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

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

data_comp_6a_x3269fin
_database_code_depnum_ccdc_archive 'CCDC 2219165'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H13 Cl N O2 P S'
_chemical_formula_sum            'C18 H13 Cl N O2 P S'
_chemical_formula_weight         373.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   9.21830(10)
_cell_length_b                   34.7939(4)
_cell_length_c                   10.25640(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.7840(10)
_cell_angle_gamma                90
_cell_volume                     3288.05(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    17210
_cell_measurement_theta_min      2.1030
_cell_measurement_theta_max      31.1910

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_exptl_absorpt_coefficient_mu    0.467
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87946
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            47252
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.071
_diffrn_reflns_theta_max         31.466
_diffrn_reflns_theta_full        30.510
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10511
_reflns_number_gt                9072
_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_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)+(0.0595P)²+1.3059P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10511
_refine_ls_number_parameters     537
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1092
_refine_ls_wR_factor_gt          0.1036
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.002
_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
Cl1 Cl 0.87222(5) 0.55348(2) 0.73478(4) 0.03191(10) Uani 1 1 d . . . . .
Cl2 Cl 0.14226(4) 0.73483(2) 0.73674(4) 0.02366(8) Uani 1 1 d . . . . .
S1 S 0.66341(4) 0.56014(2) 0.65582(3) 0.01865(8) Uani 1 1 d . . . . .
S2 S 0.31479(4) 0.69687(2) 0.71450(3) 0.01884(8) Uani 1 1 d . . . . .
P1 P 0.76535(4) 0.58582(2) 0.41409(3) 0.01645(8) Uani 1 1 d . . . . .
P2 P 0.18280(4) 0.64568(2) 0.88748(4) 0.01682(8) Uani 1 1 d . . . . .
O1 O 0.58734(14) 0.52740(3) 0.70200(11) 0.0280(2) Uani 1 1 d . . . . .
O2 O 0.62061(14) 0.59718(3) 0.70014(11) 0.0270(2) Uani 1 1 d . . . . .
O3 O 0.34062(13) 0.69790(3) 0.57811(11) 0.0262(2) Uani 1 1 d . . . . .
O4 O 0.42485(12) 0.71211(3) 0.80090(12) 0.0272(2) Uani 1 1 d . . . . .
N1 N 0.68235(14) 0.55654(4) 0.50666(12) 0.0205(2) Uani 1 1 d . . . . .
N2 N 0.25454(14) 0.65696(4) 0.75186(12) 0.0204(2) Uani 1 1 d . . . . .
C1 C 0.77441(16) 0.63588(4) 0.45343(13) 0.0181(2) Uani 1 1 d . . . . .
C2 C 0.66229(16) 0.66121(4) 0.47998(14) 0.0206(3) Uani 1 1 d . . . . .
C3 C 0.69646(18) 0.69951(4) 0.50538(15) 0.0232(3) Uani 1 1 d . . . . .
C4 C 0.83996(18) 0.71197(4) 0.50365(15) 0.0239(3) Uani 1 1 d . . . . .
C5 C 0.95253(17) 0.68650(4) 0.47895(15) 0.0220(3) Uani 1 1 d . . . . .
C6 C 0.92013(16) 0.64805(4) 0.45445(13) 0.0183(2) Uani 1 1 d . . . . .
C7 C 1.02459(16) 0.61674(4) 0.43026(14) 0.0195(3) Uani 1 1 d . . . . .
C8 C 1.17542(17) 0.61959(5) 0.43013(17) 0.0261(3) Uani 1 1 d . . . . .
C9 C 1.25613(18) 0.58657(5) 0.4092(2) 0.0320(4) Uani 1 1 d . . . . .
C10 C 1.19039(19) 0.55103(5) 0.38765(19) 0.0315(4) Uani 1 1 d . . . . .
C11 C 1.03980(18) 0.54799(5) 0.38703(16) 0.0251(3) Uani 1 1 d . . . . .
C12 C 0.95828(16) 0.58079(4) 0.40864(14) 0.0187(2) Uani 1 1 d . . . . .
C13 C 0.68405(15) 0.57793(4) 0.25588(13) 0.0174(2) Uani 1 1 d . . . . .
C14 C 0.73689(18) 0.59751(4) 0.14791(14) 0.0227(3) Uani 1 1 d . . . . .
C15 C 0.67517(19) 0.59035(5) 0.02523(15) 0.0254(3) Uani 1 1 d . . . . .
C16 C 0.56163(18) 0.56433(5) 0.01009(15) 0.0241(3) Uani 1 1 d . . . . .
C17 C 0.51014(17) 0.54494(5) 0.11710(15) 0.0224(3) Uani 1 1 d . . . . .
C18 C 0.57075(15) 0.55169(4) 0.24055(14) 0.0189(3) Uani 1 1 d . . . . .
C19 C 0.25338(16) 0.66681(4) 1.03501(14) 0.0197(3) Uani 1 1 d . . . . .
C20 C 0.39412(17) 0.66501(5) 1.08770(16) 0.0245(3) Uani 1 1 d . . . . .
C21 C 0.42614(19) 0.68537(5) 1.20195(16) 0.0278(3) Uani 1 1 d . . . . .
C22 C 0.3202(2) 0.70734(5) 1.25927(15) 0.0289(3) Uani 1 1 d . . . . .
C23 C 0.17909(19) 0.70925(5) 1.20665(15) 0.0255(3) Uani 1 1 d . . . . .
C24 C 0.14460(16) 0.68840(4) 1.09409(14) 0.0197(3) Uani 1 1 d . . . . .
C25 C 0.00245(16) 0.68653(4) 1.02332(14) 0.0196(3) Uani 1 1 d . . . . .
C26 C -0.12542(18) 0.70456(5) 1.05639(16) 0.0251(3) Uani 1 1 d . . . . .
C27 C -0.24769(18) 0.70096(5) 0.97382(18) 0.0276(3) Uani 1 1 d . . . . .
C28 C -0.24444(17) 0.67932(5) 0.86025(17) 0.0254(3) Uani 1 1 d . . . . .
C29 C -0.11740(16) 0.66038(4) 0.82726(15) 0.0214(3) Uani 1 1 d . . . . .
C30 C 0.00441(15) 0.66426(4) 0.90899(14) 0.0183(2) Uani 1 1 d . . . . .
C31 C 0.18685(15) 0.59452(4) 0.89334(14) 0.0191(3) Uani 1 1 d . . . . .
C32 C 0.13999(17) 0.57597(5) 1.00549(16) 0.0235(3) Uani 1 1 d . . . . .
C33 C 0.13966(18) 0.53608(5) 1.00985(17) 0.0265(3) Uani 1 1 d . . . . .
C34 C 0.18619(17) 0.51499(5) 0.90388(18) 0.0276(3) Uani 1 1 d . . . . .
C35 C 0.23312(18) 0.53348(5) 0.79352(18) 0.0271(3) Uani 1 1 d . . . . .
C36 C 0.23385(17) 0.57347(4) 0.78714(16) 0.0230(3) Uani 1 1 d . . . . .
H2 H 0.564(2) 0.6519(5) 0.4809(17) 0.017(4) Uiso 1 1 d . . . . .
H3 H 0.615(2) 0.7172(6) 0.5225(19) 0.025(5) Uiso 1 1 d . . . . .
H4 H 0.862(2) 0.7383(6) 0.522(2) 0.031(5) Uiso 1 1 d . . . . .
H5 H 1.054(2) 0.6959(6) 0.4775(19) 0.022(5) Uiso 1 1 d . . . . .
H8 H 1.222(3) 0.6435(7) 0.447(2) 0.043(6) Uiso 1 1 d . . . . .
H9 H 1.355(3) 0.5890(7) 0.409(2) 0.040(6) Uiso 1 1 d . . . . .
H10 H 1.248(2) 0.5289(6) 0.374(2) 0.028(5) Uiso 1 1 d . . . . .
H11 H 0.996(2) 0.5246(7) 0.374(2) 0.033(6) Uiso 1 1 d . . . . .
H14 H 0.819(2) 0.6163(6) 0.160(2) 0.027(5) Uiso 1 1 d . . . . .
H15 H 0.717(2) 0.6025(6) -0.051(2) 0.034(6) Uiso 1 1 d . . . . .
H16 H 0.522(3) 0.5595(7) -0.073(2) 0.038(6) Uiso 1 1 d . . . . .
H17 H 0.436(2) 0.5280(6) 0.111(2) 0.027(5) Uiso 1 1 d . . . . .
H18 H 0.536(2) 0.5369(6) 0.315(2) 0.030(5) Uiso 1 1 d . . . . .
H20 H 0.464(2) 0.6502(6) 1.042(2) 0.028(5) Uiso 1 1 d . . . . .
H21 H 0.523(2) 0.6848(6) 1.236(2) 0.029(5) Uiso 1 1 d . . . . .
H22 H 0.340(2) 0.7209(6) 1.337(2) 0.032(6) Uiso 1 1 d . . . . .
H23 H 0.111(3) 0.7242(7) 1.248(2) 0.037(6) Uiso 1 1 d . . . . .
H26 H -0.128(2) 0.7190(7) 1.135(2) 0.034(6) Uiso 1 1 d . . . . .
H27 H -0.334(3) 0.7136(7) 0.996(2) 0.042(6) Uiso 1 1 d . . . . .
H28 H -0.329(2) 0.6763(6) 0.806(2) 0.029(5) Uiso 1 1 d . . . . .
H29 H -0.113(2) 0.6456(6) 0.751(2) 0.030(5) Uiso 1 1 d . . . . .
H32 H 0.110(2) 0.5909(6) 1.077(2) 0.033(6) Uiso 1 1 d . . . . .
H33 H 0.107(2) 0.5233(6) 1.085(2) 0.034(6) Uiso 1 1 d . . . . .
H34 H 0.183(2) 0.4877(7) 0.908(2) 0.032(5) Uiso 1 1 d . . . . .
H35 H 0.262(2) 0.5186(7) 0.717(2) 0.035(6) Uiso 1 1 d . . . . .
H36 H 0.262(2) 0.5866(5) 0.7070(18) 0.018(4) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 S1 2.0778(5) . ?
Cl2 S2 2.0854(5) . ?
S1 O1 1.4262(12) . ?
S1 O2 1.4265(12) . ?
S1 N1 1.5503(12) . ?
S2 O3 1.4267(11) . ?
S2 O4 1.4282(12) . ?
S2 N2 1.5481(13) . ?
P1 N1 1.6032(13) . ?
P1 C13 1.7872(14) . ?
P1 C1 1.7892(15) . ?
P1 C12 1.7897(15) . ?
P2 N2 1.6073(13) . ?
P2 C31 1.7814(15) . ?
P2 C19 1.7867(15) . ?
P2 C30 1.7871(14) . ?
C1 C2 1.392(2) . ?
C1 C6 1.408(2) . ?
C2 C3 1.392(2) . ?
C2 H2 0.962(19) . ?
C3 C4 1.393(2) . ?
C3 H3 0.99(2) . ?
C4 C5 1.394(2) . ?
C4 H4 0.95(2) . ?
C5 C6 1.392(2) . ?
C5 H5 0.99(2) . ?
C6 C7 1.480(2) . ?
C7 C8 1.394(2) . ?
C7 C12 1.407(2) . ?
C8 C9 1.389(2) . ?
C8 H8 0.95(3) . ?
C9 C10 1.392(3) . ?
C9 H9 0.92(2) . ?
C10 C11 1.392(2) . ?
C10 H10 0.95(2) . ?
C11 C12 1.388(2) . ?
C11 H11 0.92(2) . ?
C13 C18 1.392(2) . ?
C13 C14 1.4005(19) . ?
C14 C15 1.387(2) . ?
C14 H14 1.00(2) . ?
C15 C16 1.389(2) . ?
C15 H15 0.98(2) . ?
C16 C17 1.385(2) . ?
C16 H16 0.93(2) . ?
C17 C18 1.388(2) . ?
C17 H17 0.91(2) . ?
C18 H18 0.98(2) . ?
C19 C20 1.391(2) . ?
C19 C24 1.405(2) . ?
C20 C21 1.393(2) . ?
C20 H20 0.96(2) . ?
C21 C22 1.385(3) . ?
C21 H21 0.95(2) . ?
C22 C23 1.394(3) . ?
C22 H22 0.94(2) . ?
C23 C24 1.392(2) . ?
C23 H23 0.93(2) . ?
C24 C25 1.479(2) . ?
C25 C26 1.387(2) . ?
C25 C30 1.406(2) . ?
C26 C27 1.394(2) . ?
C26 H26 0.95(2) . ?
C27 C28 1.388(2) . ?
C27 H27 0.94(2) . ?
C28 C29 1.395(2) . ?
C28 H28 0.95(2) . ?
C29 C30 1.387(2) . ?
C29 H29 0.94(2) . ?
C31 C36 1.393(2) . ?
C31 C32 1.399(2) . ?
C32 C33 1.389(2) . ?
C32 H32 0.95(2) . ?
C33 C34 1.390(3) . ?
C33 H33 0.95(2) . ?
C34 C35 1.383(3) . ?
C34 H34 0.95(2) . ?
C35 C36 1.393(2) . ?
C35 H35 0.98(2) . ?
C36 H36 0.982(19) . ?

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
O1 S1 O2 118.17(7) . . ?
O1 S1 N1 109.56(7) . . ?
O2 S1 N1 115.35(7) . . ?
O1 S1 Cl1 103.92(6) . . ?
O2 S1 Cl1 103.81(6) . . ?
N1 S1 Cl1 104.14(5) . . ?
O3 S2 O4 117.52(7) . . ?
O3 S2 N2 109.71(7) . . ?
O4 S2 N2 115.65(7) . . ?
O3 S2 Cl2 104.04(5) . . ?
O4 S2 Cl2 103.09(5) . . ?
N2 S2 Cl2 105.09(5) . . ?
N1 P1 C13 104.22(7) . . ?
N1 P1 C1 120.32(7) . . ?
C13 P1 C1 111.69(7) . . ?
N1 P1 C12 116.70(7) . . ?
C13 P1 C12 110.22(7) . . ?
C1 P1 C12 93.61(7) . . ?
N2 P2 C31 105.34(7) . . ?
N2 P2 C19 118.92(7) . . ?
C31 P2 C19 112.09(7) . . ?
N2 P2 C30 115.05(7) . . ?
C31 P2 C30 112.08(7) . . ?
C19 P2 C30 93.37(7) . . ?
S1 N1 P1 127.13(8) . . ?
S2 N2 P2 126.42(8) . . ?
C2 C1 C6 121.49(13) . . ?
C2 C1 P1 129.11(11) . . ?
C6 C1 P1 109.40(10) . . ?
C1 C2 C3 118.54(14) . . ?
C1 C2 H2 119.6(11) . . ?
C3 C2 H2 121.8(11) . . ?
C2 C3 C4 120.34(14) . . ?
C2 C3 H3 117.5(12) . . ?
C4 C3 H3 122.1(12) . . ?
C3 C4 C5 121.15(14) . . ?
C3 C4 H4 119.2(13) . . ?
C5 C4 H4 119.6(13) . . ?
C6 C5 C4 119.15(14) . . ?
C6 C5 H5 120.9(12) . . ?
C4 C5 H5 119.9(12) . . ?
C5 C6 C1 119.32(14) . . ?
C5 C6 C7 126.92(13) . . ?
C1 C6 C7 113.76(12) . . ?
C8 C7 C12 119.45(14) . . ?
C8 C7 C6 127.01(13) . . ?
C12 C7 C6 113.53(13) . . ?
C9 C8 C7 118.71(15) . . ?
C9 C8 H8 120.6(15) . . ?
C7 C8 H8 120.7(15) . . ?
C8 C9 C10 121.79(16) . . ?
C8 C9 H9 117.5(15) . . ?
C10 C9 H9 120.7(15) . . ?
C9 C10 C11 119.82(16) . . ?
C9 C10 H10 119.9(13) . . ?
C11 C10 H10 120.3(13) . . ?
C12 C11 C10 118.80(15) . . ?
C12 C11 H11 121.1(14) . . ?
C10 C11 H11 120.1(14) . . ?
C11 C12 C7 121.43(14) . . ?
C11 C12 P1 128.98(12) . . ?
C7 C12 P1 109.60(11) . . ?
C18 C13 C14 120.52(13) . . ?
C18 C13 P1 119.68(10) . . ?
C14 C13 P1 119.79(11) . . ?
C15 C14 C13 119.14(14) . . ?
C15 C14 H14 120.8(12) . . ?
C13 C14 H14 120.0(12) . . ?
C14 C15 C16 120.32(14) . . ?
C14 C15 H15 119.2(13) . . ?
C16 C15 H15 120.4(13) . . ?
C17 C16 C15 120.31(14) . . ?
C17 C16 H16 120.3(15) . . ?
C15 C16 H16 119.3(15) . . ?
C16 C17 C18 120.16(14) . . ?
C16 C17 H17 122.8(13) . . ?
C18 C17 H17 117.0(13) . . ?
C17 C18 C13 119.55(13) . . ?
C17 C18 H18 119.3(12) . . ?
C13 C18 H18 121.1(12) . . ?
C20 C19 C24 121.73(14) . . ?
C20 C19 P2 128.39(12) . . ?
C24 C19 P2 109.83(11) . . ?
C19 C20 C21 118.33(15) . . ?
C19 C20 H20 117.9(13) . . ?
C21 C20 H20 123.7(13) . . ?
C22 C21 C20 120.26(16) . . ?
C22 C21 H21 121.4(13) . . ?
C20 C21 H21 118.2(13) . . ?
C21 C22 C23 121.56(15) . . ?
C21 C22 H22 120.8(14) . . ?
C23 C22 H22 117.6(14) . . ?
C24 C23 C22 118.84(16) . . ?
C24 C23 H23 122.3(14) . . ?
C22 C23 H23 118.9(14) . . ?
C23 C24 C19 119.25(15) . . ?
C23 C24 C25 127.29(14) . . ?
C19 C24 C25 113.45(13) . . ?
C26 C25 C30 119.10(14) . . ?
C26 C25 C24 127.35(14) . . ?
C30 C25 C24 113.53(13) . . ?
C25 C26 C27 119.21(15) . . ?
C25 C26 H26 119.3(14) . . ?
C27 C26 H26 121.5(14) . . ?
C28 C27 C26 121.36(15) . . ?
C28 C27 H27 120.0(15) . . ?
C26 C27 H27 118.6(15) . . ?
C27 C28 C29 120.01(15) . . ?
C27 C28 H28 120.6(13) . . ?
C29 C28 H28 119.3(13) . . ?
C30 C29 C28 118.52(14) . . ?
C30 C29 H29 120.3(14) . . ?
C28 C29 H29 121.2(14) . . ?
C29 C30 C25 121.78(13) . . ?
C29 C30 P2 128.39(11) . . ?
C25 C30 P2 109.76(11) . . ?
C36 C31 C32 120.81(14) . . ?
C36 C31 P2 120.37(12) . . ?
C32 C31 P2 118.81(11) . . ?
C33 C32 C31 119.24(15) . . ?
C33 C32 H32 121.4(13) . . ?
C31 C32 H32 119.3(13) . . ?
C32 C33 C34 120.09(15) . . ?
C32 C33 H33 119.8(14) . . ?
C34 C33 H33 120.1(14) . . ?
C35 C34 C33 120.41(15) . . ?
C35 C34 H34 120.7(13) . . ?
C33 C34 H34 118.9(13) . . ?
C34 C35 C36 120.35(15) . . ?
C34 C35 H35 120.5(14) . . ?
C36 C35 H35 119.1(14) . . ?
C31 C36 C35 119.10(15) . . ?
C31 C36 H36 120.4(11) . . ?
C35 C36 H36 120.4(11) . . ?

_refine_diff_density_max         0.601
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_comp_7a_x3295fin
_database_code_depnum_ccdc_archive 'CCDC 2219167'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H19 Cl N O2 P S'
_chemical_formula_sum            'C26 H19 Cl N O2 P S'
_chemical_formula_weight         475.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   15.6906(3)
_cell_length_b                   14.9491(3)
_cell_length_c                   18.9271(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4439.55(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    10393
_cell_measurement_theta_min      2.1530
_cell_measurement_theta_max      29.6030

_exptl_crystal_description       irregular
_exptl_crystal_colour            'clear pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_F_000             1968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.363
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70474
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            45014
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.152
_diffrn_reflns_theta_max         30.814
_diffrn_reflns_theta_full        28.285
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6442
_reflns_number_gt                4422
_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_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)+(0.0665P)²+2.3409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6442
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1413
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.83449(4) 0.76813(5) 0.43154(3) 0.04215(17) Uani 1 1 d . . . . .
S1 S 0.80095(3) 0.65323(4) 0.37610(3) 0.03148(14) Uani 1 1 d . . . . .
P1 P 0.66363(3) 0.72277(4) 0.30148(3) 0.02430(13) Uani 1 1 d . . . . .
O1 O 0.74320(11) 0.60912(12) 0.42315(9) 0.0423(4) Uani 1 1 d . . . . .
O2 O 0.88052(11) 0.61214(13) 0.36173(9) 0.0458(5) Uani 1 1 d . . . . .
N1 N 0.76163(11) 0.69178(12) 0.30754(9) 0.0266(4) Uani 1 1 d . . . . .
C1 C 0.58532(12) 0.63683(14) 0.31285(11) 0.0258(4) Uani 1 1 d . . . . .
C2 C 0.52885(13) 0.66127(14) 0.36286(10) 0.0249(4) Uani 1 1 d . . . . .
C3 C 0.54824(13) 0.74918(14) 0.39678(11) 0.0254(4) Uani 1 1 d . . . . .
C4 C 0.50394(14) 0.78963(15) 0.45108(11) 0.0299(4) Uani 1 1 d . . . . .
C5 C 0.53325(15) 0.87057(16) 0.47853(12) 0.0330(5) Uani 1 1 d . . . . .
C6 C 0.60347(15) 0.91310(16) 0.45018(12) 0.0333(5) Uani 1 1 d . . . . .
C7 C 0.64677(15) 0.87448(16) 0.39371(12) 0.0314(5) Uani 1 1 d . . . . .
C8 C 0.61994(13) 0.79253(14) 0.36889(10) 0.0261(4) Uani 1 1 d . . . . .
C9 C 0.65257(13) 0.76767(14) 0.21531(11) 0.0267(4) Uani 1 1 d . . . . .
C10 C 0.57918(15) 0.81569(18) 0.19786(13) 0.0364(5) Uani 1 1 d . . . . .
C11 C 0.56587(17) 0.84127(19) 0.12886(13) 0.0401(6) Uani 1 1 d . . . . .
C12 C 0.62419(16) 0.81929(16) 0.07739(12) 0.0360(5) Uani 1 1 d . . . . .
C13 C 0.69709(17) 0.77233(17) 0.09424(13) 0.0387(5) Uani 1 1 d . . . . .
C14 C 0.71155(15) 0.74701(17) 0.16331(12) 0.0330(5) Uani 1 1 d . . . . .
C15 C 0.59110(12) 0.55349(14) 0.27107(11) 0.0257(4) Uani 1 1 d . . . . .
C16 C 0.62217(14) 0.47597(16) 0.30168(12) 0.0319(5) Uani 1 1 d . . . . .
C17 C 0.63267(16) 0.39925(16) 0.26177(13) 0.0362(5) Uani 1 1 d . . . . .
C18 C 0.61227(15) 0.39965(17) 0.19053(13) 0.0359(5) Uani 1 1 d . . . . .
C19 C 0.58102(15) 0.47653(17) 0.16012(13) 0.0362(5) Uani 1 1 d . . . . .
C20 C 0.57117(14) 0.55356(16) 0.19923(12) 0.0317(5) Uani 1 1 d . . . . .
C21 C 0.45120(12) 0.61007(14) 0.38071(11) 0.0262(4) Uani 1 1 d . . . . .
C22 C 0.43244(15) 0.58643(16) 0.45006(12) 0.0327(5) Uani 1 1 d . . . . .
C23 C 0.35776(17) 0.54167(17) 0.46583(14) 0.0384(5) Uani 1 1 d . . . . .
C24 C 0.30132(15) 0.52015(17) 0.41310(14) 0.0379(5) Uani 1 1 d . . . . .
C25 C 0.31934(14) 0.54113(17) 0.34376(14) 0.0373(5) Uani 1 1 d . . . . .
C26 C 0.39430(14) 0.58570(16) 0.32717(12) 0.0318(5) Uani 1 1 d . . . . .
H4 H 0.4501(16) 0.7628(17) 0.4679(13) 0.033(6) Uiso 1 1 d . . . . .
H5 H 0.5019(19) 0.8976(19) 0.5144(16) 0.050(8) Uiso 1 1 d . . . . .
H6 H 0.6186(14) 0.9675(18) 0.4670(13) 0.030(6) Uiso 1 1 d . . . . .
H7 H 0.6971(16) 0.9023(18) 0.3779(13) 0.036(7) Uiso 1 1 d . . . . .
H10 H 0.5372(18) 0.8285(19) 0.2331(15) 0.048(8) Uiso 1 1 d . . . . .
H11 H 0.5184(19) 0.874(2) 0.1176(15) 0.053(8) Uiso 1 1 d . . . . .
H12 H 0.6146(18) 0.8407(19) 0.0282(16) 0.050(8) Uiso 1 1 d . . . . .
H13 H 0.743(2) 0.752(2) 0.0585(16) 0.059(9) Uiso 1 1 d . . . . .
H14 H 0.7572(17) 0.7158(18) 0.1760(14) 0.036(7) Uiso 1 1 d . . . . .
H16 H 0.6307(16) 0.4779(17) 0.3514(14) 0.036(7) Uiso 1 1 d . . . . .
H17 H 0.653(2) 0.348(2) 0.2787(19) 0.072(11) Uiso 1 1 d . . . . .
H18 H 0.6169(17) 0.3472(18) 0.1634(14) 0.037(7) Uiso 1 1 d . . . . .
H19 H 0.5681(16) 0.4782(18) 0.1102(14) 0.038(7) Uiso 1 1 d . . . . .
H20 H 0.5505(16) 0.6098(19) 0.1762(14) 0.041(7) Uiso 1 1 d . . . . .
H22 H 0.4719(15) 0.5984(17) 0.4836(14) 0.033(7) Uiso 1 1 d . . . . .
H23 H 0.3486(18) 0.527(2) 0.5112(17) 0.055(9) Uiso 1 1 d . . . . .
H24 H 0.2474(16) 0.4925(19) 0.4220(14) 0.042(7) Uiso 1 1 d . . . . .
H25 H 0.2786(17) 0.5233(19) 0.3072(15) 0.045(8) Uiso 1 1 d . . . . .
H26 H 0.4118(17) 0.6004(18) 0.2791(15) 0.044(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 S1 2.0803(9) . ?
S1 O2 1.4177(17) . ?
S1 O1 1.4314(16) . ?
S1 N1 1.5482(18) . ?
P1 N1 1.6101(17) . ?
P1 C9 1.772(2) . ?
P1 C8 1.785(2) . ?
P1 C1 1.791(2) . ?
C1 C2 1.347(3) . ?
C1 C15 1.478(3) . ?
C2 C21 1.478(3) . ?
C2 C3 1.494(3) . ?
C3 C4 1.380(3) . ?
C3 C8 1.402(3) . ?
C4 C5 1.395(3) . ?
C4 H4 0.99(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.93(3) . ?
C6 C7 1.392(3) . ?
C6 H6 0.91(3) . ?
C7 C8 1.378(3) . ?
C7 H7 0.94(3) . ?
C9 C14 1.386(3) . ?
C9 C10 1.397(3) . ?
C10 C11 1.377(3) . ?
C10 H10 0.96(3) . ?
C11 C12 1.376(4) . ?
C11 H11 0.92(3) . ?
C12 C13 1.379(4) . ?
C12 H12 1.00(3) . ?
C13 C14 1.380(3) . ?
C13 H13 1.04(3) . ?
C14 H14 0.89(3) . ?
C15 C16 1.384(3) . ?
C15 C20 1.395(3) . ?
C16 C17 1.383(3) . ?
C16 H16 0.95(3) . ?
C17 C18 1.386(3) . ?
C17 H17 0.90(4) . ?
C18 C19 1.376(4) . ?
C18 H18 0.94(3) . ?
C19 C20 1.378(3) . ?
C19 H19 0.97(3) . ?
C20 H20 1.00(3) . ?
C21 C22 1.391(3) . ?
C21 C26 1.399(3) . ?
C22 C23 1.382(3) . ?
C22 H22 0.90(2) . ?
C23 C24 1.372(4) . ?
C23 H23 0.90(3) . ?
C24 C25 1.379(4) . ?
C24 H24 0.96(3) . ?
C25 C26 1.388(3) . ?
C25 H25 0.98(3) . ?
C26 H26 0.97(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 118.50(11) . . ?
O2 S1 N1 110.57(10) . . ?
O1 S1 N1 116.14(10) . . ?
O2 S1 Cl1 103.40(9) . . ?
O1 S1 Cl1 103.11(8) . . ?
N1 S1 Cl1 102.49(8) . . ?
N1 P1 C9 105.54(9) . . ?
N1 P1 C8 118.95(9) . . ?
C9 P1 C8 113.52(10) . . ?
N1 P1 C1 116.12(10) . . ?
C9 P1 C1 108.37(9) . . ?
C8 P1 C1 94.01(10) . . ?
S1 N1 P1 123.19(11) . . ?
C2 C1 C15 130.15(19) . . ?
C2 C1 P1 109.95(16) . . ?
C15 C1 P1 119.89(15) . . ?
C1 C2 C21 124.22(19) . . ?
C1 C2 C3 113.99(18) . . ?
C21 C2 C3 121.68(18) . . ?
C4 C3 C8 118.8(2) . . ?
C4 C3 C2 127.08(19) . . ?
C8 C3 C2 114.11(18) . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 H4 119.6(15) . . ?
C5 C4 H4 120.9(15) . . ?
C6 C5 C4 121.2(2) . . ?
C6 C5 H5 120.4(18) . . ?
C4 C5 H5 118.2(18) . . ?
C5 C6 C7 119.8(2) . . ?
C5 C6 H6 119.1(15) . . ?
C7 C6 H6 121.0(15) . . ?
C8 C7 C6 118.8(2) . . ?
C8 C7 H7 122.7(16) . . ?
C6 C7 H7 118.0(16) . . ?
C7 C8 C3 121.9(2) . . ?
C7 C8 P1 130.23(17) . . ?
C3 C8 P1 107.90(15) . . ?
C14 C9 C10 119.8(2) . . ?
C14 C9 P1 120.26(17) . . ?
C10 C9 P1 119.54(17) . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.1(17) . . ?
C9 C10 H10 120.4(17) . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 120.2(19) . . ?
C10 C11 H11 119.5(19) . . ?
C11 C12 C13 120.6(2) . . ?
C11 C12 H12 119.0(17) . . ?
C13 C12 H12 120.3(17) . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13 125.4(18) . . ?
C14 C13 H13 114.9(18) . . ?
C13 C14 C9 120.1(2) . . ?
C13 C14 H14 122.2(17) . . ?
C9 C14 H14 117.7(17) . . ?
C16 C15 C20 119.2(2) . . ?
C16 C15 C1 120.20(19) . . ?
C20 C15 C1 120.46(19) . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 H16 123.3(16) . . ?
C15 C16 H16 116.0(16) . . ?
C16 C17 C18 120.0(2) . . ?
C16 C17 H17 124(2) . . ?
C18 C17 H17 116(2) . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 119.7(16) . . ?
C17 C18 H18 120.7(16) . . ?
C18 C19 C20 120.9(2) . . ?
C18 C19 H19 120.4(16) . . ?
C20 C19 H19 118.7(16) . . ?
C19 C20 C15 119.9(2) . . ?
C19 C20 H20 120.3(15) . . ?
C15 C20 H20 119.8(15) . . ?
C22 C21 C26 118.8(2) . . ?
C22 C21 C2 121.45(19) . . ?
C26 C21 C2 119.70(19) . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 121.6(16) . . ?
C21 C22 H22 117.9(16) . . ?
C24 C23 C22 120.2(2) . . ?
C24 C23 H23 122.5(19) . . ?
C22 C23 H23 117.3(19) . . ?
C23 C24 C25 120.4(2) . . ?
C23 C24 H24 123.0(16) . . ?
C25 C24 H24 116.5(16) . . ?
C24 C25 C26 119.9(2) . . ?
C24 C25 H25 118.5(17) . . ?
C26 C25 H25 121.6(17) . . ?
C25 C26 C21 120.1(2) . . ?
C25 C26 H26 124.0(16) . . ?
C21 C26 H26 115.9(16) . . ?

