# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2250016'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_audit_creation_date             2021-07-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        TB-017
_chemical_formula_moiety         'C12 H12 Cl2 N P'
_chemical_formula_sum            'C12 H12 Cl2 N P'
_chemical_formula_weight         272.10
_chemical_absolute_configuration ad
_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'
N N 0.0061 0.0033 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.5389(6)
_cell_length_b                   9.7198(5)
_cell_length_c                   13.2575(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1229.19(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6235
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.48
_cell_measurement_theta_min      2.99
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.829
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  0.9803
_exptl_absorpt_correction_T_min  0.9052
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4445
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.997
_diffrn_reflns_theta_min         2.992
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS-2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                2640
_reflns_number_total             2932
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 1057 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2932
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0209
_refine_ls_restrained_S_all      0.958
_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)+(0.0297P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0463
_refine_ls_wR_factor_ref         0.0470
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_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
Cl1 Cl 0.21107(5) 0.18108(5) 0.67391(4) 0.02856(12) Uani 1 1 d . . . . .
Cl2 Cl 0.45645(6) 0.32742(6) 0.78515(4) 0.03285(13) Uani 1 1 d . . . . .
P P 0.42572(5) 0.20905(5) 0.64503(4) 0.02036(11) Uani 1 1 d . . . . .
N N 0.39470(16) 0.08963(15) 0.49445(13) 0.0195(3) Uani 1 1 d . . . . .
C1 C 0.41237(19) 0.35816(18) 0.55914(13) 0.0181(4) Uani 1 1 d . . . . .
C2 C 0.38265(17) 0.3309(2) 0.45490(13) 0.0174(3) Uani 1 1 d . . . . .
C3 C 0.3678(2) 0.44060(18) 0.38497(15) 0.0195(4) Uani 1 1 d . . . . .
C4 C 0.3870(2) 0.57692(19) 0.41944(16) 0.0236(4) Uani 1 1 d . . . . .
H4 H 0.377474 0.651658 0.373771 0.028 Uiso 1 1 calc R . . . .
C5 C 0.4190(2) 0.60151(18) 0.51805(16) 0.0251(4) Uani 1 1 d . . . . .
H5 H 0.433464 0.693532 0.539844 0.030 Uiso 1 1 calc R . . . .
C6 C 0.4312(2) 0.49338(18) 0.58832(15) 0.0223(4) Uani 1 1 d . . . . .
H6 H 0.452748 0.513723 0.656684 0.027 Uiso 1 1 calc R . . . .
C7 C 0.36508(19) 0.19454(18) 0.42002(14) 0.0194(4) Uani 1 1 d . . . . .
C8 C 0.3316(2) 0.1674(2) 0.32174(16) 0.0265(4) Uani 1 1 d . . . . .
H8 H 0.319821 0.075089 0.299757 0.032 Uiso 1 1 calc R . . . .
C9 C 0.3145(2) 0.2773(2) 0.25292(16) 0.0289(4) Uani 1 1 d . . . . .
H9 H 0.290007 0.258679 0.184829 0.035 Uiso 1 1 calc R . . . .
C10 C 0.3330(2) 0.4099(2) 0.28371(16) 0.0230(4) Uani 1 1 d . . . . .
H10 H 0.322324 0.482725 0.236520 0.028 Uiso 1 1 calc R . . . .
C11 C 0.5380(2) 0.0336(2) 0.48078(16) 0.0247(4) Uani 1 1 d . . . . .
H11A H 0.542268 -0.018740 0.417672 0.037 Uiso 1 1 calc GR . . . .
H11B H 0.560976 -0.027047 0.537476 0.037 Uiso 1 1 calc GR . . . .
H11C H 0.605495 0.109528 0.478154 0.037 Uiso 1 1 calc GR . . . .
C12 C 0.2915(2) -0.0234(2) 0.49667(18) 0.0286(5) Uani 1 1 d . . . . .
H12A H 0.196563 0.015037 0.497622 0.043 Uiso 1 1 calc GR . . . .
H12B H 0.306296 -0.079263 0.557269 0.043 Uiso 1 1 calc GR . . . .
