# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_mo_VA179_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2445169'
loop_
_audit_author_name
_audit_author_address
'Jagadeesh Babu Nanubolu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2025-04-19 deposited with the CCDC.	2025-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H27 F3 N O3 P'
_chemical_formula_sum            'C33 H27 F3 N O3 P'
_chemical_formula_weight         573.52

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.775(3)
_cell_length_b                   12.1932(14)
_cell_length_c                   18.165(2)
_cell_angle_alpha                90
_cell_angle_beta                 114.760(3)
_cell_angle_gamma                90
_cell_volume                     5385.4(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8217
_cell_measurement_theta_min      2.332
_cell_measurement_theta_max      25.423

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_F_000             2384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.102
_exptl_absorpt_coefficient_mu    0.160
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6956
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON III C7 HPAD'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35231
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.332
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6167
_reflns_number_gt                4237
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0654P)²+2.0693P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6167
_refine_ls_number_parameters     376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1366
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
P1 P 0.38003(2) 0.19387(4) 0.39382(3) 0.04692(15) Uani 1 1 d . . . . .
F1 F 0.30448(5) 0.21914(11) 0.04649(7) 0.0687(4) Uani 1 1 d . . . . .
F2 F 0.37986(6) 0.22531(12) 0.03272(7) 0.0735(4) Uani 1 1 d . . . . .
F3 F 0.35457(6) 0.07659(10) 0.06812(8) 0.0771(4) Uani 1 1 d . . . . .
O1 O 0.48011(6) 0.32622(13) 0.15150(9) 0.0616(4) Uani 1 1 d . . . . .
O2 O 0.43926(6) 0.16136(12) 0.19626(9) 0.0521(3) Uani 1 1 d . . . . .
H2O H 0.4603(10) 0.200(2) 0.1839(16) 0.075(8) Uiso 1 1 d . . . . .
O3 O 0.33888(6) 0.10690(12) 0.38232(9) 0.0642(4) Uani 1 1 d . . . . .
N1 N 0.44731(6) 0.49717(14) 0.14828(9) 0.0507(4) Uani 1 1 d . . . . .
C1 C 0.41106(8) 0.57104(16) 0.15837(11) 0.0491(4) Uani 1 1 d . . . . .
C2 C 0.41795(10) 0.68379(18) 0.15137(14) 0.0648(6) Uani 1 1 d . . . . .
H2 H 0.445698 0.709044 0.137614 0.078 Uiso 1 1 calc R U . . .
C3 C 0.38378(12) 0.7569(2) 0.16478(16) 0.0765(7) Uani 1 1 d . . . . .
H3 H 0.387316 0.831597 0.157572 0.092 Uiso 1 1 calc R U . . .
C4 C 0.34420(12) 0.72049(18) 0.18891(16) 0.0738(7) Uani 1 1 d . . . . .
H4 H 0.322408 0.770775 0.200579 0.089 Uiso 1 1 calc R U . . .
C5 C 0.33687(10) 0.60989(17) 0.19575(14) 0.0608(6) Uani 1 1 d . . . . .
H5 H 0.310688 0.586456 0.213431 0.073 Uiso 1 1 calc R U . . .
C6 C 0.36814(8) 0.53139(15) 0.17658(11) 0.0467(4) Uani 1 1 d . . . . .
C7 C 0.35869(7) 0.41363(14) 0.17450(10) 0.0414(4) Uani 1 1 d . . . . .
C8 C 0.39716(7) 0.34474(15) 0.16882(10) 0.0420(4) Uani 1 1 d . . . . .
C9 C 0.44413(7) 0.38640(17) 0.15688(11) 0.0466(4) Uani 1 1 d . . . . .
C10 C 0.49240(10) 0.5377(2) 0.12909(16) 0.0746(7) Uani 1 1 d . . . . .
H10A H 0.477337 0.578852 0.079476 0.112 Uiso 1 1 calc R U . . .
H10B H 0.513014 0.476688 0.123058 0.112 Uiso 1 1 calc R U . . .
H10C H 0.516191 0.584115 0.172241 0.112 Uiso 1 1 calc R U . . .
C11 C 0.38938(7) 0.21987(15) 0.16868(11) 0.0427(4) Uani 1 1 d . . . . .