_refine_diff_density_max         0.800
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_comp_6b_x3512fin
_database_code_depnum_ccdc_archive 'CCDC 2219166'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H20 N O2 P S'
_chemical_formula_sum            'C25 H20 N O2 P S'
_chemical_formula_weight         429.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 '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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   17.9194(3)
_cell_length_b                   12.20420(10)
_cell_length_c                   18.6576(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4080.27(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    15342
_cell_measurement_theta_min      2.4640
_cell_measurement_theta_max      29.9640

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.260
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            46581
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.295
_diffrn_reflns_theta_max         30.446
_diffrn_reflns_theta_full        28.285
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5831
_reflns_number_gt                5002
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_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)+(0.0389P)²+2.3642P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5831
_refine_ls_number_parameters     351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0932
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_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
S1 S 0.58559(2) 0.31205(3) 0.39715(2) 0.01705(8) Uani 1 1 d . . . . .
P1 P 0.62296(2) 0.24921(3) 0.54064(2) 0.01483(8) Uani 1 1 d . . . . .
O1 O 0.57920(6) 0.42830(8) 0.41086(6) 0.0231(2) Uani 1 1 d . . . . .
O2 O 0.53504(6) 0.26583(9) 0.34534(5) 0.0229(2) Uani 1 1 d . . . . .
N1 N 0.57704(6) 0.24149(10) 0.46781(6) 0.0184(2) Uani 1 1 d . . . . .
C1 C 0.63407(8) 0.37500(11) 0.58905(7) 0.0175(3) Uani 1 1 d . . . . .
C2 C 0.57929(9) 0.44520(12) 0.61503(8) 0.0219(3) Uani 1 1 d . . . . .
C3 C 0.60110(10) 0.53392(13) 0.65686(8) 0.0266(3) Uani 1 1 d . . . . .
C4 C 0.67595(10) 0.55087(13) 0.67232(8) 0.0276(3) Uani 1 1 d . . . . .
C5 C 0.73075(9) 0.48150(12) 0.64547(8) 0.0240(3) Uani 1 1 d . . . . .
C6 C 0.71006(8) 0.39272(11) 0.60332(7) 0.0183(3) Uani 1 1 d . . . . .
C7 C 0.76004(8) 0.31088(11) 0.57022(7) 0.0183(3) Uani 1 1 d . . . . .
C8 C 0.83763(8) 0.31137(14) 0.56896(8) 0.0252(3) Uani 1 1 d . . . . .
C9 C 0.87511(9) 0.22906(14) 0.53254(9) 0.0280(3) Uani 1 1 d . . . . .
C10 C 0.83676(9) 0.14564(14) 0.49776(8) 0.0257(3) Uani 1 1 d . . . . .
C11 C 0.75912(8) 0.14333(12) 0.49924(7) 0.0201(3) Uani 1 1 d . . . . .
C12 C 0.72156(7) 0.22626(11) 0.53521(7) 0.0170(3) Uani 1 1 d . . . . .
C13 C 0.57985(7) 0.15092(11) 0.59899(7) 0.0159(2) Uani 1 1 d . . . . .
C14 C 0.60345(8) 0.14144(12) 0.67015(7) 0.0195(3) Uani 1 1 d . . . . .
C15 C 0.57252(8) 0.06118(12) 0.71381(7) 0.0211(3) Uani 1 1 d . . . . .
C16 C 0.51854(8) -0.00920(12) 0.68690(8) 0.0210(3) Uani 1 1 d . . . . .
C17 C 0.49417(9) 0.00133(12) 0.61658(8) 0.0212(3) Uani 1 1 d . . . . .
C18 C 0.52471(8) 0.08176(12) 0.57271(7) 0.0192(3) Uani 1 1 d . . . . .
C19 C 0.67709(8) 0.29010(11) 0.36498(7) 0.0178(3) Uani 1 1 d . . . . .
C20 C 0.73268(8) 0.36524(12) 0.38059(8) 0.0210(3) Uani 1 1 d . . . . .
C21 C 0.80561(9) 0.34401(13) 0.35965(8) 0.0239(3) Uani 1 1 d . . . . .
C22 C 0.82409(8) 0.24875(12) 0.32305(8) 0.0224(3) Uani 1 1 d . . . . .
C23 C 0.76699(9) 0.17525(13) 0.30664(8) 0.0249(3) Uani 1 1 d . . . . .
C24 C 0.69395(9) 0.19496(12) 0.32705(8) 0.0225(3) Uani 1 1 d . . . . .
C25 C 0.90328(10) 0.22462(17) 0.30200(11) 0.0330(4) Uani 1 1 d . . . . .
H2 H 0.5268(11) 0.4349(16) 0.6012(10) 0.030(5) Uiso 1 1 d . . . . .
H3 H 0.5646(11) 0.5845(17) 0.6755(11) 0.035(5) Uiso 1 1 d . . . . .
H4 H 0.6917(12) 0.6111(17) 0.7005(11) 0.036(5) Uiso 1 1 d . . . . .
H5 H 0.7820(11) 0.4948(14) 0.6563(9) 0.024(4) Uiso 1 1 d . . . . .
H8 H 0.8641(12) 0.3696(17) 0.5930(10) 0.035(5) Uiso 1 1 d . . . . .
H9 H 0.9292(12) 0.2286(16) 0.5306(10) 0.034(5) Uiso 1 1 d . . . . .
H10 H 0.8636(11) 0.0911(16) 0.4733(10) 0.030(5) Uiso 1 1 d . . . . .
H11 H 0.7311(10) 0.0855(15) 0.4746(9) 0.023(4) Uiso 1 1 d . . . . .
H14 H 0.6401(10) 0.1894(15) 0.6884(9) 0.022(4) Uiso 1 1 d . . . . .
H15 H 0.5895(10) 0.0545(14) 0.7629(9) 0.020(4) Uiso 1 1 d . . . . .
H16 H 0.4984(11) -0.0648(16) 0.7159(10) 0.034(5) Uiso 1 1 d . . . . .
H17 H 0.4568(11) -0.0460(16) 0.5986(10) 0.029(5) Uiso 1 1 d . . . . .
H18 H 0.5091(10) 0.0900(14) 0.5253(9) 0.022(4) Uiso 1 1 d . . . . .
H20 H 0.7202(11) 0.4300(16) 0.4056(9) 0.027(5) Uiso 1 1 d . . . . .
H21 H 0.8443(11) 0.3962(16) 0.3721(11) 0.034(5) Uiso 1 1 d . . . . .
H23 H 0.7783(11) 0.1082(16) 0.2813(10) 0.035(5) Uiso 1 1 d . . . . .
H24 H 0.6552(11) 0.1399(16) 0.3159(10) 0.030(5) Uiso 1 1 d . . . . .
H25A H 0.9082(14) 0.220(2) 0.2517(15) 0.063(8) Uiso 1 1 d . . . . .
H25B H 0.9356(16) 0.280(2) 0.3154(15) 0.073(8) Uiso 1 1 d . . . . .
H25C H 0.9191(12) 0.1579(19) 0.3210(12) 0.044(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4398(10) . ?
S1 O1 1.4462(11) . ?
S1 N1 1.5821(12) . ?
S1 C19 1.7665(14) . ?
P1 N1 1.5913(12) . ?
P1 C12 1.7918(14) . ?
P1 C1 1.7922(14) . ?
P1 C13 1.7946(14) . ?
C1 C2 1.390(2) . ?
C1 C6 1.4043(19) . ?
C2 C3 1.391(2) . ?
C2 H2 0.98(2) . ?
C3 C4 1.388(3) . ?
C3 H3 0.96(2) . ?
C4 C5 1.390(2) . ?
C4 H4 0.95(2) . ?
C5 C6 1.3893(19) . ?
C5 H5 0.954(19) . ?
C6 C7 1.477(2) . ?
C7 C8 1.391(2) . ?
C7 C12 1.4032(19) . ?
C8 C9 1.386(2) . ?
C8 H8 0.96(2) . ?
C9 C10 1.389(2) . ?
C9 H9 0.97(2) . ?
C10 C11 1.392(2) . ?
C10 H10 0.94(2) . ?
C11 C12 1.3884(19) . ?
C11 H11 0.981(18) . ?
C13 C18 1.3889(19) . ?
C13 C14 1.3983(18) . ?
C14 C15 1.389(2) . ?
C14 H14 0.943(18) . ?
C15 C16 1.388(2) . ?
C15 H15 0.969(17) . ?
C16 C17 1.389(2) . ?
C16 H16 0.94(2) . ?
C17 C18 1.390(2) . ?
C17 H17 0.945(19) . ?
C18 H18 0.934(17) . ?
C19 C20 1.3850(19) . ?
C19 C24 1.393(2) . ?
C20 C21 1.388(2) . ?
C20 H20 0.944(19) . ?
C21 C22 1.388(2) . ?
C21 H21 0.97(2) . ?
C22 C23 1.395(2) . ?
C22 C25 1.502(2) . ?
C23 C24 1.384(2) . ?
C23 H23 0.97(2) . ?
C24 H24 0.988(19) . ?
C25 H25A 0.94(3) . ?
C25 H25B 0.92(3) . ?
C25 H25C 0.93(2) . ?

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
O2 S1 O1 116.96(6) . . ?
O2 S1 N1 106.58(6) . . ?
O1 S1 N1 112.27(6) . . ?
O2 S1 C19 107.24(6) . . ?
O1 S1 C19 106.40(7) . . ?
N1 S1 C19 106.89(6) . . ?
N1 P1 C12 116.89(6) . . ?
N1 P1 C1 122.58(6) . . ?
C12 P1 C1 93.03(7) . . ?
N1 P1 C13 104.82(6) . . ?
C12 P1 C13 110.75(6) . . ?
C1 P1 C13 108.34(6) . . ?
S1 N1 P1 128.99(8) . . ?
C2 C1 C6 121.58(13) . . ?
C2 C1 P1 128.70(11) . . ?
C6 C1 P1 109.58(10) . . ?
C1 C2 C3 118.49(15) . . ?
C1 C2 H2 120.3(11) . . ?
C3 C2 H2 121.0(11) . . ?
C4 C3 C2 120.29(15) . . ?
C4 C3 H3 119.1(12) . . ?
C2 C3 H3 120.6(12) . . ?
C3 C4 C5 121.14(14) . . ?
C3 C4 H4 121.3(13) . . ?
C5 C4 H4 117.6(13) . . ?
C6 C5 C4 119.38(15) . . ?
C6 C5 H5 120.6(11) . . ?
C4 C5 H5 120.0(11) . . ?
C5 C6 C1 119.09(14) . . ?
C5 C6 C7 127.03(13) . . ?
C1 C6 C7 113.87(12) . . ?
C8 C7 C12 119.12(14) . . ?
C8 C7 C6 127.63(14) . . ?
C12 C7 C6 113.22(12) . . ?
C9 C8 C7 119.31(15) . . ?
C9 C8 H8 121.6(12) . . ?
C7 C8 H8 119.1(12) . . ?
C8 C9 C10 121.35(14) . . ?
C8 C9 H9 120.5(12) . . ?
C10 C9 H9 118.2(12) . . ?
C9 C10 C11 120.01(15) . . ?
C9 C10 H10 119.5(12) . . ?
C11 C10 H10 120.5(12) . . ?
C12 C11 C10 118.65(14) . . ?
C12 C11 H11 120.2(11) . . ?
C10 C11 H11 121.1(11) . . ?
C11 C12 C7 121.55(13) . . ?
C11 C12 P1 128.27(11) . . ?
C7 C12 P1 110.08(10) . . ?
C18 C13 C14 120.00(13) . . ?
C18 C13 P1 119.89(10) . . ?
C14 C13 P1 120.08(11) . . ?
C15 C14 C13 119.63(13) . . ?
C15 C14 H14 120.2(11) . . ?
C13 C14 H14 120.1(11) . . ?
C16 C15 C14 120.16(13) . . ?
C16 C15 H15 120.6(10) . . ?
C14 C15 H15 119.3(10) . . ?
C15 C16 C17 120.25(13) . . ?
C15 C16 H16 120.4(12) . . ?
C17 C16 H16 119.3(12) . . ?
C16 C17 C18 119.84(14) . . ?
C16 C17 H17 120.1(11) . . ?
C18 C17 H17 120.1(11) . . ?
C13 C18 C17 120.09(13) . . ?
C13 C18 H18 118.9(11) . . ?
C17 C18 H18 121.0(11) . . ?
C20 C19 C24 120.19(13) . . ?
C20 C19 S1 119.71(11) . . ?
C24 C19 S1 120.03(11) . . ?
C19 C20 C21 119.62(14) . . ?
C19 C20 H20 119.2(12) . . ?
C21 C20 H20 121.2(12) . . ?
C22 C21 C20 121.28(14) . . ?
C22 C21 H21 119.8(12) . . ?
C20 C21 H21 118.9(12) . . ?
C21 C22 C23 118.14(14) . . ?
C21 C22 C25 121.22(15) . . ?
C23 C22 C25 120.64(15) . . ?
C24 C23 C22 121.43(14) . . ?
C24 C23 H23 118.6(12) . . ?
C22 C23 H23 119.9(12) . . ?
C23 C24 C19 119.33(14) . . ?
C23 C24 H24 119.2(11) . . ?
C19 C24 H24 121.5(11) . . ?
C22 C25 H25A 111.1(16) . . ?
C22 C25 H25B 112.2(18) . . ?
H25A C25 H25B 105(2) . . ?
C22 C25 H25C 111.1(14) . . ?
H25A C25 H25C 107(2) . . ?
H25B C25 H25C 110(2) . . ?

_refine_diff_density_max         0.371
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_comp_9b_x3449fin
_database_code_depnum_ccdc_archive 'CCDC 2219172'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT220_comp_9b_x3449fin    
;
PROBLEM: NonSolvent   Resd 4  C   Ueq(max)/Ueq(min) Range       10.0 Ratio
RESPONSE: As a result of the relatively poor diffracting crystal and one huge unit cell axis the structure parameters are of moderate quality.
;
_vrf_PLAT340_comp_9b_x3449fin    
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0128 Ang.
RESPONSE: As a result of the relatively poor diffracting crystal and one huge unit cell axis the structure parameters are of moderate quality.
;
# Added during the CSD deposition process: Friday 11 November 2022 02:06 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C41 H32 N O2 P S'
_chemical_formula_sum            'C41 H32 N O2 P S'
_chemical_formula_weight         633.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 '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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   50.1288(8)
_cell_length_b                   10.1911(2)
_cell_length_c                   18.7459(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9576.7(3)
_cell_formula_units_Z            12
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    16497
_cell_measurement_theta_min      1.9810
_cell_measurement_theta_max      25.4340

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             3984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.190
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            63968
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -60
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.039
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.350
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             17297
_reflns_number_gt                14946
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.909
_reflns_Friedel_fraction_max     0.971
_reflns_Friedel_fraction_full    0.971

