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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_elmjd230705
_database_code_depnum_ccdc_archive 'CCDC 2281377'
loop_
_audit_author_name
_audit_author_address
'Gruber Nathalie'
;University of Strasbourg
France
;
_audit_update_record             
;
2023-07-13 deposited with the CCDC.	2024-10-02 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         'C30 H26 Br F3 N O3 P S'
_chemical_formula_sum            'C30 H26 Br F3 N O3 P S'
_chemical_formula_weight         648.46

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   10.2345(4)
_cell_length_b                   12.0047(4)
_cell_length_c                   13.9944(6)
_cell_angle_alpha                112.2560(10)
_cell_angle_beta                 111.385(2)
_cell_angle_gamma                90.4840(10)
_cell_volume                     1460.15(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9944
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      29.93

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.585
_shelx_estimated_absorpt_T_min   0.742
_shelx_estimated_absorpt_T_max   0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6389
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Mo-ImuS 3.0 microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            79769
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.945
_diffrn_reflns_theta_max         30.122
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8606
_reflns_number_gt                7140
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3(Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0367P)²+1.5957P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8606
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0870
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001

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 0.63607(4) 0.16420(4) 0.72385(3) 0.01798(9) Uani 1 1 d . . . . .
O1 O 0.54855(14) 0.05223(12) 0.63268(11) 0.0233(3) Uani 1 1 d . . . . .
O2 O 0.77209(14) 0.15681(12) 0.80074(11) 0.0246(3) Uani 1 1 d . . . . .
C1 C 0.53904(19) 0.23196(16) 0.80685(14) 0.0200(3) Uani 1 1 d . . . . .
C2 C 0.4078(2) 0.26109(19) 0.75778(17) 0.0279(4) Uani 1 1 d . . . . .
H2 H 0.370232 0.245921 0.680271 0.034 Uiso 1 1 calc R U . . .
C3 C 0.3317(2) 0.3126(2) 0.82302(19) 0.0325(4) Uani 1 1 d . . . . .
H3 H 0.241350 0.332360 0.789536 0.039 Uiso 1 1 calc R U . . .
C4 C 0.3856(2) 0.3360(2) 0.93685(19) 0.0340(5) Uani 1 1 d . . . . .
C5 C 0.5146(3) 0.3025(3) 0.98254(19) 0.0452(6) Uani 1 1 d . . . . .
H5 H 0.550707 0.314494 1.059266 0.054 Uiso 1 1 calc R U . . .
C6 C 0.5928(2) 0.2515(2) 0.91879(17) 0.0362(5) Uani 1 1 d . . . . .
H6 H 0.682331 0.230282 0.951868 0.043 Uiso 1 1 calc R U . . .
C7 C 0.3066(3) 0.3980(3) 1.0093(2) 0.0508(7) Uani 1 1 d . . . . .
H7A H 0.328589 0.370829 1.070448 0.076 Uiso 1 1 calc R U . . .
H7B H 0.203931 0.376696 0.963517 0.076 Uiso 1 1 calc R U . . .
H7C H 0.335901 0.486685 1.041134 0.076 Uiso 1 1 calc R U . . .
C8 C 0.65987(18) 0.26732(15) 0.67032(14) 0.0173(3) Uani 1 1 d . . . . .
C9 C 0.58329(18) 0.23458(15) 0.55852(14) 0.0178(3) Uani 1 1 d . . . . .
H9 H 0.529068 0.154512 0.516636 0.021 Uiso 1 1 calc R U . . .
N1 N 0.57656(16) 0.30399(13) 0.50131(12) 0.0189(3) Uani 1 1 d . . . . .
H1 H 0.612839 0.382268 0.538491 0.023 Uiso 1 1 calc R U . . .
C10 C 0.51013(18) 0.25182(15) 0.37856(14) 0.0175(3) Uani 1 1 d . . . . .
H10 H 0.493823 0.160984 0.352072 0.021 Uiso 1 1 calc R U . . .
P1 P 0.33381(5) 0.29740(4) 0.33105(4) 0.01900(9) Uani 1 1 d . . . . .
O3 O 0.33823(15) 0.43177(12) 0.36597(12) 0.0269(3) Uani 1 1 d . . . . .
C11 C 0.2520(2) 0.21014(17) 0.18089(15) 0.0235(3) Uani 1 1 d . . . . .
C12 C 0.1230(2) 0.2380(2) 0.12385(18) 0.0345(5) Uani 1 1 d . . . . .
H12 H 0.083091 0.300601 0.164254 0.041 Uiso 1 1 calc R U . . .
C13 C 0.0524(3) 0.1750(3) 0.0084(2) 0.0470(6) Uani 1 1 d . . . . .
H13 H -0.036073 0.194070 -0.030011 0.056 Uiso 1 1 calc R U . . .
C14 C 0.1098(3) 0.0850(3) -0.0509(2) 0.0508(7) Uani 1 1 d . . . . .
H14 H 0.061876 0.043032 -0.130207 0.061 Uiso 1 1 calc R U . . .
C15 C 0.2367(3) 0.0557(3) 0.0045(2) 0.0555(8) Uani 1 1 d . . . . .
H15 H 0.275799 -0.006904 -0.036691 0.067 Uiso 1 1 calc R U . . .
C16 C 0.3082(3) 0.1173(2) 0.12099(18) 0.0418(6) Uani 1 1 d . . . . .
