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

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

data_Compound_1b
_database_code_depnum_ccdc_archive 'CCDC 2376018'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne
France
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-12-20 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V139 by Daniel Kratzert, Freiburg 2024, 
https://dkratzert.de/finalcif.html
;
_diffrn_radiation_xray_symbol    K-L~3~
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C16 H21 Cl2 O2 P S'
_chemical_formula_moiety         'C16 H21 Cl2 O2 P S'
_chemical_formula_weight         379.26
_chemical_melting_point          ?
_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                   6.6911(2)
_cell_length_b                   21.7491(8)
_cell_length_c                   12.1069(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.068(2)
_cell_angle_gamma                90
_cell_volume                     1716.23(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2502
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.660
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.077
_exptl_absorpt_coefficient_mu    0.597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8069
_exptl_absorpt_correction_T_max  0.8746
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.694
_shelx_estimated_absorpt_T_max   0.955
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      110(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           'Mo K\a~1~'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 600'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'X-ray tube'
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_diffrn_source_target            Mo
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_detector                 'CCD Plate'
_diffrn_detector_type            APEX2
_diffrn_detector_area_resol_mean 8.3
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Nonius Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            44968
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_theta_min         3.211
_diffrn_reflns_theta_max         27.533
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3950
_reflns_number_gt                3103
_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       'APEX5 (Bruker, 2023)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²+1.4085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3950
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0834
_refine_ls_wR_factor_gt          0.0754
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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 0.78995(7) 0.23024(2) 0.49055(4) 0.02224(12) Uani 1 1 d . . . . .
Cl2 Cl 0.54270(10) 0.30584(3) 0.28397(5) 0.03711(16) Uani 1 1 d . . . . .
S1 S 0.25635(8) 0.51909(2) 0.87639(4) 0.02203(13) Uani 1 1 d . . . . .
P1 P 0.50329(8) 0.26142(2) 0.42411(5) 0.01996(13) Uani 1 1 d . . . . .
O1 O 0.3543(2) 0.21157(7) 0.39725(14) 0.0314(4) Uani 1 1 d . . . . .
O2 O -0.1013(2) 0.53900(7) 0.73220(13) 0.0236(3) Uani 1 1 d . . . . .
C1 C 0.4539(3) 0.31974(9) 0.52081(16) 0.0145(4) Uani 1 1 d . . . . .
C2 C 0.6130(3) 0.37173(9) 0.53833(16) 0.0144(4) Uani 1 1 d . . . . .
H2A H 0.751577 0.354784 0.569455 0.017 Uiso 1 1 calc R U . . .
H2B H 0.613121 0.391596 0.464777 0.017 Uiso 1 1 calc R U . . .
C3 C 0.5597(3) 0.41910(9) 0.62053(16) 0.0138(4) Uani 1 1 d . . . . .
H3 H 0.663311 0.453002 0.631557 0.017 Uiso 1 1 calc R U . . .
C4 C 0.5627(3) 0.38898(9) 0.73559(16) 0.0132(4) Uani 1 1 d . . . . .
H4 H 0.702485 0.371779 0.767317 0.016 Uiso 1 1 calc R U . . .
C5 C 0.4053(3) 0.33636(8) 0.71782(16) 0.0134(4) Uani 1 1 d . . . . .
H5 H 0.408268 0.316232 0.792432 0.016 Uiso 1 1 calc R U . . .
C6 C 0.4567(3) 0.28839(8) 0.63569(16) 0.0148(4) Uani 1 1 d . . . . .
H6A H 0.354622 0.254697 0.624898 0.018 Uiso 1 1 calc R U . . .
H6B H 0.593950 0.270626 0.667205 0.018 Uiso 1 1 calc R U . . .
C7 C 0.2377(3) 0.34644(9) 0.47172(16) 0.0161(4) Uani 1 1 d . . . . .
H7A H 0.234126 0.366409 0.397822 0.019 Uiso 1 1 calc R U . . .