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_refine_special_details          
;
 Refined as a 2-component inversion twin.
 The compound crystallized as a racemic twin. As a result of 
 the relatively poor diffracting crystal and one huge unit 
 cell axis the structure parameters are of moderate quality. 
 One of the three molecules (P3 to C123) was slightly 
 disordered with a ratio of 0.783(7) : 0.217(7).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0995P)²+14.3480P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.56(15)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         17297
_refine_ls_number_parameters     1430
_refine_ls_number_restraints     463
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0845
_refine_ls_wR_factor_ref         0.2178
_refine_ls_wR_factor_gt          0.2096
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.001
_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
S1 S 0.46852(4) 0.06038(18) 0.73658(11) 0.0290(4) Uani 1 1 d . . . . .
P1 P 0.42490(4) 0.23412(18) 0.73683(12) 0.0250(4) Uani 1 1 d . . . . .
O1 O 0.45004(13) -0.0336(6) 0.7661(3) 0.0422(15) Uani 1 1 d . . . . .
O2 O 0.49383(13) 0.0712(7) 0.7711(4) 0.0498(18) Uani 1 1 d . . . . .
N1 N 0.45553(12) 0.2037(6) 0.7319(4) 0.0266(14) Uani 1 1 d . . . . .
C1 C 0.40599(16) 0.1730(9) 0.8113(5) 0.0302(19) Uani 1 1 d . . . . .
C2 C 0.38432(16) 0.1090(8) 0.7842(5) 0.0290(19) Uani 1 1 d . . . . .
C3 C 0.38290(15) 0.1034(8) 0.7043(5) 0.0271(18) Uani 1 1 d . . . . .
C4 C 0.40280(15) 0.1665(8) 0.6702(4) 0.0255(17) Uani 1 1 d . . . . .
C5 C 0.42287(15) 0.4083(7) 0.7376(5) 0.0294(16) Uani 1 1 d . . . . .
C6 C 0.39824(17) 0.4685(8) 0.7536(6) 0.046(2) Uani 1 1 d . . . . .
H6 H 0.382828 0.416095 0.761186 0.055 Uiso 1 1 calc R U . . .
C7 C 0.39650(19) 0.6029(8) 0.7581(6) 0.046(2) Uani 1 1 d . . . . .
H7 H 0.379719 0.642117 0.768207 0.056 Uiso 1 1 calc R U . . .
C8 C 0.41827(17) 0.6814(8) 0.7486(5) 0.038(2) Uani 1 1 d . . . . .
H8 H 0.416772 0.774016 0.752498 0.046 Uiso 1 1 calc R U . . .
C9 C 0.44282(18) 0.6230(8) 0.7329(5) 0.038(2) Uani 1 1 d . . . . .
H9 H 0.458135 0.676070 0.725282 0.045 Uiso 1 1 calc R U . . .
C10 C 0.44478(16) 0.4877(8) 0.7284(5) 0.036(2) Uani 1 1 d . . . . .
H10 H 0.461631 0.448879 0.718717 0.043 Uiso 1 1 calc R U . . .
C11 C 0.41303(17) 0.1974(8) 0.8857(4) 0.0296(18) Uani 1 1 d . . . . .
C12 C 0.3938(2) 0.2311(11) 0.9374(5) 0.052(3) Uani 1 1 d . . . . .
H12 H 0.375742 0.242298 0.923274 0.062 Uiso 1 1 calc R U . . .
C13 C 0.4005(2) 0.2481(11) 1.0074(5) 0.055(3) Uani 1 1 d . . . . .
H13 H 0.387031 0.269854 1.040911 0.065 Uiso 1 1 calc R U . . .
C14 C 0.4263(2) 0.2344(10) 1.0303(6) 0.051(3) Uani 1 1 d . . . . .
H14 H 0.430580 0.245083 1.079327 0.062 Uiso 1 1 calc R U . . .
C15 C 0.4457(2) 0.2051(9) 0.9820(5) 0.048(2) Uani 1 1 d . . . . .
H15 H 0.463702 0.197007 0.996945 0.057 Uiso 1 1 calc R U . . .
C16 C 0.43896(19) 0.1870(9) 0.9099(5) 0.040(2) Uani 1 1 d . . . . .
H16 H 0.452703 0.166837 0.876747 0.048 Uiso 1 1 calc R U . . .
C17 C 0.36441(16) 0.0392(9) 0.8287(5) 0.033(2) Uani 1 1 d . . . . .
C18 C 0.33777(18) 0.0764(12) 0.8284(5) 0.049(3) Uani 1 1 d . . . . .
H18 H 0.331779 0.149505 0.801356 0.059 Uiso 1 1 calc R U . . .
C19 C 0.3195(2) -0.0006(18) 0.8710(6) 0.082(5) Uani 1 1 d . . . . .
H19 H 0.301105 0.021273 0.872088 0.098 Uiso 1 1 calc R U . . .
C20 C 0.3285(2) -0.1024(17) 0.9086(7) 0.086(5) Uani 1 1 d . . . . .
H20 H 0.316165 -0.154707 0.934489 0.103 Uiso 1 1 calc R U . . .
C21 C 0.3554(2) -0.1339(16) 0.9111(8) 0.089(5) Uani 1 1 d . . . . .
H21 H 0.361610 -0.203151 0.940696 0.107 Uiso 1 1 calc R U . . .
C22 C 0.3729(2) -0.0636(10) 0.8702(5) 0.050(3) Uani 1 1 d . . . . .
H22 H 0.391231 -0.086367 0.870497 0.060 Uiso 1 1 calc R U . . .
C23 C 0.36124(15) 0.0266(8) 0.6709(4) 0.0250(17) Uani 1 1 d . . . . .
C24 C 0.36229(18) -0.1079(8) 0.6755(6) 0.042(2) Uani 1 1 d . . . . .
H24 H 0.376082 -0.148866 0.702196 0.050 Uiso 1 1 calc R U . . .
C25 C 0.3431(2) -0.1847(10) 0.6409(6) 0.050(3) Uani 1 1 d . . . . .
H25 H 0.344360 -0.277574 0.643171 0.060 Uiso 1 1 calc R U . . .
C26 C 0.32271(19) -0.1287(11) 0.6042(6) 0.049(3) Uani 1 1 d . . . . .
H26 H 0.309616 -0.180700 0.580902 0.059 Uiso 1 1 calc R U . . .
C27 C 0.3217(2) 0.0085(11) 0.6020(6) 0.054(3) Uani 1 1 d . . . . .
H27 H 0.307660 0.050011 0.576477 0.065 Uiso 1 1 calc R U . . .
C28 C 0.34042(18) 0.0845(10) 0.6355(6) 0.043(2) Uani 1 1 d . . . . .
H28 H 0.338968 0.177369 0.634194 0.051 Uiso 1 1 calc R U . . .
C29 C 0.40887(16) 0.1703(8) 0.5936(4) 0.0286(18) Uani 1 1 d . . . . .
C30 C 0.39790(16) 0.0893(9) 0.5426(5) 0.037(2) Uani 1 1 d . . . . .
H30 H 0.384061 0.030909 0.556540 0.044 Uiso 1 1 calc R U . . .
C31 C 0.40601(17) 0.0889(9) 0.4729(5) 0.038(2) Uani 1 1 d . . . . .
H31 H 0.397579 0.032251 0.439505 0.045 Uiso 1 1 calc R U . . .
C32 C 0.42640(18) 0.1704(10) 0.4508(5) 0.041(2) Uani 1 1 d . . . . .
H32 H 0.431807 0.170539 0.402231 0.049 Uiso 1 1 calc R U . . .
C33 C 0.4390(2) 0.2521(9) 0.4995(5) 0.039(2) Uani 1 1 d . . . . .
H33 H 0.453219 0.307634 0.485005 0.047 Uiso 1 1 calc R U . . .
C34 C 0.43023(17) 0.2507(9) 0.5705(5) 0.035(2) Uani 1 1 d . . . . .
H34 H 0.438916 0.305541 0.604301 0.042 Uiso 1 1 calc R U . . .
C35 C 0.47492(15) 0.0156(7) 0.6482(4) 0.0276(17) Uani 1 1 d . . . . .
C36 C 0.45585(16) -0.0544(8) 0.6103(5) 0.0316(18) Uani 1 1 d . . . . .
H36 H 0.440132 -0.084732 0.633291 0.038 Uiso 1 1 calc R U . . .
C37 C 0.46004(19) -0.0798(9) 0.5375(5) 0.042(2) Uani 1 1 d . . . . .
H37 H 0.446969 -0.126673 0.511146 0.051 Uiso 1 1 calc R U . . .
C38 C 0.4834(2) -0.0366(9) 0.5034(5) 0.042(2) Uani 1 1 d . . . . .
C39 C 0.50167(19) 0.0288(9) 0.5433(5) 0.037(2) Uani 1 1 d . . . . .
H39 H 0.517641 0.056730 0.520659 0.044 Uiso 1 1 calc R U . . .
C40 C 0.49847(17) 0.0571(8) 0.6150(5) 0.0341(19) Uani 1 1 d . . . . .
H40 H 0.511815 0.103214 0.640786 0.041 Uiso 1 1 calc R U . . .
C41 C 0.4872(3) -0.0647(11) 0.4262(6) 0.061(3) Uani 1 1 d . . . . .
H41A H 0.504850 -0.033450 0.411238 0.091 Uiso 1 1 calc R U . . .
H41B H 0.473404 -0.019791 0.398537 0.091 Uiso 1 1 calc R U . . .
H41C H 0.485995 -0.159537 0.418094 0.091 Uiso 1 1 calc R U . . .
S2 S 0.63209(4) 0.4543(2) 0.74064(12) 0.0344(5) Uani 1 1 d . . . . .
P2 P 0.58983(4) 0.27506(18) 0.75204(11) 0.0243(4) Uani 1 1 d . . . . .
O3 O 0.61253(13) 0.5466(6) 0.7165(3) 0.0457(16) Uani 1 1 d . . . . .
O4 O 0.65750(13) 0.4496(7) 0.7052(4) 0.0507(18) Uani 1 1 d . . . . .
N2 N 0.62061(11) 0.3080(6) 0.7446(4) 0.0288(14) Uani 1 1 d . . . . .
C42 C 0.57021(16) 0.3506(7) 0.8229(4) 0.0245(17) Uani 1 1 d . . . . .
C43 C 0.54901(14) 0.4103(7) 0.7913(4) 0.0217(16) Uani 1 1 d . . . . .
C44 C 0.54879(16) 0.4037(8) 0.7114(4) 0.0273(18) Uani 1 1 d . . . . .
C45 C 0.56827(16) 0.3299(8) 0.6815(4) 0.0251(17) Uani 1 1 d . . . . .
C46 C 0.58639(15) 0.0994(7) 0.7562(4) 0.0264(16) Uani 1 1 d . . . . .
C47 C 0.60957(15) 0.0198(7) 0.7520(5) 0.0307(17) Uani 1 1 d . . . . .
H47 H 0.626897 0.057445 0.752880 0.037 Uiso 1 1 calc R U . . .
C48 C 0.60609(15) -0.1142(7) 0.7466(5) 0.0316(17) Uani 1 1 d . . . . .
H48 H 0.621271 -0.169546 0.742713 0.038 Uiso 1 1 calc R U . . .
C49 C 0.58109(16) -0.1688(7) 0.7468(5) 0.0319(17) Uani 1 1 d . . . . .
H49 H 0.579070 -0.261068 0.742047 0.038 Uiso 1 1 calc R U . . .
C50 C 0.55885(16) -0.0899(7) 0.7537(5) 0.0313(17) Uani 1 1 d . . . . .
H50 H 0.541650 -0.128877 0.755720 0.038 Uiso 1 1 calc R U . . .
C51 C 0.56133(15) 0.0465(7) 0.7579(4) 0.0271(16) Uani 1 1 d . . . . .
H51 H 0.546021 0.100924 0.761852 0.033 Uiso 1 1 calc R U . . .
C52 C 0.57823(15) 0.3348(7) 0.8978(4) 0.0234(16) Uani 1 1 d . . . . .
C53 C 0.56335(16) 0.3954(9) 0.9543(5) 0.0347(19) Uani 1 1 d . . . . .
H53 H 0.547144 0.439692 0.943744 0.042 Uiso 1 1 calc R U . . .
C54 C 0.57242(18) 0.3899(10) 1.0242(5) 0.039(2) Uani 1 1 d . . . . .
H54 H 0.562834 0.433413 1.060940 0.047 Uiso 1 1 calc R U . . .
C55 C 0.59591(17) 0.3196(9) 1.0406(4) 0.0340(19) Uani 1 1 d . . . . .
H55 H 0.601826 0.311362 1.088496 0.041 Uiso 1 1 calc R U . . .
C56 C 0.60961(19) 0.2650(9) 0.9872(5) 0.039(2) Uani 1 1 d . . . . .
H56 H 0.625887 0.221258 0.997592 0.047 Uiso 1 1 calc R U . . .
C57 C 0.60088(18) 0.2700(9) 0.9175(5) 0.038(2) Uani 1 1 d . . . . .
H57 H 0.611032 0.226671 0.881805 0.045 Uiso 1 1 calc R U . . .
C58 C 0.52699(15) 0.4806(9) 0.8286(4) 0.0288(18) Uani 1 1 d . . . . .
C59 C 0.50280(16) 0.4170(10) 0.8408(5) 0.036(2) Uani 1 1 d . . . . .
H59 H 0.500027 0.328756 0.826212 0.043 Uiso 1 1 calc R U . . .
C60 C 0.4825(2) 0.4892(11) 0.8759(6) 0.049(2) Uani 1 1 d . . . . .
H60 H 0.466182 0.447086 0.887801 0.059 Uiso 1 1 calc R U . . .
C61 C 0.4859(2) 0.6140(11) 0.8924(6) 0.053(3) Uani 1 1 d . . . . .
H61 H 0.471669 0.659724 0.914647 0.063 Uiso 1 1 calc R U . . .
C62 C 0.5090(2) 0.6801(11) 0.8787(6) 0.056(3) Uani 1 1 d . . . . .
H62 H 0.510660 0.770578 0.890131 0.068 Uiso 1 1 calc R U . . .
C63 C 0.5301(2) 0.6122(10) 0.8479(6) 0.047(2) Uani 1 1 d . . . . .
H63 H 0.546613 0.655246 0.839839 0.056 Uiso 1 1 calc R U . . .
C64 C 0.52874(15) 0.4739(7) 0.6686(4) 0.0216(16) Uani 1 1 d . . . . .
C65 C 0.51284(18) 0.4121(9) 0.6192(5) 0.040(2) Uani 1 1 d . . . . .
H65 H 0.513045 0.319071 0.615788 0.049 Uiso 1 1 calc R U . . .
C66 C 0.49650(18) 0.4845(9) 0.5741(6) 0.044(2) Uani 1 1 d . . . . .
H66 H 0.485890 0.439652 0.539952 0.052 Uiso 1 1 calc R U . . .
C67 C 0.49524(18) 0.6156(10) 0.5774(5) 0.042(2) Uani 1 1 d . . . . .
H67 H 0.484770 0.663265 0.544023 0.050 Uiso 1 1 calc R U . . .
C68 C 0.50924(19) 0.6801(9) 0.6294(5) 0.045(2) Uani 1 1 d . . . . .
H68 H 0.507475 0.772450 0.634196 0.054 Uiso 1 1 calc R U . . .
C69 C 0.52590(17) 0.6120(8) 0.6750(5) 0.0344(19) Uani 1 1 d . . . . .
H69 H 0.535511 0.657949 0.710897 0.041 Uiso 1 1 calc R U . . .
C70 C 0.57319(16) 0.3102(8) 0.6052(4) 0.0267(17) Uani 1 1 d . . . . .
C71 C 0.57415(17) 0.1879(9) 0.5767(4) 0.0346(19) Uani 1 1 d . . . . .
H71 H 0.572456 0.113612 0.606957 0.042 Uiso 1 1 calc R U . . .
C72 C 0.57755(18) 0.1700(10) 0.5042(5) 0.044(2) Uani 1 1 d . . . . .
H72 H 0.578004 0.083568 0.485188 0.053 Uiso 1 1 calc R U . . .
C73 C 0.5802(2) 0.2744(10) 0.4596(5) 0.042(2) Uani 1 1 d . . . . .
H73 H 0.582115 0.262118 0.409629 0.051 Uiso 1 1 calc R U . . .
C74 C 0.5802(2) 0.3999(11) 0.4891(5) 0.047(2) Uani 1 1 d . . . . .
H74 H 0.582534 0.474001 0.458951 0.057 Uiso 1 1 calc R U . . .
C75 C 0.57683(19) 0.4179(10) 0.5610(5) 0.042(2) Uani 1 1 d . . . . .
H75 H 0.576980 0.503938 0.580535 0.050 Uiso 1 1 calc R U . . .
C76 C 0.63945(16) 0.4976(9) 0.8307(5) 0.036(2) Uani 1 1 d . . . . .
C77 C 0.62094(18) 0.5662(8) 0.8729(5) 0.037(2) Uani 1 1 d . . . . .
H77 H 0.604832 0.597761 0.852480 0.044 Uiso 1 1 calc R U . . .
C78 C 0.62624(17) 0.5871(9) 0.9437(5) 0.035(2) Uani 1 1 d . . . . .
H78 H 0.613624 0.634174 0.971598 0.042 Uiso 1 1 calc R U . . .
C79 C 0.64919(19) 0.5425(10) 0.9759(5) 0.043(2) Uani 1 1 d . . . . .
C80 C 0.6687(2) 0.4797(10) 0.9319(5) 0.046(2) Uani 1 1 d . . . . .
H80 H 0.685187 0.452729 0.952000 0.055 Uiso 1 1 calc R U . . .
C81 C 0.66368(17) 0.4583(9) 0.8611(5) 0.036(2) Uani 1 1 d . . . . .
H81 H 0.676756 0.416369 0.832329 0.043 Uiso 1 1 calc R U . . .
C82 C 0.6552(3) 0.5628(11) 1.0529(6) 0.063(3) Uani 1 1 d . . . . .
H82A H 0.655395 0.656967 1.063509 0.094 Uiso 1 1 calc R U . . .
H82B H 0.672730 0.525105 1.064035 0.094 Uiso 1 1 calc R U . . .
H82C H 0.641537 0.519630 1.081952 0.094 Uiso 1 1 calc R U . . .
S3 S 0.70565(7) 0.6030(4) 0.25070(17) 0.0374(8) Uani 0.782(7) 1 d D U P A 1
P3 P 0.74776(6) 0.7785(4) 0.23727(16) 0.0257(7) Uani 0.782(7) 1 d D U P A 1
O5 O 0.72660(19) 0.5034(8) 0.2491(6) 0.061(3) Uani 0.782(7) 1 d D U P A 1
O6 O 0.6857(2) 0.5952(12) 0.1980(5) 0.070(3) Uani 0.782(7) 1 d D U P A 1
N3 N 0.71702(18) 0.7467(10) 0.2529(5) 0.033(2) Uani 0.782(7) 1 d D U P A 1
C83 C 0.7648(2) 0.7043(17) 0.1628(5) 0.027(4) Uani 0.782(7) 1 d D U P A 1
C84 C 0.7867(2) 0.6432(17) 0.1875(6) 0.027(3) Uani 0.782(7) 1 d D U P A 1
C85 C 0.7896(2) 0.6453(12) 0.2678(5) 0.024(2) Uani 0.782(7) 1 d D U P A 1
C86 C 0.7714(2) 0.7176(11) 0.3022(5) 0.027(2) Uani 0.782(7) 1 d D U P A 1
C87 C 0.7502(2) 0.9507(13) 0.2274(6) 0.027(2) Uani 0.782(7) 1 d D U P A 1
C88 C 0.77558(18) 1.0071(12) 0.2150(6) 0.030(2) Uani 0.782(7) 1 d D U P A 1
H88 H 0.790840 0.952557 0.210294 0.037 Uiso 0.782(7) 1 calc R U P A 1
C89 C 0.7781(2) 1.1416(11) 0.2099(6) 0.034(2) Uani 0.782(7) 1 d D U P A 1
H89 H 0.795046 1.178501 0.199509 0.041 Uiso 0.782(7) 1 calc R U P A 1
C90 C 0.7568(2) 1.2225(13) 0.2193(6) 0.033(3) Uani 0.782(7) 1 d D U P A 1
H90 H 0.758898 1.314975 0.216375 0.040 Uiso 0.782(7) 1 calc R U P A 1
C91 C 0.7321(3) 1.1691(15) 0.2331(7) 0.036(3) Uani 0.782(7) 1 d D U P A 1
H91 H 0.717178 1.225156 0.240360 0.044 Uiso 0.782(7) 1 calc R U P A 1
C92 C 0.7288(2) 1.0344(14) 0.2365(7) 0.032(3) Uani 0.782(7) 1 d D U P A 1
H92 H 0.711540 0.998997 0.245283 0.038 Uiso 0.782(7) 1 calc R U P A 1
C93 C 0.7572(2) 0.7303(16) 0.0873(5) 0.027(2) Uani 0.782(7) 1 d D U P A 1
C94 C 0.7752(2) 0.7727(13) 0.0389(6) 0.041(3) Uani 0.782(7) 1 d D U P A 1
H94 H 0.793093 0.788873 0.053480 0.049 Uiso 0.782(7) 1 calc R U P A 1
C95 C 0.7680(2) 0.7933(14) -0.0322(6) 0.045(3) Uani 0.782(7) 1 d D U P A 1
H95 H 0.780906 0.821025 -0.066276 0.054 Uiso 0.782(7) 1 calc R U P A 1
C96 C 0.7412(3) 0.7718(13) -0.0526(6) 0.040(3) Uani 0.782(7) 1 d D U P A 1
H96 H 0.735945 0.781549 -0.101002 0.048 Uiso 0.782(7) 1 calc R U P A 1
C97 C 0.7231(3) 0.7377(16) -0.0031(6) 0.038(3) Uani 0.782(7) 1 d D U P A 1
H97 H 0.705001 0.724444 -0.015869 0.045 Uiso 0.782(7) 1 calc R U P A 1
C98 C 0.7313(3) 0.722(2) 0.0663(7) 0.048(4) Uani 0.782(7) 1 d D U P A 1
H98 H 0.718099 0.705082 0.101481 0.057 Uiso 0.782(7) 1 calc R U P A 1
C99 C 0.8077(2) 0.5801(14) 0.1439(6) 0.028(2) Uani 0.782(7) 1 d D U P A 1
C100 C 0.8014(4) 0.4777(14) 0.1015(8) 0.061(4) Uani 0.782(7) 1 d D U P A 1
H100 H 0.783576 0.446411 0.099383 0.073 Uiso 0.782(7) 1 calc R U P A 1
C101 C 0.8215(5) 0.417(2) 0.0602(9) 0.088(5) Uani 0.782(7) 1 d D U P A 1
H101 H 0.818017 0.342593 0.031422 0.105 Uiso 0.782(7) 1 calc R U P A 1
C102 C 0.8469(4) 0.474(3) 0.0640(10) 0.097(6) Uani 0.782(7) 1 d D U P A 1
H102 H 0.860869 0.437184 0.036496 0.116 Uiso 0.782(7) 1 calc R U P A 1
C103 C 0.8523(3) 0.578(2) 0.1043(8) 0.077(5) Uani 0.782(7) 1 d D U P A 1
H103 H 0.869910 0.612232 0.105260 0.092 Uiso 0.782(7) 1 calc R U P A 1
C104 C 0.8331(2) 0.6346(17) 0.1438(6) 0.042(3) Uani 0.782(7) 1 d D U P A 1
H104 H 0.836800 0.710809 0.171270 0.050 Uiso 0.782(7) 1 calc R U P A 1
C105 C 0.8096(3) 0.5588(15) 0.3042(6) 0.023(3) Uani 0.782(7) 1 d D U P A 1
C106 C 0.8238(3) 0.6054(11) 0.3638(11) 0.027(3) Uani 0.782(7) 1 d D U P A 1
H106 H 0.822456 0.694795 0.377691 0.032 Uiso 0.782(7) 1 calc R U P A 1
C107 C 0.8398(2) 0.5195(12) 0.4022(7) 0.035(3) Uani 0.782(7) 1 d D U P A 1
H107 H 0.850958 0.552512 0.439135 0.042 Uiso 0.782(7) 1 calc R U P A 1
C108 C 0.8398(3) 0.3890(14) 0.3876(9) 0.036(4) Uani 0.782(7) 1 d D U P A 1
H108 H 0.848834 0.329686 0.418372 0.043 Uiso 0.782(7) 1 calc R U P A 1
C109 C 0.8269(2) 0.3431(10) 0.3287(10) 0.033(3) Uani 0.782(7) 1 d D U P A 1
H109 H 0.828791 0.253722 0.315141 0.039 Uiso 0.782(7) 1 calc R U P A 1
C110 C 0.81089(19) 0.4270(10) 0.2883(6) 0.026(2) Uani 0.782(7) 1 d D U P A 1
H110 H 0.800824 0.392930 0.249576 0.031 Uiso 0.782(7) 1 calc R U P A 1
C111 C 0.7663(2) 0.7358(11) 0.3797(5) 0.027(2) Uani 0.782(7) 1 d D U P A 1
C112 C 0.76112(18) 0.8574(11) 0.4080(6) 0.031(2) Uani 0.782(7) 1 d D U P A 1
H112 H 0.760892 0.932015 0.377580 0.037 Uiso 0.782(7) 1 calc R U P A 1
C113 C 0.7563(2) 0.8726(14) 0.4792(6) 0.042(3) Uani 0.782(7) 1 d D U P A 1
H113 H 0.752750 0.957460 0.497948 0.050 Uiso 0.782(7) 1 calc R U P A 1
C114 C 0.7564(3) 0.7657(16) 0.5238(6) 0.049(3) Uani 0.782(7) 1 d D U P A 1
H114 H 0.752967 0.776297 0.573307 0.059 Uiso 0.782(7) 1 calc R U P A 1
C115 C 0.7614(3) 0.6467(19) 0.4971(7) 0.046(4) Uani 0.782(7) 1 d D U P A 1
H115 H 0.761179 0.572787 0.528018 0.055 Uiso 0.782(7) 1 calc R U P A 1
C116 C 0.7671(2) 0.6285(18) 0.4250(6) 0.036(3) Uani 0.782(7) 1 d D U P A 1
H116 H 0.771326 0.543787 0.407131 0.044 Uiso 0.782(7) 1 calc R U P A 1
C117 C 0.6900(2) 0.5815(11) 0.3341(5) 0.032(3) Uani 0.782(7) 1 d D U P A 1
C118 C 0.6669(2) 0.5077(14) 0.3345(8) 0.053(3) Uani 0.782(7) 1 d D U P A 1
H118 H 0.659267 0.479473 0.290721 0.064 Uiso 0.782(7) 1 calc R U P A 1
C119 C 0.6550(2) 0.4751(16) 0.3978(8) 0.062(4) Uani 0.782(7) 1 d D U P A 1
H119 H 0.639039 0.424938 0.397160 0.074 Uiso 0.782(7) 1 calc R U P A 1
C120 C 0.6657(3) 0.5134(15) 0.4630(8) 0.051(3) Uani 0.782(7) 1 d D U P A 1
C121 C 0.6884(3) 0.5935(14) 0.4620(7) 0.051(3) Uani 0.782(7) 1 d D U P A 1
H121 H 0.695883 0.624015 0.505417 0.061 Uiso 0.782(7) 1 calc R U P A 1
C122 C 0.6998(2) 0.6281(13) 0.3973(7) 0.047(3) Uani 0.782(7) 1 d D U P A 1
H122 H 0.714832 0.685102 0.396926 0.056 Uiso 0.782(7) 1 calc R U P A 1
C123 C 0.6534(3) 0.4759(16) 0.5337(8) 0.061(4) Uani 0.782(7) 1 d D U P A 1
H12A H 0.633938 0.481121 0.530200 0.092 Uiso 0.782(7) 1 calc R U P A 1
H12B H 0.659700 0.536166 0.570780 0.092 Uiso 0.782(7) 1 calc R U P A 1
H12C H 0.658651 0.386017 0.545939 0.092 Uiso 0.782(7) 1 calc R U P A 1
S3F S 0.6978(3) 0.5580(15) 0.2400(9) 0.048(4) Uiso 0.218(7) 1 d D . P A 2
P3F P 0.7414(2) 0.7297(12) 0.2366(7) 0.029(3) Uiso 0.218(7) 1 d D . P A 2
O5F O 0.7164(8) 0.459(4) 0.221(2) 0.091(16) Uiso 0.218(7) 1 d D . P A 2
O6F O 0.6719(6) 0.570(3) 0.2129(18) 0.056(10) Uiso 0.218(7) 1 d D . P A 2
N3F N 0.7103(5) 0.703(3) 0.240(2) 0.035(11) Uiso 0.218(7) 1 d D . P A 2
C883 C 0.7623(6) 0.675(4) 0.1635(12) 0.022(17) Uiso 0.218(7) 1 d D . P A 2
C884 C 0.7836(7) 0.613(5) 0.1918(14) 0.026(18) Uiso 0.218(7) 1 d D . P A 2
C885 C 0.7836(6) 0.604(4) 0.2726(14) 0.025(13) Uiso 0.218(7) 1 d D . P A 2
C886 C 0.7625(6) 0.659(4) 0.3047(12) 0.032(10) Uiso 0.218(7) 1 d D . P A 2
C887 C 0.7450(6) 0.905(2) 0.236(2) 0.021(11) Uiso 0.218(7) 1 d D . P A 2
C888 C 0.7699(7) 0.967(4) 0.245(2) 0.08(2) Uiso 0.218(7) 1 d D . P A 2
H888 H 0.785272 0.913040 0.250406 0.091 Uiso 0.218(7) 1 calc R U P A 2
C889 C 0.7730(7) 1.100(3) 0.246(2) 0.048(12) Uiso 0.218(7) 1 d D . P A 2
H889 H 0.790299 1.136332 0.251742 0.058 Uiso 0.218(7) 1 calc R U P A 2
C890 C 0.7517(7) 1.182(3) 0.238(2) 0.034(13) Uiso 0.218(7) 1 d D . P A 2
H890 H 0.753877 1.274595 0.238828 0.041 Uiso 0.218(7) 1 calc R U P A 2
C891 C 0.7268(8) 1.127(4) 0.230(2) 0.030(14) Uiso 0.218(7) 1 d D . P A 2
H891 H 0.711636 1.181511 0.224839 0.035 Uiso 0.218(7) 1 calc R U P A 2
C892 C 0.7238(7) 0.993(4) 0.228(2) 0.034(16) Uiso 0.218(7) 1 d D . P A 2
H892 H 0.706373 0.957760 0.221802 0.041 Uiso 0.218(7) 1 calc R U P A 2
C893 C 0.7530(7) 0.688(3) 0.0874(14) 0.022(14) Uiso 0.218(7) 1 d D . P A 2
C894 C 0.7691(9) 0.688(5) 0.030(2) 0.10(2) Uiso 0.218(7) 1 d D . P A 2
H894 H 0.787767 0.680741 0.037441 0.116 Uiso 0.218(7) 1 calc R U P A 2
C895 C 0.7595(9) 0.698(5) -0.040(2) 0.068(16) Uiso 0.218(7) 1 d D . P A 2
H895 H 0.771410 0.696593 -0.079266 0.082 Uiso 0.218(7) 1 calc R U P A 2
C896 C 0.7316(10) 0.710(5) -0.051(2) 0.10(3) Uiso 0.218(7) 1 d D . P A 2
H896 H 0.724431 0.718434 -0.097687 0.115 Uiso 0.218(7) 1 calc R U P A 2
C897 C 0.7159(9) 0.711(5) 0.006(2) 0.06(3) Uiso 0.218(7) 1 d D . P A 2
H897 H 0.697214 0.719594 -0.000136 0.073 Uiso 0.218(7) 1 calc R U P A 2
C898 C 0.7261(6) 0.698(4) 0.0742(19) 0.011(10) Uiso 0.218(7) 1 d D . P A 2
H898 H 0.714070 0.696797 0.113322 0.013 Uiso 0.218(7) 1 calc R U P A 2
C899 C 0.8031(6) 0.537(3) 0.1491(13) 0.021(13) Uiso 0.218(7) 1 d D . P A 2
C900 C 0.7930(8) 0.436(4) 0.111(2) 0.050 Uiso 0.218(7) 1 d D U P A 2
H900 H 0.774478 0.416524 0.112565 0.060 Uiso 0.218(7) 1 calc R U P A 2
C901 C 0.8103(8) 0.360(4) 0.069(2) 0.056(15) Uiso 0.218(7) 1 d D . P A 2
H901 H 0.804195 0.286734 0.042187 0.067 Uiso 0.218(7) 1 calc R U P A 2
C902 C 0.8371(7) 0.398(4) 0.0690(18) 0.030(10) Uiso 0.218(7) 1 d D . P A 2
H902 H 0.849255 0.350006 0.040033 0.036 Uiso 0.218(7) 1 calc R U P A 2
C903 C 0.8464(7) 0.496(4) 0.107(2) 0.048(13) Uiso 0.218(7) 1 d D . P A 2
H903 H 0.864899 0.515172 0.106206 0.057 Uiso 0.218(7) 1 calc R U P A 2
C904 C 0.8299(6) 0.569(4) 0.147(2) 0.042(14) Uiso 0.218(7) 1 d D . P A 2
H904 H 0.836473 0.641712 0.173279 0.051 Uiso 0.218(7) 1 calc R U P A 2
C905 C 0.8054(7) 0.532(5) 0.3119(16) 0.07(4) Uiso 0.218(7) 1 d D . P A 2
C906 C 0.8257(11) 0.605(5) 0.346(3) 0.06(4) Uiso 0.218(7) 1 d D . P A 2
H906 H 0.825661 0.697926 0.343048 0.074 Uiso 0.218(7) 1 calc R U P A 2
C907 C 0.8458(11) 0.540(6) 0.382(3) 0.15(6) Uiso 0.218(7) 1 d D . P A 2
H907 H 0.859396 0.588979 0.405633 0.176 Uiso 0.218(7) 1 calc R U P A 2
C908 C 0.8460(8) 0.409(5) 0.385(2) 0.020(13) Uiso 0.218(7) 1 d D . P A 2
H908 H 0.859991 0.365815 0.410299 0.024 Uiso 0.218(7) 1 calc R U P A 2
C909 C 0.8269(11) 0.335(5) 0.354(3) 0.09(4) Uiso 0.218(7) 1 d D . P A 2
H909 H 0.827303 0.241805 0.357478 0.112 Uiso 0.218(7) 1 calc R U P A 2
C910 C 0.8066(9) 0.399(4) 0.316(3) 0.07(2) Uiso 0.218(7) 1 d D . P A 2
H910 H 0.793283 0.347615 0.293487 0.090 Uiso 0.218(7) 1 calc R U P A 2
C911 C 0.7548(5) 0.676(3) 0.3807(13) 0.027(8) Uiso 0.218(7) 1 d D . P A 2
C912 C 0.7380(9) 0.773(4) 0.404(2) 0.14(4) Uiso 0.218(7) 1 d D . P A 2
H912 H 0.730989 0.833433 0.369627 0.174 Uiso 0.218(7) 1 calc R U P A 2
C913 C 0.7311(8) 0.786(4) 0.4738(19) 0.050 Uiso 0.218(7) 1 d D U P A 2
H913 H 0.719383 0.854997 0.487865 0.060 Uiso 0.218(7) 1 calc R U P A 2
C914 C 0.7408(8) 0.701(4) 0.524(2) 0.062(14) Uiso 0.218(7) 1 d D . P A 2
H914 H 0.735994 0.709406 0.572761 0.075 Uiso 0.218(7) 1 calc R U P A 2
C915 C 0.7572(9) 0.606(4) 0.5020(19) 0.031(15) Uiso 0.218(7) 1 d D . P A 2
H915 H 0.764137 0.546400 0.536547 0.037 Uiso 0.218(7) 1 calc R U P A 2
C916 C 0.7647(10) 0.589(4) 0.431(2) 0.09(4) Uiso 0.218(7) 1 d D . P A 2
H916 H 0.776223 0.519554 0.417369 0.108 Uiso 0.218(7) 1 calc R U P A 2
C917 C 0.6909(7) 0.532(4) 0.3324(14) 0.050 Uiso 0.218(7) 1 d D U P A 2
C918 C 0.6685(9) 0.582(5) 0.364(2) 0.078(19) Uiso 0.218(7) 1 d D . P A 2
H918 H 0.656064 0.630407 0.336149 0.093 Uiso 0.218(7) 1 calc R U P A 2
C919 C 0.6639(9) 0.565(4) 0.436(2) 0.08(2) Uiso 0.218(7) 1 d D . P A 2
H919 H 0.648645 0.602166 0.457987 0.101 Uiso 0.218(7) 1 calc R U P A 2
C920 C 0.6823(8) 0.491(4) 0.4756(18) 0.049(12) Uiso 0.218(7) 1 d D . P A 2
C921 C 0.7048(7) 0.438(4) 0.4425(18) 0.056(13) Uiso 0.218(7) 1 d D . P A 2
