# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 2382051'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2024-09-05 deposited with the CCDC.	2024-10-23 downloaded from the CCDC.
;
_audit_creation_date             2021-06-29
_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        JH-13
_chemical_formula_moiety         'C33 H19 F6 Mo O6 P'
_chemical_formula_sum            'C33 H19 F6 Mo O6 P'
_chemical_formula_weight         752.39
_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'
Mo Mo -1.6832 0.6857 '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'

_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                   14.3716(11)
_cell_length_b                   16.5888(10)
_cell_length_c                   14.7190(12)
_cell_angle_alpha                90
_cell_angle_beta                 117.340(6)
_cell_angle_gamma                90
_cell_volume                     3117.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5074
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.45
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.907
_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_T_max  0.5926
_exptl_absorpt_correction_T_min  0.3310
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1611
_diffrn_reflns_av_unetI/netI     0.1457
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28927
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.997
_diffrn_reflns_theta_min         2.694
_diffrn_ambient_temperature      123
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4320
_reflns_number_total             7506
_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         0.777
_refine_diff_density_min         -0.963
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         7506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1269
_refine_ls_R_factor_gt           0.0631
_refine_ls_restrained_S_all      0.926
_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)+(0.0442P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1344
_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:
 C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_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
Mo Mo 0.64700(3) 0.46738(3) 0.33632(3) 0.02046(11) Uani 1 1 d . . . . .
P P 0.70546(10) 0.60795(8) 0.39226(10) 0.0201(3) Uani 1 1 d . . . . .
F1 F 0.7292(4) 0.5419(3) 0.8680(4) 0.0693(14) Uani 1 1 d . . . . .
F2 F 0.7216(4) 0.6652(3) 0.8249(4) 0.0659(14) Uani 1 1 d . . . . .
F3 F 0.8622(5) 0.6170(4) 0.9429(3) 0.0875(18) Uani 1 1 d . . . . .
F4 F 1.0750(3) 0.4217(3) 0.8297(3) 0.0604(12) Uani 1 1 d . . . . .
F5 F 0.9378(3) 0.3485(2) 0.7597(3) 0.0457(10) Uani 1 1 d . . . . .
F6 F 1.0072(3) 0.3954(2) 0.6696(3) 0.0451(9) Uani 1 1 d . . . . .
O1 O 0.8339(3) 0.6278(2) 0.4524(3) 0.0225(7) Uani 1 1 d . . . . .
O2 O 0.5757(4) 0.2903(3) 0.2518(4) 0.0423(11) Uani 1 1 d . . . . .
O3 O 0.5083(3) 0.5142(2) 0.1016(3) 0.0349(10) Uani 1 1 d . . . . .
O4 O 0.4485(3) 0.4777(3) 0.3788(4) 0.0423(11) Uani 1 1 d . . . . .
O5 O 0.7672(3) 0.3721(2) 0.5453(3) 0.0326(9) Uani 1 1 d . . . . .
O6 O 0.8560(3) 0.4498(3) 0.3127(3) 0.0370(10) Uani 1 1 d . . . . .
C1 C 0.7866(4) 0.6466(3) 0.5188(4) 0.0217(10) Uani 1 1 d . . . . .
H1 H 0.777834 0.705427 0.527341 0.026 Uiso 1 1 calc R . . . .
C2 C 0.8232(4) 0.5985(3) 0.6140(4) 0.0214(10) Uani 1 1 d . . . . .
C3 C 0.7897(4) 0.6219(3) 0.6856(4) 0.0274(11) Uani 1 1 d . . . . .
H3 H 0.747005 0.668385 0.673423 0.033 Uiso 1 1 calc R . . . .
C4 C 0.8191(5) 0.5770(3) 0.7749(4) 0.0292(12) Uani 1 1 d . . . . .
C5 C 0.8820(4) 0.5096(3) 0.7933(4) 0.0303(12) Uani 1 1 d . . . . .
H5 H 0.900569 0.478375 0.853329 0.036 Uiso 1 1 calc R . . . .
C6 C 0.9178(4) 0.4877(3) 0.7237(4) 0.0254(11) Uani 1 1 d . . . . .
C7 C 0.8880(4) 0.5321(3) 0.6343(4) 0.0252(10) Uani 1 1 d . . . . .
H7 H 0.912467 0.516708 0.586860 0.030 Uiso 1 1 calc R . . . .
C8 C 0.7825(6) 0.6015(4) 0.8509(5) 0.0411(15) Uani 1 1 d . . . . .
C9 C 0.9847(4) 0.4140(3) 0.7448(4) 0.0299(12) Uani 1 1 d . . . . .
C10 C 0.6333(4) 0.6996(3) 0.3123(4) 0.0204(10) Uani 1 1 d . . . . .
C11 C 0.5247(4) 0.6850(3) 0.3055(4) 0.0234(10) Uani 1 1 d . . . . .
C12 C 0.5139(4) 0.6887(3) 0.3940(4) 0.0273(11) Uani 1 1 d . . . . .
H12 H 0.573506 0.699593 0.457312 0.033 Uiso 1 1 calc R . . . .
C13 C 0.4158(4) 0.6764(4) 0.3917(4) 0.0313(12) Uani 1 1 d . . . . .
H13 H 0.408942 0.680242 0.452745 0.038 Uiso 1 1 calc R . . . .
C14 C 0.3296(4) 0.6588(4) 0.2997(5) 0.0339(13) Uani 1 1 d . . . . .
H14 H 0.262893 0.651151 0.297127 0.041 Uiso 1 1 calc R . . . .
C15 C 0.3407(4) 0.6523(3) 0.2118(4) 0.0291(12) Uani 1 1 d . . . . .
H15 H 0.281613 0.639009 0.149048 0.035 Uiso 1 1 calc R . . . .
C16 C 0.4367(4) 0.6648(3) 0.2138(4) 0.0233(10) Uani 1 1 d . . . . .
H16 H 0.443058 0.659630 0.152576 0.028 Uiso 1 1 calc R . . . .
C17 C 0.6836(4) 0.7804(3) 0.3641(4) 0.0213(10) Uani 1 1 d . . . . .
C18 C 0.6275(4) 0.8397(3) 0.3863(4) 0.0242(11) Uani 1 1 d . . . . .
H18 H 0.556741 0.830135 0.371531 0.029 Uiso 1 1 calc R . . . .
C19 C 0.6751(5) 0.9126(3) 0.4301(4) 0.0300(12) Uani 1 1 d . . . . .
H19 H 0.636046 0.952401 0.444331 0.036 Uiso 1 1 calc R . . . .
C20 C 0.7785(4) 0.9284(3) 0.4532(4) 0.0279(12) Uani 1 1 d . . . . .
H20 H 0.810620 0.977811 0.484399 0.033 Uiso 1 1 calc R . . . .
C21 C 0.8340(4) 0.8704(3) 0.4299(4) 0.0279(12) Uani 1 1 d . . . . .
H21 H 0.904867 0.880092 0.445228 0.033 Uiso 1 1 calc R . . . .
C22 C 0.7860(4) 0.7978(3) 0.3840(4) 0.0248(11) Uani 1 1 d . . . . .
H22 H 0.823977 0.759543 0.366080 0.030 Uiso 1 1 calc R . . . .
C23 C 0.6340(4) 0.7009(3) 0.2080(4) 0.0213(10) Uani 1 1 d . . . . .
C24 C 0.6991(4) 0.6543(3) 0.1836(4) 0.0249(11) Uani 1 1 d . . . . .
H24 H 0.745200 0.616768 0.232155 0.030 Uiso 1 1 calc R . . . .
C25 C 0.6980(4) 0.6617(3) 0.0887(4) 0.0261(11) Uani 1 1 d . . . . .
H25 H 0.743533 0.629497 0.073202 0.031 Uiso 1 1 calc R . . . .
C26 C 0.6302(4) 0.7163(3) 0.0164(4) 0.0296(12) Uani 1 1 d . . . . .
H26 H 0.627124 0.719858 -0.049402 0.036 Uiso 1 1 calc R . . . .
C27 C 0.5681(4) 0.7648(4) 0.0416(4) 0.0291(12) Uani 1 1 d . . . . .
H27 H 0.523788 0.803464 -0.006343 0.035 Uiso 1 1 calc R . . . .
C28 C 0.5690(4) 0.7583(3) 0.1353(4) 0.0231(10) Uani 1 1 d . . . . .
H28 H 0.525597 0.792538 0.151286 0.028 Uiso 1 1 calc R . . . .
C29 C 0.6011(5) 0.3545(4) 0.2823(5) 0.0303(12) Uani 1 1 d . . . . .
C30 C 0.5590(4) 0.5027(3) 0.1866(4) 0.0274(11) Uani 1 1 d . . . . .
C31 C 0.5188(4) 0.4774(4) 0.3632(4) 0.0313(12) Uani 1 1 d . . . . .
C32 C 0.7271(4) 0.4115(3) 0.4746(4) 0.0248(11) Uani 1 1 d . . . . .
C33 C 0.7805(4) 0.4559(3) 0.3179(4) 0.0229(11) 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
Mo P 2.4872(14) . ?
Mo C29 2.022(6) . ?
Mo C30 2.059(6) . ?
Mo C31 2.061(6) . ?
Mo C32 2.044(5) . ?
Mo C33 2.067(5) . ?
P O1 1.673(4) . ?
P C1 1.802(5) . ?
P C10 1.911(5) . ?
F1 C8 1.342(8) . ?
F2 C8 1.312(7) . ?
F3 C8 1.336(8) . ?
F4 C9 1.331(6) . ?
F5 C9 1.348(7) . ?
F6 C9 1.324(7) . ?
O1 C1 1.458(6) . ?
O2 C29 1.148(7) . ?
O3 C30 1.138(6) . ?
O4 C31 1.134(7) . ?
O5 C32 1.136(6) . ?
O6 C33 1.126(6) . ?
C1 H1 1.0000 . ?
C1 C2 1.483(7) . ?
C2 C3 1.399(8) . ?
C2 C7 1.383(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(7) . ?
C4 C5 1.384(8) . ?
C4 C8 1.495(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(8) . ?
C6 C7 1.393(7) . ?
C6 C9 1.496(8) . ?
C7 H7 0.9500 . ?
C10 C11 1.536(7) . ?
C10 C17 1.547(7) . ?
C10 C23 1.540(7) . ?
C11 C12 1.382(8) . ?
C11 C16 1.403(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.410(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.379(9) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.403(7) . ?
C17 C22 1.392(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.393(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(8) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.398(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(7) . ?
C23 C28 1.416(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.396(8) . ?
C25 H25 0.9500 . ?
C25 C26 1.396(8) . ?
C26 H26 0.9500 . ?
C26 C27 1.374(8) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(7) . ?
C28 H28 0.9500 . ?