H16 H 0.394964 0.095903 0.159177 0.050 Uiso 1 1 calc R U . . .
C17 C 0.23214(19) 0.23919(17) 0.38847(15) 0.0225(3) Uani 1 1 d . . . . .
C18 C 0.2033(2) 0.1146(2) 0.3603(2) 0.0322(4) Uani 1 1 d . . . . .
H18 H 0.235792 0.058255 0.308461 0.039 Uiso 1 1 calc R U . . .
C19 C 0.1273(3) 0.0724(2) 0.4075(2) 0.0432(6) Uani 1 1 d . . . . .
H19 H 0.110380 -0.012291 0.390111 0.052 Uiso 1 1 calc R U . . .
C20 C 0.0762(3) 0.1544(3) 0.4803(2) 0.0459(6) Uani 1 1 d . . . . .
H20 H 0.024150 0.125808 0.512903 0.055 Uiso 1 1 calc R U . . .
C21 C 0.1005(3) 0.2769(3) 0.5056(2) 0.0453(6) Uani 1 1 d . . . . .
H21 H 0.063242 0.332323 0.554362 0.054 Uiso 1 1 calc R U . . .
C22 C 0.1793(2) 0.3207(2) 0.46043(18) 0.0328(4) Uani 1 1 d . . . . .
H22 H 0.196666 0.405657 0.478756 0.039 Uiso 1 1 calc R U . . .
C23 C 0.61089(19) 0.28340(16) 0.33149(14) 0.0205(3) Uani 1 1 d . . . . .
C24 C 0.7028(2) 0.20549(17) 0.29978(17) 0.0260(4) Uani 1 1 d . . . . .
C25 C 0.8007(2) 0.2380(2) 0.26347(19) 0.0340(5) Uani 1 1 d . . . . .
H25 H 0.862336 0.183637 0.242982 0.041 Uiso 1 1 calc R U . . .
C26 C 0.8078(3) 0.3500(2) 0.25739(19) 0.0363(5) Uani 1 1 d . . . . .
H26 H 0.874600 0.373064 0.232812 0.044 Uiso 1 1 calc R U . . .
C27 C 0.7178(3) 0.4284(2) 0.28703(19) 0.0354(5) Uani 1 1 d . . . . .
H27 H 0.722006 0.504936 0.281951 0.043 Uiso 1 1 calc R U . . .
C28 C 0.6210(2) 0.39575(18) 0.32430(17) 0.0277(4) Uani 1 1 d . . . . .
H28 H 0.560450 0.451035 0.345305 0.033 Uiso 1 1 calc R U . . .
Br1 Br 0.69570(2) 0.04936(2) 0.30257(3) 0.04223(8) Uani 1 1 d . . . . .
C29 C 0.76029(18) 0.38511(16) 0.75306(14) 0.0190(3) Uani 1 1 d . . . . .
H29A H 0.773514 0.397059 0.830202 0.023 Uiso 1 1 calc R U . . .
H29B H 0.717247 0.453787 0.738824 0.023 Uiso 1 1 calc R U . . .
C30 C 0.9034(2) 0.38763(19) 0.74587(19) 0.0301(4) Uani 1 1 d . . . . .
F1 F 0.89606(15) 0.39023(16) 0.64928(13) 0.0483(4) Uani 1 1 d . . . . .
F2 F 0.99543(14) 0.48843(13) 0.82863(13) 0.0437(3) Uani 1 1 d . . . . .
F3 F 0.96536(14) 0.29243(13) 0.75444(15) 0.0493(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4437(13) . ?
S1 O2 1.4441(13) . ?
S1 C8 1.7273(17) . ?
S1 C1 1.7708(18) . ?
C1 C6 1.379(3) . ?
C1 C2 1.384(3) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(3) . ?
C4 C7 1.508(3) . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.361(2) . ?
C8 C29 1.505(2) . ?
C9 N1 1.344(2) . ?
C9 H9 0.9500 . ?
N1 C10 1.460(2) . ?
N1 H1 0.8800 . ?
C10 C23 1.523(2) . ?
C10 P1 1.8480(18) . ?
C10 H10 1.0000 . ?
P1 O3 1.4928(14) . ?
P1 C17 1.7999(19) . ?
P1 C11 1.8025(19) . ?
C11 C16 1.389(3) . ?
C11 C12 1.390(3) . ?
C12 C13 1.385(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.374(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.387(3) . ?
C17 C18 1.394(3) . ?
C18 C19 1.385(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.385(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.373(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.395(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C28 1.396(3) . ?
C23 C24 1.401(3) . ?
C24 C25 1.389(3) . ?
C24 Br1 1.891(2) . ?
C25 C26 1.383(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.379(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.390(3) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.505(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 F3 1.335(2) . ?
C30 F1 1.339(3) . ?
C30 F2 1.348(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
O1 S1 O2 118.08(8) . . ?
O1 S1 C8 109.41(8) . . ?
O2 S1 C8 109.58(8) . . ?
O1 S1 C1 107.99(8) . . ?
O2 S1 C1 106.07(8) . . ?
C8 S1 C1 104.86(8) . . ?
C6 C1 C2 120.65(18) . . ?
C6 C1 S1 119.70(15) . . ?
C2 C1 S1 119.62(14) . . ?
C1 C2 C3 119.24(18) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C4 121.1(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.35(19) . . ?
C5 C4 C7 120.5(2) . . ?
C3 C4 C7 121.2(2) . . ?