H921 H 0.717183 0.388029 0.469406 0.067 Uiso 0.218(7) 1 calc R U P A 2
C922 C 0.7090(8) 0.459(4) 0.3708(19) 0.09(2) Uiso 0.218(7) 1 d D . P A 2
H922 H 0.724222 0.422854 0.347949 0.106 Uiso 0.218(7) 1 calc R U P A 2
C923 C 0.6779(12) 0.469(6) 0.555(2) 0.09(2) Uiso 0.218(7) 1 d D . P A 2
H92A H 0.668860 0.384429 0.562165 0.135 Uiso 0.218(7) 1 calc R U P A 2
H92B H 0.666765 0.539585 0.574070 0.135 Uiso 0.218(7) 1 calc R U P A 2
H92C H 0.695101 0.467959 0.579530 0.135 Uiso 0.218(7) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.429(6) . ?
S1 O1 1.443(6) . ?
S1 N1 1.601(6) . ?
S1 C35 1.748(9) . ?
P1 N1 1.569(6) . ?
P1 C5 1.778(7) . ?
P1 C1 1.798(9) . ?
P1 C4 1.807(8) . ?
C1 C2 1.365(12) . ?
C1 C11 1.460(12) . ?
C2 C17 1.483(11) . ?
C2 C3 1.501(11) . ?
C3 C4 1.348(11) . ?
C3 C23 1.478(11) . ?
C4 C29 1.468(11) . ?
C5 C10 1.375(11) . ?
C5 C6 1.411(11) . ?
C6 C7 1.375(12) . ?
C6 H6 0.9500 . ?
C7 C8 1.365(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.398(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(12) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.381(12) . ?
C11 C12 1.410(12) . ?
C12 C13 1.366(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.367(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.363(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.404(13) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.371(13) . ?
C17 C18 1.388(12) . ?
C18 C19 1.445(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.33(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.365(15) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C28 1.371(12) . ?
C23 C24 1.374(12) . ?
C24 C25 1.399(13) . ?
C24 H24 0.9500 . ?
C25 C26 1.358(15) . ?
C25 H25 0.9500 . ?
C26 C27 1.400(16) . ?
C26 H26 0.9500 . ?
C27 C28 1.369(13) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.377(12) . ?
C29 C34 1.416(12) . ?
C30 C31 1.370(13) . ?
C30 H30 0.9500 . ?
C31 C32 1.380(13) . ?
C31 H31 0.9500 . ?
C32 C33 1.387(13) . ?
C32 H32 0.9500 . ?
C33 C34 1.403(12) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C36 1.389(11) . ?
C35 C40 1.400(11) . ?
C36 C37 1.404(13) . ?
C36 H36 0.9500 . ?
C37 C38 1.404(14) . ?
C37 H37 0.9500 . ?
C38 C39 1.358(14) . ?
C38 C41 1.487(14) . ?
C39 C40 1.383(13) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
S2 O3 1.433(6) . ?
S2 O4 1.437(6) . ?
S2 N2 1.600(6) . ?
S2 C76 1.784(9) . ?
P2 N2 1.585(6) . ?
P2 C45 1.796(8) . ?
P2 C46 1.800(8) . ?
P2 C42 1.823(8) . ?
C42 C43 1.361(11) . ?
C42 C52 1.469(11) . ?
C43 C58 1.491(11) . ?
C43 C44 1.499(11) . ?
C44 C45 1.354(12) . ?
C44 C64 1.472(10) . ?
C45 C70 1.467(12) . ?
C46 C51 1.367(10) . ?
C46 C47 1.419(10) . ?
C47 C48 1.380(11) . ?
C47 H47 0.9500 . ?
C48 C49 1.371(10) . ?
C48 H48 0.9500 . ?
C49 C50 1.380(11) . ?
C49 H49 0.9500 . ?
C50 C51 1.398(11) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
C52 C57 1.364(12) . ?
C52 C53 1.434(12) . ?
C53 C54 1.388(12) . ?
C53 H53 0.9500 . ?
C54 C55 1.412(13) . ?
C54 H54 0.9500 . ?
C55 C56 1.335(12) . ?
C55 H55 0.9500 . ?
C56 C57 1.379(13) . ?
C56 H56 0.9500 . ?
C57 H57 0.9500 . ?
C58 C59 1.394(12) . ?
C58 C63 1.397(13) . ?
C59 C60 1.418(13) . ?
C59 H59 0.9500 . ?
C60 C61 1.320(16) . ?
C60 H60 0.9500 . ?
C61 C62 1.364(16) . ?
C61 H61 0.9500 . ?
C62 C63 1.389(14) . ?
C62 H62 0.9500 . ?
C63 H63 0.9500 . ?
C64 C65 1.376(11) . ?
C64 C69 1.420(11) . ?
C65 C66 1.389(12) . ?
C65 H65 0.9500 . ?
C66 C67 1.339(14) . ?
C66 H66 0.9500 . ?
C67 C68 1.370(14) . ?
C67 H67 0.9500 . ?
C68 C69 1.382(12) . ?
C68 H68 0.9500 . ?
C69 H69 0.9500 . ?
C70 C71 1.357(12) . ?
C70 C75 1.387(12) . ?
C71 C72 1.382(12) . ?
C71 H71 0.9500 . ?
C72 C73 1.359(14) . ?
C72 H72 0.9500 . ?
C73 C74 1.393(14) . ?
C73 H73 0.9500 . ?
C74 C75 1.371(13) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
C76 C81 1.400(12) . ?
C76 C77 1.405(13) . ?
C77 C78 1.370(12) . ?
C77 H77 0.9500 . ?
C78 C79 1.376(13) . ?
C78 H78 0.9500 . ?
C79 C80 1.429(14) . ?
C79 C82 1.491(14) . ?
C80 C81 1.369(13) . ?
C80 H80 0.9500 . ?
C81 H81 0.9500 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
S3 O6 1.407(10) . ?
S3 O5 1.461(8) . ?
S3 N3 1.572(11) . ?
S3 C117 1.764(10) . ?
P3 N3 1.601(10) . ?
P3 C87 1.769(14) . ?
P3 C83 1.802(10) . ?
P3 C86 1.808(9) . ?
C83 C84 1.347(12) . ?
C83 C93 1.489(13) . ?
C84 C99 1.477(13) . ?
C84 C85 1.512(13) . ?
C85 C86 1.339(13) . ?
C85 C105 1.499(13) . ?
C86 C111 1.487(13) . ?
C87 C92 1.383(13) . ?
C87 C88 1.415(16) . ?
C88 C89 1.379(16) . ?
C88 H88 0.9500 . ?
C89 C90 1.362(14) . ?
C89 H89 0.9500 . ?
C90 C91 1.376(18) . ?
C90 H90 0.9500 . ?
C91 C92 1.38(2) . ?
C91 H91 0.9500 . ?
C92 H92 0.9500 . ?
C93 C94 1.352(16) . ?
C93 C98 1.362(17) . ?
C94 C95 1.397(16) . ?
C94 H94 0.9500 . ?
C95 C96 1.417(17) . ?
C95 H95 0.9500 . ?
C96 C97 1.34(2) . ?
C96 H96 0.9500 . ?
C97 C98 1.371(15) . ?
C97 H97 0.9500 . ?
C98 H98 0.9500 . ?
C99 C100 1.350(17) . ?
C99 C104 1.388(18) . ?
C100 C101 1.41(2) . ?
C100 H100 0.9500 . ?
C101 C102 1.40(3) . ?
C101 H101 0.9500 . ?
C102 C103 1.32(3) . ?
C102 H102 0.9500 . ?
C103 C104 1.348(19) . ?
C103 H103 0.9500 . ?
C104 H104 0.9500 . ?
C105 C110 1.378(16) . ?
C105 C106 1.408(17) . ?
C106 C107 1.389(15) . ?
C106 H106 0.9500 . ?
C107 C108 1.359(17) . ?
C107 H107 0.9500 . ?
C108 C109 1.362(19) . ?
C108 H108 0.9500 . ?
C109 C110 1.396(16) . ?
C109 H109 0.9500 . ?
C110 H110 0.9500 . ?
C111 C112 1.373(15) . ?
C111 C116 1.38(2) . ?
C112 C113 1.366(15) . ?
C112 H112 0.9500 . ?
C113 C114 1.374(18) . ?
C113 H113 0.9500 . ?
C114 C115 1.34(2) . ?
C114 H114 0.9500 . ?
C115 C116 1.394(15) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C117 C122 1.370(16) . ?
C117 C118 1.378(15) . ?
C118 C119 1.370(19) . ?
C118 H118 0.9500 . ?
C119 C120 1.39(2) . ?
C119 H119 0.9500 . ?
C120 C121 1.400(19) . ?
C120 C123 1.509(18) . ?
C121 C122 1.387(17) . ?
C121 H121 0.9500 . ?
C122 H122 0.9500 . ?
C123 H12A 0.9800 . ?
C123 H12B 0.9800 . ?
C123 H12C 0.9800 . ?
S3F O6F 1.40(2) . ?
S3F O5F 1.42(2) . ?
S3F N3F 1.60(2) . ?
S3F C917 1.79(2) . ?
P3F N3F 1.59(2) . ?
P3F C887 1.80(2) . ?
P3F C886 1.80(2) . ?
P3F C883 1.81(2) . ?
C883 C884 1.36(2) . ?
C883 C893 1.51(2) . ?
C884 C899 1.48(2) . ?
C884 C885 1.52(2) . ?
C885 C886 1.35(2) . ?
C885 C905 1.50(2) . ?
C886 C911 1.49(2) . ?
C887 C892 1.39(3) . ?
C887 C888 1.41(3) . ?
C888 C889 1.37(3) . ?
C888 H888 0.9500 . ?
C889 C890 1.36(3) . ?
C889 H889 0.9500 . ?
C890 C891 1.38(3) . ?
C890 H890 0.9500 . ?
C891 C892 1.37(3) . ?
C891 H891 0.9500 . ?
C892 H892 0.9500 . ?
C893 C894 1.34(3) . ?
C893 C898 1.38(3) . ?
C894 C895 1.40(3) . ?
C894 H894 0.9500 . ?
C895 C896 1.42(3) . ?
C895 H895 0.9500 . ?
C896 C897 1.33(3) . ?
C896 H896 0.9500 . ?
C897 C898 1.38(3) . ?
C897 H897 0.9500 . ?
C898 H898 0.9500 . ?
C899 C900 1.35(3) . ?
C899 C904 1.38(3) . ?
C900 C901 1.41(3) . ?
C900 H900 0.9500 . ?
C901 C902 1.40(4) . ?
C901 H901 0.9500 . ?
C902 C903 1.31(4) . ?
C902 H902 0.9500 . ?
C903 C904 1.34(3) . ?
C903 H903 0.9500 . ?
C904 H904 0.9500 . ?
C905 C910 1.37(3) . ?
C905 C906 1.41(3) . ?
C906 C907 1.39(3) . ?
C906 H906 0.9500 . ?
C907 C908 1.34(3) . ?
C907 H907 0.9500 . ?
C908 C909 1.35(3) . ?
C908 H908 0.9500 . ?
C909 C910 1.40(3) . ?
C909 H909 0.9500 . ?
C910 H910 0.9500 . ?
C911 C912 1.37(3) . ?
C911 C916 1.38(3) . ?
C912 C913 1.37(3) . ?
C912 H912 0.9500 . ?
C913 C914 1.37(3) . ?
C913 H913 0.9500 . ?
C914 C915 1.34(3) . ?
C914 H914 0.9500 . ?
C915 C916 1.39(3) . ?
C915 H915 0.9500 . ?
C916 H916 0.9500 . ?
C917 C918 1.37(3) . ?
C917 C922 1.37(3) . ?
C918 C919 1.38(3) . ?
C918 H918 0.9500 . ?
C919 C920 1.41(3) . ?
C919 H919 0.9500 . ?
C920 C921 1.39(3) . ?
C920 C923 1.52(3) . ?
C921 C922 1.38(3) . ?
C921 H921 0.9500 . ?
C922 H922 0.9500 . ?
C923 H92A 0.9800 . ?
C923 H92B 0.9800 . ?
C923 H92C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 116.6(4) . . ?
O2 S1 N1 108.4(4) . . ?
O1 S1 N1 111.4(3) . . ?
O2 S1 C35 106.6(4) . . ?
O1 S1 C35 108.0(4) . . ?
N1 S1 C35 105.1(4) . . ?
N1 P1 C5 104.7(3) . . ?
N1 P1 C1 119.6(4) . . ?
C5 P1 C1 108.0(4) . . ?
N1 P1 C4 118.9(4) . . ?
C5 P1 C4 110.6(4) . . ?
C1 P1 C4 94.7(4) . . ?
P1 N1 S1 125.1(4) . . ?
C2 C1 C11 128.9(8) . . ?
C2 C1 P1 107.3(6) . . ?
C11 C1 P1 123.7(6) . . ?
C1 C2 C17 123.8(8) . . ?
C1 C2 C3 115.3(8) . . ?
C17 C2 C3 120.8(8) . . ?
C4 C3 C23 126.5(8) . . ?
C4 C3 C2 114.9(8) . . ?
C23 C3 C2 118.5(7) . . ?
C3 C4 C29 129.1(7) . . ?
C3 C4 P1 107.9(6) . . ?
C29 C4 P1 122.6(6) . . ?
C10 C5 C6 118.0(7) . . ?
C10 C5 P1 122.7(6) . . ?
C6 C5 P1 119.1(6) . . ?
C7 C6 C5 120.1(8) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C8 C7 C6 121.6(8) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 118.8(8) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C10 C9 C8 119.9(8) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C5 C10 C9 121.4(8) . . ?
C5 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C16 C11 C12 115.9(8) . . ?
C16 C11 C1 121.9(8) . . ?
C12 C11 C1 122.2(8) . . ?
C13 C12 C11 121.5(10) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C14 121.5(10) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C15 C14 C13 119.1(10) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.9(10) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C11 C16 C15 122.1(9) . . ?
C11 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C22 C17 C18 120.5(9) . . ?
C22 C17 C2 118.5(8) . . ?
C18 C17 C2 120.9(8) . . ?
C17 C18 C19 117.3(11) . . ?
C17 C18 H18 121.4 . . ?
C19 C18 H18 121.4 . . ?
C20 C19 C18 120.1(11) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C21 121.8(11) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C22 C21 C20 118.8(12) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C21 C22 C17 121.4(10) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
C28 C23 C24 119.2(8) . . ?
C28 C23 C3 122.5(8) . . ?
C24 C23 C3 118.3(7) . . ?
C23 C24 C25 120.2(8) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 121.2(9) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C27 117.5(9) . . ?
C25 C26 H26 121.2 . . ?
C27 C26 H26 121.2 . . ?
C28 C27 C26 121.8(10) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C27 C28 C23 120.1(10) . . ?
C27 C28 H28 120.0 . . ?
C23 C28 H28 120.0 . . ?
C30 C29 C34 115.9(8) . . ?
C30 C29 C4 125.4(8) . . ?
C34 C29 C4 118.1(7) . . ?
C31 C30 C29 123.1(8) . . ?
C31 C30 H30 118.5 . . ?
C29 C30 H30 118.5 . . ?
C30 C31 C32 120.3(9) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C31 C32 C33 120.1(9) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C34 118.4(9) . . ?
C32 C33 H33 120.8 . . ?
C34 C33 H33 120.8 . . ?
C33 C34 C29 122.2(8) . . ?
C33 C34 H34 118.9 . . ?
C29 C34 H34 118.9 . . ?
C36 C35 C40 120.5(8) . . ?
C36 C35 S1 119.5(6) . . ?
C40 C35 S1 119.9(7) . . ?
C35 C36 C37 119.3(8) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
C36 C37 C38 120.6(9) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C39 C38 C37 117.7(9) . . ?
C39 C38 C41 122.9(10) . . ?
C37 C38 C41 119.4(10) . . ?
C38 C39 C40 124.0(9) . . ?
C38 C39 H39 118.0 . . ?
C40 C39 H39 118.0 . . ?
C39 C40 C35 117.8(9) . . ?
C39 C40 H40 121.1 . . ?
C35 C40 H40 121.1 . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O3 S2 O4 118.8(4) . . ?
O3 S2 N2 112.4(4) . . ?
O4 S2 N2 108.0(4) . . ?
O3 S2 C76 106.2(4) . . ?
O4 S2 C76 105.2(4) . . ?
N2 S2 C76 105.1(4) . . ?
N2 P2 C45 117.1(4) . . ?
N2 P2 C46 107.9(3) . . ?
C45 P2 C46 106.5(4) . . ?
N2 P2 C42 120.0(4) . . ?
C45 P2 C42 94.6(4) . . ?
C46 P2 C42 109.7(4) . . ?
P2 N2 S2 123.5(4) . . ?
C43 C42 C52 132.8(7) . . ?
C43 C42 P2 107.0(6) . . ?
C52 C42 P2 120.2(6) . . ?
C42 C43 C58 126.1(7) . . ?
C42 C43 C44 114.9(7) . . ?
C58 C43 C44 119.0(7) . . ?
C45 C44 C64 122.5(8) . . ?
C45 C44 C43 115.6(7) . . ?
C64 C44 C43 121.9(7) . . ?
C44 C45 C70 126.9(7) . . ?
C44 C45 P2 107.6(6) . . ?
C70 C45 P2 125.1(6) . . ?
C51 C46 C47 121.8(7) . . ?
C51 C46 P2 118.8(6) . . ?
C47 C46 P2 119.2(6) . . ?
C48 C47 C46 117.8(7) . . ?
C48 C47 H47 121.1 . . ?
C46 C47 H47 121.1 . . ?
C49 C48 C47 121.1(7) . . ?
C49 C48 H48 119.4 . . ?
C47 C48 H48 119.4 . . ?
C48 C49 C50 120.1(7) . . ?
C48 C49 H49 119.9 . . ?
C50 C49 H49 119.9 . . ?
C49 C50 C51 120.8(7) . . ?
C49 C50 H50 119.6 . . ?
C51 C50 H50 119.6 . . ?
C46 C51 C50 118.2(7) . . ?
C46 C51 H51 120.9 . . ?
C50 C51 H51 120.9 . . ?
C57 C52 C53 116.2(8) . . ?
C57 C52 C42 122.6(8) . . ?
C53 C52 C42 121.1(7) . . ?
C54 C53 C52 120.6(8) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C53 C54 C55 119.9(8) . . ?
C53 C54 H54 120.0 . . ?
C55 C54 H54 120.0 . . ?
C56 C55 C54 118.5(8) . . ?
C56 C55 H55 120.7 . . ?
C54 C55 H55 120.7 . . ?
C55 C56 C57 122.1(9) . . ?
C55 C56 H56 119.0 . . ?
C57 C56 H56 119.0 . . ?
C52 C57 C56 122.6(9) . . ?
C52 C57 H57 118.7 . . ?
C56 C57 H57 118.7 . . ?
C59 C58 C63 120.0(8) . . ?
C59 C58 C43 119.8(8) . . ?
C63 C58 C43 120.0(8) . . ?
C58 C59 C60 117.3(9) . . ?
C58 C59 H59 121.3 . . ?
C60 C59 H59 121.3 . . ?
C61 C60 C59 121.0(10) . . ?
C61 C60 H60 119.5 . . ?
C59 C60 H60 119.5 . . ?
C60 C61 C62 122.9(10) . . ?
C60 C61 H61 118.6 . . ?
C62 C61 H61 118.6 . . ?
C61 C62 C63 118.5(10) . . ?
C61 C62 H62 120.8 . . ?
C63 C62 H62 120.8 . . ?
C62 C63 C58 120.1(10) . . ?
C62 C63 H63 119.9 . . ?
C58 C63 H63 119.9 . . ?
C65 C64 C69 117.0(7) . . ?
C65 C64 C44 122.7(7) . . ?
C69 C64 C44 120.3(7) . . ?
C64 C65 C66 120.5(8) . . ?
C64 C65 H65 119.7 . . ?
C66 C65 H65 119.7 . . ?
C67 C66 C65 122.0(9) . . ?
C67 C66 H66 119.0 . . ?
C65 C66 H66 119.0 . . ?
C66 C67 C68 119.1(9) . . ?
C66 C67 H67 120.4 . . ?
C68 C67 H67 120.4 . . ?
C67 C68 C69 120.7(9) . . ?
C67 C68 H68 119.7 . . ?
C69 C68 H68 119.7 . . ?
C68 C69 C64 120.3(8) . . ?
C68 C69 H69 119.8 . . ?
C64 C69 H69 119.8 . . ?
C71 C70 C75 119.2(8) . . ?
C71 C70 C45 121.1(7) . . ?
C75 C70 C45 119.7(8) . . ?
C70 C71 C72 120.9(9) . . ?
C70 C71 H71 119.6 . . ?
C72 C71 H71 119.6 . . ?
C73 C72 C71 120.9(10) . . ?
C73 C72 H72 119.6 . . ?
C71 C72 H72 119.6 . . ?
C72 C73 C74 118.4(9) . . ?
C72 C73 H73 120.8 . . ?
C74 C73 H73 120.8 . . ?
C75 C74 C73 120.9(9) . . ?
C75 C74 H74 119.6 . . ?
C73 C74 H74 119.6 . . ?
C74 C75 C70 119.8(9) . . ?
C74 C75 H75 120.1 . . ?
C70 C75 H75 120.1 . . ?
C81 C76 C77 119.1(8) . . ?
C81 C76 S2 119.5(7) . . ?
C77 C76 S2 121.3(7) . . ?
C78 C77 C76 119.6(8) . . ?
C78 C77 H77 120.2 . . ?
C76 C77 H77 120.2 . . ?
C77 C78 C79 122.3(9) . . ?
C77 C78 H78 118.8 . . ?
C79 C78 H78 118.8 . . ?
C78 C79 C80 117.8(9) . . ?
C78 C79 C82 123.3(10) . . ?
C80 C79 C82 118.8(9) . . ?
C81 C80 C79 120.4(9) . . ?
C81 C80 H80 119.8 . . ?
C79 C80 H80 119.8 . . ?
C80 C81 C76 120.5(9) . . ?
C80 C81 H81 119.8 . . ?
C76 C81 H81 119.8 . . ?
C79 C82 H82A 109.5 . . ?
C79 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C79 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
O6 S3 O5 117.2(7) . . ?
O6 S3 N3 109.2(6) . . ?
O5 S3 N3 112.8(5) . . ?
O6 S3 C117 107.4(6) . . ?
O5 S3 C117 104.6(6) . . ?
N3 S3 C117 104.7(5) . . ?
N3 P3 C87 106.7(5) . . ?
N3 P3 C83 120.8(7) . . ?
C87 P3 C83 107.6(7) . . ?
N3 P3 C86 115.9(5) . . ?
C87 P3 C86 111.5(5) . . ?
C83 P3 C86 93.8(4) . . ?
S3 N3 P3 122.2(5) . . ?
C84 C83 C93 128.1(9) . . ?
C84 C83 P3 108.4(7) . . ?
C93 C83 P3 122.7(7) . . ?
C83 C84 C99 126.3(9) . . ?
C83 C84 C85 114.4(8) . . ?
C99 C84 C85 119.3(8) . . ?
C86 C85 C105 124.1(9) . . ?
C86 C85 C84 115.0(8) . . ?
C105 C85 C84 120.5(8) . . ?
C85 C86 C111 130.9(9) . . ?
C85 C86 P3 108.2(7) . . ?
C111 C86 P3 120.3(7) . . ?
C92 C87 C88 117.9(13) . . ?
C92 C87 P3 123.0(11) . . ?
C88 C87 P3 118.8(7) . . ?
C89 C88 C87 119.8(9) . . ?
C89 C88 H88 120.1 . . ?
C87 C88 H88 120.1 . . ?
C90 C89 C88 121.4(11) . . ?
C90 C89 H89 119.3 . . ?
C88 C89 H89 119.3 . . ?
C89 C90 C91 119.4(12) . . ?
C89 C90 H90 120.3 . . ?
C91 C90 H90 120.3 . . ?
C90 C91 C92 120.6(10) . . ?
C90 C91 H91 119.7 . . ?
C92 C91 H91 119.7 . . ?
C87 C92 C91 120.9(12) . . ?
C87 C92 H92 119.6 . . ?
C91 C92 H92 119.6 . . ?
C94 C93 C98 117.6(11) . . ?
C94 C93 C83 121.7(11) . . ?
C98 C93 C83 120.5(11) . . ?
C93 C94 C95 121.1(11) . . ?
C93 C94 H94 119.5 . . ?
C95 C94 H94 119.5 . . ?
C94 C95 C96 118.6(11) . . ?
C94 C95 H95 120.7 . . ?
C96 C95 H95 120.7 . . ?
C97 C96 C95 119.6(10) . . ?
C97 C96 H96 120.2 . . ?
C95 C96 H96 120.2 . . ?
C96 C97 C98 119.0(14) . . ?
C96 C97 H97 120.5 . . ?
C98 C97 H97 120.5 . . ?
C93 C98 C97 123.5(15) . . ?
C93 C98 H98 118.3 . . ?
C97 C98 H98 118.3 . . ?
C100 C99 C104 121.5(12) . . ?
C100 C99 C84 119.8(13) . . ?
C104 C99 C84 118.5(12) . . ?
C99 C100 C101 119.6(17) . . ?
C99 C100 H100 120.2 . . ?
C101 C100 H100 120.2 . . ?
C102 C101 C100 116.1(18) . . ?
C102 C101 H101 122.0 . . ?
C100 C101 H101 122.0 . . ?
C103 C102 C101 123.1(16) . . ?
C103 C102 H102 118.4 . . ?
C101 C102 H102 118.4 . . ?
C102 C103 C104 120.6(18) . . ?
C102 C103 H103 119.7 . . ?
C104 C103 H103 119.7 . . ?
C103 C104 C99 119.0(16) . . ?
C103 C104 H104 120.5 . . ?
C99 C104 H104 120.5 . . ?
C110 C105 C106 118.4(10) . . ?
C110 C105 C85 120.5(10) . . ?
C106 C105 C85 120.1(10) . . ?
C107 C106 C105 119.5(11) . . ?
C107 C106 H106 120.3 . . ?
C105 C106 H106 120.3 . . ?
C108 C107 C106 120.8(11) . . ?
C108 C107 H107 119.6 . . ?
C106 C107 H107 119.6 . . ?
C107 C108 C109 120.0(11) . . ?
C107 C108 H108 120.0 . . ?
C109 C108 H108 120.0 . . ?
C108 C109 C110 120.1(10) . . ?
C108 C109 H109 119.9 . . ?
C110 C109 H109 119.9 . . ?
C105 C110 C109 120.5(10) . . ?
C105 C110 H110 119.8 . . ?
C109 C110 H110 119.8 . . ?
C112 C111 C116 118.8(10) . . ?
C112 C111 C86 121.5(9) . . ?
C116 C111 C86 119.7(10) . . ?
C113 C112 C111 120.9(11) . . ?
C113 C112 H112 119.6 . . ?
C111 C112 H112 119.6 . . ?
C112 C113 C114 120.3(12) . . ?
C112 C113 H113 119.9 . . ?
C114 C113 H113 119.9 . . ?
C115 C114 C113 119.6(11) . . ?
C115 C114 H114 120.2 . . ?
C113 C114 H114 120.2 . . ?
C114 C115 C116 121.5(15) . . ?
C114 C115 H115 119.3 . . ?
C116 C115 H115 119.3 . . ?
C111 C116 C115 118.9(14) . . ?
C111 C116 H116 120.5 . . ?
C115 C116 H116 120.5 . . ?
C122 C117 C118 119.2(11) . . ?
C122 C117 S3 124.2(9) . . ?
C118 C117 S3 116.5(9) . . ?
C119 C118 C117 120.1(13) . . ?
C119 C118 H118 119.9 . . ?
C117 C118 H118 119.9 . . ?
C118 C119 C120 121.8(12) . . ?
C118 C119 H119 119.1 . . ?
C120 C119 H119 119.1 . . ?
C119 C120 C121 117.6(12) . . ?
C119 C120 C123 123.0(13) . . ?
C121 C120 C123 119.4(14) . . ?
C122 C121 C120 119.9(12) . . ?
C122 C121 H121 120.1 . . ?
C120 C121 H121 120.1 . . ?
C117 C122 C121 121.2(11) . . ?
C117 C122 H122 119.4 . . ?
C121 C122 H122 119.4 . . ?
C120 C123 H12A 109.5 . . ?
C120 C123 H12B 109.5 . . ?
H12A C123 H12B 109.5 . . ?
C120 C123 H12C 109.5 . . ?
H12A C123 H12C 109.5 . . ?
H12B C123 H12C 109.5 . . ?
O6F S3F O5F 126(3) . . ?
O6F S3F N3F 106.5(19) . . ?
O5F S3F N3F 114(2) . . ?
O6F S3F C917 100.5(19) . . ?
O5F S3F C917 105(2) . . ?
N3F S3F C917 102.3(19) . . ?
N3F P3F C887 105.6(15) . . ?
N3F P3F C886 118.5(17) . . ?
C887 P3F C886 110.1(17) . . ?
N3F P3F C883 123.3(18) . . ?
C887 P3F C883 103.8(17) . . ?
C886 P3F C883 94.4(11) . . ?
P3F N3F S3F 122.7(18) . . ?
C884 C883 C893 131(2) . . ?
C884 C883 P3F 107.7(16) . . ?
C893 C883 P3F 120.9(18) . . ?
C883 C884 C899 124(2) . . ?
C883 C884 C885 114.8(19) . . ?
C899 C884 C885 120.6(18) . . ?
C886 C885 C905 123.9(18) . . ?
C886 C885 C884 115(2) . . ?
C905 C885 C884 121.2(17) . . ?
C885 C886 C911 133(2) . . ?
C885 C886 P3F 108.2(17) . . ?
C911 C886 P3F 118.9(18) . . ?
C892 C887 C888 114(3) . . ?
C892 C887 P3F 124(2) . . ?
C888 C887 P3F 122(2) . . ?
C889 C888 C887 123(3) . . ?
C889 C888 H888 118.6 . . ?
C887 C888 H888 118.6 . . ?
C890 C889 C888 121(3) . . ?
C890 C889 H889 119.4 . . ?
C888 C889 H889 119.4 . . ?
C889 C890 C891 118(3) . . ?
C889 C890 H890 121.0 . . ?
C891 C890 H890 121.0 . . ?
C892 C891 C890 121(3) . . ?
C892 C891 H891 119.6 . . ?
C890 C891 H891 119.6 . . ?
C891 C892 C887 123(3) . . ?
C891 C892 H892 118.4 . . ?
C887 C892 H892 118.4 . . ?
C894 C893 C898 116(3) . . ?
C894 C893 C883 125(3) . . ?
C898 C893 C883 119(2) . . ?
C893 C894 C895 123(3) . . ?
C893 C894 H894 118.6 . . ?
C895 C894 H894 118.6 . . ?
C894 C895 C896 119(3) . . ?
C894 C895 H895 120.6 . . ?
C896 C895 H895 120.6 . . ?
C897 C896 C895 118(3) . . ?
C897 C896 H896 121.1 . . ?
C895 C896 H896 121.1 . . ?
C896 C897 C898 122(4) . . ?
C896 C897 H897 119.1 . . ?
C898 C897 H897 119.1 . . ?
C893 C898 C897 122(3) . . ?
C893 C898 H898 118.8 . . ?
C897 C898 H898 118.8 . . ?
C900 C899 C904 122(3) . . ?
C900 C899 C884 116(3) . . ?
C904 C899 C884 122(3) . . ?
C899 C900 C901 119(3) . . ?
C899 C900 H900 120.5 . . ?
C901 C900 H900 120.5 . . ?
C902 C901 C900 116(3) . . ?
C902 C901 H901 121.9 . . ?
C900 C901 H901 121.9 . . ?
C903 C902 C901 123(3) . . ?
C903 C902 H902 118.3 . . ?
C901 C902 H902 118.3 . . ?
C902 C903 C904 121(3) . . ?
C902 C903 H903 119.7 . . ?
C904 C903 H903 119.7 . . ?
C903 C904 C899 119(3) . . ?
C903 C904 H904 120.5 . . ?
C899 C904 H904 120.5 . . ?
C910 C905 C906 117(3) . . ?
C910 C905 C885 123(3) . . ?
C906 C905 C885 119(3) . . ?
C907 C906 C905 120(3) . . ?
C907 C906 H906 120.0 . . ?
C905 C906 H906 120.0 . . ?
C908 C907 C906 120(4) . . ?
C908 C907 H907 120.0 . . ?
C906 C907 H907 120.0 . . ?
C907 C908 C909 122(3) . . ?
C907 C908 H908 118.9 . . ?
C909 C908 H908 118.9 . . ?
C908 C909 C910 118(3) . . ?
C908 C909 H909 120.8 . . ?
C910 C909 H909 120.8 . . ?
C905 C910 C909 122(3) . . ?
C905 C910 H910 119.0 . . ?
C909 C910 H910 119.0 . . ?
C912 C911 C916 118(3) . . ?
C912 C911 C886 123(3) . . ?
C916 C911 C886 119(3) . . ?
C913 C912 C911 122(3) . . ?
C913 C912 H912 119.1 . . ?
C911 C912 H912 119.1 . . ?
C912 C913 C914 121(3) . . ?
C912 C913 H913 119.7 . . ?
C914 C913 H913 119.7 . . ?
C915 C914 C913 118(3) . . ?
C915 C914 H914 121.0 . . ?
C913 C914 H914 121.0 . . ?
C914 C915 C916 123(3) . . ?
C914 C915 H915 118.5 . . ?
C916 C915 H915 118.5 . . ?
C911 C916 C915 119(3) . . ?
C911 C916 H916 120.7 . . ?
C915 C916 H916 120.7 . . ?
C918 C917 C922 121(3) . . ?
C918 C917 S3F 121(3) . . ?
C922 C917 S3F 117(2) . . ?
C917 C918 C919 121(3) . . ?
C917 C918 H918 119.6 . . ?
C919 C918 H918 119.6 . . ?
C918 C919 C920 119(3) . . ?
C918 C919 H919 120.7 . . ?
C920 C919 H919 120.7 . . ?
C921 C920 C919 120(3) . . ?
C921 C920 C923 120(3) . . ?
C919 C920 C923 120(3) . . ?
C922 C921 C920 120(3) . . ?
C922 C921 H921 120.0 . . ?
C920 C921 H921 120.0 . . ?
C917 C922 C921 120(3) . . ?
C917 C922 H922 120.2 . . ?
C921 C922 H922 120.2 . . ?
C920 C923 H92A 109.5 . . ?
C920 C923 H92B 109.5 . . ?
H92A C923 H92B 109.5 . . ?
C920 C923 H92C 109.5 . . ?
H92A C923 H92C 109.5 . . ?
H92B C923 H92C 109.5 . . ?