H12C H 0.303236 -0.080974 0.436584 0.043 Uiso 1 1 calc GR . . . .


_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
Cl1 P 2.1007(7) . ?
Cl2 P 2.2046(7) . ?
P C1 1.8475(18) . ?
N C7 1.447(2) . ?
N C11 1.483(2) . ?
N C12 1.475(2) . ?
C1 C2 1.435(2) . ?
C1 C6 1.382(2) . ?
C2 C3 1.420(3) . ?
C2 C7 1.413(3) . ?
C3 C4 1.413(3) . ?
C3 C10 1.415(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.364(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.409(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.367(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.415(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.363(3) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

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
Cl1 P Cl2 92.49(3) . . ?
C1 P Cl1 98.43(6) . . ?
C1 P Cl2 96.84(6) . . ?
C7 N C11 110.83(15) . . ?
C7 N C12 114.09(15) . . ?
C12 N C11 110.12(15) . . ?
C2 C1 P 117.51(13) . . ?
C6 C1 P 124.37(14) . . ?
C6 C1 C2 118.11(17) . . ?
C3 C2 C1 120.61(17) . . ?
C7 C2 C1 120.78(17) . . ?
C7 C2 C3 118.60(16) . . ?
C4 C3 C2 118.70(17) . . ?
C4 C3 C10 122.32(17) . . ?
C10 C3 C2 118.98(17) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.21(17) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.44(17) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 120.89(17) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C2 C7 N 114.48(16) . . ?
C8 C7 N 124.03(17) . . ?
C8 C7 C2 121.36(17) . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.72(19) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.41(19) . . ?
C10 C9 H9 119.8 . . ?
C3 C10 H10 119.5 . . ?
C9 C10 C3 120.91(19) . . ?
C9 C10 H10 119.5 . . ?
N C11 H11A 109.5 . . ?
N C11 H11B 109.5 . . ?
N C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N C12 H12A 109.5 . . ?
N C12 H12B 109.5 . . ?
N C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_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_4
_database_code_depnum_ccdc_archive 'CCDC 2250017'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        TB053P.K
_chemical_formula_moiety         'C16 H9 Cl N O5 P W'
_chemical_formula_sum            'C16 H9 Cl N O5 P W'
_chemical_formula_weight         545.51
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 '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/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   11.8259(10)
_cell_length_b                   12.6614(8)
_cell_length_c                   12.5663(10)
_cell_angle_alpha                90
_cell_angle_beta                 110.673(6)
_cell_angle_gamma                90
_cell_volume                     1760.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2946
_cell_measurement_temperature    180
_cell_measurement_theta_max      27.35
_cell_measurement_theta_min      2.94
_shelx_estimated_absorpt_T_max   0.685
_shelx_estimated_absorpt_T_min   0.427
_exptl_absorpt_coefficient_mu    6.830
_exptl_absorpt_correction_T_max  0.4901
_exptl_absorpt_correction_T_min  0.1867
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.058
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0783
_diffrn_reflns_av_unetI/netI     0.2145
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8798
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.992
_diffrn_reflns_theta_min         2.940
_diffrn_ambient_temperature      180.00
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS-2T'
_diffrn_measurement_method       'rotation 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                1972
_reflns_number_total             4202
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.799
_refine_diff_density_min         -1.104
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.530
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         4202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      0.530
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0517
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
W W 0.75684(2) 0.48098(2) 0.44853(3) 0.02988(8) Uani 1 1 d . . . . .
Cl Cl 0.68603(14) 0.65782(16) 0.19396(19) 0.0489(5) Uani 1 1 d . . . . .
P P 0.60593(12) 0.56067(14) 0.28286(17) 0.0306(5) Uani 1 1 d . . . . .
O1 O 0.9481(4) 0.3740(4) 0.6627(5) 0.0557(17) Uani 1 1 d . . . . .
O2 O 0.8941(4) 0.7015(5) 0.5033(5) 0.0533(17) Uani 1 1 d . . . . .
O3 O 0.6045(4) 0.5609(4) 0.5985(5) 0.0418(14) Uani 1 1 d . . . . .