H7B H 0.134599 0.313005 0.459564 0.019 Uiso 1 1 calc R U . . .
C8 C 0.1908(3) 0.36359(9) 0.67122(16) 0.0144(4) Uani 1 1 d . . . . .
H8 H 0.087082 0.329738 0.660506 0.017 Uiso 1 1 calc R U . . .
C9 C 0.1875(3) 0.39360(9) 0.55553(16) 0.0141(4) Uani 1 1 d . . . . .
H9 H 0.047767 0.410890 0.524077 0.017 Uiso 1 1 calc R U . . .
C10 C 0.3450(3) 0.44627(8) 0.57336(16) 0.0133(4) Uani 1 1 d . . . . .
H10 H 0.342310 0.466482 0.498848 0.016 Uiso 1 1 calc R U . . .
C11 C 0.5116(3) 0.43650(9) 0.81894(16) 0.0161(4) Uani 1 1 d . . . . .
H11A H 0.614906 0.469873 0.831103 0.019 Uiso 1 1 calc R U . . .
H11B H 0.514649 0.416698 0.892928 0.019 Uiso 1 1 calc R U . . .
C12 C 0.1387(3) 0.41112(9) 0.75410(17) 0.0160(4) Uani 1 1 d . . . . .
H12A H -0.000618 0.427789 0.723909 0.019 Uiso 1 1 calc R U . . .
H12B H 0.141006 0.391364 0.828042 0.019 Uiso 1 1 calc R U . . .
C13 C 0.2965(3) 0.46333(9) 0.76990(16) 0.0148(4) Uani 1 1 d . . . . .
C14 C 0.2952(3) 0.49421(9) 0.65621(16) 0.0161(4) Uani 1 1 d . . . . .
H14A H 0.398389 0.527595 0.667247 0.019 Uiso 1 1 calc R U . . .
H14B H 0.158622 0.512434 0.624753 0.019 Uiso 1 1 calc R U . . .
C15 C 0.0105(3) 0.55144(9) 0.82244(19) 0.0216(4) Uani 1 1 d . . . . .
C16 C -0.0470(4) 0.59735(11) 0.9033(2) 0.0352(6) Uani 1 1 d . . . . .
H16A H -0.151903 0.579508 0.938543 0.053 Uiso 1 1 calc R U . . .
H16B H -0.101198 0.634642 0.861707 0.053 Uiso 1 1 calc R U . . .
H16C H 0.074681 0.607736 0.962240 0.053 Uiso 1 1 calc R U . . .


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 P1 2.0219(7) . ?
Cl2 P1 2.0208(8) . ?
S1 C15 1.773(2) . ?
S1 C13 1.834(2) . ?
P1 O1 1.4591(16) . ?
P1 C1 1.807(2) . ?
O2 C15 1.207(3) . ?
C1 C2 1.534(2) . ?
C1 C6 1.545(3) . ?
C1 C7 1.548(3) . ?
C2 C3 1.529(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.535(3) . ?
C3 C10 1.539(2) . ?
C3 H3 1.0000 . ?
C4 C11 1.536(3) . ?
C4 C5 1.537(2) . ?
C4 H4 1.0000 . ?
C5 C6 1.533(3) . ?
C5 C8 1.537(2) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.532(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C12 1.535(3) . ?
C8 C9 1.541(3) . ?
C8 H8 1.0000 . ?
C9 C10 1.538(2) . ?
C9 H9 1.0000 . ?
C10 C14 1.535(3) . ?
C10 H10 1.0000 . ?
C11 C13 1.542(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.533(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.530(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.508(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
C15 S1 C13 105.95(9) . . ?
O1 P1 C1 116.76(9) . . ?
O1 P1 Cl2 112.36(8) . . ?
C1 P1 Cl2 106.63(7) . . ?
O1 P1 Cl1 112.24(7) . . ?
C1 P1 Cl1 105.88(7) . . ?
Cl2 P1 Cl1 101.66(3) . . ?