_refine_diff_density_max         0.640
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_comp_13_x3515fin
_database_code_depnum_ccdc_archive 'CCDC 2219173'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H22 N O2 P S'
_chemical_formula_sum            'C25 H22 N O2 P S'
_chemical_formula_weight         431.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 '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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.8731(3)
_cell_length_b                   10.5634(3)
_cell_length_c                   12.9478(4)
_cell_angle_alpha                106.562(2)
_cell_angle_beta                 99.860(2)
_cell_angle_gamma                107.702(3)
_cell_volume                     1063.05(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    11610
_cell_measurement_theta_min      2.6120
_cell_measurement_theta_max      32.4820

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             452
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.250
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99641
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            25163
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.512
_diffrn_reflns_theta_max         32.558
_diffrn_reflns_theta_full        30.510
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7081
_reflns_number_gt                6052
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_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)+(0.0464P)²+0.4254P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7081
_refine_ls_number_parameters     359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0991
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_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
S1 S 0.43864(3) 0.56092(3) 0.80322(2) 0.01537(7) Uani 1 1 d . . . . .
P1 P 0.43191(3) 0.28864(3) 0.68928(2) 0.01415(7) Uani 1 1 d . . . . .
O1 O 0.41421(11) 0.58744(9) 0.69898(7) 0.02128(18) Uani 1 1 d . . . . .
O2 O 0.35372(11) 0.61521(10) 0.88060(8) 0.02143(18) Uani 1 1 d . . . . .
N1 N 0.39468(12) 0.39839(10) 0.78559(8) 0.01658(18) Uani 1 1 d . . . . .
C1 C 0.62580(14) 0.35914(12) 0.66138(10) 0.0168(2) Uani 1 1 d . . . . .
C2 C 0.63722(15) 0.41153(13) 0.57403(10) 0.0195(2) Uani 1 1 d . . . . .
C3 C 0.79073(17) 0.48470(15) 0.56536(12) 0.0245(3) Uani 1 1 d . . . . .
C4 C 0.93337(17) 0.50795(15) 0.64414(12) 0.0261(3) Uani 1 1 d . . . . .
C5 C 0.92344(16) 0.45675(15) 0.73171(12) 0.0239(2) Uani 1 1 d . . . . .
C6 C 0.77061(15) 0.38143(14) 0.73994(11) 0.0202(2) Uani 1 1 d . . . . .
C7 C 0.43111(14) 0.14631(12) 0.73944(10) 0.0156(2) Uani 1 1 d . . . . .
C8 C 0.43348(15) 0.01877(13) 0.67002(10) 0.0193(2) Uani 1 1 d . . . . .
C9 C 0.41881(16) -0.09388(13) 0.70810(11) 0.0215(2) Uani 1 1 d . . . . .
C10 C 0.40089(16) -0.07982(13) 0.81498(11) 0.0212(2) Uani 1 1 d . . . . .
C11 C 0.40218(16) 0.04772(14) 0.88469(11) 0.0217(2) Uani 1 1 d . . . . .
C12 C 0.41741(15) 0.16098(13) 0.84743(10) 0.0191(2) Uani 1 1 d . . . . .
C13 C 0.26934(14) 0.21391(12) 0.56002(10) 0.0168(2) Uani 1 1 d . . . . .
C14 C 0.28387(16) 0.13399(14) 0.45854(11) 0.0218(2) Uani 1 1 d . . . . .
C15 C 0.15073(18) 0.07274(15) 0.36253(11) 0.0269(3) Uani 1 1 d . . . . .
C16 C 0.00353(17) 0.09147(16) 0.36753(12) 0.0288(3) Uani 1 1 d . . . . .
C17 C -0.01112(16) 0.17110(16) 0.46794(12) 0.0272(3) Uani 1 1 d . . . . .
C18 C 0.12100(15) 0.23186(14) 0.56437(11) 0.0215(2) Uani 1 1 d . . . . .
C19 C 0.65220(14) 0.64423(12) 0.87328(9) 0.0163(2) Uani 1 1 d . . . . .
C20 C 0.71549(15) 0.61184(14) 0.96442(10) 0.0203(2) Uani 1 1 d . . . . .
C21 C 0.88253(16) 0.67766(15) 1.02017(11) 0.0228(2) Uani 1 1 d . . . . .
C22 C 0.98869(15) 0.77449(14) 0.98630(11) 0.0225(2) Uani 1 1 d . . . . .
C23 C 0.92308(17) 0.80553(15) 0.89531(12) 0.0267(3) Uani 1 1 d . . . . .
C24 C 0.75558(16) 0.74111(14) 0.83852(11) 0.0228(2) Uani 1 1 d . . . . .
C25 C 1.17092(17) 0.84082(18) 1.04409(13) 0.0309(3) Uani 1 1 d . . . . .
H2 H 0.537(2) 0.3996(18) 0.5176(14) 0.022(4) Uiso 1 1 d . . . . .
H3 H 0.800(2) 0.520(2) 0.5060(15) 0.034(5) Uiso 1 1 d . . . . .
H4 H 1.041(2) 0.562(2) 0.6394(16) 0.036(5) Uiso 1 1 d . . . . .
H5 H 1.021(2) 0.477(2) 0.7860(15) 0.035(5) Uiso 1 1 d . . . . .
H6 H 0.763(2) 0.3462(18) 0.8007(14) 0.024(4) Uiso 1 1 d . . . . .
H8 H 0.441(2) 0.0064(18) 0.5918(14) 0.024(4) Uiso 1 1 d . . . . .
H9 H 0.415(2) -0.185(2) 0.6588(15) 0.035(5) Uiso 1 1 d . . . . .
H10 H 0.392(2) -0.1534(18) 0.8410(14) 0.026(4) Uiso 1 1 d . . . . .
H11 H 0.391(2) 0.062(2) 0.9600(15) 0.033(5) Uiso 1 1 d . . . . .
H12 H 0.418(2) 0.2459(19) 0.8959(15) 0.027(4) Uiso 1 1 d . . . . .
H14 H 0.386(2) 0.121(2) 0.4549(15) 0.034(5) Uiso 1 1 d . . . . .
H15 H 0.161(2) 0.016(2) 0.2946(16) 0.032(5) Uiso 1 1 d . . . . .
H16 H -0.084(2) 0.052(2) 0.3026(16) 0.035(5) Uiso 1 1 d . . . . .
H17 H -0.110(2) 0.1850(19) 0.4724(15) 0.029(4) Uiso 1 1 d . . . . .
H18 H 0.113(2) 0.285(2) 0.6323(15) 0.029(4) Uiso 1 1 d . . . . .
H20 H 0.646(2) 0.5441(19) 0.9881(14) 0.026(4) Uiso 1 1 d . . . . .
H21 H 0.924(2) 0.6540(19) 1.0820(14) 0.028(4) Uiso 1 1 d . . . . .
H23 H 0.999(2) 0.874(2) 0.8706(16) 0.041(5) Uiso 1 1 d . . . . .
H24 H 0.711(2) 0.763(2) 0.7783(16) 0.039(5) Uiso 1 1 d . . . . .
H25A H 1.216(2) 0.943(2) 1.0532(17) 0.042(5) Uiso 1 1 d . . . . .
H25B H 1.196(2) 0.837(2) 1.1179(16) 0.034(5) Uiso 1 1 d . . . . .
H25C H 1.228(3) 0.791(3) 0.999(2) 0.058(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4472(9) . ?
S1 O1 1.4489(9) . ?
S1 N1 1.5782(10) . ?
S1 C19 1.7692(12) . ?
P1 N1 1.5994(10) . ?
P1 C1 1.7977(12) . ?
P1 C13 1.7979(12) . ?
P1 C7 1.7983(11) . ?
C1 C2 1.3991(16) . ?
C1 C6 1.4047(16) . ?
C2 C3 1.3881(17) . ?
C2 H2 1.001(16) . ?
C3 C4 1.389(2) . ?
C3 H3 0.948(18) . ?
C4 C5 1.3931(19) . ?
C4 H4 0.976(19) . ?
C5 C6 1.3874(17) . ?
C5 H5 0.940(19) . ?
C6 H6 0.966(16) . ?
C7 C12 1.3928(16) . ?
C7 C8 1.3989(16) . ?
C8 C9 1.3922(16) . ?
C8 H8 1.000(16) . ?
C9 C10 1.3910(18) . ?
C9 H9 0.976(19) . ?
C10 C11 1.3870(18) . ?
C10 H10 0.919(17) . ?
C11 C12 1.3912(16) . ?
C11 H11 0.970(18) . ?
C12 H12 0.934(18) . ?
C13 C18 1.3938(17) . ?
C13 C14 1.3955(17) . ?
C14 C15 1.3904(18) . ?
C14 H14 0.964(19) . ?
C15 C16 1.388(2) . ?
C15 H15 0.948(19) . ?
C16 C17 1.384(2) . ?
C16 H16 0.930(19) . ?
C17 C18 1.3890(18) . ?
C17 H17 0.943(18) . ?
C18 H18 0.928(18) . ?
C19 C24 1.3872(16) . ?
C19 C20 1.3947(16) . ?
C20 C21 1.3864(18) . ?
C20 H20 0.954(17) . ?
C21 C22 1.3917(18) . ?
C21 H21 0.952(17) . ?
C22 C23 1.3915(18) . ?
C22 C25 1.5044(19) . ?
C23 C24 1.3922(18) . ?
C23 H23 0.99(2) . ?
C24 H24 0.936(19) . ?
C25 H25A 0.99(2) . ?
C25 H25B 0.960(19) . ?
C25 H25C 0.98(2) . ?

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
O2 S1 O1 116.10(5) . . ?
O2 S1 N1 107.31(5) . . ?
O1 S1 N1 113.43(5) . . ?
O2 S1 C19 107.05(6) . . ?
O1 S1 C19 107.11(5) . . ?
N1 S1 C19 105.11(5) . . ?
N1 P1 C1 115.11(6) . . ?
N1 P1 C13 111.40(5) . . ?
C1 P1 C13 108.91(5) . . ?
N1 P1 C7 104.52(5) . . ?
C1 P1 C7 109.20(5) . . ?
C13 P1 C7 107.34(5) . . ?
S1 N1 P1 124.37(6) . . ?
C2 C1 C6 119.47(11) . . ?
C2 C1 P1 121.63(9) . . ?
C6 C1 P1 118.18(9) . . ?
C3 C2 C1 120.04(11) . . ?
C3 C2 H2 118.3(9) . . ?
C1 C2 H2 121.6(9) . . ?
C2 C3 C4 120.20(12) . . ?
C2 C3 H3 120.8(11) . . ?
C4 C3 H3 119.0(11) . . ?
C3 C4 C5 120.24(12) . . ?
C3 C4 H4 120.4(11) . . ?
C5 C4 H4 119.4(11) . . ?
C6 C5 C4 119.95(12) . . ?
C6 C5 H5 120.8(11) . . ?
C4 C5 H5 119.2(11) . . ?
C5 C6 C1 120.09(11) . . ?
C5 C6 H6 120.4(10) . . ?
C1 C6 H6 119.5(10) . . ?
C12 C7 C8 119.72(10) . . ?
C12 C7 P1 118.80(9) . . ?
C8 C7 P1 121.36(9) . . ?
C9 C8 C7 120.02(11) . . ?
C9 C8 H8 119.5(10) . . ?
C7 C8 H8 120.4(10) . . ?
C10 C9 C8 119.97(12) . . ?
C10 C9 H9 119.5(11) . . ?
C8 C9 H9 120.4(11) . . ?
C11 C10 C9 119.98(11) . . ?
C11 C10 H10 119.5(11) . . ?
C9 C10 H10 120.5(11) . . ?
C10 C11 C12 120.38(12) . . ?
C10 C11 H11 122.7(11) . . ?
C12 C11 H11 116.9(11) . . ?
C11 C12 C7 119.89(11) . . ?
C11 C12 H12 118.8(10) . . ?
C7 C12 H12 121.3(10) . . ?
C18 C13 C14 119.64(11) . . ?
C18 C13 P1 117.62(9) . . ?
C14 C13 P1 122.66(9) . . ?
C15 C14 C13 119.98(12) . . ?
C15 C14 H14 119.9(11) . . ?
C13 C14 H14 120.1(11) . . ?
C16 C15 C14 120.01(13) . . ?
C16 C15 H15 120.7(11) . . ?
C14 C15 H15 119.3(11) . . ?
C17 C16 C15 120.17(12) . . ?
C17 C16 H16 120.3(12) . . ?
C15 C16 H16 119.5(12) . . ?
C16 C17 C18 120.16(13) . . ?
C16 C17 H17 121.0(11) . . ?
C18 C17 H17 118.9(11) . . ?
C17 C18 C13 120.04(13) . . ?
C17 C18 H18 121.1(11) . . ?
C13 C18 H18 118.9(11) . . ?
C24 C19 C20 120.28(11) . . ?
C24 C19 S1 120.55(9) . . ?
C20 C19 S1 119.17(9) . . ?
C21 C20 C19 119.41(11) . . ?
C21 C20 H20 119.7(10) . . ?
C19 C20 H20 120.9(10) . . ?
C20 C21 C22 121.28(11) . . ?
C20 C21 H21 118.4(11) . . ?
C22 C21 H21 120.3(11) . . ?
C23 C22 C21 118.42(12) . . ?
C23 C22 C25 120.55(12) . . ?
C21 C22 C25 121.00(12) . . ?
C22 C23 C24 121.18(12) . . ?
C22 C23 H23 118.3(12) . . ?
C24 C23 H23 120.5(11) . . ?
C19 C24 C23 119.42(11) . . ?
C19 C24 H24 119.2(12) . . ?
C23 C24 H24 121.4(12) . . ?
C22 C25 H25A 111.1(12) . . ?
C22 C25 H25B 112.4(11) . . ?
H25A C25 H25B 106.6(16) . . ?
C22 C25 H25C 109.6(14) . . ?
H25A C25 H25C 108.7(18) . . ?
H25B C25 H25C 108.4(17) . . ?

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_comp_8b_x3311fin
_database_code_depnum_ccdc_archive 'CCDC 2219170'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H24 N O2 P S'
_chemical_formula_sum            'C29 H24 N O2 P S'
_chemical_formula_weight         481.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   11.1666(2)
_cell_length_b                   17.1521(3)
_cell_length_c                   12.8470(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.054(2)
_cell_angle_gamma                90
_cell_volume                     2397.01(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    13984
_cell_measurement_theta_min      2.1740
_cell_measurement_theta_max      32.1520