C12 C 0.35625(8) 0.18464(17) 0.07886(12) 0.0528(5) Uani 1 1 d . . . . .
C13 C 0.36063(7) 0.18762(14) 0.22483(11) 0.0414(4) Uani 1 1 d . . . . .
C14 C 0.34815(8) 0.06383(15) 0.21795(13) 0.0545(5) Uani 1 1 d . . . . .
H14A H 0.317603 0.048830 0.167157 0.082 Uiso 1 1 calc R U . . .
H14B H 0.339217 0.041360 0.261651 0.082 Uiso 1 1 calc R U . . .
H14C H 0.379854 0.024104 0.220744 0.082 Uiso 1 1 calc R U . . .
C15 C 0.30878(7) 0.25691(15) 0.20162(10) 0.0414(4) Uani 1 1 d . . . . .
C16 C 0.30791(7) 0.36565(14) 0.17517(10) 0.0414(4) Uani 1 1 d . . . . .
C17 C 0.25741(8) 0.42139(16) 0.14259(12) 0.0495(4) Uani 1 1 d . . . . .
H17 H 0.255639 0.491298 0.121156 0.059 Uiso 1 1 calc R U . . .
C18 C 0.21038(8) 0.37423(17) 0.14183(13) 0.0542(5) Uani 1 1 d . . . . .
H18 H 0.177352 0.412690 0.120807 0.065 Uiso 1 1 calc R U . . .
C19 C 0.21240(8) 0.27104(18) 0.17198(13) 0.0551(5) Uani 1 1 d . . . . .
H19 H 0.180867 0.240000 0.172647 0.066 Uiso 1 1 calc R U . . .
C20 C 0.26097(8) 0.21240(16) 0.20152(12) 0.0508(5) Uani 1 1 d . . . . .
H20 H 0.261707 0.142013 0.221661 0.061 Uiso 1 1 calc R U . . .
C21 C 0.40281(8) 0.21076(15) 0.31302(11) 0.0457(4) Uani 1 1 d . . . . .
H21A H 0.415713 0.285544 0.315236 0.055 Uiso 1 1 calc R U . . .
H21B H 0.434178 0.162949 0.324748 0.055 Uiso 1 1 calc R U . . .
C22 C 0.44323(8) 0.16779(15) 0.48233(11) 0.0476(4) Uani 1 1 d . . . . .
C23 C 0.49276(9) 0.21875(18) 0.49783(13) 0.0595(5) Uani 1 1 d . . . . .
H23 H 0.494871 0.269929 0.461276 0.071 Uiso 1 1 calc R U . . .
C24 C 0.53934(10) 0.1941(2) 0.56750(15) 0.0733(7) Uani 1 1 d . . . . .
H24 H 0.572495 0.229036 0.577821 0.088 Uiso 1 1 calc R U . . .
C25 C 0.53628(12) 0.1183(2) 0.62093(15) 0.0824(8) Uani 1 1 d . . . . .
H25 H 0.567468 0.102069 0.667743 0.099 Uiso 1 1 calc R U . . .
C26 C 0.48775(13) 0.0661(2) 0.60615(15) 0.0791(7) Uani 1 1 d . . . . .
H26 H 0.486088 0.014066 0.642521 0.095 Uiso 1 1 calc R U . . .
C27 C 0.44143(10) 0.09076(17) 0.53729(13) 0.0634(6) Uani 1 1 d . . . . .
H27 H 0.408493 0.055305 0.527501 0.076 Uiso 1 1 calc R U . . .
C28 C 0.35499(8) 0.32357(17) 0.41260(12) 0.0515(5) Uani 1 1 d . . . . .
C29 C 0.38002(11) 0.42317(19) 0.41551(16) 0.0722(6) Uani 1 1 d . . . . .
H29 H 0.410371 0.427067 0.403194 0.087 Uiso 1 1 calc R U . . .
C30 C 0.36019(14) 0.5183(2) 0.43678(18) 0.0900(8) Uani 1 1 d . . . . .
H30 H 0.377702 0.584949 0.439276 0.108 Uiso 1 1 calc R U . . .