C4 C5 C6 121.4(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 119.2(2) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C29 127.01(15) . . ?
C9 C8 S1 116.56(13) . . ?
C29 C8 S1 116.41(12) . . ?
N1 C9 C8 126.63(16) . . ?
N1 C9 H9 116.7 . . ?
C8 C9 H9 116.7 . . ?
C9 N1 C10 121.16(14) . . ?
C9 N1 H1 119.4 . . ?
C10 N1 H1 119.4 . . ?
N1 C10 C23 110.36(14) . . ?
N1 C10 P1 110.01(12) . . ?
C23 C10 P1 114.48(12) . . ?
N1 C10 H10 107.2 . . ?
C23 C10 H10 107.2 . . ?
P1 C10 H10 107.2 . . ?
O3 P1 C17 110.86(9) . . ?
O3 P1 C11 113.69(8) . . ?
C17 P1 C11 105.89(9) . . ?
O3 P1 C10 114.36(8) . . ?
C17 P1 C10 105.51(8) . . ?
C11 P1 C10 105.84(8) . . ?
C16 C11 C12 119.25(19) . . ?
C16 C11 P1 124.26(15) . . ?
C12 C11 P1 116.48(16) . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.1(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 119.8(2) . . ?
C11 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C22 C17 C18 119.73(19) . . ?
C22 C17 P1 118.79(16) . . ?
C18 C17 P1 121.47(15) . . ?
C19 C18 C17 120.3(2) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 119.7(2) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.6(2) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 119.4(2) . . ?
C17 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C28 C23 C24 116.99(17) . . ?
C28 C23 C10 120.71(17) . . ?
C24 C23 C10 122.20(16) . . ?
C25 C24 C23 121.99(19) . . ?
C25 C24 Br1 117.25(16) . . ?
C23 C24 Br1 120.76(14) . . ?
C26 C25 C24 119.5(2) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 119.97(19) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C28 120.3(2) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C23 121.3(2) . . ?
C27 C28 H28 119.3 . . ?
C23 C28 H28 119.3 . . ?
C8 C29 C30 112.70(15) . . ?
C8 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
C8 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
F3 C30 F1 106.80(19) . . ?
F3 C30 F2 106.34(17) . . ?
F1 C30 F2 105.96(17) . . ?
F3 C30 C29 113.79(17) . . ?
F1 C30 C29 112.25(16) . . ?
F2 C30 C29 111.20(17) . . ?

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 S1 C1 C6 119.72(18) . . . . ?
O2 S1 C1 C6 -7.77(19) . . . . ?
C8 S1 C1 C6 -123.70(18) . . . . ?
O1 S1 C1 C2 -58.15(17) . . . . ?
O2 S1 C1 C2 174.37(15) . . . . ?
C8 S1 C1 C2 58.44(17) . . . . ?
C6 C1 C2 C3 1.3(3) . . . . ?
S1 C1 C2 C3 179.16(16) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C2 C3 C4 C5 -2.3(4) . . . . ?
C2 C3 C4 C7 176.8(2) . . . . ?
C3 C4 C5 C6 2.8(4) . . . . ?
C7 C4 C5 C6 -176.4(3) . . . . ?
C2 C1 C6 C5 -0.9(4) . . . . ?
S1 C1 C6 C5 -178.7(2) . . . . ?
C4 C5 C6 C1 -1.2(4) . . . . ?
O1 S1 C8 C9 7.13(16) . . . . ?
O2 S1 C8 C9 138.06(13) . . . . ?
C1 S1 C8 C9 -108.47(14) . . . . ?
O1 S1 C8 C29 -174.38(12) . . . . ?
O2 S1 C8 C29 -43.45(15) . . . . ?
C1 S1 C8 C29 70.01(14) . . . . ?
C29 C8 C9 N1 -3.9(3) . . . . ?
S1 C8 C9 N1 174.40(14) . . . . ?
C8 C9 N1 C10 169.50(16) . . . . ?
C9 N1 C10 C23 -127.70(17) . . . . ?
C9 N1 C10 P1 105.04(16) . . . . ?
N1 C10 P1 O3 62.42(14) . . . . ?
C23 C10 P1 O3 -62.51(14) . . . . ?
N1 C10 P1 C17 -59.67(13) . . . . ?
C23 C10 P1 C17 175.40(12) . . . . ?
N1 C10 P1 C11 -171.64(11) . . . . ?
C23 C10 P1 C11 63.43(14) . . . . ?
O3 P1 C11 C16 134.0(2) . . . . ?
C17 P1 C11 C16 -104.1(2) . . . . ?
C10 P1 C11 C16 7.6(2) . . . . ?
O3 P1 C11 C12 -47.28(19) . . . . ?
C17 P1 C11 C12 74.67(18) . . . . ?
C10 P1 C11 C12 -173.63(16) . . . . ?
C16 C11 C12 C13 -0.9(3) . . . . ?
P1 C11 C12 C13 -179.68(19) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
C12 C13 C14 C15 1.1(5) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C12 C11 C16 C15 1.6(4) . . . . ?
P1 C11 C16 C15 -179.7(2) . . . . ?
C14 C15 C16 C11 -1.0(5) . . . . ?
O3 P1 C17 C22 -3.82(18) . . . . ?
C11 P1 C17 C22 -127.57(16) . . . . ?
C10 P1 C17 C22 120.50(16) . . . . ?
O3 P1 C17 C18 174.81(16) . . . . ?