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.229
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75155
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            40268
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.014
_diffrn_reflns_theta_max         32.555
_diffrn_reflns_theta_full        30.510
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8154
_reflns_number_gt                6519
_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_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)+(0.0521P)²+0.5280P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8154
_refine_ls_number_parameters     403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1065
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_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
S1 S 0.45169(3) 0.45373(2) 0.67964(2) 0.01897(7) Uani 1 1 d . . . . .
P1 P 0.59909(3) 0.57263(2) 0.78684(2) 0.01719(7) Uani 1 1 d . . . . .
O1 O 0.44616(9) 0.42779(6) 0.78578(7) 0.02637(19) Uani 1 1 d . . . . .
O2 O 0.47148(8) 0.39487(5) 0.60536(7) 0.02479(19) Uani 1 1 d . . . . .
N1 N 0.55199(9) 0.52012(6) 0.68324(8) 0.01888(18) Uani 1 1 d . . . . .
C1 C 0.48955(11) 0.61911(7) 0.85181(9) 0.0205(2) Uani 1 1 d . . . . .
C2 C 0.52455(12) 0.60115(8) 0.95671(10) 0.0256(2) Uani 1 1 d . . . . .
C3 C 0.63178(12) 0.55034(8) 0.98760(10) 0.0252(2) Uani 1 1 d . . . . .
C4 C 0.68443(11) 0.52682(7) 0.90819(9) 0.0217(2) Uani 1 1 d . . . . .
C5 C 0.69165(10) 0.64827(7) 0.74980(9) 0.0198(2) Uani 1 1 d . . . . .
C6 C 0.76077(13) 0.69584(8) 0.82917(11) 0.0286(3) Uani 1 1 d . . . . .
C7 C 0.82772(14) 0.75752(9) 0.80164(13) 0.0340(3) Uani 1 1 d . . . . .
C8 C 0.82533(14) 0.77169(9) 0.69522(13) 0.0353(3) Uani 1 1 d . . . . .
C9 C 0.75657(15) 0.72468(9) 0.61685(12) 0.0359(3) Uani 1 1 d . . . . .
C10 C 0.68951(13) 0.66234(8) 0.64305(10) 0.0270(3) Uani 1 1 d . . . . .
C11 C 0.38943(11) 0.66991(7) 0.79773(10) 0.0220(2) Uani 1 1 d . . . . .
C12 C 0.37234(12) 0.68751(8) 0.68945(11) 0.0264(3) Uani 1 1 d . . . . .
C13 C 0.27621(14) 0.73531(8) 0.63933(13) 0.0327(3) Uani 1 1 d . . . . .
C14 C 0.19647(15) 0.76683(9) 0.69601(14) 0.0382(3) Uani 1 1 d . . . . .
C15 C 0.21194(16) 0.74969(11) 0.80332(14) 0.0440(4) Uani 1 1 d . . . . .
C16 C 0.30667(14) 0.70141(10) 0.85358(12) 0.0350(3) Uani 1 1 d . . . . .
C17 C 0.79010(12) 0.47547(7) 0.91369(10) 0.0242(2) Uani 1 1 d . . . . .
C18 C 0.84534(15) 0.43824(9) 1.00983(12) 0.0348(3) Uani 1 1 d . . . . .
C19 C 0.94521(17) 0.38987(10) 1.01542(14) 0.0443(4) Uani 1 1 d . . . . .
C20 C 0.99258(15) 0.37736(10) 0.92625(14) 0.0432(4) Uani 1 1 d . . . . .
C21 C 0.94018(15) 0.41389(11) 0.83111(14) 0.0402(4) Uani 1 1 d . . . . .
C22 C 0.83936(13) 0.46248(9) 0.82458(11) 0.0312(3) Uani 1 1 d . . . . .
C23 C 0.31056(11) 0.49984(7) 0.62289(10) 0.0223(2) Uani 1 1 d . . . . .
C24 C 0.29385(12) 0.53086(8) 0.52067(10) 0.0266(3) Uani 1 1 d . . . . .
C25 C 0.18716(14) 0.57213(9) 0.47893(12) 0.0337(3) Uani 1 1 d . . . . .
C26 C 0.09725(13) 0.58341(9) 0.53701(13) 0.0366(3) Uani 1 1 d . . . . .
C27 C 0.11515(13) 0.55021(10) 0.63794(14) 0.0373(3) Uani 1 1 d . . . . .
C28 C 0.22089(12) 0.50849(9) 0.68150(11) 0.0296(3) Uani 1 1 d . . . . .
C29 C -0.01451(18) 0.63240(14) 0.4929(2) 0.0545(5) Uani 1 1 d . . . . .
H2 H 0.4830(17) 0.6192(10) 1.0096(13) 0.038(5) Uiso 1 1 d . . . . .
H3 H 0.6611(15) 0.5353(10) 1.0618(13) 0.034(4) Uiso 1 1 d . . . . .
H6 H 0.7639(15) 0.6861(9) 0.9050(13) 0.030(4) Uiso 1 1 d . . . . .
H7 H 0.8793(18) 0.7883(12) 0.8545(15) 0.051(5) Uiso 1 1 d . . . . .
H8 H 0.8730(16) 0.8143(11) 0.6775(14) 0.040(5) Uiso 1 1 d . . . . .
H9 H 0.7548(18) 0.7368(12) 0.5396(15) 0.052(6) Uiso 1 1 d . . . . .
H10 H 0.6398(16) 0.6295(10) 0.5888(14) 0.040(5) Uiso 1 1 d . . . . .
H12 H 0.4306(17) 0.6690(11) 0.6506(14) 0.041(5) Uiso 1 1 d . . . . .
H13 H 0.2647(17) 0.7467(11) 0.5608(15) 0.045(5) Uiso 1 1 d . . . . .
H14 H 0.1305(18) 0.8004(12) 0.6606(16) 0.053(6) Uiso 1 1 d . . . . .
H15 H 0.159(2) 0.7727(13) 0.8433(17) 0.066(7) Uiso 1 1 d . . . . .
H16 H 0.3171(18) 0.6879(11) 0.9299(16) 0.051(5) Uiso 1 1 d . . . . .
H18 H 0.8108(17) 0.4473(11) 1.0737(14) 0.041(5) Uiso 1 1 d . . . . .
H19 H 0.978(2) 0.3667(12) 1.0824(17) 0.059(6) Uiso 1 1 d . . . . .
H20 H 1.0621(18) 0.3444(12) 0.9311(16) 0.052(5) Uiso 1 1 d . . . . .
H21 H 0.9721(18) 0.4044(12) 0.7692(15) 0.048(5) Uiso 1 1 d . . . . .
H22 H 0.8056(17) 0.4889(11) 0.7594(15) 0.046(5) Uiso 1 1 d . . . . .
H24 H 0.3520(16) 0.5241(10) 0.4827(13) 0.035(4) Uiso 1 1 d . . . . .
H25 H 0.1788(18) 0.5955(12) 0.4103(15) 0.048(5) Uiso 1 1 d . . . . .
H27 H 0.0525(19) 0.5579(12) 0.6776(16) 0.056(6) Uiso 1 1 d . . . . .
H28 H 0.2320(16) 0.4829(10) 0.7539(14) 0.038(5) Uiso 1 1 d . . . . .
H29A H -0.021(3) 0.651(2) 0.419(3) 0.130(13) Uiso 1 1 d . . . . .
H29B H -0.082(3) 0.607(2) 0.497(3) 0.132(13) Uiso 1 1 d . . . . .
H29C H -0.015(2) 0.6801(16) 0.534(2) 0.087(8) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4402(9) . ?
S1 O1 1.4488(9) . ?
S1 N1 1.5907(10) . ?
S1 C23 1.7667(13) . ?
P1 N1 1.5946(10) . ?
P1 C5 1.7888(12) . ?
P1 C4 1.8124(12) . ?
P1 C1 1.8136(12) . ?
C1 C2 1.3513(17) . ?
C1 C11 1.4632(17) . ?
C2 C3 1.4615(19) . ?
C2 H2 0.957(17) . ?
C3 C4 1.3492(17) . ?
C3 H3 0.970(17) . ?
C4 C17 1.4613(18) . ?
C5 C10 1.3874(17) . ?
C5 C6 1.3949(17) . ?
C6 C7 1.387(2) . ?
C6 H6 0.981(16) . ?
C7 C8 1.383(2) . ?
C7 H7 0.95(2) . ?
C8 C9 1.380(2) . ?
C8 H8 0.961(18) . ?
C9 C10 1.3897(19) . ?
C9 H9 1.011(19) . ?
C10 H10 0.968(18) . ?
C11 C12 1.3938(18) . ?
C11 C16 1.4001(18) . ?
C12 C13 1.3881(19) . ?
C12 H12 0.960(18) . ?
C13 C14 1.381(2) . ?
C13 H13 1.008(18) . ?
C14 C15 1.382(2) . ?
C14 H14 0.96(2) . ?
C15 C16 1.383(2) . ?
C15 H15 0.95(2) . ?
C16 H16 0.99(2) . ?
C17 C22 1.3954(19) . ?
C17 C18 1.4034(18) . ?
C18 C19 1.379(2) . ?
C18 H18 0.995(18) . ?
C19 C20 1.383(3) . ?
C19 H19 0.94(2) . ?
C20 C21 1.380(2) . ?
C20 H20 0.95(2) . ?
C21 C22 1.388(2) . ?
C21 H21 0.955(19) . ?
C22 H22 0.951(19) . ?
C23 C24 1.3900(18) . ?
C23 C28 1.3901(18) . ?
C24 C25 1.3855(19) . ?
C24 H24 0.904(17) . ?
C25 C26 1.393(2) . ?
C25 H25 0.953(19) . ?
C26 C27 1.389(2) . ?
C26 C29 1.505(2) . ?
C27 C28 1.386(2) . ?
C27 H27 0.96(2) . ?
C28 H28 1.011(18) . ?
C29 H29A 0.98(4) . ?
C29 H29B 0.88(4) . ?
C29 H29C 0.98(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 117.00(6) . . ?
O2 S1 N1 107.98(5) . . ?
O1 S1 N1 111.83(5) . . ?
O2 S1 C23 107.24(6) . . ?
O1 S1 C23 107.59(6) . . ?
N1 S1 C23 104.37(6) . . ?
N1 P1 C5 106.80(5) . . ?
N1 P1 C4 118.90(6) . . ?
C5 P1 C4 108.67(6) . . ?
N1 P1 C1 120.18(5) . . ?
C5 P1 C1 107.10(5) . . ?
C4 P1 C1 94.18(6) . . ?
S1 N1 P1 121.73(6) . . ?
C2 C1 C11 128.83(11) . . ?
C2 C1 P1 106.60(9) . . ?
C11 C1 P1 124.45(9) . . ?
C1 C2 C3 116.19(11) . . ?
C1 C2 H2 123.8(11) . . ?
C3 C2 H2 120.0(11) . . ?
C4 C3 C2 116.31(11) . . ?
C4 C3 H3 123.7(10) . . ?
C2 C3 H3 120.0(10) . . ?
C3 C4 C17 128.95(11) . . ?
C3 C4 P1 106.65(9) . . ?
C17 C4 P1 124.39(9) . . ?
C10 C5 C6 120.27(12) . . ?
C10 C5 P1 120.47(9) . . ?
C6 C5 P1 119.16(9) . . ?
C7 C6 C5 120.07(13) . . ?
C7 C6 H6 118.9(10) . . ?
C5 C6 H6 121.0(10) . . ?
C8 C7 C6 119.67(13) . . ?
C8 C7 H7 118.9(12) . . ?
C6 C7 H7 121.3(12) . . ?
C9 C8 C7 120.14(13) . . ?
C9 C8 H8 121.2(11) . . ?
C7 C8 H8 118.7(11) . . ?
C8 C9 C10 120.95(14) . . ?
C8 C9 H9 118.7(11) . . ?
C10 C9 H9 120.3(11) . . ?
C5 C10 C9 118.90(13) . . ?
C5 C10 H10 119.4(10) . . ?
C9 C10 H10 121.7(10) . . ?
C12 C11 C16 118.06(12) . . ?
C12 C11 C1 121.37(11) . . ?
C16 C11 C1 120.57(12) . . ?
C13 C12 C11 120.53(13) . . ?
C13 C12 H12 119.9(11) . . ?
C11 C12 H12 119.4(11) . . ?
C14 C13 C12 120.65(14) . . ?
C14 C13 H13 120.1(11) . . ?
C12 C13 H13 119.3(11) . . ?
C13 C14 C15 119.50(14) . . ?
C13 C14 H14 120.0(12) . . ?
C15 C14 H14 120.5(12) . . ?
C14 C15 C16 120.21(15) . . ?
C14 C15 H15 119.8(14) . . ?
C16 C15 H15 120.0(13) . . ?
C15 C16 C11 121.04(14) . . ?
C15 C16 H16 120.6(11) . . ?
C11 C16 H16 118.3(11) . . ?
C22 C17 C18 118.23(13) . . ?
C22 C17 C4 121.34(11) . . ?
C18 C17 C4 120.43(12) . . ?
C19 C18 C17 120.62(15) . . ?
C19 C18 H18 120.7(11) . . ?
C17 C18 H18 118.7(11) . . ?
C18 C19 C20 120.43(15) . . ?
C18 C19 H19 116.1(13) . . ?
C20 C19 H19 123.4(13) . . ?
C21 C20 C19 119.87(15) . . ?
C21 C20 H20 120.3(12) . . ?
C19 C20 H20 119.8(12) . . ?
C20 C21 C22 120.13(15) . . ?
C20 C21 H21 119.8(12) . . ?
C22 C21 H21 120.1(12) . . ?
C21 C22 C17 120.72(14) . . ?
C21 C22 H22 119.6(11) . . ?
C17 C22 H22 119.7(11) . . ?
C24 C23 C28 120.76(12) . . ?
C24 C23 S1 118.57(9) . . ?
C28 C23 S1 120.59(10) . . ?
C25 C24 C23 118.79(13) . . ?
C25 C24 H24 121.1(11) . . ?
C23 C24 H24 120.1(11) . . ?
C24 C25 C26 121.63(14) . . ?
C24 C25 H25 117.9(12) . . ?
C26 C25 H25 120.4(12) . . ?
C27 C26 C25 118.30(13) . . ?
C27 C26 C29 120.85(17) . . ?
C25 C26 C29 120.82(17) . . ?
C28 C27 C26 121.23(14) . . ?
C28 C27 H27 120.8(12) . . ?
C26 C27 H27 118.0(12) . . ?
C27 C28 C23 119.25(14) . . ?
C27 C28 H28 120.8(10) . . ?
C23 C28 H28 119.9(10) . . ?
C26 C29 H29A 114(2) . . ?
C26 C29 H29B 111(2) . . ?
H29A C29 H29B 110(3) . . ?
C26 C29 H29C 111.6(15) . . ?
H29A C29 H29C 104(2) . . ?
H29B C29 H29C 106(3) . . ?

_refine_diff_density_max         0.306
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_comp_7b_x3308fin
_database_code_depnum_ccdc_archive 'CCDC 2219168'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 N O2 P S'
_chemical_formula_sum            'C33 H26 N O2 P S'
_chemical_formula_weight         531.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   15.6578(4)
_cell_length_b                   11.5015(2)
_cell_length_c                   15.1026(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.945(3)
_cell_angle_gamma                90
_cell_volume                     2660.91(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    5981
_cell_measurement_theta_min      2.2140
_cell_measurement_theta_max      29.1100

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.214
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.71788
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            28514
_diffrn_reflns_av_unetI/netI     0.0696
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.214
_diffrn_reflns_theta_max         30.759
_diffrn_reflns_theta_full        28.285
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7452
_reflns_number_gt                4956
_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_refine_special_details          
;
Marginally disordered molecule (P1, C1 to C26) with a ratio of
0.948(1) : 0.052(1). Carbon atoms of the 5 % fraction refined
with fixed isotrop displacement parameters.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+0.8707P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7452
_refine_ls_number_parameters     530
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1205
_refine_ls_wR_factor_gt          0.1058
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_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
S1 S 0.26420(3) 0.02121(5) 0.88158(4) 0.02984(14) Uani 1 1 d . . . A 1
O1 O 0.29060(10) -0.09321(13) 0.91464(11) 0.0400(4) Uani 1 1 d . . . A 1
O2 O 0.19523(10) 0.07494(14) 0.91718(11) 0.0407(4) Uani 1 1 d . . . A 1
N1 N 0.23888(11) 0.01330(14) 0.77448(12) 0.0271(4) Uani 1 1 d . . . A 1
P1 P 0.24299(3) 0.11035(4) 0.70084(4) 0.02189(15) Uani 0.9481(15) 1 d D . P A 1
C1 C 0.20673(13) 0.25789(17) 0.71146(15) 0.0236(4) Uani 0.9481(15) 1 d D . P A
1
C2 C 0.27261(13) 0.33210(17) 0.70738(15) 0.0237(4) Uani 0.9481(15) 1 d D . P A
1
C3 C 0.35511(14) 0.27640(19) 0.69666(15) 0.0234(5) Uani 0.9481(15) 1 d D . P A
1
C4 C 0.43355(16) 0.33098(19) 0.69401(17) 0.0278(5) Uani 0.9481(15) 1 d D . P A
1
C5 C 0.50607(15) 0.2635(2) 0.68791(18) 0.0294(5) Uani 0.9481(15) 1 d D . P A 1
C6 C 0.50117(17) 0.1439(2) 0.68479(17) 0.0294(5) Uani 0.9481(15) 1 d D . P A 1
C7 C 0.42234(16) 0.08847(19) 0.68681(16) 0.0265(5) Uani 0.9481(15) 1 d D . P A
1
C8 C 0.35037(14) 0.1555(2) 0.69127(15) 0.0236(5) Uani 0.9481(15) 1 d D . P A 1
C9 C 0.18183(13) 0.05661(19) 0.59544(15) 0.0262(5) Uani 0.9481(15) 1 d D . P A
1
C10 C 0.15644(18) -0.0591(2) 0.5862(2) 0.0368(7) Uani 0.9481(15) 1 d D . P A 1
C11 C 0.1078(3) -0.0982(3) 0.5038(2) 0.0491(10) Uani 0.9481(15) 1 d D . P A 1
C12 C 0.0846(2) -0.0226(3) 0.4334(2) 0.0481(9) Uani 0.9481(15) 1 d D . P A 1
C13 C 0.1085(2) 0.0925(3) 0.44226(19) 0.0447(8) Uani 0.9481(15) 1 d D . P A 1
C14 C 0.15805(19) 0.1326(3) 0.52306(19) 0.0349(7) Uani 0.9481(15) 1 d D . P A 1
C15 C 0.11400(13) 0.28392(18) 0.70897(16) 0.0264(5) Uani 0.9481(15) 1 d D . P A
1
C16 C 0.07297(15) 0.3779(2) 0.65894(19) 0.0369(6) Uani 0.9481(15) 1 d D . P A 1
C17 C -0.01488(16) 0.3993(2) 0.6543(2) 0.0459(7) Uani 0.9481(15) 1 d D . P A 1
C18 C -0.06259(16) 0.3273(2) 0.6984(2) 0.0445(7) Uani 0.9481(15) 1 d D . P A 1
C19 C -0.02332(16) 0.2337(2) 0.7476(2) 0.0388(6) Uani 0.9481(15) 1 d D . P A 1
C20 C 0.06451(15) 0.2114(2) 0.75214(18) 0.0307(5) Uani 0.9481(15) 1 d D . P A 1
C21 C 0.26878(13) 0.46060(17) 0.71709(15) 0.0233(5) Uani 0.9481(15) 1 d D . P A
1
C22 C 0.27796(15) 0.5337(2) 0.64634(18) 0.0306(5) Uani 0.9481(15) 1 d D . P A 1
C23 C 0.27382(17) 0.6534(2) 0.6567(2) 0.0353(6) Uani 0.9481(15) 1 d D . P A 1
C24 C 0.26302(15) 0.7003(2) 0.7380(2) 0.0329(6) Uani 0.9481(15) 1 d D . P A 1
C25 C 0.25325(16) 0.6278(2) 0.80771(19) 0.0303(6) Uani 0.9481(15) 1 d D . P A 1
C26 C 0.25582(15) 0.50855(19) 0.79758(17) 0.0268(5) Uani 0.9481(15) 1 d D . P A
1
H4 H 0.4367(12) 0.4113(17) 0.6963(14) 0.016(5) Uiso 0.9481(15) 1 d . . P A 1
H5 H 0.5582(15) 0.3013(19) 0.6841(16) 0.037(7) Uiso 0.9481(15) 1 d . . P A 1
H6 H 0.5499(14) 0.0992(18) 0.6831(15) 0.027(6) Uiso 0.9481(15) 1 d . . P A 1
H7 H 0.4187(14) 0.0041(19) 0.6874(16) 0.032(6) Uiso 0.9481(15) 1 d . . P A 1
H10 H 0.1711(16) -0.108(2) 0.6368(18) 0.041(7) Uiso 0.9481(15) 1 d . . P A 1
H11 H 0.0913(18) -0.183(2) 0.500(2) 0.060(9) Uiso 0.9481(15) 1 d . . P A 1
H12 H 0.0513(19) -0.047(2) 0.376(2) 0.065(9) Uiso 0.9481(15) 1 d . . P A 1
H13 H 0.0928(17) 0.148(2) 0.390(2) 0.056(8) Uiso 0.9481(15) 1 d . . P A 1
H14 H 0.1737(15) 0.214(2) 0.5308(17) 0.042(7) Uiso 0.9481(15) 1 d . . P A 1
H16 H 0.1055(14) 0.4296(19) 0.6247(16) 0.031(6) Uiso 0.9481(15) 1 d . . P A 1
H17 H -0.0421(18) 0.464(2) 0.615(2) 0.058(8) Uiso 0.9481(15) 1 d . . P A 1
H18 H -0.1214(16) 0.341(2) 0.6929(17) 0.043(7) Uiso 0.9481(15) 1 d . . P A 1
H19 H -0.0575(16) 0.182(2) 0.7771(18) 0.043(7) Uiso 0.9481(15) 1 d . . P A 1
H20 H 0.0909(14) 0.1487(19) 0.7849(16) 0.029(6) Uiso 0.9481(15) 1 d . . P A 1
H22 H 0.2849(15) 0.5012(19) 0.5881(17) 0.033(6) Uiso 0.9481(15) 1 d . . P A 1
H23 H 0.2794(16) 0.704(2) 0.6046(19) 0.048(8) Uiso 0.9481(15) 1 d . . P A 1
H24 H 0.2614(15) 0.785(2) 0.7464(17) 0.040(7) Uiso 0.9481(15) 1 d . . P A 1
H25 H 0.2459(15) 0.660(2) 0.8632(18) 0.044(7) Uiso 0.9481(15) 1 d . . P A 1
H26 H 0.2475(13) 0.4566(18) 0.8451(15) 0.020(5) Uiso 0.9481(15) 1 d . . P A 1
C27 C 0.35537(13) 0.11370(17) 0.91061(14) 0.0259(4) Uani 1 1 d . . . . .
C28 C 0.34433(15) 0.22908(19) 0.93051(15) 0.0324(5) Uani 1 1 d . . . . .
C29 C 0.41599(15) 0.30165(19) 0.95015(16) 0.0347(5) Uani 1 1 d . . . . .
C30 C 0.49915(14) 0.26012(18) 0.95073(15) 0.0317(5) Uani 1 1 d . . . . .
C31 C 0.50907(14) 0.14382(19) 0.93118(16) 0.0323(5) Uani 1 1 d . . . . .
C32 C 0.43811(14) 0.07077(18) 0.91101(15) 0.0295(5) Uani 1 1 d . . . . .
C33 C 0.57779(18) 0.3370(2) 0.9736(2) 0.0460(7) Uani 1 1 d D . . . .
H28 H 0.2868(14) 0.2549(18) 0.9320(15) 0.032(6) Uiso 1 1 d . . . . .
H29 H 0.4094(13) 0.3822(18) 0.9654(15) 0.029(6) Uiso 1 1 d . . . . .
H31 H 0.5672(16) 0.1137(19) 0.9329(16) 0.044(7) Uiso 1 1 d . . . . .
H32 H 0.4460(13) -0.0108(17) 0.8969(14) 0.025(5) Uiso 1 1 d . . . . .
H33A H 0.5655(18) 0.4124(17) 0.9925(16) 0.074(10) Uiso 1 1 d D . . . .
H33B H 0.6211(16) 0.302(2) 1.0207(15) 0.091(11) Uiso 1 1 d D . . . .
H33C H 0.6055(16) 0.345(2) 0.9223(14) 0.069(9) Uiso 1 1 d D . . . .
P1F P 0.1846(7) 0.1197(9) 0.7159(8) 0.030(3) Uiso 0.0519(15) 1 d D . P A 2
C1F C 0.2538(13) 0.2418(17) 0.711(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C2F C 0.2078(14) 0.3398(17) 0.7052(19) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C3F C 0.1152(13) 0.325(2) 0.7159(13) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C4F C 0.0520(16) 0.411(2) 0.712(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H4F H 0.064352 0.489352 0.700363 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C5F C -0.0304(17) 0.377(3) 0.725(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H5F H -0.074840 0.434383 0.721678 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C6F C -0.0486(19) 0.264(3) 0.743(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H6F H -0.104515 0.243913 0.753631 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C7F C 0.0154(17) 0.179(3) 0.747(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H7F H 0.003227 0.100426 0.757993 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C8F C 0.0961(14) 0.2113(19) 0.7334(18) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C9F C 0.1522(13) 0.052(2) 0.6071(16) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C10F C 0.136(3) -0.066(3) 0.602(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H10F H 0.142749 -0.111384 0.655817 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C11F C 0.109(4) -0.119(4) 0.518(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H11F H 0.097103 -0.200448 0.513595 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C12F C 0.099(3) -0.053(4) 0.443(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H12F H 0.080272 -0.088051 0.385029 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C13F C 0.117(4) 0.064(4) 0.447(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H13F H 0.110322 0.107908 0.392143 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C14F C 0.143(4) 0.119(3) 0.530(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H14F H 0.154181 0.200654 0.533005 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C15F C 0.3435(15) 0.223(3) 0.695(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C16F C 0.400(2) 0.317(3) 0.707(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H16F H 0.379058 0.392351 0.718240 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C17F C 0.486(2) 0.302(4) 0.701(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H17F H 0.524825 0.366450 0.707903 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C18F C 0.514(2) 0.194(4) 0.685(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H18F H 0.573379 0.182474 0.681381 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C19F C 0.459(3) 0.101(3) 0.674(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H19F H 0.479682 0.025802 0.662569 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C20F C 0.373(2) 0.115(3) 0.679(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H20F H 0.334348 0.049881 0.671671 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C21F C 0.2331(12) 0.4656(18) 0.707(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
C22F C 0.244(2) 0.516(3) 0.627(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H22F H 0.236691 0.470929 0.573048 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C23F C 0.266(2) 0.632(3) 0.624(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H23F H 0.274657 0.665732 0.569489 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C24F C 0.276(2) 0.699(3) 0.702(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H24F H 0.290205 0.779427 0.700032 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C25F C 0.266(3) 0.649(3) 0.781(3) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H25F H 0.273791 0.695126 0.834706 0.036 Uiso 0.0519(15) 1 calc R U P A 2
C26F C 0.243(3) 0.534(3) 0.785(2) 0.030 Uiso 0.0519(15) 1 d D U P A 2
H26F H 0.235076 0.500899 0.839836 0.036 Uiso 0.0519(15) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4375(15) . ?
S1 O2 1.4414(16) . ?
S1 N1 1.5862(18) . ?
S1 C27 1.761(2) . ?
N1 P1 1.5865(17) . ?
P1 C9 1.789(2) . ?
P1 C8 1.794(2) . ?
P1 C1 1.807(2) . ?
C1 C2 1.350(3) . ?
C1 C15 1.475(3) . ?
C2 C3 1.481(3) . ?
C2 C21 1.488(3) . ?
C3 C4 1.387(3) . ?
C3 C8 1.394(3) . ?
C4 C5 1.394(3) . ?
C4 H4 0.925(19) . ?
C5 C6 1.378(3) . ?
C5 H5 0.94(2) . ?
C6 C7 1.395(3) . ?
C6 H6 0.93(2) . ?
C7 C8 1.378(3) . ?
C7 H7 0.97(2) . ?
C9 C10 1.387(3) . ?
C9 C14 1.389(3) . ?
C10 C11 1.393(3) . ?
C10 H10 0.94(3) . ?
C11 C12 1.363(4) . ?
C11 H11 1.01(3) . ?
C12 C13 1.374(4) . ?
C12 H12 0.95(3) . ?
C13 C14 1.383(3) . ?
C13 H13 1.00(3) . ?
C14 H14 0.97(2) . ?
C15 C20 1.389(3) . ?
C15 C16 1.397(3) . ?
C16 C17 1.385(3) . ?
C16 H16 0.99(2) . ?
C17 C18 1.376(4) . ?
C17 H17 1.00(3) . ?
C18 C19 1.379(4) . ?
C18 H18 0.92(2) . ?
C19 C20 1.387(3) . ?
C19 H19 0.97(3) . ?
C20 H20 0.92(2) . ?
C21 C26 1.387(3) . ?
C21 C22 1.390(3) . ?
C22 C23 1.389(3) . ?
C22 H22 0.98(2) . ?
C23 C24 1.383(4) . ?
C23 H23 1.00(3) . ?
C24 C25 1.376(4) . ?
C24 H24 0.98(2) . ?
C25 C26 1.382(3) . ?
C25 H25 0.95(3) . ?
C26 H26 0.96(2) . ?
C27 C28 1.379(3) . ?
C27 C32 1.385(3) . ?
C28 C29 1.380(3) . ?
C28 H28 0.95(2) . ?
C29 C30 1.385(3) . ?
C29 H29 0.97(2) . ?
C30 C31 1.386(3) . ?
C30 C33 1.497(3) . ?
C31 C32 1.376(3) . ?
C31 H31 0.97(2) . ?
C32 H32 0.98(2) . ?
C33 H33A 0.946(18) . ?
C33 H33B 0.965(18) . ?
C33 H33C 0.967(17) . ?
P1F C1F 1.785(16) . ?
P1F C9F 1.793(16) . ?
P1F C8F 1.804(16) . ?
C1F C2F 1.330(16) . ?
C1F C15F 1.488(16) . ?
C2F C21F 1.499(16) . ?
C2F C3F 1.501(17) . ?
C3F C8F 1.377(17) . ?
C3F C4F 1.389(17) . ?
C4F C5F 1.401(18) . ?
C4F H4F 0.9500 . ?
C5F C6F 1.370(19) . ?
C5F H5F 0.9500 . ?
C6F C7F 1.392(19) . ?
C6F H6F 0.9500 . ?
C7F C8F 1.371(18) . ?
C7F H7F 0.9500 . ?
C9F C14F 1.386(18) . ?
C9F C10F 1.388(18) . ?
C10F C11F 1.392(19) . ?
C10F H10F 0.9500 . ?
C11F C12F 1.357(19) . ?
C11F H11F 0.9500 . ?
C12F C13F 1.369(19) . ?
C12F H12F 0.9500 . ?
C13F C14F 1.390(19) . ?
C13F H13F 0.9500 . ?
C14F H14F 0.9500 . ?
C15F C20F 1.368(18) . ?
C15F C16F 1.386(18) . ?
C16F C17F 1.380(19) . ?
C16F H16F 0.9500 . ?
C17F C18F 1.362(19) . ?
C17F H17F 0.9500 . ?
C18F C19F 1.366(19) . ?
C18F H18F 0.9500 . ?
C19F C20F 1.371(19) . ?
C19F H19F 0.9500 . ?
C20F H20F 0.9500 . ?
C21F C26F 1.389(18) . ?
C21F C22F 1.394(18) . ?
C22F C23F 1.375(19) . ?
C22F H22F 0.9500 . ?
C23F C24F 1.385(19) . ?
C23F H23F 0.9500 . ?
C24F C25F 1.368(19) . ?
C24F H24F 0.9500 . ?
C25F C26F 1.377(19) . ?
C25F H25F 0.9500 . ?
C26F H26F 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
O1 S1 O2 116.54(10) . . ?
O1 S1 N1 107.15(9) . . ?
O2 S1 N1 110.88(9) . . ?
O1 S1 C27 107.85(9) . . ?
O2 S1 C27 106.22(10) . . ?
N1 S1 C27 107.88(9) . . ?
S1 N1 P1 129.54(11) . . ?
N1 P1 C9 106.78(10) . . ?
N1 P1 C8 115.77(10) . . ?
C9 P1 C8 111.49(10) . . ?
N1 P1 C1 122.64(10) . . ?
C9 P1 C1 106.45(10) . . ?
C8 P1 C1 93.01(10) . . ?
C2 C1 C15 128.88(18) . . ?
C2 C1 P1 109.42(15) . . ?
C15 C1 P1 120.93(14) . . ?
C1 C2 C3 115.06(18) . . ?
C1 C2 C21 125.22(18) . . ?
C3 C2 C21 119.64(18) . . ?
C4 C3 C8 119.11(19) . . ?
C4 C3 C2 127.2(2) . . ?
C8 C3 C2 113.6(2) . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 119.5(12) . . ?
C5 C4 H4 121.3(12) . . ?
C6 C5 C4 121.2(2) . . ?
C6 C5 H5 120.3(14) . . ?
C4 C5 H5 118.5(14) . . ?
C5 C6 C7 119.9(2) . . ?
C5 C6 H6 121.1(13) . . ?
C7 C6 H6 119.0(13) . . ?
C8 C7 C6 118.8(2) . . ?
C8 C7 H7 120.5(13) . . ?
C6 C7 H7 120.7(13) . . ?
C7 C8 C3 121.8(2) . . ?
C7 C8 P1 129.18(19) . . ?
C3 C8 P1 108.86(17) . . ?
C10 C9 C14 119.9(2) . . ?
C10 C9 P1 120.70(19) . . ?
C14 C9 P1 119.34(18) . . ?
C9 C10 C11 119.5(3) . . ?
C9 C10 H10 118.7(15) . . ?
C11 C10 H10 121.8(15) . . ?
C12 C11 C10 119.9(3) . . ?
C12 C11 H11 123.4(17) . . ?
C10 C11 H11 116.8(17) . . ?
C11 C12 C13 121.0(3) . . ?
C11 C12 H12 121.4(18) . . ?
C13 C12 H12 117.5(18) . . ?
C12 C13 C14 119.9(3) . . ?
C12 C13 H13 121.5(16) . . ?
C14 C13 H13 118.6(16) . . ?
C13 C14 C9 119.7(3) . . ?
C13 C14 H14 120.6(15) . . ?
C9 C14 H14 119.6(15) . . ?
C20 C15 C16 118.7(2) . . ?
C20 C15 C1 120.5(2) . . ?
C16 C15 C1 120.7(2) . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 118.5(13) . . ?
C15 C16 H16 121.1(13) . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 122.2(16) . . ?
C16 C17 H17 117.5(16) . . ?
C17 C18 C19 120.3(2) . . ?
C17 C18 H18 118.9(16) . . ?
C19 C18 H18 120.8(16) . . ?
C18 C19 C20 119.9(3) . . ?
C18 C19 H19 120.1(15) . . ?
C20 C19 H19 120.0(15) . . ?
C19 C20 C15 120.6(2) . . ?
C19 C20 H20 120.1(14) . . ?
C15 C20 H20 119.3(14) . . ?
C26 C21 C22 119.4(2) . . ?
C26 C21 C2 119.8(2) . . ?
C22 C21 C2 120.8(2) . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 H22 119.6(14) . . ?
C21 C22 H22 120.5(13) . . ?
C24 C23 C22 120.2(2) . . ?
C24 C23 H23 121.5(15) . . ?
C22 C23 H23 118.2(15) . . ?
C25 C24 C23 119.8(2) . . ?
C25 C24 H24 119.4(15) . . ?
C23 C24 H24 120.8(15) . . ?
C24 C25 C26 120.4(2) . . ?
C24 C25 H25 119.4(16) . . ?
C26 C25 H25 120.1(16) . . ?
C25 C26 C21 120.3(2) . . ?
C25 C26 H26 121.5(13) . . ?
C21 C26 H26 118.2(13) . . ?
C28 C27 C32 120.07(19) . . ?
C28 C27 S1 120.24(16) . . ?
C32 C27 S1 119.66(16) . . ?
C27 C28 C29 119.7(2) . . ?
C27 C28 H28 117.8(13) . . ?
C29 C28 H28 122.5(13) . . ?
C28 C29 C30 120.9(2) . . ?
C28 C29 H29 120.6(12) . . ?
C30 C29 H29 118.4(12) . . ?
C29 C30 C31 118.6(2) . . ?
C29 C30 C33 121.7(2) . . ?
C31 C30 C33 119.8(2) . . ?
C32 C31 C30 121.0(2) . . ?
C32 C31 H31 119.9(14) . . ?
C30 C31 H31 119.0(14) . . ?
C31 C32 C27 119.7(2) . . ?
C31 C32 H32 120.2(12) . . ?
C27 C32 H32 120.1(12) . . ?
C30 C33 H33A 113.7(18) . . ?
C30 C33 H33B 109.9(19) . . ?
H33A C33 H33B 108.6(17) . . ?
C30 C33 H33C 110.9(17) . . ?
H33A C33 H33C 107.7(17) . . ?
H33B C33 H33C 105.6(16) . . ?
C1F P1F C9F 111.1(13) . . ?
C1F P1F C8F 92.1(10) . . ?
C9F P1F C8F 107.9(11) . . ?
C2F C1F C15F 129.0(18) . . ?
C2F C1F P1F 110.1(13) . . ?
C15F C1F P1F 119.6(15) . . ?
C1F C2F C21F 132.7(14) . . ?
C1F C2F C3F 114.8(15) . . ?
C21F C2F C3F 111.4(13) . . ?
C8F C3F C4F 120.1(17) . . ?
C8F C3F C2F 112.4(15) . . ?
C4F C3F C2F 127.5(18) . . ?
C3F C4F C5F 118(2) . . ?
C3F C4F H4F 121.0 . . ?
C5F C4F H4F 121.0 . . ?
C6F C5F C4F 122(2) . . ?
C6F C5F H5F 119.2 . . ?
C4F C5F H5F 119.2 . . ?
C5F C6F C7F 120(2) . . ?
C5F C6F H6F 120.1 . . ?
C7F C6F H6F 120.1 . . ?
C8F C7F C6F 119(2) . . ?
C8F C7F H7F 120.5 . . ?
C6F C7F H7F 120.5 . . ?
C7F C8F C3F 121.7(17) . . ?
C7F C8F P1F 128.6(18) . . ?
C3F C8F P1F 108.8(14) . . ?
C14F C9F C10F 121(2) . . ?
C14F C9F P1F 120(2) . . ?
C10F C9F P1F 119(2) . . ?
C9F C10F C11F 120(2) . . ?
C9F C10F H10F 120.1 . . ?
C11F C10F H10F 120.1 . . ?
C12F C11F C10F 119(2) . . ?
C12F C11F H11F 120.7 . . ?
C10F C11F H11F 120.7 . . ?
C11F C12F C13F 122(2) . . ?
C11F C12F H12F 118.9 . . ?
C13F C12F H12F 118.9 . . ?
C12F C13F C14F 120(2) . . ?
C12F C13F H13F 119.8 . . ?
C14F C13F H13F 119.8 . . ?
C9F C14F C13F 118(2) . . ?
C9F C14F H14F 121.1 . . ?
C13F C14F H14F 121.1 . . ?
C20F C15F C16F 120.6(19) . . ?
C20F C15F C1F 122(2) . . ?
C16F C15F C1F 118(2) . . ?
C17F C16F C15F 120(2) . . ?
C17F C16F H16F 120.1 . . ?
C15F C16F H16F 120.1 . . ?
C18F C17F C16F 119(2) . . ?
C18F C17F H17F 120.5 . . ?
C16F C17F H17F 120.5 . . ?
C17F C18F C19F 121(2) . . ?
C17F C18F H18F 119.4 . . ?
C19F C18F H18F 119.4 . . ?
C18F C19F C20F 120(2) . . ?
C18F C19F H19F 119.8 . . ?
C20F C19F H19F 119.8 . . ?
C15F C20F C19F 119(2) . . ?
C15F C20F H20F 120.5 . . ?
C19F C20F H20F 120.5 . . ?
C26F C21F C22F 118.9(19) . . ?
C26F C21F C2F 123(2) . . ?
C22F C21F C2F 118(2) . . ?
C23F C22F C21F 120(2) . . ?
C23F C22F H22F 119.9 . . ?
C21F C22F H22F 119.9 . . ?
C22F C23F C24F 120(2) . . ?
C22F C23F H23F 119.8 . . ?
C24F C23F H23F 119.8 . . ?
C25F C24F C23F 120(2) . . ?
C25F C24F H24F 120.2 . . ?
C23F C24F H24F 120.2 . . ?
C24F C25F C26F 121(2) . . ?
C24F C25F H25F 119.6 . . ?
C26F C25F H25F 119.6 . . ?
C25F C26F C21F 120(2) . . ?
C25F C26F H26F 120.0 . . ?
C21F C26F H26F 120.0 . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_comp_8a_x3313fin
_database_code_depnum_ccdc_archive 'CCDC 2219169'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H17 Cl N1 O2 P S,0.5(C2 H3 N)'
_chemical_formula_sum            'C23 H18.50 Cl N1.50 O2 P S'
_chemical_formula_weight         446.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 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'