C31 C 0.31542(13) 0.5140(3) 0.45388(16) 0.0891(9) Uani 1 1 d . . . . .
H31 H 0.302174 0.577667 0.467557 0.107 Uiso 1 1 calc R U . . .
C32 C 0.29014(12) 0.4169(3) 0.45098(18) 0.0917(9) Uani 1 1 d . . . . .
H32 H 0.259587 0.413987 0.462859 0.110 Uiso 1 1 calc R U . . .
C33 C 0.30968(10) 0.3219(2) 0.43036(16) 0.0740(7) Uani 1 1 d . . . . .
H33 H 0.291909 0.255738 0.428451 0.089 Uiso 1 1 calc R 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
P1 O3 1.4796(14) . ?
P1 C28 1.805(2) . ?
P1 C22 1.809(2) . ?
P1 C21 1.8218(18) . ?
F1 C12 1.327(2) . ?
F2 C12 1.339(2) . ?
F3 C12 1.330(2) . ?
O1 C9 1.247(2) . ?
O2 C11 1.408(2) . ?
O2 H2O 0.84(2) . ?
N1 C9 1.366(3) . ?
N1 C1 1.391(2) . ?
N1 C10 1.475(3) . ?
C1 C2 1.400(3) . ?
C1 C6 1.408(3) . ?
C2 C3 1.371(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.408(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.456(3) . ?
C7 C8 1.366(2) . ?
C7 C16 1.485(2) . ?
C8 C9 1.454(2) . ?
C8 C11 1.537(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.556(3) . ?
C11 C13 1.564(3) . ?
C13 C15 1.526(2) . ?
C13 C14 1.540(3) . ?
C13 C21 1.551(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C20 1.390(2) . ?
C15 C16 1.407(3) . ?
C16 C17 1.404(2) . ?
C17 C18 1.379(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.364(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.383(3) . ?
C22 C27 1.386(3) . ?
C23 C24 1.388(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.367(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.369(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.377(3) . ?
C28 C33 1.380(3) . ?
C29 C30 1.396(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.359(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.353(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.386(4) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?

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
O3 P1 C28 109.95(10) . . ?
O3 P1 C22 111.32(9) . . ?
C28 P1 C22 105.63(9) . . ?
O3 P1 C21 116.62(9) . . ?
C28 P1 C21 109.23(9) . . ?
C22 P1 C21 103.40(9) . . ?
C11 O2 H2O 105.2(17) . . ?
C9 N1 C1 123.00(16) . . ?
C9 N1 C10 117.06(17) . . ?
C1 N1 C10 119.93(18) . . ?
N1 C1 C2 119.88(19) . . ?
N1 C1 C6 119.46(17) . . ?
C2 C1 C6 120.66(19) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 116.94(18) . . ?
C5 C6 C7 124.20(18) . . ?
C1 C6 C7 118.85(16) . . ?
C8 C7 C6 118.69(16) . . ?
C8 C7 C16 118.71(16) . . ?
C6 C7 C16 122.56(15) . . ?
C7 C8 C9 121.54(17) . . ?
C7 C8 C11 120.22(16) . . ?
C9 C8 C11 118.09(15) . . ?
O1 C9 N1 119.05(17) . . ?
O1 C9 C8 123.43(18) . . ?
N1 C9 C8 117.48(16) . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 C8 113.19(15) . . ?
O2 C11 C12 105.81(14) . . ?
C8 C11 C12 107.02(14) . . ?
O2 C11 C13 107.04(14) . . ?
C8 C11 C13 110.58(14) . . ?
C12 C11 C13 113.22(15) . . ?
F1 C12 F3 106.51(18) . . ?
F1 C12 F2 106.54(17) . . ?
F3 C12 F2 105.72(16) . . ?
F1 C12 C11 114.09(15) . . ?
F3 C12 C11 113.38(16) . . ?
F2 C12 C11 110.05(17) . . ?
C15 C13 C14 112.27(15) . . ?
C15 C13 C21 111.67(15) . . ?
C14 C13 C21 107.55(14) . . ?
C15 C13 C11 108.66(14) . . ?
C14 C13 C11 110.05(15) . . ?
C21 C13 C11 106.47(14) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 118.95(16) . . ?