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
C29 Mo P 176.03(17) . . ?
C29 Mo C30 85.0(2) . . ?
C29 Mo C31 89.5(2) . . ?
C29 Mo C32 84.5(2) . . ?
C29 Mo C33 91.0(2) . . ?
C30 Mo P 92.05(16) . . ?
C30 Mo C31 91.0(2) . . ?
C30 Mo C33 92.1(2) . . ?
C31 Mo P 93.27(17) . . ?
C31 Mo C33 176.8(2) . . ?
C32 Mo P 98.37(15) . . ?
C32 Mo C30 169.5(2) . . ?
C32 Mo C31 89.4(2) . . ?
C32 Mo C33 87.5(2) . . ?
C33 Mo P 86.40(15) . . ?
O1 P Mo 118.83(14) . . ?
O1 P C1 49.5(2) . . ?
O1 P C10 108.9(2) . . ?
C1 P Mo 129.45(18) . . ?
C1 P C10 105.3(2) . . ?
C10 P Mo 122.48(15) . . ?
C1 O1 P 69.9(2) . . ?
P C1 H1 114.7 . . ?
O1 C1 P 60.7(2) . . ?
O1 C1 H1 114.7 . . ?
O1 C1 C2 116.5(4) . . ?
C2 C1 P 124.5(4) . . ?
C2 C1 H1 114.7 . . ?
C3 C2 C1 117.8(5) . . ?
C7 C2 C1 122.9(5) . . ?
C7 C2 C3 119.3(5) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C8 120.1(5) . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 C8 119.7(5) . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.8(5) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C7 120.1(5) . . ?
C5 C6 C9 118.7(5) . . ?
C7 C6 C9 121.2(5) . . ?
C2 C7 C6 120.6(5) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
F1 C8 C4 111.5(5) . . ?
F2 C8 F1 106.7(6) . . ?
F2 C8 F3 106.7(6) . . ?
F2 C8 C4 114.7(5) . . ?
F3 C8 F1 104.4(5) . . ?
F3 C8 C4 112.2(6) . . ?
F4 C9 F5 105.6(5) . . ?
F4 C9 C6 112.0(5) . . ?
F5 C9 C6 111.7(5) . . ?
F6 C9 F4 107.4(5) . . ?
F6 C9 F5 106.3(5) . . ?
F6 C9 C6 113.4(5) . . ?
C11 C10 P 99.4(3) . . ?
C11 C10 C17 113.5(4) . . ?
C11 C10 C23 114.1(4) . . ?
C17 C10 P 112.8(3) . . ?
C23 C10 P 112.0(3) . . ?
C23 C10 C17 105.3(4) . . ?
C12 C11 C10 118.8(5) . . ?
C12 C11 C16 118.4(5) . . ?
C16 C11 C10 122.7(5) . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C13 121.0(5) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.4(5) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(5) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.9(5) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.4(5) . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C10 122.3(4) . . ?
C22 C17 C10 119.5(5) . . ?
C22 C17 C18 118.1(5) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(5) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.3(5) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 H20 120.6 . . ?
C19 C20 C21 118.7(5) . . ?
C21 C20 H20 120.6 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(5) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 C21 121.3(5) . . ?
C17 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C10 124.5(4) . . ?
C24 C23 C28 118.0(5) . . ?
C28 C23 C10 117.3(4) . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.9(5) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(5) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.5 . . ?
C27 C26 C25 119.1(5) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.1(5) . . ?
C28 C27 H27 119.5 . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.6(5) . . ?
C27 C28 H28 119.7 . . ?
O2 C29 Mo 179.5(5) . . ?
O3 C30 Mo 173.1(5) . . ?
O4 C31 Mo 175.7(6) . . ?
O5 C32 Mo 171.9(5) . . ?
O6 C33 Mo 176.8(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_3c
_database_code_depnum_ccdc_archive 'CCDC 2382052'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2024-09-05 deposited with the CCDC.	2024-10-23 downloaded from the CCDC.
;
_audit_creation_date             2021-06-28
_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        NV-445
_chemical_formula_moiety         'C31 H19 F2 O6 P W'
_chemical_formula_sum            'C31 H19 F2 O6 P W'
_chemical_formula_weight         740.28
_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'
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/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                   19.0720(12)
_cell_length_b                   9.5515(4)
_cell_length_c                   16.6957(9)
_cell_angle_alpha                90
_cell_angle_beta                 113.453(4)
_cell_angle_gamma                90
_cell_volume                     2790.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5275
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.18
_cell_measurement_theta_min      2.66
_shelx_estimated_absorpt_T_max   0.815
_shelx_estimated_absorpt_T_min   0.404
_exptl_absorpt_coefficient_mu    4.254
_exptl_absorpt_correction_T_max  0.8557
_exptl_absorpt_correction_T_min  0.3478
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;