C2 C1 C6 109.51(15) . . ?
C2 C1 C7 109.61(15) . . ?
C6 C1 C7 109.33(15) . . ?
C2 C1 P1 112.60(13) . . ?
C6 C1 P1 107.87(13) . . ?
C7 C1 P1 107.86(13) . . ?
C3 C2 C1 109.28(15) . . ?
C3 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
C3 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
C2 C3 C4 110.23(15) . . ?
C2 C3 C10 110.63(15) . . ?
C4 C3 C10 108.66(15) . . ?
C2 C3 H3 109.1 . . ?
C4 C3 H3 109.1 . . ?
C10 C3 H3 109.1 . . ?
C3 C4 C11 110.47(15) . . ?
C3 C4 C5 108.83(15) . . ?
C11 C4 C5 110.23(15) . . ?
C3 C4 H4 109.1 . . ?
C11 C4 H4 109.1 . . ?
C5 C4 H4 109.1 . . ?
C6 C5 C8 110.60(15) . . ?
C6 C5 C4 110.52(15) . . ?
C8 C5 C4 108.53(15) . . ?
C6 C5 H5 109.1 . . ?
C8 C5 H5 109.1 . . ?
C4 C5 H5 109.1 . . ?
C5 C6 C1 108.95(15) . . ?
C5 C6 H6A 109.9 . . ?
C1 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
C1 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
C9 C7 C1 108.81(15) . . ?
C9 C7 H7A 109.9 . . ?
C1 C7 H7A 109.9 . . ?
C9 C7 H7B 109.9 . . ?
C1 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C12 C8 C5 110.54(15) . . ?
C12 C8 C9 110.50(15) . . ?
C5 C8 C9 108.49(15) . . ?
C12 C8 H8 109.1 . . ?
C5 C8 H8 109.1 . . ?
C9 C8 H8 109.1 . . ?
C7 C9 C10 110.23(15) . . ?
C7 C9 C8 110.98(15) . . ?
C10 C9 C8 108.62(15) . . ?
C7 C9 H9 109.0 . . ?
C10 C9 H9 109.0 . . ?
C8 C9 H9 109.0 . . ?
C14 C10 C9 110.76(15) . . ?
C14 C10 C3 109.92(15) . . ?
C9 C10 C3 108.58(15) . . ?
C14 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
C3 C10 H10 109.2 . . ?
C4 C11 C13 109.18(15) . . ?
C4 C11 H11A 109.8 . . ?
C13 C11 H11A 109.8 . . ?
C4 C11 H11B 109.8 . . ?
C13 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
C13 C12 C8 109.19(15) . . ?
C13 C12 H12A 109.8 . . ?
C8 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
C8 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
C14 C13 C12 110.45(16) . . ?
C14 C13 C11 109.10(16) . . ?
C12 C13 C11 108.93(15) . . ?
C14 C13 S1 111.74(13) . . ?
C12 C13 S1 111.81(13) . . ?
C11 C13 S1 104.59(13) . . ?
C13 C14 C10 109.39(15) . . ?
C13 C14 H14A 109.8 . . ?
C10 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C10 C14 H14B 109.8 . . ?
H14A C14 H14B 108.2 . . ?
O2 C15 C16 122.6(2) . . ?
O2 C15 S1 125.31(16) . . ?
C16 C15 S1 112.05(16) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 C1 C2 -176.89(13) . . . . ?
Cl2 P1 C1 C2 -50.36(14) . . . . ?
Cl1 P1 C1 C2 57.36(14) . . . . ?
O1 P1 C1 C6 62.16(15) . . . . ?
Cl2 P1 C1 C6 -171.31(10) . . . . ?
Cl1 P1 C1 C6 -63.59(12) . . . . ?
O1 P1 C1 C7 -55.83(16) . . . . ?
Cl2 P1 C1 C7 70.71(13) . . . . ?
Cl1 P1 C1 C7 178.43(11) . . . . ?