C20 C15 C13 121.01(16) . . ?
C16 C15 C13 119.93(15) . . ?
C17 C16 C15 118.39(17) . . ?
C17 C16 C7 121.97(16) . . ?
C15 C16 C7 119.33(15) . . ?
C18 C17 C16 121.11(18) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C19 C18 C17 119.86(18) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C20 120.41(19) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 121.03(18) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
C13 C21 P1 117.84(13) . . ?
C13 C21 H21A 107.8 . . ?
P1 C21 H21A 107.8 . . ?
C13 C21 H21B 107.8 . . ?
P1 C21 H21B 107.8 . . ?
H21A C21 H21B 107.2 . . ?
C23 C22 C27 118.5(2) . . ?
C23 C22 P1 124.23(15) . . ?
C27 C22 P1 117.23(17) . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 119.7(2) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 120.6(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C27 119.8(2) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C26 C27 C22 120.9(2) . . ?
C26 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
C29 C28 C33 117.7(2) . . ?
C29 C28 P1 124.50(17) . . ?
C33 C28 P1 117.63(17) . . ?
C28 C29 C30 120.5(3) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 120.3(3) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C32 C31 C30 120.0(3) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C28 C33 C32 121.3(3) . . ?
C28 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?

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
C9 N1 C1 C2 177.80(18) . . . . ?
C10 N1 C1 C2 -0.9(3) . . . . ?
C9 N1 C1 C6 -1.4(3) . . . . ?
C10 N1 C1 C6 179.92(18) . . . . ?
N1 C1 C2 C3 -177.1(2) . . . . ?
C6 C1 C2 C3 2.1(3) . . . . ?
C1 C2 C3 C4 3.1(4) . . . . ?
C2 C3 C4 C5 -3.3(4) . . . . ?
C3 C4 C5 C6 -1.7(4) . . . . ?
C4 C5 C6 C1 6.5(3) . . . . ?
C4 C5 C6 C7 -173.5(2) . . . . ?
N1 C1 C6 C5 172.54(18) . . . . ?
C2 C1 C6 C5 -6.7(3) . . . . ?
N1 C1 C6 C7 -7.5(3) . . . . ?
C2 C1 C6 C7 173.29(18) . . . . ?
C5 C6 C7 C8 -168.93(19) . . . . ?
C1 C6 C7 C8 11.1(3) . . . . ?
C5 C6 C7 C16 13.4(3) . . . . ?
C1 C6 C7 C16 -166.50(17) . . . . ?
C6 C7 C8 C9 -6.1(3) . . . . ?
C16 C7 C8 C9 171.60(15) . . . . ?
C6 C7 C8 C11 178.42(15) . . . . ?
C16 C7 C8 C11 -3.9(2) . . . . ?
C1 N1 C9 O1 -175.85(17) . . . . ?
C10 N1 C9 O1 2.9(3) . . . . ?
C1 N1 C9 C8 6.5(3) . . . . ?
C10 N1 C9 C8 -174.80(17) . . . . ?
C7 C8 C9 O1 179.91(18) . . . . ?
C11 C8 C9 O1 -4.5(3) . . . . ?
C7 C8 C9 N1 -2.5(3) . . . . ?
C11 C8 C9 N1 173.03(15) . . . . ?
C7 C8 C11 O2 -154.88(16) . . . . ?
C9 C8 C11 O2 29.5(2) . . . . ?
C7 C8 C11 C12 88.95(19) . . . . ?
C9 C8 C11 C12 -86.67(18) . . . . ?
C7 C8 C11 C13 -34.8(2) . . . . ?
C9 C8 C11 C13 149.59(15) . . . . ?
O2 C11 C12 F1 170.32(17) . . . . ?
C8 C11 C12 F1 -68.7(2) . . . . ?
C13 C11 C12 F1 53.4(2) . . . . ?
O2 C11 C12 F3 48.2(2) . . . . ?
C8 C11 C12 F3 169.13(16) . . . . ?
C13 C11 C12 F3 -68.8(2) . . . . ?
O2 C11 C12 F2 -70.00(19) . . . . ?
C8 C11 C12 F2 50.97(19) . . . . ?
C13 C11 C12 F2 173.07(14) . . . . ?