C11 P1 C17 C18 51.05(18) . . . . ?
C10 P1 C17 C18 -60.88(18) . . . . ?
C22 C17 C18 C19 -2.8(3) . . . . ?
P1 C17 C18 C19 178.63(18) . . . . ?
C17 C18 C19 C20 2.0(4) . . . . ?
C18 C19 C20 C21 0.0(4) . . . . ?
C19 C20 C21 C22 -1.4(4) . . . . ?
C18 C17 C22 C21 1.4(3) . . . . ?
P1 C17 C22 C21 -179.93(18) . . . . ?
C20 C21 C22 C17 0.6(4) . . . . ?
N1 C10 C23 C28 -82.9(2) . . . . ?
P1 C10 C23 C28 41.8(2) . . . . ?
N1 C10 C23 C24 93.3(2) . . . . ?
P1 C10 C23 C24 -141.92(15) . . . . ?
C28 C23 C24 C25 0.5(3) . . . . ?
C10 C23 C24 C25 -175.93(18) . . . . ?
C28 C23 C24 Br1 -178.47(14) . . . . ?
C10 C23 C24 Br1 5.1(2) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
Br1 C24 C25 C26 178.50(17) . . . . ?
C24 C25 C26 C27 -0.1(3) . . . . ?
C25 C26 C27 C28 0.7(3) . . . . ?
C26 C27 C28 C23 -0.8(3) . . . . ?
C24 C23 C28 C27 0.2(3) . . . . ?
C10 C23 C28 C27 176.60(18) . . . . ?
C9 C8 C29 C30 -79.0(2) . . . . ?
S1 C8 C29 C30 102.71(16) . . . . ?
C8 C29 C30 F3 -53.4(2) . . . . ?
C8 C29 C30 F1 68.0(2) . . . . ?
C8 C29 C30 F2 -173.45(16) . . . . ?

_refine_diff_density_max         1.611
_refine_diff_density_min         -1.708
_refine_diff_density_rms         0.069



####################################################################### 
# 
# 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_elmjdg230207
_database_code_depnum_ccdc_archive 'CCDC 2281378'
loop_
_audit_author_name
_audit_author_address
Gruber
;University of Strasbourg
France
;
_audit_update_record             
;
2023-07-13 deposited with the CCDC.	2024-10-02 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 H18 F3 N O2 S'
_chemical_formula_sum            'C18 H18 F3 N O2 S'
_chemical_formula_weight         369.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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                   17.628(2)
_cell_length_b                   7.0992(10)
_cell_length_c                   13.6449(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.821(7)
_cell_angle_gamma                90
_cell_volume                     1705.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1462
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      27.77

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.232
_shelx_estimated_absorpt_T_min   0.955
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6067
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19385
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.157
_diffrn_reflns_theta_max         27.962
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4081
_reflns_number_gt                2773
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+0.2495P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4081
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1459
_refine_ls_wR_factor_gt          0.1183
_refine_ls_goodness_of_fit_ref   0.856
_refine_ls_restrained_S_all      0.856
_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
S1 S 0.21660(3) 0.63796(8) 0.63576(4) 0.02504(16) Uani 1 1 d . . . . .
O1 O 0.19431(10) 0.4467(2) 0.65374(12) 0.0345(4) Uani 1 1 d . . . . .
O2 O 0.27113(9) 0.7277(3) 0.70344(11) 0.0330(4) Uani 1 1 d . . . . .
C1 C 0.13247(12) 0.7741(3) 0.63570(15) 0.0244(5) Uani 1 1 d . . . . .
C2 C 0.06222(13) 0.6852(4) 0.62174(17) 0.0319(5) Uani 1 1 d . . . . .
H2 H 0.059653 0.555172 0.613755 0.038 Uiso 1 1 calc R U . . .
C3 C -0.00360(13) 0.7915(4) 0.61985(19) 0.0373(6) Uani 1 1 d . . . . .
H3 H -0.050347 0.731843 0.610130 0.045 Uiso 1 1 calc R U . . .
C4 C -0.00114(14) 0.9866(4) 0.63226(17) 0.0345(6) Uani 1 1 d . . . . .
C5 C 0.06991(15) 1.0713(4) 0.64653(18) 0.0364(6) Uani 1 1 d . . . . .
H5 H 0.072839 1.201001 0.655688 0.044 Uiso 1 1 calc R U . . .
C6 C 0.13589(14) 0.9671(4) 0.64737(17) 0.0318(5) Uani 1 1 d . . . . .
H6 H 0.182720 1.026768 0.655787 0.038 Uiso 1 1 calc R U . . .
C7 C -0.07309(17) 1.1011(5) 0.6279(2) 0.0495(8) Uani 1 1 d . . . . .
H7A H -0.090821 1.116495 0.560711 0.074 Uiso 1 1 calc R U . . .
H7B H -0.063202 1.222576 0.656720 0.074 Uiso 1 1 calc R U . . .
H7C H -0.111117 1.037403 0.663443 0.074 Uiso 1 1 calc R U . . .
C8 C 0.24843(11) 0.6558(3) 0.51832(15) 0.0240(5) Uani 1 1 d . . . . .
C9 C 0.20629(12) 0.5437(3) 0.43930(16) 0.0268(5) Uani 1 1 d . . . . .
H9A H 0.156096 0.514066 0.461042 0.032 Uiso 1 1 calc R U . . .
H9B H 0.199878 0.621246 0.380961 0.032 Uiso 1 1 calc R U . . .