O4 O 0.6050(4) 0.2673(4) 0.3976(5) 0.0503(16) Uani 1 1 d . . . . .
O5 O 0.9004(4) 0.4170(4) 0.2852(5) 0.0520(16) Uani 1 1 d . . . . .
N N 0.5080(3) 0.4840(5) 0.1808(4) 0.0356(13) Uani 1 1 d . . . . .
C1 C 0.4866(5) 0.6441(6) 0.2895(6) 0.0310(17) Uani 1 1 d . . . . .
C2 C 0.3777(6) 0.6094(6) 0.2035(7) 0.038(2) Uani 1 1 d . . . . .
C3 C 0.2656(6) 0.6618(7) 0.1852(7) 0.047(2) Uani 1 1 d . . . . .
C4 C 0.2675(7) 0.7456(8) 0.2544(10) 0.056(2) Uani 1 1 d . . . . .
H4 H 0.1939 0.7798 0.2481 0.068 Uiso 1 1 calc R U . . .
C5 C 0.3755(7) 0.7819(6) 0.3342(8) 0.059(3) Uani 1 1 d . . . . .
H5 H 0.3749 0.8429 0.3780 0.071 Uiso 1 1 calc R U . . .
C6 C 0.4857(6) 0.7295(7) 0.3508(7) 0.048(2) Uani 1 1 d . . . . .
H6 H 0.5588 0.7551 0.4053 0.058 Uiso 1 1 calc R U . . .
C7 C 0.3892(4) 0.5228(7) 0.1415(6) 0.0356(16) Uani 1 1 d . . . . .
C8 C 0.2892(5) 0.4816(8) 0.0560(6) 0.052(2) Uani 1 1 d . . . . .
H8 H 0.2944 0.4225 0.0114 0.062 Uiso 1 1 calc R U . . .
C9 C 0.1748(6) 0.5365(9) 0.0397(8) 0.064(3) Uani 1 1 d . . . . .
H9 H 0.1041 0.5120 -0.0188 0.076 Uiso 1 1 calc R U . . .
C10 C 0.1643(6) 0.6188(8) 0.1022(8) 0.057(3) Uani 1 1 d . . . . .
H10 H 0.0868 0.6482 0.0897 0.069 Uiso 1 1 calc R U . . .
C11 C 0.5402(6) 0.3942(6) 0.1256(7) 0.046(2) Uani 1 1 d . . . . .
H11A H 0.5400 0.4154 0.0506 0.069 Uiso 1 1 calc R U . . .
H11B H 0.4815 0.3373 0.1170 0.069 Uiso 1 1 calc R U . . .
H11C H 0.6211 0.3692 0.1721 0.069 Uiso 1 1 calc R U . . .
C12 C 0.8781(5) 0.4124(6) 0.5850(7) 0.042(2) Uani 1 1 d . . . . .
C13 C 0.8452(5) 0.6220(7) 0.4842(7) 0.037(2) Uani 1 1 d . . . . .
C14 C 0.6598(5) 0.5309(6) 0.5460(6) 0.0362(18) Uani 1 1 d . . . . .
C15 C 0.6610(5) 0.3425(6) 0.4160(6) 0.0345(19) Uani 1 1 d . . . . .
C16 C 0.8502(5) 0.4372(6) 0.3464(7) 0.037(2) Uani 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
W P 2.4318(17) . ?
W C12 2.004(7) . ?
W C13 2.038(8) . ?
W C14 2.052(7) . ?
W C15 2.049(8) . ?
W C16 2.042(8) . ?
Cl P 2.099(3) . ?
P N 1.697(5) . ?
P C1 1.788(7) . ?
O1 C12 1.142(8) . ?
O2 C13 1.143(8) . ?
O3 C14 1.145(8) . ?
O4 C15 1.136(8) . ?
O5 C16 1.154(9) . ?
N C7 1.403(7) . ?
N C11 1.451(9) . ?
C1 C2 1.427(9) . ?
C1 C6 1.330(10) . ?
C2 C3 1.427(9) . ?
C2 C7 1.380(10) . ?
C3 C4 1.367(13) . ?