O2 C11 C13 C15 175.09(14) . . . . ?
C8 C11 C13 C15 51.38(18) . . . . ?
C12 C11 C13 C15 -68.70(18) . . . . ?
O2 C11 C13 C14 -61.60(18) . . . . ?
C8 C11 C13 C14 174.69(14) . . . . ?
C12 C11 C13 C14 54.60(19) . . . . ?
O2 C11 C13 C21 54.67(18) . . . . ?
C8 C11 C13 C21 -69.04(17) . . . . ?
C12 C11 C13 C21 170.88(14) . . . . ?
C14 C13 C15 C20 19.7(2) . . . . ?
C21 C13 C15 C20 -101.14(19) . . . . ?
C11 C13 C15 C20 141.71(17) . . . . ?
C14 C13 C15 C16 -156.41(16) . . . . ?
C21 C13 C15 C16 82.70(19) . . . . ?
C11 C13 C15 C16 -34.4(2) . . . . ?
C20 C15 C16 C17 -5.9(3) . . . . ?
C13 C15 C16 C17 170.35(16) . . . . ?
C20 C15 C16 C7 -179.56(16) . . . . ?
C13 C15 C16 C7 -3.3(2) . . . . ?
C8 C7 C16 C17 -148.62(18) . . . . ?
C6 C7 C16 C17 29.0(3) . . . . ?
C8 C7 C16 C15 24.8(2) . . . . ?
C6 C7 C16 C15 -157.55(16) . . . . ?
C15 C16 C17 C18 4.7(3) . . . . ?
C7 C16 C17 C18 178.25(17) . . . . ?
C16 C17 C18 C19 -1.0(3) . . . . ?
C17 C18 C19 C20 -1.6(3) . . . . ?
C18 C19 C20 C15 0.3(3) . . . . ?
C16 C15 C20 C19 3.5(3) . . . . ?
C13 C15 C20 C19 -172.70(18) . . . . ?
C15 C13 C21 P1 55.95(19) . . . . ?
C14 C13 C21 P1 -67.65(18) . . . . ?
C11 C13 C21 P1 174.41(12) . . . . ?
O3 P1 C21 C13 33.09(18) . . . . ?
C28 P1 C21 C13 -92.29(15) . . . . ?
C22 P1 C21 C13 155.60(14) . . . . ?
O3 P1 C22 C23 164.01(18) . . . . ?
C28 P1 C22 C23 -76.7(2) . . . . ?
C21 P1 C22 C23 38.0(2) . . . . ?
O3 P1 C22 C27 -15.34(19) . . . . ?
C28 P1 C22 C27 103.96(17) . . . . ?
C21 P1 C22 C27 -141.31(16) . . . . ?
C27 C22 C23 C24 -0.9(3) . . . . ?
P1 C22 C23 C24 179.80(18) . . . . ?
C22 C23 C24 C25 0.5(4) . . . . ?
C23 C24 C25 C26 0.3(4) . . . . ?
C24 C25 C26 C27 -0.6(4) . . . . ?
C25 C26 C27 C22 0.2(4) . . . . ?
C23 C22 C27 C26 0.5(3) . . . . ?
P1 C22 C27 C26 179.92(19) . . . . ?
O3 P1 C28 C29 -171.28(19) . . . . ?
C22 P1 C28 C29 68.5(2) . . . . ?
C21 P1 C28 C29 -42.1(2) . . . . ?
O3 P1 C28 C33 13.1(2) . . . . ?
C22 P1 C28 C33 -107.15(18) . . . . ?
C21 P1 C28 C33 142.21(18) . . . . ?
C33 C28 C29 C30 0.8(4) . . . . ?
P1 C28 C29 C30 -174.9(2) . . . . ?
C28 C29 C30 C31 -0.9(4) . . . . ?
C29 C30 C31 C32 0.6(4) . . . . ?
C30 C31 C32 C33 -0.2(5) . . . . ?
C29 C28 C33 C32 -0.4(4) . . . . ?
P1 C28 C33 C32 175.5(2) . . . . ?
C31 C32 C33 C28 0.1(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2O O1 0.84(2) 1.80(2) 2.577(2) 154(2) . yes

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.041