_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_av_unetI/netI     0.1350
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14278
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.660
_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 0.983
_diffrn_measured_fraction_theta_max 0.983
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3935
_reflns_number_total             6616
_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         0.977
_refine_diff_density_min         -1.361
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.756
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6616
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      0.757
_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)+(0.0145P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0654
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C24)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Ternary CH refined with riding coordinates:
 C1(H1)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24),
  C25(H25), C26(H26)
;
_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
W W 0.21984(2) 0.82775(2) 0.51809(2) 0.01808(6) Uani 1 1 d . . . . .
P P 0.26614(9) 0.70550(12) 0.66025(8) 0.0169(3) Uani 1 1 d . . . . .
F1 F 0.1463(2) 1.2134(3) 0.7528(2) 0.0285(9) Uani 1 1 d . . . . .
F2 F -0.02377(19) 0.8393(4) 0.7065(2) 0.0321(8) Uani 1 1 d . . . . .
O1 O 0.3091(2) 0.8030(3) 0.7495(2) 0.0206(9) Uani 1 1 d . . . . .
O2 O 0.1734(3) 1.0091(4) 0.3461(2) 0.0283(10) Uani 1 1 d . . . . .
O3 O 0.3308(3) 0.6615(5) 0.4504(2) 0.0336(10) Uani 1 1 d . . . . .
O4 O 0.0830(3) 0.6171(4) 0.4218(3) 0.0339(11) Uani 1 1 d . . . . .
O5 O 0.0842(3) 0.9934(5) 0.5428(3) 0.0348(11) Uani 1 1 d . . . . .
O6 O 0.3416(3) 1.0592(5) 0.6234(3) 0.0420(14) Uani 1 1 d . . . . .
C1 C 0.2375(3) 0.7407(5) 0.7482(3) 0.0147(11) Uani 1 1 d . . . . .
H1 H 0.244683 0.661301 0.789715 0.018 Uiso 1 1 calc R . . . .
C2 C 0.1752(3) 0.8410(6) 0.7413(3) 0.0164(11) Uani 1 1 d . . . . .
C3 C 0.1903(4) 0.9833(5) 0.7501(3) 0.0228(14) Uani 1 1 d . . . . .
H3 H 0.239908 1.017661 0.760567 0.027 Uiso 1 1 calc R . . . .
C4 C 0.1326(4) 1.0734(5) 0.7433(4) 0.0232(14) Uani 1 1 d . . . . .
C5 C 0.0598(4) 1.0309(6) 0.7286(3) 0.0237(13) Uani 1 1 d . . . . .
H5 H 0.020573 1.095215 0.724743 0.028 Uiso 1 1 calc R . . . .
C6 C 0.0471(4) 0.8866(5) 0.7195(3) 0.0193(11) Uani 1 1 d . U . . .
C7 C 0.1032(4) 0.7929(5) 0.7258(3) 0.0250(15) Uani 1 1 d . . . . .
H7 H 0.092456 0.695474 0.719385 0.030 Uiso 1 1 calc R . . . .
C8 C 0.3132(4) 0.5271(5) 0.6815(3) 0.0168(12) Uani 1 1 d . . . . .
C9 C 0.3340(4) 0.4691(5) 0.7746(3) 0.0186(13) Uani 1 1 d . . . . .
C10 C 0.3123(3) 0.3348(7) 0.7890(3) 0.0221(12) Uani 1 1 d . . . . .
H10 H 0.281496 0.278779 0.740824 0.027 Uiso 1 1 calc R . . . .
C11 C 0.3355(4) 0.2829(6) 0.8734(4) 0.0252(14) Uani 1 1 d . . . . .
H11 H 0.321169 0.190783 0.882081 0.030 Uiso 1 1 calc R . . . .
C12 C 0.3790(4) 0.3625(5) 0.9447(3) 0.0234(14) Uani 1 1 d . . . . .
H12 H 0.393526 0.327217 1.002293 0.028 Uiso 1 1 calc R . . . .
C13 C 0.4012(4) 0.4969(6) 0.9303(3) 0.0292(16) Uani 1 1 d . . . . .
H13 H 0.430386 0.554265 0.978577 0.035 Uiso 1 1 calc R . . . .
C14 C 0.3812(4) 0.5458(6) 0.8471(3) 0.0238(14) Uani 1 1 d . . . . .
H14 H 0.399857 0.634207 0.838455 0.029 Uiso 1 1 calc R . . . .
C15 C 0.3876(4) 0.5314(5) 0.6664(3) 0.0200(13) Uani 1 1 d . . . . .
C16 C 0.4266(3) 0.6560(6) 0.6682(3) 0.0211(12) Uani 1 1 d . . . . .
H16 H 0.405599 0.742386 0.676168 0.025 Uiso 1 1 calc R . . . .
C17 C 0.4951(4) 0.6554(7) 0.6587(3) 0.0269(13) Uani 1 1 d . . . . .
H17 H 0.521105 0.741261 0.661401 0.032 Uiso 1 1 calc R . . . .
C18 C 0.5268(4) 0.5313(7) 0.6453(4) 0.0347(16) Uani 1 1 d . . . . .
H18 H 0.572544 0.531525 0.635511 0.042 Uiso 1 1 calc R . . . .
C19 C 0.4900(4) 0.4080(7) 0.6465(4) 0.0328(15) Uani 1 1 d . U . . .
H19 H 0.511924 0.321784 0.639849 0.039 Uiso 1 1 calc R . . . .
C20 C 0.4219(4) 0.4067(5) 0.6572(4) 0.0262(14) Uani 1 1 d . . . . .
H20 H 0.398060 0.319809 0.658330 0.031 Uiso 1 1 calc R . . . .
C21 C 0.2476(4) 0.4429(5) 0.6115(3) 0.0224(14) Uani 1 1 d . . . . .
C22 C 0.2506(4) 0.3925(5) 0.5353(3) 0.0251(15) Uani 1 1 d . . . . .
H22 H 0.295145 0.406455 0.523958 0.030 Uiso 1 1 calc R . . . .
C23 C 0.1883(4) 0.3216(7) 0.4755(3) 0.0300(12) Uani 1 1 d . U . . .
H23 H 0.191156 0.286233 0.423725 0.036 Uiso 1 1 calc R . . . .
C24 C 0.1234(4) 0.3012(6) 0.4889(4) 0.0350(16) Uani 1 1 d . U . . .
H24 H 0.081865 0.251041 0.447242 0.042 Uiso 1 1 calc R . . . .
C25 C 0.1178(4) 0.3544(6) 0.5647(3) 0.0292(16) Uani 1 1 d . . . . .
H25 H 0.072582 0.342336 0.574760 0.035 Uiso 1 1 calc R . . . .
C26 C 0.1803(4) 0.4249(5) 0.6241(3) 0.0227(14) Uani 1 1 d . . . . .
H26 H 0.177053 0.462225 0.675270 0.027 Uiso 1 1 calc R . . . .
C27 C 0.1899(4) 0.9435(5) 0.4087(3) 0.0210(13) Uani 1 1 d . . . . .
C28 C 0.2927(4) 0.7190(5) 0.4776(4) 0.0254(17) Uani 1 1 d . . . . .
C29 C 0.1344(4) 0.6867(6) 0.4569(3) 0.0202(12) Uani 1 1 d . . . . .
C30 C 0.1360(4) 0.9330(6) 0.5402(3) 0.0255(16) Uani 1 1 d . . . . .
C31 C 0.2994(4) 0.9766(6) 0.5846(3) 0.0236(14) 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 2.4715(13) . ?
W C27 2.013(5) . ?
W C28 2.053(7) . ?
W C29 2.048(6) . ?
W C30 2.042(8) . ?
W C31 2.053(6) . ?
P O1 1.669(4) . ?
P C1 1.790(5) . ?
P C8 1.893(5) . ?
F1 C4 1.360(6) . ?
F2 C6 1.359(7) . ?
O1 C1 1.481(7) . ?
O2 C27 1.149(6) . ?
O3 C28 1.140(7) . ?
O4 C29 1.135(7) . ?
O5 C30 1.161(8) . ?
O6 C31 1.129(7) . ?
C1 H1 1.0000 . ?
C1 C2 1.495(8) . ?
C2 C3 1.385(7) . ?
C2 C7 1.370(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.366(9) . ?
C4 C5 1.372(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.397(7) . ?
C6 C7 1.366(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.546(7) . ?
C8 C15 1.537(9) . ?
C8 C21 1.554(7) . ?
C9 C10 1.397(8) . ?
C9 C14 1.394(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.402(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.368(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.398(8) . ?
C15 C20 1.397(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(8) . ?
C18 H18 0.9500 . ?
C18 C19 1.375(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(8) . ?
C21 C26 1.392(9) . ?
C22 H22 0.9500 . ?
C22 C23 1.387(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.356(9) . ?
C24 H24 0.9500 . ?
C24 C25 1.406(9) . ?
C25 H25 0.9500 . ?
C25 C26 1.384(8) . ?
C26 H26 0.9500 . ?

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
C27 W P 173.99(16) . . ?
C27 W C28 88.0(2) . . ?
C27 W C29 91.5(2) . . ?
C27 W C30 86.2(2) . . ?
C27 W C31 89.6(2) . . ?
C28 W P 92.69(16) . . ?
C28 W C31 94.4(2) . . ?
C29 W P 94.45(14) . . ?
C29 W C28 90.6(2) . . ?
C29 W C31 174.8(2) . . ?
C30 W P 93.74(14) . . ?
C30 W C28 171.7(2) . . ?
C30 W C29 83.6(2) . . ?
C30 W C31 91.4(2) . . ?
C31 W P 84.43(15) . . ?
O1 P W 117.02(13) . . ?
O1 P C1 50.5(2) . . ?
O1 P C8 107.9(2) . . ?
C1 P W 126.14(18) . . ?
C1 P C8 107.0(2) . . ?
C8 P W 124.55(16) . . ?
C1 O1 P 69.0(2) . . ?
P C1 H1 115.1 . . ?
O1 C1 P 60.5(3) . . ?
O1 C1 H1 115.1 . . ?
O1 C1 C2 116.4(4) . . ?
C2 C1 P 123.4(4) . . ?
C2 C1 H1 115.1 . . ?
C3 C2 C1 119.7(5) . . ?
C7 C2 C1 120.4(5) . . ?
C7 C2 C3 120.0(6) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.9(6) . . ?
C4 C3 H3 120.6 . . ?
F1 C4 C3 119.9(6) . . ?
F1 C4 C5 116.5(6) . . ?
C3 C4 C5 123.6(5) . . ?
C4 C5 H5 122.3 . . ?
C4 C5 C6 115.5(6) . . ?
C6 C5 H5 122.3 . . ?
F2 C6 C5 117.6(5) . . ?
F2 C6 C7 119.6(5) . . ?
C7 C6 C5 122.8(6) . . ?
C2 C7 H7 120.3 . . ?
C6 C7 C2 119.3(5) . . ?
C6 C7 H7 120.3 . . ?
C9 C8 P 115.1(4) . . ?
C9 C8 C21 112.2(4) . . ?
C15 C8 P 110.2(3) . . ?
C15 C8 C9 106.9(5) . . ?
C15 C8 C21 114.2(4) . . ?
C21 C8 P 98.3(4) . . ?
C10 C9 C8 121.8(4) . . ?
C14 C9 C8 120.2(5) . . ?
C14 C9 C10 117.8(5) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.3(5) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.3(5) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C13 118.4(5) . . ?
C13 C12 H12 120.8 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.3(5) . . ?
C14 C13 H13 119.8 . . ?
C9 C14 H14 119.2 . . ?
C13 C14 C9 121.7(5) . . ?
C13 C14 H14 119.2 . . ?
C16 C15 C8 122.5(5) . . ?
C20 C15 C8 119.9(5) . . ?
C20 C15 C16 117.4(6) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.0(5) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(6) . . ?
C18 C17 H17 119.5 . . ?
C17 C18 H18 120.9 . . ?
C19 C18 C17 118.1(7) . . ?
C19 C18 H18 120.9 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.5(6) . . ?
C20 C19 H19 119.3 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.9(6) . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C8 123.8(6) . . ?
C22 C21 C26 118.3(5) . . ?
C26 C21 C8 117.8(5) . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.6(7) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.0 . . ?
C24 C23 C22 121.9(6) . . ?
C24 C23 H23 119.0 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.8(6) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 121.0 . . ?
C26 C25 C24 118.0(7) . . ?
C26 C25 H25 121.0 . . ?
C21 C26 H26 118.9 . . ?
C25 C26 C21 122.3(5) . . ?
C25 C26 H26 118.9 . . ?
O2 C27 W 179.3(6) . . ?
O3 C28 W 176.0(5) . . ?
O4 C29 W 174.5(5) . . ?
O5 C30 W 172.5(5) . . ?
O6 C31 W 177.2(6) . . ?