C6 C1 C2 C3 -60.24(19) . . . . ?
C7 C1 C2 C3 59.7(2) . . . . ?
P1 C1 C2 C3 179.75(12) . . . . ?
C1 C2 C3 C4 60.44(19) . . . . ?
C1 C2 C3 C10 -59.77(19) . . . . ?
C2 C3 C4 C11 179.39(14) . . . . ?
C10 C3 C4 C11 -59.22(19) . . . . ?
C2 C3 C4 C5 -59.46(18) . . . . ?
C10 C3 C4 C5 61.93(19) . . . . ?
C3 C4 C5 C6 59.31(19) . . . . ?
C11 C4 C5 C6 -179.39(15) . . . . ?
C3 C4 C5 C8 -62.13(19) . . . . ?
C11 C4 C5 C8 59.16(19) . . . . ?
C8 C5 C6 C1 60.59(19) . . . . ?
C4 C5 C6 C1 -59.62(19) . . . . ?
C2 C1 C6 C5 59.72(19) . . . . ?
C7 C1 C6 C5 -60.38(19) . . . . ?
P1 C1 C6 C5 -177.41(12) . . . . ?
C2 C1 C7 C9 -60.1(2) . . . . ?
C6 C1 C7 C9 59.93(19) . . . . ?
P1 C1 C7 C9 176.97(12) . . . . ?
C6 C5 C8 C12 179.42(15) . . . . ?
C4 C5 C8 C12 -59.18(19) . . . . ?
C6 C5 C8 C9 -59.27(19) . . . . ?
C4 C5 C8 C9 62.13(19) . . . . ?
C1 C7 C9 C10 60.50(19) . . . . ?
C1 C7 C9 C8 -59.89(19) . . . . ?
C12 C8 C9 C7 -179.54(14) . . . . ?
C5 C8 C9 C7 59.13(19) . . . . ?
C12 C8 C9 C10 59.12(18) . . . . ?
C5 C8 C9 C10 -62.21(19) . . . . ?
C7 C9 C10 C14 179.39(15) . . . . ?
C8 C9 C10 C14 -58.81(19) . . . . ?
C7 C9 C10 C3 -59.82(19) . . . . ?
C8 C9 C10 C3 61.98(19) . . . . ?
C2 C3 C10 C14 -179.35(15) . . . . ?
C4 C3 C10 C14 59.51(19) . . . . ?
C2 C3 C10 C9 59.35(19) . . . . ?
C4 C3 C10 C9 -61.79(19) . . . . ?
C3 C4 C11 C13 59.80(19) . . . . ?
C5 C4 C11 C13 -60.5(2) . . . . ?
C5 C8 C12 C13 60.51(19) . . . . ?
C9 C8 C12 C13 -59.60(19) . . . . ?
C8 C12 C13 C14 59.32(19) . . . . ?
C8 C12 C13 C11 -60.5(2) . . . . ?
C8 C12 C13 S1 -175.58(12) . . . . ?
C4 C11 C13 C14 -60.0(2) . . . . ?
C4 C11 C13 C12 60.7(2) . . . . ?
C4 C11 C13 S1 -179.67(13) . . . . ?
C15 S1 C13 C14 61.70(15) . . . . ?
C15 S1 C13 C12 -62.68(15) . . . . ?
C15 S1 C13 C11 179.60(13) . . . . ?
C12 C13 C14 C10 -58.97(19) . . . . ?
C11 C13 C14 C10 60.73(19) . . . . ?
S1 C13 C14 C10 175.89(12) . . . . ?
C9 C10 C14 C13 59.02(19) . . . . ?
C3 C10 C14 C13 -60.97(19) . . . . ?
C13 S1 C15 O2 -1.5(2) . . . . ?
C13 S1 C15 C16 178.35(16) . . . . ?