C3 C10 1.392(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(11) . ?
C5 H5 0.9500 . ?
C5 C6 1.411(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.388(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.469(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.337(12) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

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
C12 W P 178.53(19) . . ?
C12 W C13 92.0(3) . . ?
C12 W C14 90.3(3) . . ?
C12 W C15 88.8(3) . . ?
C12 W C16 92.2(3) . . ?
C13 W P 89.4(2) . . ?
C13 W C14 87.2(3) . . ?
C13 W C15 176.9(3) . . ?
C13 W C16 91.5(3) . . ?
C14 W P 89.27(19) . . ?
C15 W P 89.8(2) . . ?
C15 W C14 89.8(3) . . ?
C16 W P 88.3(2) . . ?
C16 W C14 177.3(3) . . ?
C16 W C15 91.5(3) . . ?
Cl P W 111.48(8) . . ?
N P W 120.6(2) . . ?
N P Cl 104.4(2) . . ?
N P C1 91.9(3) . . ?
C1 P W 123.9(3) . . ?
C1 P Cl 101.0(2) . . ?
C7 N P 113.4(5) . . ?
C7 N C11 120.4(5) . . ?
C11 N P 125.8(4) . . ?
C2 C1 P 107.4(5) . . ?
C6 C1 P 132.5(5) . . ?
C6 C1 C2 119.9(6) . . ?
C1 C2 C3 121.2(8) . . ?
C7 C2 C1 115.5(6) . . ?
C7 C2 C3 123.3(7) . . ?
C4 C3 C2 116.9(7) . . ?
C4 C3 C10 126.7(7) . . ?
C10 C3 C2 116.3(8) . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.2(8) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.0(8) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 119.5(7) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C2 C7 N 111.4(6) . . ?
C2 C7 C8 120.6(6) . . ?
C8 C7 N 127.9(8) . . ?
C7 C8 H8 122.6 . . ?
C7 C8 C9 114.9(8) . . ?
C9 C8 H8 122.6 . . ?
C8 C9 H9 118.0 . . ?
C10 C9 C8 124.0(7) . . ?
C10 C9 H9 118.0 . . ?
C3 C10 H10 119.6 . . ?
C9 C10 C3 120.8(7) . . ?
C9 C10 H10 119.6 . . ?
N C11 H11A 109.5 . . ?
N C11 H11B 109.5 . . ?
N C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C12 W 179.3(6) . . ?
O2 C13 W 179.4(7) . . ?
O3 C14 W 178.2(7) . . ?
O4 C15 W 178.1(5) . . ?
O5 C16 W 176.4(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
W P N C7 137.8(4) . . . . ?
W P N C11 -49.8(7) . . . . ?
W P C1 C2 -133.7(4) . . . . ?
W P C1 C6 51.4(9) . . . . ?
Cl P N C7 -96.0(4) . . . . ?
Cl P N C11 76.4(6) . . . . ?
Cl P C1 C2 100.9(5) . . . . ?
Cl P C1 C6 -74.0(9) . . . . ?
P N C7 C2 -5.9(7) . . . . ?
P N C7 C8 177.2(6) . . . . ?
P C1 C2 C3 -178.7(6) . . . . ?
P C1 C2 C7 1.7(8) . . . . ?
P C1 C6 C5 177.7(7) . . . . ?
N P C1 C2 -4.2(5) . . . . ?
N P C1 C6 -179.1(8) . . . . ?
N C7 C8 C9 176.1(7) . . . . ?
C1 P N C7 5.9(5) . . . . ?
C1 P N C11 178.3(6) . . . . ?
C1 C2 C3 C4 -0.6(12) . . . . ?
C1 C2 C3 C10 -177.6(7) . . . . ?
C1 C2 C7 N 2.5(9) . . . . ?
C1 C2 C7 C8 179.7(6) . . . . ?
C2 C1 C6 C5 3.3(12) . . . . ?
C2 C3 C4 C5 3.9(14) . . . . ?
C2 C3 C10 C9 -3.6(12) . . . . ?
C2 C7 C8 C9 -0.6(10) . . . . ?