_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_10
_database_code_depnum_ccdc_archive 'CCDC 2382054'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2024-09-05 deposited with the CCDC.	2024-10-23 downloaded from the CCDC.
;
_audit_creation_date             2021-08-23
_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        NV-515
_chemical_formula_moiety         'C H2 Cl2, C26 H21 F2 O2 P'
_chemical_formula_sum            'C27 H23 Cl2 F2 O2 P'
_chemical_formula_weight         519.32
_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'

_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                   9.9779(6)
_cell_length_b                   10.5830(6)
_cell_length_c                   12.6438(7)
_cell_angle_alpha                109.434(4)
_cell_angle_beta                 102.726(5)
_cell_angle_gamma                98.471(5)
_cell_volume                     1192.30(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6084
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.50
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_T_max  0.9312
_exptl_absorpt_correction_T_min  0.8054
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;

_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10912
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         2.625
_diffrn_ambient_temperature      123
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.981
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3748
_reflns_number_total             5646
_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         0.422
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.865
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         5646
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      0.865
_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)+(0.0461P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All P(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24),
  C25(H25), C26(H26)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   mixed
_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 0.23992(7) 0.97726(6) 0.43511(6) 0.04805(17) Uani 1 1 d . . . . .
Cl2 Cl 0.13251(7) 0.95337(7) 0.62480(6) 0.05112(17) Uani 1 1 d . . . . .
C27 C 0.1960(3) 0.8700(2) 0.5076(2) 0.0415(6) Uani 1 1 d . . . . .
H27A H 0.280752 0.839787 0.537643 0.050 Uiso 1 1 calc R . . . .
H27B H 0.122794 0.786781 0.451412 0.050 Uiso 1 1 calc R . . . .
P P 0.17108(5) 0.41237(5) 0.62901(4) 0.01421(10) Uani 1 1 d . . . . .
H H 0.159(2) 0.283(2) 0.5914(16) 0.017 Uiso 1 1 d R . . . .
F1 F 0.00112(12) 0.12602(12) 0.15922(10) 0.0306(3) Uani 1 1 d . . . . .
F2 F 0.47416(13) 0.12551(14) 0.30574(12) 0.0416(3) Uani 1 1 d . . . . .
O1 O 0.23408(13) 0.58560(12) 0.52100(11) 0.0184(3) Uani 1 1 d . . . . .
H1 H 0.146486 0.563803 0.488411 0.028 Uiso 1 1 calc GR . . . .
O2 O 0.03195(13) 0.44993(13) 0.61227(11) 0.0202(3) Uani 1 1 d . . . . .
C1 C 0.27648(18) 0.47198(18) 0.54113(15) 0.0161(3) Uani 1 1 d . . . . .
H1A H 0.378219 0.503832 0.588513 0.019 Uiso 1 1 calc R . . . .
C2 C 0.26318(19) 0.35139(18) 0.43014(15) 0.0177(4) Uani 1 1 d . . . . .
C3 C 0.13457(19) 0.29538(18) 0.34233(15) 0.0198(4) Uani 1 1 d . . . . .
H3 H 0.055299 0.333893 0.349668 0.024 Uiso 1 1 calc R . . . .
C4 C 0.1255(2) 0.1829(2) 0.24477(16) 0.0229(4) Uani 1 1 d . . . . .
C5 C 0.2374(2) 0.1229(2) 0.22923(17) 0.0267(4) Uani 1 1 d . . . . .
H5 H 0.228523 0.044959 0.161075 0.032 Uiso 1 1 calc R . . . .
C6 C 0.3620(2) 0.1823(2) 0.31789(18) 0.0264(4) Uani 1 1 d . . . . .
C7 C 0.3793(2) 0.2952(2) 0.41791(16) 0.0217(4) Uani 1 1 d . . . . .
H7 H 0.467691 0.333591 0.476868 0.026 Uiso 1 1 calc R . . . .
C8 C 0.28022(17) 0.46306(17) 0.78431(14) 0.0149(3) Uani 1 1 d . . . . .
C9 C 0.30007(17) 0.61680(17) 0.85596(15) 0.0152(3) Uani 1 1 d . . . . .
C10 C 0.28880(19) 0.71404(19) 0.80483(16) 0.0205(4) Uani 1 1 d . . . . .
H10 H 0.261655 0.684761 0.721917 0.025 Uiso 1 1 calc R . . . .
C11 C 0.3167(2) 0.85321(19) 0.87346(17) 0.0229(4) Uani 1 1 d . . . . .
H11 H 0.309776 0.918574 0.837331 0.027 Uiso 1 1 calc R . . . .
C12 C 0.35447(19) 0.89726(19) 0.99398(16) 0.0215(4) Uani 1 1 d . . . . .
H12 H 0.372716 0.992611 1.040753 0.026 Uiso 1 1 calc R . . . .
C13 C 0.36566(19) 0.8019(2) 1.04645(16) 0.0219(4) Uani 1 1 d . . . . .
H13 H 0.392289 0.831921 1.129415 0.026 Uiso 1 1 calc R . . . .
C14 C 0.33803(19) 0.66250(19) 0.97798(15) 0.0196(4) Uani 1 1 d . . . . .
H14 H 0.345011 0.597521 1.014517 0.024 Uiso 1 1 calc R . . . .
C15 C 0.19817(18) 0.37551(17) 0.83573(14) 0.0165(3) Uani 1 1 d . . . . .
C16 C 0.06493(19) 0.3947(2) 0.84537(16) 0.0222(4) Uani 1 1 d . . . . .
H16 H 0.026079 0.457994 0.817026 0.027 Uiso 1 1 calc R . . . .
C17 C -0.0114(2) 0.3229(2) 0.89558(18) 0.0286(4) Uani 1 1 d . . . . .
H17 H -0.101514 0.337768 0.901647 0.034 Uiso 1 1 calc R . . . .
C18 C 0.0432(2) 0.2297(2) 0.93695(17) 0.0273(4) Uani 1 1 d . . . . .
H18 H -0.009595 0.179262 0.970157 0.033 Uiso 1 1 calc R . . . .
C19 C 0.1754(2) 0.2110(2) 0.92930(17) 0.0272(4) Uani 1 1 d . . . . .
H19 H 0.213726 0.147634 0.957908 0.033 Uiso 1 1 calc R . . . .
C20 C 0.2530(2) 0.28370(19) 0.88029(16) 0.0208(4) Uani 1 1 d . . . . .
H20 H 0.344477 0.270766 0.877069 0.025 Uiso 1 1 calc R . . . .
C21 C 0.42175(18) 0.42889(18) 0.77016(15) 0.0163(3) Uani 1 1 d . . . . .
C22 C 0.4253(2) 0.29328(19) 0.70734(16) 0.0209(4) Uani 1 1 d . . . . .
H22 H 0.342407 0.221056 0.680881 0.025 Uiso 1 1 calc R . . . .
C23 C 0.5489(2) 0.2633(2) 0.68331(16) 0.0248(4) Uani 1 1 d . . . . .
H23 H 0.549734 0.170954 0.640011 0.030 Uiso 1 1 calc R . . . .
C24 C 0.6708(2) 0.3671(2) 0.72212(17) 0.0271(4) Uani 1 1 d . . . . .
H24 H 0.754812 0.346547 0.704712 0.032 Uiso 1 1 calc R . . . .
C25 C 0.66972(19) 0.5011(2) 0.78636(17) 0.0252(4) Uani 1 1 d . . . . .
H25 H 0.753883 0.572248 0.814619 0.030 Uiso 1 1 calc R . . . .
C26 C 0.54620(18) 0.53211(19) 0.80981(15) 0.0199(4) Uani 1 1 d . . . . .
H26 H 0.546441 0.624676 0.853334 0.024 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
Cl1 C27 1.745(2) . ?
Cl2 C27 1.756(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
P H 1.268(19) . ?
P O2 1.4895(12) . ?
P C1 1.8774(18) . ?
P C8 1.8746(17) . ?
F1 C4 1.352(2) . ?
F2 C6 1.359(2) . ?
O1 H1 0.8400 . ?
O1 C1 1.413(2) . ?
C1 H1A 1.0000 . ?
C1 C2 1.514(2) . ?
C2 C3 1.393(3) . ?
C2 C7 1.393(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.375(3) . ?
C4 C5 1.382(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.373(3) . ?
C6 C7 1.377(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.534(2) . ?
C8 C15 1.537(2) . ?
C8 C21 1.541(2) . ?
C9 C10 1.391(2) . ?
C9 C14 1.396(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.399(2) . ?
C15 C20 1.395(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.389(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.400(2) . ?
C21 C26 1.396(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.389(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.382(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.389(3) . ?
C26 H26 0.9500 . ?