####################################################################### 
# 
# 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_Compound_3
_database_code_depnum_ccdc_archive 'CCDC 2376019'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne
France
;
_audit_update_record             
;
2024-08-06 deposited with the CCDC.	2024-12-20 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V139 by Daniel Kratzert, Freiburg 2024, 
https://dkratzert.de/finalcif.html
;
_audit_creation_date             2024-08-06
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source_power             0.1
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All P(H,H) groups, All S(H) groups
2. Others
 Fixed Sof: S1A(0.54) H1A(0.54) P1A(0.54) H1AA(0.54) H1AB(0.54) S1(0.46)
 H1(0.46) P1(0.46) H1B(0.46) H1C(0.46)
3.a Everything fixed:
 H1AA, H1AB, H1B, H1C
3.b Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C11(H11)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B), C7(H7A,H7B), C10(H10A,H10B), C12(H12A,H12B),
 C14(H14A,H14B)
3.d Idealised tetrahedral OH refined as rotating group:
 S1A(H1A), S1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C14 H21 P S'
_chemical_formula_moiety         'C14 H21 P S'
_chemical_formula_weight         252.34
_chemical_melting_point          ?
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_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                   7.7405(4)
_cell_length_b                   13.6302(7)
_cell_length_c                   12.6387(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.820(3)
_cell_angle_gamma                90
_cell_volume                     1289.08(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    110.0(1)
_cell_measurement_reflns_used    5410
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      27.33
_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_recrystallization_method 
'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8623
_exptl_absorpt_correction_T_max  0.9583
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0543 before and 0.0500 after correction.
The Ratio of minimum to maximum transmission is 0.8998.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.891
_shelx_estimated_absorpt_T_max   0.976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      110.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           'Mo K\a~1~'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 600'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'X-ray tube'
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_diffrn_source_target            Mo
_diffrn_source_voltage           20.0
_diffrn_source_current           5.0
_diffrn_detector                 'CCD Plate'
_diffrn_detector_type            APEX2
_diffrn_detector_area_resol_mean 8.3
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Nonius Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            25147
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_theta_min         2.239
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2954
_reflns_number_gt                2209
_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       'APEX5 (Bruker, 2023)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_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)+(0.0450P)²+1.0270P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2954
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1051
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
C1 C 0.3717(2) 0.83158(14) 0.57766(14) 0.0160(4) Uani 1 1 d . . . . .
C2 C 0.5496(2) 0.88709(13) 0.59535(15) 0.0177(4) Uani 1 1 d . . . . .
H2A H 0.551545 0.924236 0.528355 0.021 Uiso 1 1 calc R U . . .
H2B H 0.561544 0.934462 0.656176 0.021 Uiso 1 1 calc R U . . .
C3 C 0.7059(2) 0.81460(13) 0.62233(14) 0.0149(4) Uani 1 1 d . . . . .
H3 H 0.820559 0.851864 0.634014 0.018 Uiso 1 1 calc R U . . .
C4 C 0.6914(2) 0.74245(14) 0.52725(14) 0.0153(4) Uani 1 1 d . . . . .
H4 H 0.693515 0.779928 0.459580 0.018 Uiso 1 1 calc R U . . .
C5 C 0.5122(2) 0.68762(13) 0.50863(14) 0.0155(4) Uani 1 1 d . . . . .
H5 H 0.500250 0.641074 0.446002 0.019 Uiso 1 1 calc R U . . .
C6 C 0.3547(2) 0.75945(14) 0.48244(14) 0.0174(4) Uani 1 1 d . . . . .
H6A H 0.240920 0.722757 0.470554 0.021 Uiso 1 1 calc R U . . .
H6B H 0.353619 0.795949 0.414559 0.021 Uiso 1 1 calc R U . . .
C7 C 0.3715(2) 0.77411(14) 0.68244(14) 0.0174(4) Uani 1 1 d . . . . .
H7A H 0.382967 0.820198 0.744393 0.021 Uiso 1 1 calc R U . . .
H7B H 0.257277 0.738176 0.672297 0.021 Uiso 1 1 calc R U . . .