C3 C2 C7 N -177.1(7) . . . . ?
C3 C2 C7 C8 0.1(11) . . . . ?
C3 C4 C5 C6 -3.8(14) . . . . ?
C4 C3 C10 C9 179.8(10) . . . . ?
C4 C5 C6 C1 -0.1(13) . . . . ?
C6 C1 C2 C3 -3.0(11) . . . . ?
C6 C1 C2 C7 177.4(8) . . . . ?
C7 C2 C3 C4 178.9(9) . . . . ?
C7 C2 C3 C10 2.0(11) . . . . ?
C7 C8 C9 C10 -1.1(12) . . . . ?
C8 C9 C10 C3 3.3(14) . . . . ?
C10 C3 C4 C5 -179.5(8) . . . . ?
C11 N C7 C2 -178.7(7) . . . . ?
C11 N C7 C8 4.3(11) . . . . ?

_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_7
_database_code_depnum_ccdc_archive 'CCDC 2250018'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        TB037P.K
_chemical_formula_moiety         'C16 H10 N O6 P W'
_chemical_formula_sum            'C16 H10 N O6 P W'
_chemical_formula_weight         527.07
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 '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           12
_space_group_name_H-M_alt        'I 1 2/m 1'
_space_group_name_Hall           '-I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   9.1981(5)
_cell_length_b                   14.8394(12)
_cell_length_c                   13.0755(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.642(6)
_cell_angle_gamma                90
_cell_volume                     1741.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3907
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.44
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.376
_exptl_absorpt_coefficient_mu    6.756
_exptl_absorpt_correction_T_max  0.3453
_exptl_absorpt_correction_T_min  0.1279
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.010
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1460
_diffrn_reflns_av_unetI/netI     0.1049
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4632
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.244
_diffrn_reflns_theta_min         2.105
_diffrn_ambient_temperature      123.00
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
 110 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS-2T'
_diffrn_measurement_method       'rotation 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                1254
_reflns_number_total             1587
_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       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         2.265
_refine_diff_density_min         -3.487
_refine_diff_density_rms         0.282
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         1587
_refine_ls_number_restraints     183
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0768
_refine_ls_restrained_S_all      1.119
_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)+(0.1335P)²+2.9011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2047
_refine_ls_wR_factor_ref         0.2165
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed Sof: H1(0.5) N7(0.5) C1(0.5) C4(0.5) H4(0.5) C5(0.5) H5(0.5) C6(0.5)
 H6(0.5) C7(0.5) C2(0.5) C3(0.5) C10(0.5) H10(0.5) C9(0.5) H9(0.5) C8(0.5)
 H8(0.5) C11(0.5) H11A(0.5) H11B(0.5) H11C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C10(H10), C9(H9), C8(H8)
5.b Fitted hexagon refined as free rotating group:
 C7(C2,C3,C10,C9,C8)
5.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
5.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
W W 0.16639(8) 0.5000 0.31314(6) 0.0499(4) Uani 1 2 d S TU P A .
P P 0.4259(5) 0.5000 0.2932(4) 0.0399(10) Uani 1 2 d S TU P . .
O1 O 0.5430(14) 0.5000 0.4044(11) 0.045(2) Uani 1 2 d S TU P A .
H1 H 0.5154 0.4629 0.4448 0.067 Uiso 0.5 1 calc R U P . .
O2 O -0.1553(18) 0.5000 0.3555(14) 0.064(3) Uani 1 2 d S TU P A .
O3 O 0.240(2) 0.6556(11) 0.4825(12) 0.104(6) Uani 1 1 d . U . . .
O4 O 0.0872(19) 0.3546(11) 0.1338(12) 0.094(5) Uani 1 1 d . U . . .
