I H00I 120.1(14) . . ?
C00M C00I C006 120.26(15) . . ?
C00M C00I H00I 119.1(14) . . ?
C00B C00J H00J 121.0(14) . . ?
C00T C00J C00B 111.97(14) . . ?
C00T C00J H00J 127.0(14) . . ?
C00G C00K C00D 116.98(14) . . ?
C00P C00K C00D 122.49(14) . . ?
C00P C00K C00G 120.53(14) . . ?
C009 C00L C00G 119.76(13) . . ?
C00R C00L C009 117.26(15) . . ?
C00R C00L C00G 122.98(15) . . ?
C00I C00M C00O 120.14(16) . . ?
C00I C00M H00M 113.9(18) . . ?
C00O C00M H00M 125.6(18) . . ?
C00C C00N H00N 122.7(15) . . ?
C00S C00N C00C 111.74(15) . . ?
C00S C00N H00N 125.6(15) . . ?
C00E C00O C00M 120.01(16) . . ?
C00E C00O H00O 122.9(17) . . ?
C00M C00O H00O 117.0(17) . . ?
C00K C00P H00P 118.9(14) . . ?
C00X C00P C00K 120.01(17) . . ?
C00X C00P H00P 121.1(14) . . ?
C00G C00Q H00Q 123.3(15) . . ?
C00W C00Q C00G 121.56(18) . . ?
C00W C00Q H00Q 115.2(15) . . ?
C00L C00R H00R 121.1(16) . . ?
C00V C00R C00L 121.32(17) . . ?
C00V C00R H00R 117.5(16) . . ?
S003 C00S H00S 115(2) . . ?
C00N C00S S003 112.55(13) . . ?
C00N C00S H00S 132(2) . . ?
S002 C00T H00T 112.3(18) . . ?
C00J C00T S002 112.47(13) . . ?
C00J C00T H00T 135.2(18) . . ?
C00F C00U C00V 119.83(18) . . ?
C00F C00U H00U 121(2) . . ?
C00V C00U H00U 119(2) . . ?
C00R C00V C00U 120.68(16) . . ?
C00R C00V H00V 114.8(18) . . ?
C00U C00V H00V 124.0(18) . . ?
C00Q C00W C00X 120.41(17) . . ?
C00Q C00W H00W 115.0(19) . . ?
C00X C00W H00W 124.5(19) . . ?
C00P C00X C00W 120.34(18) . . ?
C00P C00X H00X 115.0(18) . . ?
C00W C00X H00X 124.7(18) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.200 0.000 0.500 202.3 46.4 ?


_olex2_submission_special_instructions 'No special instructions were received'