C10 C 0.24494(14) 0.3635(3) 0.41268(17) 0.0320(5) Uani 1 1 d . . . . .
F1 F 0.31633(9) 0.3931(2) 0.38657(14) 0.0531(5) Uani 1 1 d . . . . .
F2 F 0.24952(10) 0.2376(2) 0.48479(11) 0.0480(4) Uani 1 1 d . . . . .
F3 F 0.20837(11) 0.2791(3) 0.33688(12) 0.0592(5) Uani 1 1 d . . . . .
N1 N 0.33276(10) 0.8263(3) 0.41564(13) 0.0282(4) Uani 1 1 d . . . . .
H1 H 0.315212 0.768464 0.363993 0.034 Uiso 1 1 calc R U . . .
C11 C 0.30403(11) 0.7827(3) 0.50176(15) 0.0246(5) Uani 1 1 d . . . . .
H11 H 0.324458 0.846407 0.556451 0.030 Uiso 1 1 calc R U . . .
C12 C 0.39196(13) 0.9661(3) 0.40461(17) 0.0296(5) Uani 1 1 d . . . . .
H12A H 0.397751 1.038216 0.464903 0.035 Uiso 1 1 calc R U . . .
H12B H 0.375639 1.052468 0.352654 0.035 Uiso 1 1 calc R U . . .
C13 C 0.46865(12) 0.8861(3) 0.38123(15) 0.0261(5) Uani 1 1 d . . . . .
C14 C 0.49158(14) 0.7053(4) 0.40744(17) 0.0341(6) Uani 1 1 d . . . . .
H14 H 0.458481 0.626045 0.438843 0.041 Uiso 1 1 calc R U . . .
C15 C 0.56410(15) 0.6414(4) 0.38692(19) 0.0409(6) Uani 1 1 d . . . . .
H15 H 0.579069 0.520128 0.404954 0.049 Uiso 1 1 calc R U . . .
C16 C 0.61357(14) 0.7574(4) 0.34006(18) 0.0404(6) Uani 1 1 d . . . . .
H16 H 0.661873 0.714772 0.326752 0.048 Uiso 1 1 calc R U . . .
C17 C 0.59128(14) 0.9358(4) 0.31318(18) 0.0380(6) Uani 1 1 d . . . . .
H17 H 0.624389 1.013570 0.280915 0.046 Uiso 1 1 calc R U . . .
C18 C 0.51920(13) 1.0013(4) 0.33393(17) 0.0321(5) Uani 1 1 d . . . . .
H18 H 0.504821 1.122996 0.315991 0.038 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
S1 O1 1.4379(18) . ?
S1 O2 1.4476(17) . ?
S1 C8 1.728(2) . ?
S1 C1 1.770(2) . ?
C1 C6 1.380(3) . ?
C1 C2 1.395(3) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(4) . ?
C4 C7 1.505(3) . ?
C5 C6 1.378(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C11 1.358(3) . ?
C8 C9 1.506(3) . ?
C9 C10 1.502(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 F2 1.329(3) . ?
C10 F3 1.334(3) . ?
C10 F1 1.341(3) . ?
N1 C11 1.339(3) . ?
N1 C12 1.453(3) . ?
N1 H1 0.8600 . ?
C11 H11 0.9300 . ?
C12 C13 1.515(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.388(3) . ?
C13 C18 1.391(3) . ?
C14 C15 1.398(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 119.03(10) . . ?
O1 S1 C8 109.35(11) . . ?
O2 S1 C8 108.87(10) . . ?
O1 S1 C1 106.24(10) . . ?
O2 S1 C1 106.85(10) . . ?
C8 S1 C1 105.65(10) . . ?
C6 C1 C2 119.9(2) . . ?
C6 C1 S1 120.67(18) . . ?
C2 C1 S1 119.41(18) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 117.9(2) . . ?
C5 C4 C7 121.4(3) . . ?
C3 C4 C7 120.7(2) . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C8 C9 124.46(19) . . ?
C11 C8 S1 118.22(16) . . ?
C9 C8 S1 116.98(16) . . ?
C10 C9 C8 114.17(19) . . ?
C10 C9 H9A 108.7 . . ?
C8 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C8 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
F2 C10 F3 106.3(2) . . ?
F2 C10 F1 106.2(2) . . ?
F3 C10 F1 106.8(2) . . ?
F2 C10 C9 113.92(19) . . ?
F3 C10 C9 111.2(2) . . ?
F1 C10 C9 111.9(2) . . ?
C11 N1 C12 123.62(19) . . ?
C11 N1 H1 118.2 . . ?
C12 N1 H1 118.2 . . ?
N1 C11 C8 127.4(2) . . ?
N1 C11 H11 116.3 . . ?
C8 C11 H11 116.3 . . ?
N1 C12 C13 114.8(2) . . ?
N1 C12 H12A 108.6 . . ?
C13 C12 H12A 108.6 . . ?
N1 C12 H12B 108.6 . . ?
C13 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C14 C13 C18 118.6(2) . . ?
C14 C13 C12 123.0(2) . . ?
C18 C13 C12 118.4(2) . . ?
C13 C14 C15 120.4(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.4(2) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 120.6(2) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?