_cell_length_a                   8.0545(2)
_cell_length_b                   27.2503(6)
_cell_length_c                   18.9144(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.813(2)
_cell_angle_gamma                90
_cell_volume                     4149.40(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    6832
_cell_measurement_theta_min      2.6160
_cell_measurement_theta_max      29.4720

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear intense orange'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             1848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.384
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97902
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            13347
_diffrn_reflns_av_unetI/netI     0.1003
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.842
_diffrn_reflns_theta_max         30.228
_diffrn_reflns_theta_full        28.285
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_point_group_measured_fraction_full 0.886
_reflns_number_total             13347
_reflns_number_gt                8958
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_max     0.670
_reflns_Friedel_fraction_full    0.773

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_refine_special_details          
;
 All tested crystals had been twinned.
 Refined as a 2-component twin.
 Twin domain ratio: 0.840(1):0.160(1).
 Twin law by rows
 1.0000  0.0000  0.0000  0.0000  1.0000  0.0000  0.0000  0.0000  1.0000
-1.0001 -0.0004 -0.0034  0.0059 -0.9997 -0.0733  0.1260 -0.0365  0.9986
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0489P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.06(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         13347
_refine_ls_number_parameters     534
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0979
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_restrained_S_all      0.911
_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
Cl1 Cl 0.97076(16) 0.25225(5) 0.42247(8) 0.0316(3) Uani 1 1 d . . . . .
Cl2 Cl 0.11616(17) 0.33945(6) 0.56468(8) 0.0353(4) Uani 1 1 d . . . . .
S1 S 0.92408(14) 0.20422(5) 0.50491(7) 0.0215(3) Uani 1 1 d . . . . .
S2 S 0.16345(14) 0.38680(5) 0.48138(7) 0.0219(3) Uani 1 1 d . . . . .
P1 P 0.60091(15) 0.17470(5) 0.47286(7) 0.0183(3) Uani 1 1 d . . . . .
P2 P 0.48838(15) 0.41502(5) 0.51718(7) 0.0189(3) Uani 1 1 d . . . . .
O1 O 0.8563(4) 0.23503(13) 0.55808(19) 0.0245(9) Uani 1 1 d . . . . .
O2 O 1.0810(4) 0.18203(14) 0.5189(2) 0.0312(10) Uani 1 1 d . . . . .
O3 O 0.2268(4) 0.35525(14) 0.4286(2) 0.0268(9) Uani 1 1 d . . . . .
O4 O 0.0086(4) 0.40970(15) 0.4680(2) 0.0349(11) Uani 1 1 d . . . . .
N1 N 0.7987(5) 0.16666(15) 0.4716(2) 0.0208(10) Uani 1 1 d . . . . .
N2 N 0.2914(5) 0.42344(16) 0.5135(2) 0.0231(10) Uani 1 1 d . . . . .
N3 N 0.1330(7) 0.4724(2) 0.6894(4) 0.0597(17) Uani 1 1 d . . . . .
C1 C 0.5109(6) 0.22615(19) 0.4265(3) 0.0196(12) Uani 1 1 d . . . . .
C2 C 0.4142(6) 0.24947(19) 0.4727(3) 0.0209(12) Uani 1 1 d . . . . .
H2 H 0.346482 0.276662 0.459275 0.025 Uiso 1 1 calc R U . . .
C3 C 0.4205(6) 0.2301(2) 0.5453(3) 0.0251(12) Uani 1 1 d . . . . .
H3 H 0.360351 0.245085 0.581911 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5142(6) 0.1905(2) 0.5574(3) 0.0202(12) Uani 1 1 d . . . . .
C5 C 0.5140(6) 0.11895(19) 0.4383(3) 0.0176(11) Uani 1 1 d . . . . .
C6 C 0.3445(6) 0.1166(2) 0.4244(3) 0.0242(12) Uani 1 1 d . . . . .
H6 H 0.276128 0.144503 0.431027 0.029 Uiso 1 1 calc R U . . .
C7 C 0.2760(7) 0.0724(2) 0.4005(3) 0.0289(13) Uani 1 1 d . . . . .
H7 H 0.159742 0.070367 0.390763 0.035 Uiso 1 1 calc R U . . .
C8 C 0.3736(7) 0.0318(2) 0.3908(3) 0.0315(14) Uani 1 1 d . . . . .
H8 H 0.324764 0.002005 0.374338 0.038 Uiso 1 1 calc R U . . .
C9 C 0.5419(7) 0.0342(2) 0.4049(4) 0.0338(16) Uani 1 1 d . . . . .
H9 H 0.609305 0.006042 0.398676 0.041 Uiso 1 1 calc R U . . .
C10 C 0.6131(7) 0.0781(2) 0.4283(3) 0.0282(13) Uani 1 1 d . . . . .
H10 H 0.729630 0.079971 0.437421 0.034 Uiso 1 1 calc R U . . .
C11 C 0.5276(6) 0.2373(2) 0.3513(3) 0.0207(12) Uani 1 1 d . . . . .
C12 C 0.6273(7) 0.2072(2) 0.3096(3) 0.0278(14) Uani 1 1 d . . . . .
H12 H 0.681105 0.179418 0.330316 0.033 Uiso 1 1 calc R U . . .
C13 C 0.6478(7) 0.2177(2) 0.2383(3) 0.0328(14) Uani 1 1 d . . . . .
H13 H 0.714547 0.196963 0.210454 0.039 Uiso 1 1 calc R U . . .
C14 C 0.5711(7) 0.2581(2) 0.2083(3) 0.0339(15) Uani 1 1 d . . . . .
H14 H 0.584266 0.265073 0.159634 0.041 Uiso 1 1 calc R U . . .
C15 C 0.4747(8) 0.2886(2) 0.2489(3) 0.0361(16) Uani 1 1 d . . . . .
H15 H 0.422387 0.316525 0.227913 0.043 Uiso 1 1 calc R U . . .
C16 C 0.4546(7) 0.2788(2) 0.3192(3) 0.0301(14) Uani 1 1 d . . . . .
H16 H 0.390203 0.300458 0.346619 0.036 Uiso 1 1 calc R U . . .
C17 C 0.5508(6) 0.1655(2) 0.6239(3) 0.0220(13) Uani 1 1 d . . . . .
C18 C 0.6351(6) 0.1201(2) 0.6254(3) 0.0259(12) Uani 1 1 d . . . . .
H18 H 0.665277 0.105122 0.582350 0.031 Uiso 1 1 calc R U . . .
C19 C 0.6740(7) 0.0974(2) 0.6889(3) 0.0315(14) Uani 1 1 d . . . . .
H19 H 0.731194 0.066891 0.689189 0.038 Uiso 1 1 calc R U . . .
C20 C 0.6306(7) 0.1184(2) 0.7517(3) 0.0337(14) Uani 1 1 d . . . . .
H20 H 0.656914 0.102539 0.795304 0.040 Uiso 1 1 calc R U . . .
C21 C 0.5482(7) 0.1631(2) 0.7508(3) 0.0324(14) Uani 1 1 d . . . . .
H21 H 0.518548 0.177886 0.794068 0.039 Uiso 1 1 calc R U . . .
C22 C 0.5094(6) 0.1860(2) 0.6882(3) 0.0283(13) Uani 1 1 d . . . . .
H22 H 0.452920 0.216647 0.688653 0.034 Uiso 1 1 calc R U . . .
C23 C 0.5702(6) 0.3648(2) 0.5704(3) 0.0202(12) Uani 1 1 d . . . . .
C24 C 0.6636(6) 0.33804(19) 0.5277(3) 0.0258(13) Uani 1 1 d . . . . .
H24 H 0.721637 0.309746 0.544310 0.031 Uiso 1 1 calc R U . . .
C25 C 0.6720(6) 0.35427(19) 0.4548(3) 0.0224(12) Uani 1 1 d . . . . .
H25 H 0.734938 0.336901 0.421291 0.027 Uiso 1 1 calc R U . . .
C26 C 0.5866(6) 0.3950(2) 0.4369(3) 0.0209(11) Uani 1 1 d . . . . .
C27 C 0.5734(6) 0.4730(2) 0.5442(3) 0.0219(12) Uani 1 1 d . . . . .
C28 C 0.7438(6) 0.4767(2) 0.5581(3) 0.0232(12) Uani 1 1 d . . . . .
H28 H 0.812732 0.448502 0.556406 0.028 Uiso 1 1 calc R U . . .
C29 C 0.8109(7) 0.5221(2) 0.5742(3) 0.0286(13) Uani 1 1 d . . . . .
H29 H 0.926865 0.524860 0.584244 0.034 Uiso 1 1 calc R U . . .
C30 C 0.7135(7) 0.5630(2) 0.5759(3) 0.0268(13) Uani 1 1 d . . . . .
H30 H 0.761928 0.594013 0.586556 0.032 Uiso 1 1 calc R U . . .
C31 C 0.5455(7) 0.5593(2) 0.5623(3) 0.0285(13) Uani 1 1 d . . . . .
H31 H 0.478000 0.587886 0.562978 0.034 Uiso 1 1 calc R U . . .
C32 C 0.4743(6) 0.5141(2) 0.5477(3) 0.0252(13) Uani 1 1 d . . . . .
H32 H 0.357476 0.511333 0.540088 0.030 Uiso 1 1 calc R U . . .
C33 C 0.5455(6) 0.35779(19) 0.6465(3) 0.0226(12) Uani 1 1 d . . . . .
C34 C 0.4500(6) 0.3903(2) 0.6847(3) 0.0278(13) Uani 1 1 d . . . . .
H34 H 0.394938 0.416659 0.660874 0.033 Uiso 1 1 calc R U . . .
C35 C 0.4340(7) 0.3848(2) 0.7572(3) 0.0299(14) Uani 1 1 d . . . . .
H35 H 0.368132 0.407256 0.782487 0.036 Uiso 1 1 calc R U . . .
C36 C 0.5137(7) 0.3466(2) 0.7927(3) 0.0289(14) Uani 1 1 d . . . . .
H36 H 0.503886 0.342924 0.842325 0.035 Uiso 1 1 calc R U . . .
C37 C 0.6086(7) 0.3136(2) 0.7547(3) 0.0357(16) Uani 1 1 d . . . . .
H37 H 0.663062 0.287164 0.778619 0.043 Uiso 1 1 calc R U . . .
C38 C 0.6240(7) 0.3189(2) 0.6824(3) 0.0276(13) Uani 1 1 d . . . . .
H38 H 0.688380 0.296044 0.657051 0.033 Uiso 1 1 calc R U . . .
C39 C 0.5835(6) 0.42144(19) 0.3708(3) 0.0211(12) Uani 1 1 d . . . . .
C40 C 0.7043(7) 0.4133(2) 0.3210(3) 0.0338(13) Uani 1 1 d . . . . .
H40 H 0.787937 0.389361 0.330565 0.041 Uiso 1 1 calc R U . . .
C41 C 0.7054(8) 0.4387(2) 0.2589(3) 0.0388(15) Uani 1 1 d . . . . .
H41 H 0.788162 0.432237 0.225504 0.047 Uiso 1 1 calc R U . . .
C42 C 0.5851(7) 0.4741(2) 0.2449(3) 0.0369(15) Uani 1 1 d . . . . .
H42 H 0.586024 0.492087 0.201842 0.044 Uiso 1 1 calc R U . . .
C43 C 0.4655(7) 0.4832(2) 0.2926(3) 0.0330(14) Uani 1 1 d . . . . .
H43 H 0.382783 0.507248 0.282566 0.040 Uiso 1 1 calc R U . . .
C44 C 0.4642(6) 0.4577(2) 0.3553(3) 0.0265(13) Uani 1 1 d . . . . .
H44 H 0.381420 0.464709 0.388493 0.032 Uiso 1 1 calc R U . . .
C45 C 0.0382(8) 0.4436(3) 0.7038(4) 0.0402(17) Uani 1 1 d . . . . .
C46 C -0.0814(8) 0.4064(3) 0.7202(4) 0.0503(18) Uani 1 1 d . . . . .
H46A H -0.084088 0.381455 0.682930 0.075 Uiso 1 1 calc R U . . .
H46B H -0.191547 0.421435 0.723302 0.075 Uiso 1 1 calc R U . . .
H46C H -0.050149 0.391127 0.765582 0.075 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
Cl1 S1 2.0793(19) . ?
Cl2 S2 2.081(2) . ?
S1 O2 1.418(4) . ?
S1 O1 1.432(4) . ?
S1 N1 1.557(4) . ?
S2 O4 1.410(4) . ?
S2 O3 1.424(4) . ?
S2 N2 1.546(4) . ?
P1 N1 1.609(4) . ?
P1 C5 1.788(5) . ?
P1 C1 1.794(5) . ?
P1 C4 1.816(5) . ?
P2 N2 1.603(4) . ?
P2 C27 1.790(6) . ?
P2 C23 1.811(6) . ?
P2 C26 1.817(5) . ?
N3 C45 1.134(8) . ?
C1 C2 1.348(7) . ?
C1 C11 1.466(8) . ?
C2 C3 1.470(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.331(7) . ?
C3 H3 0.9500 . ?
C4 C17 1.454(8) . ?
C5 C6 1.384(7) . ?
C5 C10 1.387(7) . ?
C6 C7 1.393(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.375(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(8) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.405(8) . ?
C11 C12 1.406(8) . ?
C12 C13 1.394(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.376(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.370(9) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.390(8) . ?
C17 C18 1.409(7) . ?
C18 C19 1.378(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.374(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.386(8) . ?
C20 H20 0.9500 . ?
C21 C22 1.366(8) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.337(7) . ?
C23 C33 1.472(8) . ?
C24 C25 1.452(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.344(7) . ?
C25 H25 0.9500 . ?
C26 C39 1.443(8) . ?
C27 C32 1.378(7) . ?
C27 C28 1.393(7) . ?
C28 C29 1.379(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.364(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.373(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.384(8) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.390(8) . ?
C33 C38 1.399(7) . ?
C34 C35 1.390(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(8) . ?
C35 H35 0.9500 . ?
C36 C37 1.394(9) . ?
C36 H36 0.9500 . ?
C37 C38 1.385(8) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.393(7) . ?
C39 C44 1.403(7) . ?
C40 C41 1.364(8) . ?
C40 H40 0.9500 . ?
C41 C42 1.387(8) . ?
C41 H41 0.9500 . ?
C42 C43 1.364(8) . ?
C42 H42 0.9500 . ?
C43 C44 1.373(8) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 C46 1.438(9) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 118.4(2) . . ?
O2 S1 N1 111.0(2) . . ?
O1 S1 N1 114.4(2) . . ?
O2 S1 Cl1 103.14(19) . . ?
O1 S1 Cl1 103.87(17) . . ?
N1 S1 Cl1 103.94(18) . . ?
O4 S2 O3 118.4(2) . . ?
O4 S2 N2 111.1(2) . . ?
O3 S2 N2 114.6(2) . . ?
O4 S2 Cl2 103.2(2) . . ?
O3 S2 Cl2 103.54(18) . . ?
N2 S2 Cl2 103.79(19) . . ?
N1 P1 C5 104.8(2) . . ?
N1 P1 C1 119.0(2) . . ?
C5 P1 C1 109.8(2) . . ?
N1 P1 C4 117.0(2) . . ?
C5 P1 C4 111.5(2) . . ?
C1 P1 C4 94.8(2) . . ?
N2 P2 C27 104.8(2) . . ?
N2 P2 C23 118.3(2) . . ?
C27 P2 C23 112.3(3) . . ?
N2 P2 C26 117.6(2) . . ?
C27 P2 C26 109.3(2) . . ?
C23 P2 C26 94.4(3) . . ?
S1 N1 P1 122.3(3) . . ?
S2 N2 P2 124.8(3) . . ?
C2 C1 C11 127.2(5) . . ?
C2 C1 P1 106.5(4) . . ?
C11 C1 P1 126.0(4) . . ?
C1 C2 C3 115.6(5) . . ?
C1 C2 H2 122.2 . . ?
C3 C2 H2 122.2 . . ?
C4 C3 C2 117.0(5) . . ?
C4 C3 H3 121.5 . . ?
C2 C3 H3 121.5 . . ?
C3 C4 C17 128.9(5) . . ?
C3 C4 P1 105.8(4) . . ?
C17 C4 P1 125.2(4) . . ?
C6 C5 C10 120.3(5) . . ?
C6 C5 P1 118.8(4) . . ?
C10 C5 P1 120.8(4) . . ?
C5 C6 C7 118.7(5) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 121.1(5) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.0(5) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 119.8(5) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C5 C10 C9 120.0(5) . . ?
C5 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C16 C11 C12 117.8(5) . . ?
C16 C11 C1 122.4(5) . . ?
C12 C11 C1 119.6(5) . . ?
C13 C12 C11 120.6(5) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.3(6) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.3(6) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C11 121.0(6) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C22 C17 C18 117.7(5) . . ?
C22 C17 C4 121.3(5) . . ?
C18 C17 C4 120.9(5) . . ?
C19 C18 C17 120.6(5) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 120.5(6) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C19 C20 C21 119.4(6) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C22 C21 C20 120.6(6) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C17 121.2(5) . . ?
C21 C22 H22 119.4 . . ?
C17 C22 H22 119.4 . . ?
C24 C23 C33 128.0(5) . . ?
C24 C23 P2 106.2(4) . . ?
C33 C23 P2 125.7(4) . . ?
C23 C24 C25 116.9(5) . . ?
C23 C24 H24 121.6 . . ?
C25 C24 H24 121.6 . . ?
C26 C25 C24 116.8(5) . . ?
C26 C25 H25 121.6 . . ?
C24 C25 H25 121.6 . . ?
C25 C26 C39 128.7(5) . . ?
C25 C26 P2 105.7(4) . . ?
C39 C26 P2 125.4(4) . . ?
C32 C27 C28 120.1(5) . . ?
C32 C27 P2 120.9(4) . . ?
C28 C27 P2 119.0(4) . . ?
C29 C28 C27 119.0(5) . . ?
C29 C28 H28 120.5 . . ?
C27 C28 H28 120.5 . . ?
C30 C29 C28 121.0(5) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 120.0(5) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 C32 120.1(5) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C27 C32 C31 119.7(5) . . ?
C27 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C38 118.6(5) . . ?
C34 C33 C23 121.3(5) . . ?
C38 C33 C23 120.0(5) . . ?
C35 C34 C33 120.9(5) . . ?
C35 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?
C36 C35 C34 120.3(6) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.2(6) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
C38 C37 C36 120.6(6) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C37 C38 C33 120.4(6) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
C40 C39 C44 117.4(5) . . ?
C40 C39 C26 120.8(5) . . ?
C44 C39 C26 121.7(5) . . ?
C41 C40 C39 121.6(5) . . ?
C41 C40 H40 119.2 . . ?
C39 C40 H40 119.2 . . ?
C40 C41 C42 119.7(5) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
C43 C42 C41 120.2(6) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C42 C43 C44 120.3(6) . . ?
C42 C43 H43 119.8 . . ?
C44 C43 H43 119.8 . . ?
C43 C44 C39 120.9(5) . . ?
C43 C44 H44 119.6 . . ?
C39 C44 H44 119.6 . . ?
N3 C45 C46 178.5(8) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

_refine_diff_density_max         0.319
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_comp_9a_x3292fin
_database_code_depnum_ccdc_archive 'CCDC 2219171'
loop_
_audit_author_name
_audit_author_address
'Peter Lonnecke'
;University of Leipzig
Germany
;
_audit_update_record             
;
2022-11-11 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H25 Cl N O2 P S'
_chemical_formula_sum            'C34 H25 Cl N O2 P S'
_chemical_formula_weight         578.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   16.4340(2)
_cell_length_b                   15.6804(2)
_cell_length_c                   22.1748(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.5580(10)
_cell_angle_gamma                90
_cell_volume                     5708.57(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    15648
_cell_measurement_theta_min      2.2370
_cell_measurement_theta_max      31.8470