C8 C 0.5277(2) 0.70147(13) 0.70784(13) 0.0145(4) Uani 1 1 d . . . . .
H8 H 0.525776 0.663980 0.775552 0.017 Uiso 1 1 calc R U . . .
C9 C 0.7070(2) 0.75635(13) 0.72659(14) 0.0141(4) Uani 1 1 d . . . . .
H9 H 0.719222 0.802952 0.789184 0.017 Uiso 1 1 calc R U . . .
C10 C 0.8468(2) 0.66966(14) 0.55285(15) 0.0186(4) Uani 1 1 d . . . . .
H10A H 0.961149 0.705463 0.563079 0.022 Uiso 1 1 calc R U . . .
H10B H 0.835250 0.623679 0.490794 0.022 Uiso 1 1 calc R U . . .
C11 C 0.5126(2) 0.62898(13) 0.61268(14) 0.0158(4) Uani 1 1 d . . . . .
H11 H 0.397909 0.591744 0.600917 0.019 Uiso 1 1 calc R U . . .
C12 C 0.6695(3) 0.55662(13) 0.63896(15) 0.0196(4) Uani 1 1 d . . . . .
H12A H 0.667508 0.518803 0.705518 0.024 Uiso 1 1 calc R U . . .
H12B H 0.657645 0.509801 0.577629 0.024 Uiso 1 1 calc R U . . .
C13 C 0.8468(2) 0.61193(14) 0.65730(15) 0.0175(4) Uani 1 1 d . . . . .
C14 C 0.8635(2) 0.68395(14) 0.75275(14) 0.0176(4) Uani 1 1 d . . . . .
H14A H 0.863566 0.647293 0.820379 0.021 Uiso 1 1 calc R U . . .
H14B H 0.977751 0.720264 0.765204 0.021 Uiso 1 1 calc R U . . .
S1A S 0.1745(4) 0.9116(2) 0.5493(3) 0.0229(5) Uani 0.54 1 d . . P A 1
H1A H 0.042236 0.863092 0.516382 0.028 Uiso 0.54 1 calc R U P A 1
P1A P 1.0519(3) 0.53358(18) 0.6908(2) 0.0207(4) Uani 0.54 1 d . . P B 1
H1AA H 1.010200 0.484700 0.764900 0.025 Uiso 0.54 1 d . U P C 1
H1AB H 0.993600 0.474400 0.612300 0.025 Uiso 0.54 1 d . U P D 1
S1 S 1.0243(4) 0.5193(2) 0.6821(3) 0.0276(8) Uiso 0.46 1 d . . P B 2
H1 H 1.166386 0.558397 0.716892 0.033 Uiso 0.46 1 calc R U P B 2
P1 P 0.1940(6) 0.9270(3) 0.5533(4) 0.0234(9) Uiso 0.46 1 d . . P A 2
H1B H 0.156000 0.987200 0.605700 0.028 Uiso 0.46 1 d . U P E 2
H1C H 0.177500 0.945200 0.464200 0.028 Uiso 0.46 1 d . U P F 2


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
C1 C2 1.536(2) . ?
C1 C6 1.533(2) . ?
C1 C7 1.539(2) . ?
C1 S1A 1.836(3) . ?
C1 P1 1.860(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.532(2) . ?
C3 H3 1.0000 . ?
C3 C4 1.534(2) . ?
C3 C9 1.537(2) . ?
C4 H4 1.0000 . ?
C4 C5 1.539(2) . ?
C4 C10 1.529(2) . ?
C5 H5 1.0000 . ?
C5 C6 1.533(3) . ?
C5 C11 1.538(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.532(2) . ?
C8 H8 1.0000 . ?
C8 C9 1.541(2) . ?
C8 C11 1.538(2) . ?
C9 H9 1.0000 . ?
C9 C14 1.532(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C13 1.537(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.533(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.531(3) . ?
C13 C14 1.535(3) . ?
C13 P1A 1.870(3) . ?