_refine_diff_density_max         0.372
_refine_diff_density_min         -0.292
_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_elmjdg231012
_database_code_depnum_ccdc_archive 'CCDC 2310786'
loop_
_audit_author_name
_audit_author_address
'Gruber Nathalie'
;University of Strasbourg
France
;
_audit_update_record             
;
2023-11-28 deposited with the CCDC.	2024-10-02 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 H28 N O3 P S'
_chemical_formula_sum            'C29 H28 N O3 P S'
_chemical_formula_weight         501.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   11.2161(17)
_cell_length_b                   11.2502(18)
_cell_length_c                   11.6904(18)
_cell_angle_alpha                89.379(5)
_cell_angle_beta                 62.804(4)
_cell_angle_gamma                74.413(5)
_cell_volume                     1253.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9094
_cell_measurement_theta_min      5.21
_cell_measurement_theta_max      66.21

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    2.005
_shelx_estimated_absorpt_T_min   0.690
_shelx_estimated_absorpt_T_max   0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6157
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Cu-ImuS Diamond microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20327
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.641
_diffrn_reflns_theta_max         66.842
_diffrn_reflns_theta_full        66.843
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             4345
_reflns_number_gt                4225
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3(Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0979P)²+0.6588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4345
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1355
_refine_ls_wR_factor_gt          0.1345
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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
C1 C 0.48492(17) 0.37432(16) 0.73872(16) 0.0150(4) Uani 1 1 d . . . . .
S1 S 0.34846(4) 0.47412(4) 0.87467(4) 0.01417(16) Uani 1 1 d . . . . .
O1 O 0.40701(13) 0.54465(12) 0.92693(12) 0.0194(3) Uani 1 1 d . . . . .
O2 O 0.23822(13) 0.54225(12) 0.84561(12) 0.0196(3) Uani 1 1 d . . . . .
C2 C 0.28231(18) 0.37287(16) 0.98861(16) 0.0156(4) Uani 1 1 d . . . . .
C3 C 0.16899(19) 0.33603(18) 0.99987(18) 0.0199(4) Uani 1 1 d . . . . .
H3 H 0.121275 0.370313 0.952218 0.024 Uiso 1 1 calc R U . . .
C4 C 0.1266(2) 0.24862(18) 1.08153(18) 0.0222(4) Uani 1 1 d . . . . .
H4 H 0.047944 0.224573 1.090948 0.027 Uiso 1 1 calc R U . . .
C5 C 0.1971(2) 0.19533(17) 1.15010(17) 0.0205(4) Uani 1 1 d . . . . .
C6 C 0.31000(19) 0.23424(18) 1.13758(18) 0.0198(4) Uani 1 1 d . . . . .
H6 H 0.358953 0.198713 1.183845 0.024 Uiso 1 1 calc R U . . .
C7 C 0.35222(19) 0.32375(17) 1.05897(17) 0.0176(4) Uani 1 1 d . . . . .
H7 H 0.427630 0.351196 1.053122 0.021 Uiso 1 1 calc R U . . .
C8 C 0.1527(2) 0.09772(19) 1.2358(2) 0.0290(5) Uani 1 1 d . . . . .
H8A H 0.065413 0.137207 1.315063 0.043 Uiso 1 1 calc R U . . .
H8B H 0.226321 0.056409 1.258450 0.043 Uiso 1 1 calc R U . . .
H8C H 0.137334 0.036083 1.189471 0.043 Uiso 1 1 calc R U . . .
C9 C 0.60650(18) 0.30402(16) 0.76044(17) 0.0164(4) Uani 1 1 d . . . . .
H9A H 0.586837 0.227490 0.796949 0.020 Uiso 1 1 calc R U . . .
H9B H 0.607751 0.355763 0.827610 0.020 Uiso 1 1 calc R U . . .
P1 P 0.78132(4) 0.25872(4) 0.62325(4) 0.01338(16) Uani 1 1 d . . . . .
O3 O 0.80242(13) 0.15796(11) 0.52771(12) 0.0183(3) Uani 1 1 d . . . . .
C10 C 0.89630(18) 0.21215(16) 0.69535(17) 0.0150(4) Uani 1 1 d . . . . .
C11 C 0.86568(19) 0.26989(17) 0.81502(17) 0.0187(4) Uani 1 1 d . . . . .
H11 H 0.781111 0.335451 0.862171 0.022 Uiso 1 1 calc R U . . .
C12 C 0.9588(2) 0.23141(19) 0.86489(19) 0.0239(4) Uani 1 1 d . . . . .
H12 H 0.937609 0.270607 0.946298 0.029 Uiso 1 1 calc R U . . .
C13 C 1.0827(2) 0.13606(18) 0.79649(19) 0.0235(4) Uani 1 1 d . . . . .
H13 H 1.146413 0.110374 0.830701 0.028 Uiso 1 1 calc R U . . .
C14 C 1.11335(19) 0.07817(17) 0.67785(19) 0.0212(4) Uani 1 1 d . . . . .
H14 H 1.197958 0.012504 0.631257 0.025 Uiso 1 1 calc R U . . .
C15 C 1.02086(18) 0.11586(16) 0.62695(17) 0.0172(4) Uani 1 1 d . . . . .
H15 H 1.042395 0.076110 0.545673 0.021 Uiso 1 1 calc R U . . .
C16 C 0.81117(17) 0.39655(16) 0.54819(17) 0.0150(4) Uani 1 1 d . . . . .
C17 C 0.79800(18) 0.50400(17) 0.61721(17) 0.0186(4) Uani 1 1 d . . . . .
H17 H 0.769999 0.507488 0.707358 0.022 Uiso 1 1 calc R U . . .