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 C27 Cl2 111.99(12) . . ?
Cl1 C27 H27A 109.2 . . ?
Cl1 C27 H27B 109.2 . . ?
Cl2 C27 H27A 109.2 . . ?
Cl2 C27 H27B 109.2 . . ?
H27A C27 H27B 107.9 . . ?
O2 P H 113.0(8) . . ?
O2 P C1 111.08(7) . . ?
O2 P C8 116.34(7) . . ?
C1 P H 103.6(9) . . ?
C8 P H 100.2(8) . . ?
C8 P C1 111.41(8) . . ?
C1 O1 H1 109.5 . . ?
P C1 H1A 107.9 . . ?
O1 C1 P 109.91(11) . . ?
O1 C1 H1A 107.9 . . ?
O1 C1 C2 113.77(14) . . ?
C2 C1 P 109.32(12) . . ?
C2 C1 H1A 107.9 . . ?
C3 C2 C1 120.00(15) . . ?
C7 C2 C1 119.52(16) . . ?
C7 C2 C3 120.47(16) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 C2 118.17(16) . . ?
C4 C3 H3 120.9 . . ?
F1 C4 C3 119.05(16) . . ?
F1 C4 C5 117.54(16) . . ?
C3 C4 C5 123.42(18) . . ?
C4 C5 H5 121.9 . . ?
C6 C5 C4 116.21(17) . . ?
C6 C5 H5 121.9 . . ?
F2 C6 C5 117.79(17) . . ?
F2 C6 C7 118.52(18) . . ?
C5 C6 C7 123.69(17) . . ?
C2 C7 H7 121.0 . . ?
C6 C7 C2 118.04(18) . . ?
C6 C7 H7 121.0 . . ?
C9 C8 P 111.70(11) . . ?
C9 C8 C15 109.71(13) . . ?
C9 C8 C21 111.51(14) . . ?
C15 C8 P 105.89(11) . . ?
C15 C8 C21 114.95(14) . . ?
C21 C8 P 102.78(11) . . ?
C10 C9 C8 122.75(15) . . ?
C10 C9 C14 118.40(16) . . ?
C14 C9 C8 118.77(15) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.77(16) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.34(17) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.72(17) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.08(17) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.68(17) . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C8 118.56(15) . . ?
C20 C15 C8 123.48(15) . . ?
C20 C15 C16 117.83(17) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.17(17) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.26(18) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.18(19) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.80(18) . . ?
C20 C19 H19 119.6 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.74(17) . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C8 120.02(16) . . ?
C26 C21 C8 121.56(15) . . ?
C26 C21 C22 118.19(15) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.69(18) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.30(18) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.71(17) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.32(19) . . ?
C26 C25 H25 119.8 . . ?
C21 C26 H26 119.6 . . ?
C25 C26 C21 120.78(18) . . ?
C25 C26 H26 119.6 . . ?

_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_19
_database_code_depnum_ccdc_archive 'CCDC 2382055'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2024-09-05 deposited with the CCDC.	2024-10-23 downloaded from the CCDC.
;
_audit_creation_date             2024-09-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        SB-66
_chemical_formula_moiety         'C31 H28 N2 O5 P W'
_chemical_formula_sum            'C31 H28 N2 O5 P W'
_chemical_formula_weight         723.37
_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           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                   9.3149(3)
_cell_length_b                   22.2032(9)
_cell_length_c                   13.9550(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.581(2)
_cell_angle_gamma                90
_cell_volume                     2860.95(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9668
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.517
_cell_measurement_theta_min      2.353
_shelx_estimated_absorpt_T_max   0.852
_shelx_estimated_absorpt_T_min   0.437
_exptl_absorpt_coefficient_mu    4.136
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1165 before and 0.0500 after correction. The Ratio of minimum to maximum transmission is 0.7518. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             1428
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            59659
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.389
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker Photon100 detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6605
_reflns_number_total             6918
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         1.318
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         6918
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0167
_refine_ls_R_factor_gt           0.0157
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0138P)²+2.6429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0382
_refine_ls_wR_factor_ref         0.0387
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, H of C31
 At 1.2 times of:
  H10 of C10, H25 of C25, H23 of C23, H13 of C13, H12 of C12, H14 of C14, H11
  of C11, H17 of C17, H18 of C18, H22 of C22, H24 of C24, H16 of C16, H20 of
  C20, H26 of C26, H19 of C19
2.a Me refined with riding coordinates:
 C7(H7A,H7B,H7C)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.56613(2) 0.41590(2) 0.15414(2) 0.01366(3) Uani 1 1 d . . . . .
P P 0.42530(5) 0.41926(2) 0.30422(3) 0.01165(8) Uani 1 1 d . . . . .
O1 O 0.77059(16) 0.43557(7) -0.00457(11) 0.0310(3) Uani 1 1 d . . . . .
O2 O 0.4993(2) 0.55559(6) 0.16838(12) 0.0367(4) Uani 1 1 d . . . . .
O3 O 0.84110(15) 0.43513(7) 0.31302(11) 0.0277(3) Uani 1 1 d . . . . .
O4 O 0.61666(15) 0.27387(6) 0.15196(10) 0.0224(3) Uani 1 1 d . . . . .
O5 O 0.31431(16) 0.39349(8) -0.01971(10) 0.0323(3) Uani 1 1 d . . . . .
N1 N 0.16211(15) 0.48127(6) 0.21333(10) 0.0137(3) Uani 1 1 d . . . . .
N2 N 0.28383(16) 0.52822(6) 0.33221(11) 0.0155(3) Uani 1 1 d . . . . .
C1 C 0.27806(18) 0.47541(7) 0.28215(12) 0.0132(3) Uani 1 1 d . . . . .
C2 C 0.09641(18) 0.53690(8) 0.21968(13) 0.0160(3) Uani 1 1 d . . . . .
C3 C 0.17341(19) 0.56646(8) 0.29426(13) 0.0178(3) Uani 1 1 d . . . . .
C4 C 0.1100(2) 0.43676(8) 0.14020(13) 0.0193(3) Uani 1 1 d . . . . .
H4A H 0.016613 0.420806 0.153614 0.029 Uiso 1 1 calc R U . . .
H4B H 0.180217 0.403791 0.141561 0.029 Uiso 1 1 calc R U . . .
H4C H 0.098184 0.455732 0.076239 0.029 Uiso 1 1 calc R U . . .
C5 C -0.0312(2) 0.55608(9) 0.15071(13) 0.0213(4) Uani 1 1 d . . . . .
H5A H -0.004431 0.557619 0.085155 0.032 Uiso 1 1 calc R U . . .
H5B H -0.062913 0.596077 0.168942 0.032 Uiso 1 1 calc R U . . .
H5C H -0.110257 0.527162 0.152646 0.032 Uiso 1 1 calc R U . . .
C6 C 0.1559(2) 0.62839(9) 0.33239(16) 0.0278(4) Uani 1 1 d . . . . .
H6A H 0.143706 0.626121 0.400989 0.042 Uiso 1 1 calc R U . . .
H6B H 0.070375 0.647394 0.296290 0.042 Uiso 1 1 calc R U . . .
H6C H 0.242064 0.652366 0.324962 0.042 Uiso 1 1 calc R U . . .
C7 C 0.3856(2) 0.54322(9) 0.41776(15) 0.0248(4) Uani 1 1 d . . . . .
H7A H 0.365899 0.584059 0.439252 0.037 Uiso 1 1 calc R U . . .
H7B H 0.374304 0.514512 0.469586 0.037 Uiso 1 1 calc R U . . .
H7C H 0.484841 0.541144 0.401818 0.037 Uiso 1 1 calc R U . . .
C8 C 0.34037(17) 0.34735(7) 0.35472(12) 0.0123(3) Uani 1 1 d . . . . .
C9 C 0.29590(18) 0.36587(7) 0.45284(12) 0.0151(3) Uani 1 1 d . . . . .
C10 C 0.1914(2) 0.41051(8) 0.45945(15) 0.0219(4) Uani 1 1 d . . . . .
H10 H 0.142012 0.427571 0.401890 0.026 Uiso 1 1 calc R U . . .
C11 C 0.1583(2) 0.43036(9) 0.54846(16) 0.0281(4) Uani 1 1 d . . . . .
H11 H 0.088078 0.461146 0.551010 0.034 Uiso 1 1 calc R U . . .
C12 C 0.2268(3) 0.40563(10) 0.63328(16) 0.0314(5) Uani 1 1 d . . . . .
H12 H 0.206611 0.420161 0.694113 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3251(2) 0.35951(10) 0.62840(14) 0.0280(4) Uani 1 1 d . . . . .
H13 H 0.369815 0.341071 0.686182 0.034 Uiso 1 1 calc R U . . .
C14 C 0.3592(2) 0.33985(8) 0.53932(13) 0.0200(4) Uani 1 1 d . . . . .
H14 H 0.426980 0.308048 0.537365 0.024 Uiso 1 1 calc R U . . .
C15 C 0.46886(19) 0.30263(7) 0.37112(12) 0.0139(3) Uani 1 1 d . . . . .
C16 C 0.60936(19) 0.32249(8) 0.40372(12) 0.0160(3) Uani 1 1 d . . . . .
H16 H 0.626998 0.364375 0.412798 0.019 Uiso 1 1 calc R U . . .
C17 C 0.7236(2) 0.28220(8) 0.42308(13) 0.0192(3) Uani 1 1 d . . . . .
H17 H 0.818417 0.296794 0.444128 0.023 Uiso 1 1 calc R U . . .
C18 C 0.6999(2) 0.22066(9) 0.41180(14) 0.0234(4) Uani 1 1 d . . . . .
H18 H 0.778017 0.193017 0.424220 0.028 Uiso 1 1 calc R U . . .
C19 C 0.5606(2) 0.20031(8) 0.38215(14) 0.0237(4) Uani 1 1 d . . . . .
H19 H 0.542857 0.158281 0.375504 0.028 Uiso 1 1 calc R U . . .
C20 C 0.4461(2) 0.24065(8) 0.36194(13) 0.0181(3) Uani 1 1 d . . . . .
H20 H 0.351319 0.225793 0.341660 0.022 Uiso 1 1 calc R U . . .
C21 C 0.21532(18) 0.32016(7) 0.28576(12) 0.0144(3) Uani 1 1 d . . . . .
C22 C 0.24103(19) 0.29944(8) 0.19460(13) 0.0167(3) Uani 1 1 d . . . . .
H22 H 0.336650 0.300792 0.177990 0.020 Uiso 1 1 calc R U . . .
C23 C 0.1297(2) 0.27699(8) 0.12802(13) 0.0193(3) Uani 1 1 d . . . . .
H23 H 0.149536 0.263783 0.066349 0.023 Uiso 1 1 calc R U . . .
C24 C -0.0107(2) 0.27382(8) 0.15164(14) 0.0209(4) Uani 1 1 d . . . . .
H24 H -0.087726 0.259633 0.105773 0.025 Uiso 1 1 calc R U . . .
C25 C -0.0365(2) 0.29157(9) 0.24257(14) 0.0233(4) Uani 1 1 d . . . . .
H25 H -0.131429 0.288365 0.259964 0.028 Uiso 1 1 calc R U . . .
C26 C 0.0755(2) 0.31422(8) 0.30939(13) 0.0199(3) Uani 1 1 d . . . . .
H26 H 0.055894 0.325742 0.371925 0.024 Uiso 1 1 calc R U . . .
C27 C 0.6954(2) 0.42748(9) 0.05346(14) 0.0209(4) Uani 1 1 d . . . . .
C28 C 0.5239(2) 0.50556(9) 0.15983(13) 0.0224(4) Uani 1 1 d . . . . .
C29 C 0.7416(2) 0.42751(8) 0.25734(14) 0.0182(3) Uani 1 1 d . . . . .
C30 C 0.59958(18) 0.32477(8) 0.15480(12) 0.0162(3) Uani 1 1 d . . . . .
C31 C 0.4005(2) 0.40241(9) 0.04510(14) 0.0210(4) Uani 1 1 d . . . . .
H H 0.522(3) 0.4457(11) 0.3795(18) 0.031 Uiso 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 2.6149(4) . ?
W C27 1.9837(19) . ?
W C28 2.0329(19) . ?
W C29 2.0473(19) . ?
W C30 2.0471(18) . ?
W C31 2.041(2) . ?
P C1 1.8489(17) . ?
P C8 1.9542(16) . ?
P H 1.42(3) . ?
O1 C27 1.153(2) . ?
O2 C28 1.144(2) . ?
O3 C29 1.141(2) . ?
O4 C30 1.143(2) . ?
O5 C31 1.145(2) . ?
N1 C1 1.354(2) . ?
N1 C2 1.387(2) . ?
N1 C4 1.457(2) . ?
N2 C1 1.362(2) . ?
N2 C3 1.384(2) . ?
N2 C7 1.462(2) . ?
C2 C3 1.353(3) . ?
C2 C5 1.490(2) . ?
C3 C6 1.491(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.538(2) . ?
C8 C15 1.549(2) . ?
C8 C21 1.533(2) . ?
C9 C10 1.401(3) . ?
C9 C14 1.397(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.381(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.399(2) . ?
C15 C20 1.396(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.403(2) . ?
C21 C26 1.391(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.390(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.393(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.398(3) . ?
C26 H26 0.9500 . ?