C13 S1 1.833(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
S1A H1A 1.2000 . ?
P1A H1AA 1.2567 . ?
P1A H1AB 1.2690 . ?
S1 H1 1.2000 . ?
P1 H1B 1.1400 . ?
P1 H1C 1.1278 . ?

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
C2 C1 C7 108.88(14) . . ?
C2 C1 S1A 113.93(16) . . ?
C2 C1 P1 106.10(17) . . ?
C6 C1 C2 108.92(15) . . ?
C6 C1 C7 109.27(15) . . ?
C6 C1 S1A 109.12(16) . . ?
C6 C1 P1 113.98(17) . . ?
C7 C1 S1A 106.63(16) . . ?
C7 C1 P1 109.55(18) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 110.02(15) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3 109.0 . . ?
C2 C3 C4 110.10(14) . . ?
C2 C3 C9 110.79(14) . . ?
C4 C3 H3 109.0 . . ?
C4 C3 C9 108.89(14) . . ?
C9 C3 H3 109.0 . . ?
C3 C4 H4 109.2 . . ?
C3 C4 C5 108.28(14) . . ?
C5 C4 H4 109.2 . . ?
C10 C4 C3 110.74(14) . . ?
C10 C4 H4 109.2 . . ?
C10 C4 C5 110.27(15) . . ?
C4 C5 H5 109.1 . . ?
C6 C5 C4 111.03(15) . . ?
C6 C5 H5 109.1 . . ?
C6 C5 C11 110.10(14) . . ?
C11 C5 C4 108.48(14) . . ?
C11 C5 H5 109.1 . . ?
C1 C6 H6A 109.7 . . ?
C1 C6 H6B 109.7 . . ?
C5 C6 C1 109.63(14) . . ?
C5 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C1 C7 H7A 109.8 . . ?
C1 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 C1 109.56(14) . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C7 C8 H8 109.0 . . ?
C7 C8 C9 110.49(15) . . ?
C7 C8 C11 110.69(14) . . ?
C9 C8 H8 109.0 . . ?
C11 C8 H8 109.0 . . ?
C11 C8 C9 108.50(14) . . ?
C3 C9 C8 108.17(13) . . ?
C3 C9 H9 109.2 . . ?
C8 C9 H9 109.2 . . ?
C14 C9 C3 110.40(14) . . ?
C14 C9 C8 110.62(15) . . ?
C14 C9 H9 109.2 . . ?
C4 C10 H10A 109.7 . . ?
C4 C10 H10B 109.7 . . ?
C4 C10 C13 109.96(14) . . ?
H10A C10 H10B 108.2 . . ?
C13 C10 H10A 109.7 . . ?
C13 C10 H10B 109.7 . . ?
C5 C11 H11 109.2 . . ?
C8 C11 C5 108.55(14) . . ?
C8 C11 H11 109.2 . . ?
C12 C11 C5 110.33(15) . . ?
C12 C11 C8 110.26(14) . . ?
C12 C11 H11 109.2 . . ?
C11 C12 H12A 109.6 . . ?
C11 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 C11 110.23(15) . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
C10 C13 P1A 107.50(15) . . ?
C10 C13 S1 109.59(17) . . ?
C12 C13 C10 108.60(15) . . ?
C12 C13 C14 109.03(15) . . ?
C12 C13 P1A 115.45(15) . . ?
C12 C13 S1 106.88(15) . . ?
C14 C13 C10 109.21(15) . . ?
C14 C13 P1A 106.92(15) . . ?
C14 C13 S1 113.40(16) . . ?
C9 C14 C13 109.84(14) . . ?
C9 C14 H14A 109.7 . . ?
C9 C14 H14B 109.7 . . ?
C13 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C1 S1A H1A 109.5 . . ?
C13 P1A H1AA 96.1 . . ?
C13 P1A H1AB 94.2 . . ?
H1AA P1A H1AB 97.9 . . ?
C13 S1 H1 109.5 . . ?