C18 C 0.82605(19) 0.60548(17) 0.55335(19) 0.0207(4) Uani 1 1 d . . . . .
H18 H 0.816957 0.678752 0.600124 0.025 Uiso 1 1 calc R U . . .
C19 C 0.86734(19) 0.60097(18) 0.42154(19) 0.0212(4) Uani 1 1 d . . . . .
H19 H 0.885778 0.671177 0.378655 0.025 Uiso 1 1 calc R U . . .
C20 C 0.88165(19) 0.49419(19) 0.35255(18) 0.0208(4) Uani 1 1 d . . . . .
H20 H 0.910859 0.490900 0.262196 0.025 Uiso 1 1 calc R U . . .
C21 C 0.85333(18) 0.39191(17) 0.41540(17) 0.0180(4) Uani 1 1 d . . . . .
H21 H 0.862603 0.318861 0.368160 0.022 Uiso 1 1 calc R U . . .
C22 C 0.46358(18) 0.36481(16) 0.63381(17) 0.0160(4) Uani 1 1 d . . . . .
H22 H 0.378464 0.418532 0.640854 0.019 Uiso 1 1 calc R U . . .
N1 N 0.54838(16) 0.28865(14) 0.52165(14) 0.0174(3) Uani 1 1 d . . . . .
H1 H 0.614932 0.223571 0.518215 0.021 Uiso 1 1 calc R U . . .
C23 C 0.5327(2) 0.31139(17) 0.40474(17) 0.0187(4) Uani 1 1 d . . . . .
H23A H 0.605454 0.348834 0.346201 0.022 Uiso 1 1 calc R U . . .
H23B H 0.439842 0.372105 0.429732 0.022 Uiso 1 1 calc R U . . .
C24 C 0.54517(19) 0.19440(17) 0.33225(17) 0.0171(4) Uani 1 1 d . . . . .
C25 C 0.4667(2) 0.11459(18) 0.39524(19) 0.0232(4) Uani 1 1 d . . . . .
H25 H 0.406095 0.132246 0.486137 0.028 Uiso 1 1 calc R U . . .
C26 C 0.4761(2) 0.00969(18) 0.3267(2) 0.0267(4) Uani 1 1 d . . . . .
H26 H 0.421681 -0.043785 0.370757 0.032 Uiso 1 1 calc R U . . .
C27 C 0.5649(2) -0.01745(18) 0.1938(2) 0.0268(4) Uani 1 1 d . . . . .
H27 H 0.572206 -0.089783 0.146853 0.032 Uiso 1 1 calc R U . . .
C28 C 0.6425(2) 0.06177(19) 0.1304(2) 0.0262(4) Uani 1 1 d . . . . .
H28 H 0.702580 0.044150 0.039389 0.031 Uiso 1 1 calc R U . . .
C29 C 0.6331(2) 0.16722(18) 0.19915(19) 0.0215(4) Uani 1 1 d . . . . .
H29 H 0.687177 0.220857 0.154847 0.026 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
C1 C22 1.363(2) . ?
C1 C9 1.511(2) . ?
C1 S1 1.7381(18) . ?
S1 O1 1.4462(13) . ?
S1 O2 1.4493(13) . ?
S1 C2 1.7721(17) . ?
C2 C3 1.390(3) . ?
C2 C7 1.394(3) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(3) . ?
C5 C8 1.507(3) . ?
C6 C7 1.386(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 P1 1.8118(18) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
P1 O3 1.4933(13) . ?
P1 C16 1.8077(17) . ?
P1 C10 1.8081(18) . ?
C10 C15 1.396(3) . ?
C10 C11 1.399(2) . ?
C11 C12 1.388(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.397(2) . ?
C16 C21 1.398(3) . ?
C17 C18 1.385(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.389(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 N1 1.343(2) . ?
C22 H22 0.9500 . ?
N1 C23 1.467(2) . ?
N1 H1 0.8800 . ?
C23 C24 1.512(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C29 1.390(3) . ?
C24 C25 1.393(3) . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.390(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.384(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.393(3) . ?
C28 H28 0.9500 . ?
C29 H29 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
C22 C1 C9 130.00(16) . . ?
C22 C1 S1 116.68(13) . . ?
C9 C1 S1 113.16(12) . . ?
O1 S1 O2 118.02(8) . . ?
O1 S1 C1 108.54(8) . . ?
O2 S1 C1 110.29(8) . . ?
O1 S1 C2 106.78(8) . . ?
O2 S1 C2 108.26(8) . . ?
C1 S1 C2 103.98(8) . . ?
C3 C2 C7 120.81(16) . . ?
C3 C2 S1 120.11(14) . . ?
C7 C2 S1 118.90(13) . . ?
C4 C3 C2 119.11(17) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.29(17) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 118.48(17) . . ?
C4 C5 C8 120.87(17) . . ?
C6 C5 C8 120.65(17) . . ?
C7 C6 C5 121.29(17) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C2 118.97(16) . . ?
C6 C7 H7 120.5 . . ?
C2 C7 H7 120.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C9 P1 118.51(12) . . ?
C1 C9 H9A 107.7 . . ?
P1 C9 H9A 107.7 . . ?
C1 C9 H9B 107.7 . . ?
P1 C9 H9B 107.7 . . ?
H9A C9 H9B 107.1 . . ?
O3 P1 C16 111.19(8) . . ?
O3 P1 C10 112.65(8) . . ?