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
C27 W P 168.22(6) . . ?
C27 W C28 92.25(8) . . ?
C27 W C29 88.80(8) . . ?
C27 W C30 91.44(7) . . ?
C27 W C31 87.74(8) . . ?
C28 W P 79.67(5) . . ?
C28 W C29 89.41(7) . . ?
C28 W C30 176.31(7) . . ?
C28 W C31 92.40(8) . . ?
C29 W P 82.61(5) . . ?
C30 W P 96.71(5) . . ?
C30 W C29 90.82(7) . . ?
C31 W P 101.05(5) . . ?
C31 W C29 176.16(7) . . ?
C31 W C30 87.59(7) . . ?
W P H 105.7(10) . . ?
C1 P W 108.99(5) . . ?
C1 P C8 106.51(7) . . ?
C1 P H 103.1(10) . . ?
C8 P W 122.36(5) . . ?
C8 P H 108.6(10) . . ?
C1 N1 C2 110.97(14) . . ?
C1 N1 C4 126.33(14) . . ?
C2 N1 C4 122.69(14) . . ?
C1 N2 C3 110.78(14) . . ?
C1 N2 C7 126.33(15) . . ?
C3 N2 C7 122.81(15) . . ?
N1 C1 P 133.47(13) . . ?
N1 C1 N2 104.76(14) . . ?
N2 C1 P 121.11(12) . . ?
N1 C2 C5 122.32(16) . . ?
C3 C2 N1 106.71(15) . . ?
C3 C2 C5 130.93(16) . . ?
N2 C3 C6 122.69(17) . . ?
C2 C3 N2 106.76(15) . . ?
C2 C3 C6 130.52(17) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 P 105.78(10) . . ?
C9 C8 C15 109.48(13) . . ?
C15 C8 P 103.62(10) . . ?
C21 C8 P 113.92(11) . . ?
C21 C8 C9 113.11(13) . . ?
C21 C8 C15 110.40(13) . . ?
C10 C9 C8 121.26(16) . . ?
C14 C9 C8 121.75(15) . . ?
C14 C9 C10 116.98(16) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.39(19) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.11(19) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.5(2) . . ?
C14 C13 H13 119.8 . . ?
C9 C14 H14 119.3 . . ?
C13 C14 C9 121.44(18) . . ?
C13 C14 H14 119.3 . . ?
C16 C15 C8 121.17(14) . . ?
C20 C15 C8 120.90(15) . . ?
C20 C15 C16 117.70(16) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.34(16) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.33(17) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.89(17) . . ?
C19 C18 H18 120.6 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.86(17) . . ?
C20 C19 H19 119.6 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.84(17) . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C8 119.46(15) . . ?
C26 C21 C8 123.08(15) . . ?
C26 C21 C22 117.46(16) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.49(16) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.06(17) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.4 . . ?
C25 C24 C23 119.10(17) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.72(17) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 121.04(17) . . ?
C21 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
O1 C27 W 178.46(17) . . ?
O2 C28 W 176.16(17) . . ?
O3 C29 W 177.95(17) . . ?
O4 C30 W 177.73(15) . . ?
O5 C31 W 175.47(16) . . ?

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 C1 N1 59.16(17) . . . . ?
W P C1 N2 -110.02(13) . . . . ?
P C8 C9 C10 62.69(18) . . . . ?
P C8 C9 C14 -116.23(15) . . . . ?
P C8 C15 C16 36.56(18) . . . . ?
P C8 C15 C20 -149.08(14) . . . . ?
P C8 C21 C22 61.14(18) . . . . ?
P C8 C21 C26 -119.55(16) . . . . ?
N1 C2 C3 N2 -0.33(19) . . . . ?
N1 C2 C3 C6 177.84(19) . . . . ?
C1 N1 C2 C3 0.05(19) . . . . ?
C1 N1 C2 C5 178.09(16) . . . . ?
C1 N2 C3 C2 0.5(2) . . . . ?
C1 N2 C3 C6 -177.83(17) . . . . ?
C2 N1 C1 P -170.17(13) . . . . ?
C2 N1 C1 N2 0.26(18) . . . . ?
C3 N2 C1 P 171.43(12) . . . . ?
C3 N2 C1 N1 -0.47(19) . . . . ?
C4 N1 C1 P 9.2(3) . . . . ?
C4 N1 C1 N2 179.61(15) . . . . ?
C4 N1 C2 C3 -179.33(16) . . . . ?
C4 N1 C2 C5 -1.3(2) . . . . ?
C5 C2 C3 N2 -178.14(17) . . . . ?
C5 C2 C3 C6 0.0(3) . . . . ?
C7 N2 C1 P -11.7(2) . . . . ?
C7 N2 C1 N1 176.41(17) . . . . ?
C7 N2 C3 C2 -176.50(17) . . . . ?
C7 N2 C3 C6 5.2(3) . . . . ?
C8 P C1 N1 -74.65(18) . . . . ?
C8 P C1 N2 116.17(14) . . . . ?
C8 C9 C10 C11 -175.40(17) . . . . ?
C8 C9 C14 C13 175.86(16) . . . . ?
C8 C15 C16 C17 176.78(16) . . . . ?
C8 C15 C20 C19 -176.26(16) . . . . ?
C8 C21 C22 C23 -177.04(15) . . . . ?
C8 C21 C26 C25 177.17(17) . . . . ?
C9 C8 C15 C16 -75.93(18) . . . . ?
C9 C8 C15 C20 98.43(18) . . . . ?
C9 C8 C21 C22 -178.01(15) . . . . ?
C9 C8 C21 C26 1.3(2) . . . . ?
C9 C10 C11 C12 -1.0(3) . . . . ?
C10 C9 C14 C13 -3.1(3) . . . . ?
C10 C11 C12 C13 -2.1(3) . . . . ?
C11 C12 C13 C14 2.6(3) . . . . ?
C12 C13 C14 C9 0.1(3) . . . . ?
C14 C9 C10 C11 3.6(3) . . . . ?
C15 C8 C9 C10 173.76(15) . . . . ?
C15 C8 C9 C14 -5.2(2) . . . . ?
C15 C8 C21 C22 -54.95(19) . . . . ?
C15 C8 C21 C26 124.36(17) . . . . ?
C15 C16 C17 C18 -1.0(3) . . . . ?
C16 C15 C20 C19 -1.7(3) . . . . ?
C16 C17 C18 C19 -0.8(3) . . . . ?
C17 C18 C19 C20 1.3(3) . . . . ?
C18 C19 C20 C15 0.0(3) . . . . ?
C20 C15 C16 C17 2.2(2) . . . . ?
C21 C8 C9 C10 -62.7(2) . . . . ?
C21 C8 C9 C14 118.41(17) . . . . ?
C21 C8 C15 C16 158.92(15) . . . . ?
C21 C8 C15 C20 -26.7(2) . . . . ?
C21 C22 C23 C24 -1.0(3) . . . . ?
C22 C21 C26 C25 -3.5(3) . . . . ?
C22 C23 C24 C25 -1.9(3) . . . . ?
C23 C24 C25 C26 2.0(3) . . . . ?
C24 C25 C26 C21 0.8(3) . . . . ?
C26 C21 C22 C23 3.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