N7 N 0.478(3) 0.4019(16) 0.2312(18) 0.043(2) Uani 0.5 1 d . U P A -1
C1 C 0.516(3) 0.5682(19) 0.207(2) 0.043(2) Uani 0.5 1 d . U P A -1
C4 C 0.695(4) 0.638(2) 0.085(3) 0.059(7) Uani 0.5 1 d . U P A -1
H4 H 0.7604 0.6634 0.0461 0.071 Uiso 0.5 1 calc R U P A -1
C5 C 0.608(4) 0.694(2) 0.138(3) 0.055(6) Uani 0.5 1 d . U P A -1
H5 H 0.6085 0.7567 0.1260 0.066 Uiso 0.5 1 calc R U P A -1
C6 C 0.520(4) 0.660(2) 0.208(3) 0.057(7) Uani 0.5 1 d . U P A -1
H6 H 0.4712 0.6975 0.2496 0.068 Uiso 0.5 1 calc R U P A -1
C7 C 0.5743(18) 0.4210(10) 0.1669(12) 0.047(5) Uani 0.5 1 d G U P A -1
C2 C 0.5925(16) 0.5133(9) 0.1568(11) 0.038(3) Uani 0.5 1 d G U P A -1
C3 C 0.6828(18) 0.5458(8) 0.0926(13) 0.052(6) Uani 0.5 1 d G U P A -1
C10 C 0.7548(17) 0.4860(11) 0.0385(13) 0.047(4) Uani 0.5 1 d G U P A -1
H10 H 0.8164 0.5082 -0.0054 0.057 Uiso 0.5 1 calc R U P A -1
C9 C 0.7365(19) 0.3937(10) 0.0486(13) 0.046(5) Uani 0.5 1 d G U P A -1
H9 H 0.7857 0.3528 0.0116 0.055 Uiso 0.5 1 calc R U P A -1
C8 C 0.646(2) 0.3612(8) 0.1128(15) 0.040(4) Uani 0.5 1 d G U P A -1
H8 H 0.6338 0.2981 0.1198 0.047 Uiso 0.5 1 calc R U P A -1
C11 C 0.454(4) 0.3091(18) 0.265(3) 0.057(6) Uani 0.5 1 d . U P A -1
H11A H 0.5427 0.2885 0.3152 0.085 Uiso 0.5 1 calc R U P A -1
H11B H 0.4346 0.2691 0.2037 0.085 Uiso 0.5 1 calc R U P A -1
H11C H 0.3679 0.3080 0.2980 0.085 Uiso 0.5 1 calc R U P A -1
C12 C -0.036(3) 0.5000 0.3365(17) 0.064(3) Uani 1 2 d S TU P . .
C13 C 0.2151(17) 0.5968(12) 0.4248(12) 0.058(3) Uani 1 1 d . U . . .
C14 C 0.1142(19) 0.4060(14) 0.1947(14) 0.066(4) Uani 1 1 d . U . . .


_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
W P 2.458(5) . ?
W C12 1.95(2) . ?
W C13 2.028(17) . ?
W C13 2.028(17) 6_565 ?
W C14 2.062(18) 6_565 ?
W C14 2.062(18) . ?
P O1 1.609(14) . ?
P N7 1.78(2) . ?
P C1 1.84(3) . ?
O1 H1 0.8400 . ?
O2 C12 1.18(3) . ?
O3 C13 1.14(2) . ?
O4 C14 1.09(2) . ?
N7 C7 1.38(2) . ?
N7 C11 1.48(4) . ?
C1 C6 1.37(4) . ?
C1 C2 1.34(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.43(5) . ?
C4 C3 1.37(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.44(4) . ?
C6 H6 0.9500 . ?
C7 C2 1.3900 . ?
C7 C8 1.3900 . ?
C2 C3 1.3900 . ?
C3 C10 1.3900 . ?
C10 H10 0.9500 . ?
C10 C9 1.3900 . ?
C9 H9 0.9500 . ?
C9 C8 1.3900 . ?
C8 H8 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

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
C12 W P 177.1(6) . . ?
C12 W C13 87.4(6) . . ?
C12 W C13 87.4(6) . 6_565 ?
C12 W C14 92.6(6) . 6_565 ?
C12 W C14 92.6(6) . . ?
C13 W P 90.6(5) 6_565 . ?
C13 W P 90.6(5) . . ?
C13 W C13 90.3(10) . 6_565 ?
C13 W C14 92.3(9) . 6_565 ?