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_F_000             2400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.296
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.79907
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.74a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3560
_diffrn_reflns_number            73955
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.796
_diffrn_reflns_theta_max         32.229
_diffrn_reflns_theta_full        30.510
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             18861
_reflns_number_gt                13633
_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       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.74a (Rigaku OD, 2020)'
_computing_structure_solution    SHELXT-2018-2
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
 or
 DIAMOND Version 4.5.3
 K. Brandenburg, Crystal Impact GbR, Bonn, Germany
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 2012, 45, 849-854.
;
_refine_special_details          
;
 One SClO₂-substituent (Cl1, S1, O1 and O2) was found to be disordered
 with a ratio of 0.872(2) : 0.128(2)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+1.6699P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         18861
_refine_ls_number_parameters     934
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.0998
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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
Cl1 Cl 0.66137(3) 0.84107(4) 0.17688(3) 0.03092(15) Uani 0.872(2) 1 d D . P A 1
Cl2 Cl 1.11627(3) 0.63519(3) 0.42734(3) 0.04823(13) Uani 1 1 d . . . . .
S1 S 0.59361(4) 0.80709(4) 0.24999(3) 0.02333(13) Uani 0.872(2) 1 d D . P A 1
S2 S 1.05798(2) 0.74244(2) 0.46047(2) 0.02347(8) Uani 1 1 d . . . . .
P1 P 0.49976(2) 0.66519(2) 0.21076(2) 0.01838(8) Uani 1 1 d . . . . .
P2 P 0.89475(2) 0.70556(2) 0.42993(2) 0.01733(7) Uani 1 1 d . . . . .
O1 O 0.5739(2) 0.88707(16) 0.27662(10) 0.0361(5) Uani 0.872(2) 1 d D . P A 1
O2 O 0.64567(15) 0.74983(18) 0.28280(11) 0.0325(4) Uani 0.872(2) 1 d D . P A 1
O3 O 1.10515(8) 0.76222(8) 0.51376(6) 0.0339(3) Uani 1 1 d . . . . .
O4 O 1.05788(8) 0.80101(8) 0.41108(6) 0.0356(3) Uani 1 1 d . . . . .
N1 N 0.51582(8) 0.76601(8) 0.21926(6) 0.0224(2) Uani 1 1 d D . . . .
N2 N 0.97286(8) 0.70801(8) 0.47691(5) 0.0206(2) Uani 1 1 d . . . . .
C1 C 0.57282(9) 0.59820(9) 0.17571(6) 0.0200(3) Uani 1 1 d . . . . .
C2 C 0.60045(9) 0.54069(9) 0.21760(6) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.56232(9) 0.54748(9) 0.27826(6) 0.0191(3) Uani 1 1 d . . . . .
C4 C 0.50393(9) 0.60793(9) 0.28086(6) 0.0195(3) Uani 1 1 d . . . . .
C5 C 0.40419(9) 0.65738(9) 0.16952(6) 0.0201(3) Uani 1 1 d . . . . .
C6 C 0.37963(10) 0.57882(10) 0.14542(7) 0.0235(3) Uani 1 1 d . . . . .
C7 C 0.30633(10) 0.57308(11) 0.11198(7) 0.0263(3) Uani 1 1 d . . . . .
C8 C 0.25759(11) 0.64469(11) 0.10352(8) 0.0302(3) Uani 1 1 d . . . . .
C9 C 0.28146(11) 0.72208(12) 0.12819(9) 0.0347(4) Uani 1 1 d . . . . .
C10 C 0.35535(10) 0.72928(10) 0.16109(8) 0.0278(3) Uani 1 1 d . . . . .
C11 C 0.58331(9) 0.59894(10) 0.10999(6) 0.0217(3) Uani 1 1 d . . . . .
C12 C 0.58284(12) 0.67549(11) 0.07813(8) 0.0319(4) Uani 1 1 d . . . . .
C13 C 0.58917(13) 0.67566(13) 0.01560(8) 0.0376(4) Uani 1 1 d . . . . .
C14 C 0.59495(11) 0.60024(13) -0.01551(8) 0.0342(4) Uani 1 1 d . . . . .
C15 C 0.59394(11) 0.52351(13) 0.01531(7) 0.0321(4) Uani 1 1 d . . . . .
C16 C 0.58805(10) 0.52274(11) 0.07734(7) 0.0261(3) Uani 1 1 d . . . . .
C17 C 0.66079(9) 0.47386(9) 0.20474(6) 0.0196(3) Uani 1 1 d . . . . .
C18 C 0.73404(9) 0.49642(10) 0.17931(7) 0.0223(3) Uani 1 1 d . . . . .
C19 C 0.78905(10) 0.43380(11) 0.16357(7) 0.0267(3) Uani 1 1 d . . . . .
C20 C 0.77106(11) 0.34837(11) 0.17237(7) 0.0287(3) Uani 1 1 d . . . . .
C21 C 0.69878(11) 0.32572(11) 0.19825(8) 0.0278(3) Uani 1 1 d . . . . .
C22 C 0.64403(10) 0.38785(10) 0.21482(7) 0.0225(3) Uani 1 1 d . . . . .
C23 C 0.59225(9) 0.49632(9) 0.33063(6) 0.0204(3) Uani 1 1 d . . . . .
C24 C 0.67589(10) 0.49192(10) 0.34450(7) 0.0232(3) Uani 1 1 d . . . . .
C25 C 0.70533(11) 0.44886(11) 0.39553(7) 0.0291(3) Uani 1 1 d . . . . .
C26 C 0.65166(13) 0.40965(12) 0.43297(8) 0.0352(4) Uani 1 1 d . . . . .
C27 C 0.56850(12) 0.41221(11) 0.41918(8) 0.0339(4) Uani 1 1 d . . . . .
C28 C 0.53842(10) 0.45546(10) 0.36822(7) 0.0266(3) Uani 1 1 d . . . . .
C29 C 0.45484(9) 0.63589(10) 0.33183(6) 0.0205(3) Uani 1 1 d . . . . .
C30 C 0.47932(11) 0.70424(11) 0.36846(7) 0.0278(3) Uani 1 1 d . . . . .
C31 C 0.42901(13) 0.73366(12) 0.41291(8) 0.0347(4) Uani 1 1 d . . . . .
C32 C 0.35460(12) 0.69507(12) 0.42113(8) 0.0347(4) Uani 1 1 d . . . . .
C33 C 0.33060(11) 0.62630(12) 0.38579(8) 0.0333(4) Uani 1 1 d . . . . .
C34 C 0.37998(10) 0.59694(11) 0.34100(7) 0.0265(3) Uani 1 1 d . . . . .
C35 C 0.87016(9) 0.80609(9) 0.39609(6) 0.0186(3) Uani 1 1 d . . . . .
C36 C 0.87498(8) 0.79772(9) 0.33548(6) 0.0183(3) Uani 1 1 d . . . . .
C37 C 0.89477(9) 0.70878(9) 0.31476(6) 0.0183(3) Uani 1 1 d . . . . .
C38 C 0.90396(9) 0.65001(9) 0.35956(6) 0.0183(3) Uani 1 1 d . . . . .
C39 C 0.81357(9) 0.66160(9) 0.47087(7) 0.0205(3) Uani 1 1 d . . . . .
C40 C 0.73597(10) 0.65699(10) 0.44241(7) 0.0247(3) Uani 1 1 d . . . . .
C41 C 0.67257(10) 0.62075(11) 0.47252(8) 0.0300(3) Uani 1 1 d . . . . .
C42 C 0.68595(12) 0.58921(12) 0.53024(9) 0.0346(4) Uani 1 1 d . . . . .
C43 C 0.76276(12) 0.59331(13) 0.55829(8) 0.0364(4) Uani 1 1 d . . . . .
C44 C 0.82713(11) 0.63009(11) 0.52891(7) 0.0285(3) Uani 1 1 d . . . . .
C45 C 0.86409(9) 0.88311(9) 0.43386(6) 0.0187(3) Uani 1 1 d . . . . .
C46 C 0.81075(9) 0.88447(10) 0.48119(7) 0.0219(3) Uani 1 1 d . . . . .
C47 C 0.80741(10) 0.95519(10) 0.51865(7) 0.0240(3) Uani 1 1 d . . . . .
C48 C 0.85703(10) 1.02491(10) 0.50958(7) 0.0243(3) Uani 1 1 d . . . . .
C49 C 0.91053(10) 1.02375(10) 0.46272(7) 0.0247(3) Uani 1 1 d . . . . .
C50 C 0.91408(9) 0.95381(10) 0.42493(7) 0.0224(3) Uani 1 1 d . . . . .
C51 C 0.86259(9) 0.87033(9) 0.29352(6) 0.0189(3) Uani 1 1 d . . . . .
C52 C 0.79452(9) 0.92243(10) 0.29876(7) 0.0224(3) Uani 1 1 d . . . . .
C53 C 0.78344(11) 0.99382(11) 0.26224(7) 0.0276(3) Uani 1 1 d . . . . .
C54 C 0.83977(11) 1.01319(10) 0.21962(7) 0.0275(3) Uani 1 1 d . . . . .
C55 C 0.90706(10) 0.96135(10) 0.21343(7) 0.0268(3) Uani 1 1 d . . . . .
C56 C 0.91869(10) 0.89030(10) 0.25023(7) 0.0239(3) Uani 1 1 d . . . . .
C57 C 0.90543(9) 0.69128(9) 0.24996(6) 0.0197(3) Uani 1 1 d . . . . .
C58 C 0.84398(10) 0.71011(10) 0.20662(7) 0.0235(3) Uani 1 1 d . . . . .
C59 C 0.85699(12) 0.69569(11) 0.14578(7) 0.0300(3) Uani 1 1 d . . . . .
C60 C 0.93040(12) 0.66401(12) 0.12820(8) 0.0344(4) Uani 1 1 d . . . . .
C61 C 0.99182(12) 0.64497(12) 0.17106(8) 0.0323(4) Uani 1 1 d . . . . .
C62 C 0.97926(10) 0.65807(10) 0.23192(7) 0.0252(3) Uani 1 1 d . . . . .
C63 C 0.91036(9) 0.55633(9) 0.35802(6) 0.0188(3) Uani 1 1 d . . . . .
C64 C 0.88173(9) 0.50772(10) 0.30832(7) 0.0215(3) Uani 1 1 d . . . . .
C65 C 0.88441(10) 0.41948(10) 0.31009(7) 0.0242(3) Uani 1 1 d . . . . .
C66 C 0.91645(10) 0.37718(10) 0.36093(7) 0.0255(3) Uani 1 1 d . . . . .
C67 C 0.94459(9) 0.42409(10) 0.41044(7) 0.0238(3) Uani 1 1 d . . . . .
C68 C 0.94112(9) 0.51256(10) 0.40928(7) 0.0214(3) Uani 1 1 d . . . . .
Cl1F Cl 0.6622(4) 0.7455(5) 0.2971(3) 0.0325(4) Uani 0.128(2) 1 d D . P A 2
S1F S 0.5962(3) 0.8150(4) 0.2327(2) 0.02333(13) Uani 0.128(2) 1 d D . P A 2
O1F O 0.5783(18) 0.8918(11) 0.2633(9) 0.0361(5) Uani 0.128(2) 1 d D . P A 2
O2F O 0.6490(7) 0.8159(9) 0.1833(5) 0.03092(15) Uani 0.128(2) 1 d D . P A 2
H6 H 0.4111(12) 0.5304(13) 0.1531(8) 0.033(5) Uiso 1 1 d . . . . .
H7 H 0.2901(12) 0.5181(13) 0.0947(9) 0.037(5) Uiso 1 1 d . . . . .
H8 H 0.2076(13) 0.6397(13) 0.0801(9) 0.039(6) Uiso 1 1 d . . . . .
H9 H 0.2465(14) 0.7710(14) 0.1222(10) 0.047(6) Uiso 1 1 d . . . . .
H10 H 0.3742(13) 0.7825(13) 0.1777(9) 0.037(5) Uiso 1 1 d . . . . .
H12 H 0.5812(13) 0.7289(13) 0.0998(9) 0.038(6) Uiso 1 1 d . . . . .
H13 H 0.5871(14) 0.7297(15) -0.0051(10) 0.048(6) Uiso 1 1 d . . . . .
H14 H 0.5977(14) 0.6001(14) -0.0608(10) 0.049(6) Uiso 1 1 d . . . . .
H15 H 0.5962(13) 0.4715(14) -0.0063(9) 0.039(6) Uiso 1 1 d . . . . .
H16 H 0.5859(12) 0.4677(13) 0.0983(9) 0.036(5) Uiso 1 1 d . . . . .
H18 H 0.7437(11) 0.5555(12) 0.1728(8) 0.024(5) Uiso 1 1 d . . . . .
H19 H 0.8399(12) 0.4526(12) 0.1466(8) 0.029(5) Uiso 1 1 d . . . . .
H20 H 0.8100(13) 0.3072(13) 0.1616(9) 0.038(5) Uiso 1 1 d . . . . .
H21 H 0.6850(13) 0.2671(14) 0.2028(9) 0.038(6) Uiso 1 1 d . . . . .
H22 H 0.5934(12) 0.3724(12) 0.2318(8) 0.027(5) Uiso 1 1 d . . . . .
H24 H 0.7156(11) 0.5207(11) 0.3169(8) 0.022(4) Uiso 1 1 d . . . . .
H25 H 0.7627(14) 0.4483(14) 0.4059(9) 0.042(6) Uiso 1 1 d . . . . .
H26 H 0.6735(13) 0.3820(14) 0.4681(9) 0.042(6) Uiso 1 1 d . . . . .
H27 H 0.5314(14) 0.3834(15) 0.4461(10) 0.050(6) Uiso 1 1 d . . . . .
H28 H 0.4786(12) 0.4562(12) 0.3571(8) 0.032(5) Uiso 1 1 d . . . . .
H30 H 0.5319(14) 0.7320(14) 0.3629(9) 0.043(6) Uiso 1 1 d . . . . .
H31 H 0.4463(13) 0.7816(14) 0.4370(10) 0.044(6) Uiso 1 1 d . . . . .
H32 H 0.3161(14) 0.7158(14) 0.4529(9) 0.045(6) Uiso 1 1 d . . . . .
H33 H 0.2796(14) 0.5972(14) 0.3916(9) 0.045(6) Uiso 1 1 d . . . . .
H34 H 0.3626(13) 0.5467(14) 0.3149(9) 0.045(6) Uiso 1 1 d . . . . .
H40 H 0.7263(12) 0.6785(12) 0.4021(9) 0.030(5) Uiso 1 1 d . . . . .
H41 H 0.6174(12) 0.6170(12) 0.4526(8) 0.030(5) Uiso 1 1 d . . . . .
H42 H 0.6401(15) 0.5632(15) 0.5513(10) 0.051(6) Uiso 1 1 d . . . . .
H43 H 0.7725(14) 0.5747(14) 0.5996(10) 0.049(6) Uiso 1 1 d . . . . .
H44 H 0.8826(13) 0.6328(13) 0.5484(9) 0.037(5) Uiso 1 1 d . . . . .
H46 H 0.7768(12) 0.8363(12) 0.4878(8) 0.031(5) Uiso 1 1 d . . . . .
H47 H 0.7703(13) 0.9544(13) 0.5518(9) 0.040(6) Uiso 1 1 d . . . . .
H48 H 0.8545(12) 1.0735(12) 0.5344(8) 0.029(5) Uiso 1 1 d . . . . .
H49 H 0.9432(13) 1.0732(13) 0.4567(9) 0.036(5) Uiso 1 1 d . . . . .
H50 H 0.9512(11) 0.9539(11) 0.3918(8) 0.023(4) Uiso 1 1 d . . . . .
H52 H 0.7557(11) 0.9068(11) 0.3274(8) 0.025(5) Uiso 1 1 d . . . . .
H53 H 0.7373(13) 1.0278(13) 0.2662(9) 0.040(6) Uiso 1 1 d . . . . .
H54 H 0.8318(12) 1.0615(13) 0.1946(9) 0.035(5) Uiso 1 1 d . . . . .
H55 H 0.9461(13) 0.9758(14) 0.1824(9) 0.043(6) Uiso 1 1 d . . . . .
H56 H 0.9649(13) 0.8553(13) 0.2460(9) 0.033(5) Uiso 1 1 d . . . . .
H58 H 0.7921(12) 0.7312(12) 0.2177(8) 0.029(5) Uiso 1 1 d . . . . .
H59 H 0.8163(13) 0.7079(13) 0.1181(9) 0.039(6) Uiso 1 1 d . . . . .
H60 H 0.9395(13) 0.6568(13) 0.0859(10) 0.042(6) Uiso 1 1 d . . . . .
H61 H 1.0438(15) 0.6241(15) 0.1584(10) 0.055(7) Uiso 1 1 d . . . . .
H62 H 1.0226(12) 0.6455(12) 0.2641(8) 0.027(5) Uiso 1 1 d . . . . .
H64 H 0.8604(11) 0.5345(11) 0.2732(8) 0.021(4) Uiso 1 1 d . . . . .
H65 H 0.8649(13) 0.3881(13) 0.2756(9) 0.038(6) Uiso 1 1 d . . . . .
H66 H 0.9205(12) 0.3156(12) 0.3621(8) 0.028(5) Uiso 1 1 d . . . . .
H67 H 0.9667(12) 0.3950(12) 0.4466(8) 0.031(5) Uiso 1 1 d . . . . .
H68 H 0.9602(10) 0.5442(11) 0.4441(7) 0.017(4) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 S1 2.0767(11) . ?
Cl2 S2 2.0852(6) . ?
S1 O2 1.418(3) . ?
S1 O1 1.430(2) . ?
S1 N1 1.5607(14) . ?
S2 O3 1.4185(12) . ?
S2 O4 1.4291(12) . ?
S2 N2 1.5578(13) . ?
P1 N1 1.6125(13) . ?
P1 C5 1.7860(15) . ?
P1 C4 1.7938(14) . ?
P1 C1 1.7979(15) . ?
P2 N2 1.6173(13) . ?
P2 C35 1.7844(14) . ?
P2 C39 1.7852(15) . ?
P2 C38 1.7992(14) . ?
N1 S1F 1.545(6) . ?
C1 C2 1.358(2) . ?
C1 C11 1.475(2) . ?
C2 C17 1.479(2) . ?
C2 C3 1.513(2) . ?
C3 C4 1.352(2) . ?
C3 C23 1.478(2) . ?
C4 C29 1.484(2) . ?
C5 C10 1.392(2) . ?
C5 C6 1.395(2) . ?
C6 C7 1.389(2) . ?
C7 C8 1.387(2) . ?
C8 C9 1.381(2) . ?
C9 C10 1.393(2) . ?
C11 C12 1.393(2) . ?
C11 C16 1.401(2) . ?
C12 C13 1.395(2) . ?
C13 C14 1.374(3) . ?
C14 C15 1.384(3) . ?
C15 C16 1.383(2) . ?
C17 C22 1.397(2) . ?
C17 C18 1.398(2) . ?
C18 C19 1.390(2) . ?
C19 C20 1.387(2) . ?
C20 C21 1.388(2) . ?
C21 C22 1.387(2) . ?
C23 C24 1.397(2) . ?
C23 C28 1.398(2) . ?
C24 C25 1.386(2) . ?
C25 C26 1.382(3) . ?
C26 C27 1.388(3) . ?
C27 C28 1.390(2) . ?
C29 C30 1.393(2) . ?
C29 C34 1.396(2) . ?
C30 C31 1.393(2) . ?
C31 C32 1.384(3) . ?
C32 C33 1.380(3) . ?
C33 C34 1.389(2) . ?
C35 C36 1.3562(19) . ?
C35 C45 1.4756(19) . ?
C36 C51 1.4786(19) . ?
C36 C37 1.508(2) . ?
C37 C38 1.3587(19) . ?
C37 C57 1.4808(19) . ?
C38 C63 1.4731(19) . ?
C39 C44 1.387(2) . ?
C39 C40 1.399(2) . ?
C40 C41 1.384(2) . ?
C41 C42 1.381(3) . ?
C42 C43 1.384(3) . ?
C43 C44 1.392(2) . ?
C45 C46 1.397(2) . ?
C45 C50 1.399(2) . ?
C46 C47 1.388(2) . ?
C47 C48 1.384(2) . ?
C48 C49 1.391(2) . ?
C49 C50 1.383(2) . ?
C51 C52 1.394(2) . ?
C51 C56 1.396(2) . ?
C52 C53 1.389(2) . ?
C53 C54 1.386(2) . ?
C54 C55 1.384(2) . ?
C55 C56 1.389(2) . ?
C57 C58 1.394(2) . ?
C57 C62 1.395(2) . ?
C58 C59 1.394(2) . ?
C59 C60 1.377(3) . ?
C60 C61 1.388(3) . ?
C61 C62 1.390(2) . ?
C63 C68 1.403(2) . ?
C63 C64 1.404(2) . ?
C64 C65 1.385(2) . ?
C65 C66 1.391(2) . ?
C66 C67 1.384(2) . ?
C67 C68 1.389(2) . ?
Cl1F S1F 2.064(8) . ?
S1F O1F 1.420(13) . ?
S1F O2F 1.429(10) . ?

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
O2 S1 O1 119.08(16) . . ?
O2 S1 N1 115.23(12) . . ?
O1 S1 N1 110.25(17) . . ?
O2 S1 Cl1 103.34(12) . . ?
O1 S1 Cl1 103.69(11) . . ?
N1 S1 Cl1 102.85(6) . . ?
O3 S2 O4 118.68(8) . . ?
O3 S2 N2 110.11(7) . . ?
O4 S2 N2 115.58(7) . . ?
O3 S2 Cl2 103.14(6) . . ?
O4 S2 Cl2 103.48(6) . . ?
N2 S2 Cl2 103.55(5) . . ?
N1 P1 C5 105.24(7) . . ?
N1 P1 C4 112.93(7) . . ?
C5 P1 C4 114.09(7) . . ?
N1 P1 C1 120.96(7) . . ?
C5 P1 C1 109.12(7) . . ?
C4 P1 C1 94.69(7) . . ?
N2 P2 C35 114.09(7) . . ?
N2 P2 C39 105.74(7) . . ?
C35 P2 C39 113.24(7) . . ?
N2 P2 C38 118.36(7) . . ?
C35 P2 C38 95.12(7) . . ?
C39 P2 C38 110.36(7) . . ?
S1F N1 P1 130.1(2) . . ?
S1 N1 P1 125.61(8) . . ?
S2 N2 P2 123.55(8) . . ?
C2 C1 C11 129.10(14) . . ?
C2 C1 P1 107.56(11) . . ?
C11 C1 P1 122.16(11) . . ?
C1 C2 C17 123.04(13) . . ?
C1 C2 C3 114.98(13) . . ?
C17 C2 C3 121.94(12) . . ?
C4 C3 C23 124.00(13) . . ?
C4 C3 C2 114.22(12) . . ?
C23 C3 C2 121.61(13) . . ?
C3 C4 C29 130.60(13) . . ?
C3 C4 P1 108.28(11) . . ?
C29 C4 P1 120.74(11) . . ?
C10 C5 C6 120.58(14) . . ?
C10 C5 P1 120.12(11) . . ?
C6 C5 P1 119.30(11) . . ?
C7 C6 C5 119.39(15) . . ?
C8 C7 C6 120.10(15) . . ?
C9 C8 C7 120.38(15) . . ?
C8 C9 C10 120.29(16) . . ?
C5 C10 C9 119.25(15) . . ?
C12 C11 C16 118.16(14) . . ?
C12 C11 C1 120.65(14) . . ?
C16 C11 C1 121.03(14) . . ?
C11 C12 C13 120.46(17) . . ?
C14 C13 C12 120.46(17) . . ?
C13 C14 C15 119.84(16) . . ?
C16 C15 C14 120.09(17) . . ?
C15 C16 C11 120.96(16) . . ?
C22 C17 C18 119.25(14) . . ?
C22 C17 C2 120.98(13) . . ?
C18 C17 C2 119.70(13) . . ?
C19 C18 C17 120.28(15) . . ?
C20 C19 C18 120.12(15) . . ?
C19 C20 C21 119.78(15) . . ?
C22 C21 C20 120.47(16) . . ?
C21 C22 C17 120.08(15) . . ?
C24 C23 C28 119.27(14) . . ?
C24 C23 C3 119.31(13) . . ?
C28 C23 C3 121.35(14) . . ?
C25 C24 C23 120.53(15) . . ?
C26 C25 C24 119.88(16) . . ?
C25 C26 C27 120.23(16) . . ?
C26 C27 C28 120.28(17) . . ?
C27 C28 C23 119.80(16) . . ?
C30 C29 C34 119.01(15) . . ?
C30 C29 C4 121.24(14) . . ?
C34 C29 C4 119.62(14) . . ?
C31 C30 C29 120.14(17) . . ?
C32 C31 C30 120.28(17) . . ?
C33 C32 C31 119.91(16) . . ?
C32 C33 C34 120.25(17) . . ?
C33 C34 C29 120.39(16) . . ?
C36 C35 C45 130.54(13) . . ?
C36 C35 P2 108.00(10) . . ?
C45 C35 P2 120.28(10) . . ?
C35 C36 C51 122.45(13) . . ?
C35 C36 C37 114.48(12) . . ?
C51 C36 C37 123.07(12) . . ?
C38 C37 C57 124.73(13) . . ?
C38 C37 C36 115.01(12) . . ?
C57 C37 C36 120.23(12) . . ?
C37 C38 C63 131.69(13) . . ?
C37 C38 P2 107.15(10) . . ?
C63 C38 P2 120.78(10) . . ?
C44 C39 C40 120.35(14) . . ?
C44 C39 P2 121.11(12) . . ?
C40 C39 P2 118.51(11) . . ?
C41 C40 C39 119.61(15) . . ?
C42 C41 C40 120.14(16) . . ?
C41 C42 C43 120.30(16) . . ?
C42 C43 C44 120.39(17) . . ?
C39 C44 C43 119.21(16) . . ?
C46 C45 C50 119.10(13) . . ?
C46 C45 C35 119.95(13) . . ?
C50 C45 C35 120.88(13) . . ?
C47 C46 C45 120.30(14) . . ?
C48 C47 C46 120.31(15) . . ?
C47 C48 C49 119.64(14) . . ?
C50 C49 C48 120.55(15) . . ?
C49 C50 C45 120.10(14) . . ?
C52 C51 C56 118.87(14) . . ?
C52 C51 C36 119.16(13) . . ?
C56 C51 C36 121.93(13) . . ?
C53 C52 C51 120.57(15) . . ?
C54 C53 C52 120.01(15) . . ?
C55 C54 C53 119.99(15) . . ?
C54 C55 C56 120.16(15) . . ?
C55 C56 C51 120.41(15) . . ?
C58 C57 C62 119.59(14) . . ?
C58 C57 C37 121.08(13) . . ?
C62 C57 C37 119.30(13) . . ?
C59 C58 C57 119.68(15) . . ?
C60 C59 C58 120.45(16) . . ?
C59 C60 C61 120.22(15) . . ?
C60 C61 C62 119.89(17) . . ?
C61 C62 C57 120.16(15) . . ?
C68 C63 C64 117.81(13) . . ?
C68 C63 C38 119.52(13) . . ?
C64 C63 C38 122.54(13) . . ?
C65 C64 C63 120.74(14) . . ?
C64 C65 C66 120.65(14) . . ?
C67 C66 C65 119.37(14) . . ?
C66 C67 C68 120.29(14) . . ?
C67 C68 C63 121.13(14) . . ?
O1F S1F O2F 120.2(12) . . ?
O1F S1F N1 108.7(13) . . ?
O2F S1F N1 113.6(6) . . ?
O1F S1F Cl1F 103.4(9) . . ?
O2F S1F Cl1F 102.6(6) . . ?
N1 S1F Cl1F 106.9(3) . . ?

_refine_diff_density_max         0.340
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.061