#END------------------------------------------------------------------------
####################################################################### 
# 
# 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_4b
_database_code_depnum_ccdc_archive 'CCDC 2382053'
loop_
_audit_author_name
_audit_author_address
'Gregor Schnakenburg'
;University of Bonn
Germany
;
_audit_update_record             
;
2024-09-05 deposited with the CCDC.	2024-10-23 downloaded from the CCDC.
;
_audit_creation_date             2021-06-28
_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        NV-506
_chemical_formula_moiety         'C28 H19 F6 O P'
_chemical_formula_sum            'C28 H19 F6 O P'
_chemical_formula_weight         516.40
_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'
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'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.5272(4)
_cell_length_b                   15.9910(7)
_cell_length_c                   19.2662(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2319.02(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4302
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.34
_cell_measurement_theta_min      2.76
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.951
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  0.9324
_exptl_absorpt_correction_T_min  0.4389
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;

_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0820
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8382
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.758
_diffrn_ambient_temperature      123
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_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         0.766
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4268
_reflns_number_total             5556
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.00(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5556
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0815P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1303
_refine_ls_wR_factor_ref         0.1351
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.00(18)
 -0.00(18)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
4.a Ternary CH refined with riding coordinates:
 C1(H1)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_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
P P 0.57131(14) 0.67126(6) 0.78545(5) 0.0136(2) Uani 1 1 d . . . . .
F1 F 1.3183(5) 0.4773(2) 0.86068(15) 0.0495(10) Uani 1 1 d . . . . .
F2 F 1.2626(5) 0.44246(19) 0.96552(16) 0.0373(8) Uani 1 1 d . . . . .
F3 F 1.4185(5) 0.5506(2) 0.9456(2) 0.0497(9) Uani 1 1 d . . . . .
F4 F 0.7538(5) 0.5890(2) 1.08843(17) 0.0484(9) Uani 1 1 d . . . . .
F5 F 0.9089(6) 0.6985(2) 1.09159(16) 0.0514(9) Uani 1 1 d . U . . .
F6 F 0.6505(6) 0.6998(3) 1.04365(18) 0.0612(11) Uani 1 1 d . U . . .
O O 0.7213(4) 0.74780(17) 0.79771(14) 0.0172(6) Uani 1 1 d . . . . .
C1 C 0.8123(5) 0.6676(3) 0.7919(2) 0.0155(7) Uani 1 1 d . . . . .
H1 H 0.880493 0.656581 0.748302 0.019 Uiso 1 1 calc R . . . .
C2 C 0.8917(6) 0.6384(3) 0.8582(2) 0.0152(8) Uani 1 1 d . . . . .
C3 C 1.0433(6) 0.5882(2) 0.8587(2) 0.0156(8) Uani 1 1 d . . . . .
H3 H 1.099558 0.573413 0.816328 0.019 Uiso 1 1 calc R . . . .
C4 C 1.1116(6) 0.5600(3) 0.9216(2) 0.0170(8) Uani 1 1 d . . . . .
C5 C 1.0338(6) 0.5816(3) 0.9843(2) 0.0203(9) Uani 1 1 d . . . . .
H5 H 1.082389 0.562553 1.026971 0.024 Uiso 1 1 calc R . . . .
C6 C 0.8822(6) 0.6321(3) 0.9834(2) 0.0190(9) Uani 1 1 d . . . . .
C7 C 0.8135(6) 0.6612(3) 0.92105(19) 0.0175(8) Uani 1 1 d . . . . .
H7 H 0.712569 0.696868 0.921179 0.021 Uiso 1 1 calc R . . . .
C8 C 1.2777(7) 0.5073(3) 0.9233(2) 0.0254(10) Uani 1 1 d . . . . .
C9 C 0.7984(7) 0.6556(3) 1.0510(2) 0.0279(11) Uani 1 1 d . . . . .
C10 C 0.4983(5) 0.6824(2) 0.69057(19) 0.0118(7) Uani 1 1 d . . . . .
C11 C 0.6483(6) 0.6911(2) 0.63719(19) 0.0138(8) Uani 1 1 d . . . . .
C12 C 0.6603(6) 0.6358(3) 0.5809(2) 0.0178(8) Uani 1 1 d . . . . .
H12 H 0.576563 0.591747 0.576276 0.021 Uiso 1 1 calc R . . . .
C13 C 0.7959(7) 0.6454(3) 0.5315(2) 0.0238(10) Uani 1 1 d . . . . .
H13 H 0.805115 0.606691 0.494227 0.029 Uiso 1 1 calc R . . . .
C14 C 0.9150(7) 0.7100(3) 0.5364(2) 0.0245(9) Uani 1 1 d . . . . .
H14 H 1.004258 0.716919 0.501993 0.029 Uiso 1 1 calc R . . . .
C15 C 0.9047(6) 0.7651(3) 0.5917(2) 0.0195(9) Uani 1 1 d . . . . .
H15 H 0.988755 0.809164 0.595604 0.023 Uiso 1 1 calc R . . . .
C16 C 0.7720(6) 0.7564(3) 0.6415(2) 0.0154(8) Uani 1 1 d . . . . .
H16 H 0.765252 0.795048 0.678854 0.019 Uiso 1 1 calc R . . . .
C17 C 0.3759(5) 0.7592(2) 0.69637(19) 0.0121(8) Uani 1 1 d . . . . .
C18 C 0.3952(5) 0.8309(3) 0.65581(19) 0.0154(8) Uani 1 1 d . . . . .
H18 H 0.483822 0.832584 0.620734 0.018 Uiso 1 1 calc R . . . .
C19 C 0.2860(6) 0.9000(3) 0.6662(2) 0.0189(9) Uani 1 1 d . . . . .
H19 H 0.302143 0.948836 0.638816 0.023 Uiso 1 1 calc R . . . .
C20 C 0.1523(6) 0.8980(3) 0.7169(2) 0.0211(9) Uani 1 1 d . . . . .
H20 H 0.077208 0.945028 0.723835 0.025 Uiso 1 1 calc R . . . .
C21 C 0.1314(6) 0.8271(3) 0.7563(2) 0.0189(8) Uani 1 1 d . . . . .
H21 H 0.041589 0.825285 0.790965 0.023 Uiso 1 1 calc R . . . .
C22 C 0.2401(6) 0.7582(3) 0.7461(2) 0.0161(8) Uani 1 1 d . . . . .
H22 H 0.222120 0.709418 0.773275 0.019 Uiso 1 1 calc R . . . .
C23 C 0.3922(5) 0.6014(2) 0.67968(18) 0.0130(8) Uani 1 1 d . . . . .
C24 C 0.4655(6) 0.5252(3) 0.7007(2) 0.0183(9) Uani 1 1 d . . . . .
H24 H 0.576785 0.524758 0.724029 0.022 Uiso 1 1 calc R . . . .
C25 C 0.3783(7) 0.4504(3) 0.6882(2) 0.0236(10) Uani 1 1 d . . . . .
H25 H 0.430255 0.398987 0.702385 0.028 Uiso 1 1 calc R . . . .
C26 C 0.2150(7) 0.4507(3) 0.6547(2) 0.0242(10) Uani 1 1 d . . . . .
H26 H 0.154503 0.399601 0.646021 0.029 Uiso 1 1 calc R . . . .
C27 C 0.1409(7) 0.5258(3) 0.6341(3) 0.0255(10) Uani 1 1 d . . . . .
H27 H 0.029759 0.526089 0.610731 0.031 Uiso 1 1 calc R . . . .
C28 C 0.2273(6) 0.6009(3) 0.6472(2) 0.0191(9) Uani 1 1 d . . . . .
H28 H 0.173459 0.652190 0.633908 0.023 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
P O 1.682(3) . ?
P C1 1.819(4) . ?
P C10 1.917(4) . ?
F1 C8 1.334(6) . ?
F2 C8 1.323(6) . ?
F3 C8 1.337(6) . ?
F4 C9 1.330(6) . ?
F5 C9 1.332(6) . ?
F6 C9 1.326(6) . ?
O C1 1.458(5) . ?
C1 C2 1.486(5) . ?
C2 C3 1.394(6) . ?
C2 C7 1.395(5) . ?
C3 C4 1.391(6) . ?
C4 C5 1.387(6) . ?
C4 C8 1.509(6) . ?
C5 C6 1.398(6) . ?
C6 C7 1.387(5) . ?
C6 C9 1.495(6) . ?
C10 C11 1.534(5) . ?
C10 C17 1.538(5) . ?
C10 C23 1.537(5) . ?
C11 C12 1.402(6) . ?
C11 C16 1.400(6) . ?
C12 C13 1.405(6) . ?
C13 C14 1.371(7) . ?
C14 C15 1.384(6) . ?
C15 C16 1.393(6) . ?
C17 C18 1.396(6) . ?
C17 C22 1.400(6) . ?
C18 C19 1.392(6) . ?
C19 C20 1.403(6) . ?
C20 C21 1.374(6) . ?
C21 C22 1.387(6) . ?
C23 C24 1.397(6) . ?
C23 C28 1.390(6) . ?
C24 C25 1.387(6) . ?
C25 C26 1.388(7) . ?
C26 C27 1.383(7) . ?
C27 C28 1.388(6) . ?