C13 W C14 92.3(9) 6_565 . ?
C13 W C14 177.5(7) 6_565 6_565 ?
C13 W C14 177.5(7) . . ?
C14 W P 89.5(4) . . ?
C14 W P 89.5(4) 6_565 . ?
C14 W C14 85.2(12) 6_565 . ?
O1 P W 112.2(5) . . ?
O1 P N7 102.6(8) . . ?
O1 P C1 104.5(10) . . ?
N7 P W 114.2(8) . . ?
N7 P C1 88.3(15) . . ?
C1 P W 130.0(9) . . ?
P O1 H1 109.5 . . ?
C7 N7 P 112.4(17) . . ?
C7 N7 C11 122(2) . . ?
C11 N7 P 123.7(18) . . ?
C6 C1 P 124(3) . . ?
C2 C1 P 108.8(18) . . ?
C2 C1 C6 127(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 119(3) . . ?
C4 C5 H5 117.9 . . ?
C4 C5 C6 124(3) . . ?
C6 C5 H5 117.9 . . ?
C1 C6 C5 111(3) . . ?
C1 C6 H6 124.6 . . ?
C5 C6 H6 124.6 . . ?
N7 C7 C2 111.6(15) . . ?
N7 C7 C8 128.4(15) . . ?
C2 C7 C8 120.0 . . ?
C1 C2 C7 117.7(16) . . ?
C1 C2 C3 122.3(16) . . ?
C7 C2 C3 120.0 . . ?
C4 C3 C2 117(2) . . ?
C4 C3 C10 123(2) . . ?
C2 C3 C10 120.0 . . ?
C3 C10 H10 120.0 . . ?
C9 C10 C3 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
N7 C11 H11A 109.5 . . ?
N7 C11 H11B 109.5 . . ?
N7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 W 176.9(19) . . ?
O3 C13 W 175.4(16) . . ?
O4 C14 W 178(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
W P N7 C7 143.6(14) . . . . ?
W P N7 C11 -52(3) . . . . ?
W P C1 C6 58(3) . . . . ?
W P C1 C2 -130.6(15) . . . . ?
P N7 C7 C2 -7(2) . . . . ?
P N7 C7 C8 174.7(10) . . . . ?
P C1 C6 C5 175(2) . . . . ?
P C1 C2 C7 8(2) . . . . ?
P C1 C2 C3 -174.5(10) . . . . ?
O1 P N7 C7 -94.7(16) . . . . ?
O1 P N7 C11 70(3) . . . . ?
O1 P C1 C6 -78(3) . . . . ?
O1 P C1 C2 92.7(18) . . . . ?
N7 P C1 C6 179(3) . . . . ?
N7 P C1 C2 -9.9(17) . . . . ?
N7 C7 C2 C1 -1(2) . . . . ?
N7 C7 C2 C3 -178.2(17) . . . . ?
N7 C7 C8 C9 178(2) . . . . ?
C1 P N7 C7 9.8(16) . . . . ?
C1 P N7 C11 175(3) . . . . ?
C1 C2 C3 C4 2(3) . . . . ?
C1 C2 C3 C10 -177(2) . . . . ?
C4 C5 C6 C1 -8(5) . . . . ?
C4 C3 C10 C9 -179(2) . . . . ?
C5 C4 C3 C2 -4(4) . . . . ?
C5 C4 C3 C10 175(2) . . . . ?
C6 C1 C2 C7 179(3) . . . . ?
C6 C1 C2 C3 -4(4) . . . . ?
C7 C2 C3 C4 180(2) . . . . ?
C7 C2 C3 C10 0.0 . . . . ?
C2 C1 C6 C5 6(5) . . . . ?
C2 C7 C8 C9 0.0 . . . . ?
C2 C3 C10 C9 0.0 . . . . ?
C3 C4 C5 C6 7(5) . . . . ?
C3 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C8 C7 C2 C1 177(2) . . . . ?
C8 C7 C2 C3 0.0 . . . . ?
C11 N7 C7 C2 -172(2) . . . . ?
C11 N7 C7 C8 10(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

#END------------------------------------------------------------------------