C16 P1 C10 107.80(8) . . ?
O3 P1 C9 112.95(8) . . ?
C16 P1 C9 107.61(8) . . ?
C10 P1 C9 104.24(8) . . ?
C15 C10 C11 119.49(16) . . ?
C15 C10 P1 117.99(13) . . ?
C11 C10 P1 122.51(13) . . ?
C12 C11 C10 120.03(17) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C13 C12 C11 120.33(17) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.87(17) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 120.32(17) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C10 119.96(17) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
C17 C16 C21 119.85(16) . . ?
C17 C16 P1 122.30(13) . . ?
C21 C16 P1 117.82(13) . . ?
C18 C17 C16 119.56(17) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 120.54(17) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 120.05(17) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C21 120.04(17) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C16 119.95(17) . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
N1 C22 C1 127.83(17) . . ?
N1 C22 H22 116.1 . . ?
C1 C22 H22 116.1 . . ?
C22 N1 C23 121.56(15) . . ?
C22 N1 H1 119.2 . . ?
C23 N1 H1 119.2 . . ?
N1 C23 C24 112.99(14) . . ?
N1 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
N1 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C29 C24 C25 118.85(17) . . ?
C29 C24 C23 119.71(16) . . ?
C25 C24 C23 121.40(17) . . ?
C26 C25 C24 120.73(18) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 120.17(18) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C28 C27 C26 119.45(18) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 120.42(19) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C24 C29 C28 120.38(18) . . ?
C24 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?

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
C22 C1 S1 O1 -137.24(14) . . . . ?
C9 C1 S1 O1 46.89(14) . . . . ?
C22 C1 S1 O2 -6.52(16) . . . . ?
C9 C1 S1 O2 177.61(11) . . . . ?
C22 C1 S1 C2 109.35(14) . . . . ?
C9 C1 S1 C2 -66.52(13) . . . . ?
O1 S1 C2 C3 150.74(15) . . . . ?
O2 S1 C2 C3 22.70(17) . . . . ?
C1 S1 C2 C3 -94.59(16) . . . . ?
O1 S1 C2 C7 -34.11(16) . . . . ?
O2 S1 C2 C7 -162.16(14) . . . . ?
C1 S1 C2 C7 80.55(15) . . . . ?
C7 C2 C3 C4 -0.5(3) . . . . ?
S1 C2 C3 C4 174.54(14) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
C3 C4 C5 C8 -178.27(17) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C8 C5 C6 C7 179.88(17) . . . . ?
C5 C6 C7 C2 -1.8(3) . . . . ?
C3 C2 C7 C6 2.1(3) . . . . ?
S1 C2 C7 C6 -173.05(13) . . . . ?
C22 C1 C9 P1 34.4(2) . . . . ?
S1 C1 C9 P1 -150.40(10) . . . . ?
C1 C9 P1 O3 -70.41(14) . . . . ?
C1 C9 P1 C16 52.69(15) . . . . ?
C1 C9 P1 C10 166.98(13) . . . . ?
O3 P1 C10 C15 23.55(16) . . . . ?
C16 P1 C10 C15 -99.49(14) . . . . ?
C9 P1 C10 C15 146.36(14) . . . . ?
O3 P1 C10 C11 -157.30(14) . . . . ?
C16 P1 C10 C11 79.66(16) . . . . ?
C9 P1 C10 C11 -34.50(17) . . . . ?
C15 C10 C11 C12 0.0(3) . . . . ?
P1 C10 C11 C12 -179.09(14) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C12 C13 C14 C15 0.4(3) . . . . ?
C13 C14 C15 C10 -0.1(3) . . . . ?
C11 C10 C15 C14 -0.1(3) . . . . ?
P1 C10 C15 C14 179.10(13) . . . . ?
O3 P1 C16 C17 179.98(13) . . . . ?
C10 P1 C16 C17 -56.09(16) . . . . ?
C9 P1 C16 C17 55.81(16) . . . . ?
O3 P1 C16 C21 -2.18(16) . . . . ?
C10 P1 C16 C21 121.75(14) . . . . ?
C9 P1 C16 C21 -126.35(14) . . . . ?
C21 C16 C17 C18 0.4(3) . . . . ?
P1 C16 C17 C18 178.23(13) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C18 C19 C20 C21 0.7(3) . . . . ?
C19 C20 C21 C16 -0.4(3) . . . . ?
C17 C16 C21 C20 -0.2(3) . . . . ?
P1 C16 C21 C20 -178.06(13) . . . . ?
C9 C1 C22 N1 -0.2(3) . . . . ?
S1 C1 C22 N1 -175.24(14) . . . . ?
C1 C22 N1 C23 -162.57(17) . . . . ?
C22 N1 C23 C24 -136.85(17) . . . . ?
N1 C23 C24 C29 -131.05(17) . . . . ?
N1 C23 C24 C25 51.1(2) . . . . ?
C29 C24 C25 C26 0.1(3) . . . . ?
C23 C24 C25 C26 178.00(17) . . . . ?
C24 C25 C26 C27 0.3(3) . . . . ?
C25 C26 C27 C28 -0.7(3) . . . . ?
C26 C27 C28 C29 0.7(3) . . . . ?
C25 C24 C29 C28 -0.1(3) . . . . ?
C23 C24 C29 C28 -178.04(17) . . . . ?
C27 C28 C29 C24 -0.3(3) . . . . ?

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.068