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
O P C1 49.04(16) . . ?
O P C10 104.99(16) . . ?
C1 P C10 110.74(18) . . ?
C1 O P 70.4(2) . . ?
O C1 P 60.57(19) . . ?
O C1 C2 113.5(3) . . ?
C2 C1 P 118.0(3) . . ?
C3 C2 C1 121.0(4) . . ?
C3 C2 C7 119.3(4) . . ?
C7 C2 C1 119.6(4) . . ?
C4 C3 C2 119.6(4) . . ?
C3 C4 C8 120.5(4) . . ?
C5 C4 C3 121.5(4) . . ?
C5 C4 C8 118.0(4) . . ?
C4 C5 C6 118.5(4) . . ?
C5 C6 C9 118.5(4) . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 C9 120.9(4) . . ?
C6 C7 C2 120.4(4) . . ?
F1 C8 F3 107.2(4) . . ?
F1 C8 C4 111.8(4) . . ?
F2 C8 F1 107.1(4) . . ?
F2 C8 F3 106.1(4) . . ?
F2 C8 C4 112.3(4) . . ?
F3 C8 C4 112.0(4) . . ?
F4 C9 F5 104.5(4) . . ?
F4 C9 C6 112.2(4) . . ?
F5 C9 C6 112.2(5) . . ?
F6 C9 F4 105.8(5) . . ?
F6 C9 F5 108.2(4) . . ?
F6 C9 C6 113.3(4) . . ?
C11 C10 P 115.9(3) . . ?
C11 C10 C17 114.7(3) . . ?
C11 C10 C23 111.5(3) . . ?
C17 C10 P 100.2(2) . . ?
C23 C10 P 101.6(2) . . ?
C23 C10 C17 111.8(3) . . ?
C12 C11 C10 120.6(4) . . ?
C16 C11 C10 121.1(3) . . ?
C16 C11 C12 118.2(4) . . ?
C11 C12 C13 120.2(4) . . ?
C14 C13 C12 120.7(4) . . ?
C13 C14 C15 119.7(4) . . ?
C14 C15 C16 120.5(4) . . ?
C15 C16 C11 120.7(4) . . ?
C18 C17 C10 123.5(3) . . ?
C18 C17 C22 117.9(4) . . ?
C22 C17 C10 118.6(3) . . ?
C19 C18 C17 120.7(4) . . ?
C18 C19 C20 120.4(4) . . ?
C21 C20 C19 119.1(4) . . ?
C20 C21 C22 120.6(4) . . ?
C21 C22 C17 121.3(4) . . ?
C24 C23 C10 119.4(4) . . ?
C28 C23 C10 122.0(4) . . ?
C28 C23 C24 118.6(4) . . ?
C25 C24 C23 121.0(4) . . ?
C24 C25 C26 119.8(4) . . ?
C27 C26 C25 119.6(4) . . ?
C26 C27 C28 120.7(5) . . ?
C27 C28 C23 120.3(4) . . ?

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
P O C1 C2 -110.1(3) . . . . ?
P C1 C2 C3 141.6(4) . . . . ?
P C1 C2 C7 -38.2(5) . . . . ?
P C10 C11 C12 124.4(4) . . . . ?
P C10 C11 C16 -58.4(4) . . . . ?
P C10 C17 C18 126.1(3) . . . . ?
P C10 C17 C22 -52.3(4) . . . . ?
P C10 C23 C24 -48.1(4) . . . . ?
P C10 C23 C28 134.1(3) . . . . ?
O P C1 C2 102.6(4) . . . . ?
O C1 C2 C3 -150.5(4) . . . . ?
O C1 C2 C7 29.7(5) . . . . ?
C1 C2 C3 C4 -178.2(4) . . . . ?
C1 C2 C7 C6 177.7(4) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C2 C3 C4 C8 -178.6(4) . . . . ?
C3 C2 C7 C6 -2.1(6) . . . . ?
C3 C4 C5 C6 0.7(7) . . . . ?
C3 C4 C8 F1 -14.7(6) . . . . ?
C3 C4 C8 F2 -135.1(4) . . . . ?
C3 C4 C8 F3 105.6(5) . . . . ?
C4 C5 C6 C7 -1.2(7) . . . . ?
C4 C5 C6 C9 -179.9(4) . . . . ?
C5 C4 C8 F1 167.5(4) . . . . ?
C5 C4 C8 F2 47.1(6) . . . . ?
C5 C4 C8 F3 -72.2(6) . . . . ?
C5 C6 C7 C2 1.9(7) . . . . ?
C5 C6 C9 F4 -56.9(6) . . . . ?
C5 C6 C9 F5 60.5(6) . . . . ?
C5 C6 C9 F6 -176.6(4) . . . . ?
C7 C2 C3 C4 1.6(6) . . . . ?
C7 C6 C9 F4 124.5(5) . . . . ?
C7 C6 C9 F5 -118.1(5) . . . . ?
C7 C6 C9 F6 4.8(7) . . . . ?
C8 C4 C5 C6 178.5(4) . . . . ?
C9 C6 C7 C2 -179.5(4) . . . . ?
C10 P O C1 -104.7(2) . . . . ?
C10 P C1 O 92.2(2) . . . . ?
C10 P C1 C2 -165.2(3) . . . . ?
C10 C11 C12 C13 178.6(4) . . . . ?
C10 C11 C16 C15 -178.2(4) . . . . ?
C10 C17 C18 C19 -176.5(4) . . . . ?
C10 C17 C22 C21 176.6(4) . . . . ?
C10 C23 C24 C25 -176.3(4) . . . . ?
C10 C23 C28 C27 175.6(4) . . . . ?
C11 C10 C17 C18 1.3(5) . . . . ?
C11 C10 C17 C22 -177.1(4) . . . . ?
C11 C10 C23 C24 75.9(4) . . . . ?
C11 C10 C23 C28 -101.8(4) . . . . ?
C11 C12 C13 C14 -1.8(7) . . . . ?
C12 C11 C16 C15 -0.9(6) . . . . ?
C12 C13 C14 C15 1.8(7) . . . . ?
C13 C14 C15 C16 -1.3(7) . . . . ?
C14 C15 C16 C11 0.9(6) . . . . ?
C16 C11 C12 C13 1.3(6) . . . . ?
C17 C10 C11 C12 -119.5(4) . . . . ?
C17 C10 C11 C16 57.7(5) . . . . ?
C17 C10 C23 C24 -154.2(3) . . . . ?
C17 C10 C23 C28 28.1(5) . . . . ?
C17 C18 C19 C20 -1.2(6) . . . . ?
C18 C17 C22 C21 -1.9(6) . . . . ?
C18 C19 C20 C21 0.4(7) . . . . ?
C19 C20 C21 C22 -0.4(7) . . . . ?
C20 C21 C22 C17 1.2(7) . . . . ?
C22 C17 C18 C19 1.9(6) . . . . ?
C23 C10 C11 C12 8.9(5) . . . . ?
C23 C10 C11 C16 -173.9(4) . . . . ?
C23 C10 C17 C18 -127.0(4) . . . . ?
C23 C10 C17 C22 54.6(5) . . . . ?
C23 C24 C25 C26 -0.6(6) . . . . ?
C24 C23 C28 C27 -2.1(6) . . . . ?
C24 C25 C26 C27 0.1(7) . . . . ?
C25 C26 C27 C28 -0.7(7) . . . . ?
C26 C27 C28 C23 1.7(7) . . . . ?
C28 C23 C24 C25 1.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.00(18)
2 -0.00(18)