C1 P1 H1B 134.2 . . ?
C1 P1 H1C 102.1 . . ?
H1B P1 H1C 116.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 60.78(18) . . . . ?
C1 C2 C3 C9 -59.72(18) . . . . ?
C1 C7 C8 C9 60.75(18) . . . . ?
C1 C7 C8 C11 -59.47(19) . . . . ?
C2 C1 C6 C5 58.93(18) . . . . ?
C2 C1 C7 C8 -59.66(19) . . . . ?
C2 C3 C4 C5 -59.09(18) . . . . ?
C2 C3 C4 C10 179.90(14) . . . . ?
C2 C3 C9 C8 58.73(18) . . . . ?
C2 C3 C9 C14 179.89(14) . . . . ?
C3 C4 C5 C6 58.89(18) . . . . ?
C3 C4 C5 C11 -62.22(18) . . . . ?
C3 C4 C10 C13 59.26(19) . . . . ?
C3 C9 C14 C13 -59.86(19) . . . . ?
C4 C3 C9 C8 -62.49(18) . . . . ?
C4 C3 C9 C14 58.67(18) . . . . ?
C4 C5 C6 C1 -59.56(18) . . . . ?
C4 C5 C11 C8 62.33(18) . . . . ?
C4 C5 C11 C12 -58.59(18) . . . . ?
C4 C10 C13 C12 59.82(19) . . . . ?
C4 C10 C13 C14 -58.97(19) . . . . ?
C4 C10 C13 P1A -174.63(15) . . . . ?
C4 C10 C13 S1 176.24(16) . . . . ?
C5 C4 C10 C13 -60.56(18) . . . . ?
C5 C11 C12 C13 59.91(19) . . . . ?
C6 C1 C2 C3 -59.93(18) . . . . ?
C6 C1 C7 C8 59.19(19) . . . . ?
C6 C5 C11 C8 -59.36(18) . . . . ?
C6 C5 C11 C12 179.72(14) . . . . ?
C7 C1 C2 C3 59.15(19) . . . . ?
C7 C1 C6 C5 -59.90(18) . . . . ?
C7 C8 C9 C3 -59.34(17) . . . . ?
C7 C8 C9 C14 179.63(13) . . . . ?
C7 C8 C11 C5 59.05(18) . . . . ?
C7 C8 C11 C12 -179.99(14) . . . . ?
C8 C9 C14 C13 59.84(18) . . . . ?
C8 C11 C12 C13 -59.98(19) . . . . ?
C9 C3 C4 C5 62.55(18) . . . . ?
C9 C3 C4 C10 -58.46(18) . . . . ?
C9 C8 C11 C5 -62.35(18) . . . . ?
C9 C8 C11 C12 58.61(18) . . . . ?
C10 C4 C5 C6 -179.80(13) . . . . ?
C10 C4 C5 C11 59.08(18) . . . . ?
C10 C13 C14 C9 59.31(19) . . . . ?
C11 C5 C6 C1 60.60(19) . . . . ?
C11 C8 C9 C3 62.18(18) . . . . ?
C11 C8 C9 C14 -58.84(17) . . . . ?
C11 C12 C13 C10 -59.46(19) . . . . ?
C11 C12 C13 C14 59.44(18) . . . . ?
C11 C12 C13 P1A 179.78(15) . . . . ?
C11 C12 C13 S1 -177.62(16) . . . . ?
C12 C13 C14 C9 -59.21(19) . . . . ?
S1A C1 C2 C3 178.01(16) . . . . ?
S1A C1 C6 C5 -176.14(16) . . . . ?
S1A C1 C7 C8 177.00(16) . . . . ?
P1A C13 C14 C9 175.34(15) . . . . ?
S1 C13 C14 C9 -178.16(16) . . . . ?
P1 C1 C2 C3 176.97(18) . . . . ?
P1 C1 C6 C5 177.17(18) . . . . ?
P1 C1 C7 C8 -175.28(17) . . . . ?

