# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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_dm17377
_database_code_depnum_ccdc_archive 'CCDC 1588669'
_audit_update_record             
;
2017-12-01 deposited with the CCDC.
2018-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H28 N O6 P S'
_chemical_formula_weight         609.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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'

_cell_length_a                   11.9446(12)
_cell_length_b                   13.7058(14)
_cell_length_c                   19.238(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3149.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6878
_cell_measurement_theta_min      4.523
_cell_measurement_theta_max      49.699

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.199
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6781
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22273
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.824
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_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             5862
_reflns_number_gt                4835
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.777
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0469P)²+0.2401P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0076(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1894 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.03(2)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5862
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0874
_refine_ls_wR_factor_gt          0.0789
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.033
_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
P1 P 0.20788(6) 0.68020(6) 0.74873(4) 0.0498(2) Uani 1 1 d . . . . .
S1 S 0.08464(6) 0.38854(6) 0.61985(4) 0.0545(2) Uani 1 1 d . . . . .
N1 N 0.0167(2) 0.3976(2) 0.69359(13) 0.0496(6) Uani 1 1 d . . . . .
O1 O -0.04252(15) 0.64222(14) 0.75283(11) 0.0526(5) Uani 1 1 d . . . . .
O2 O 0.15884(17) 0.76978(14) 0.77562(12) 0.0586(6) Uani 1 1 d . . . . .
O3 O 0.21911(19) 0.67424(16) 0.66749(11) 0.0647(6) Uani 1 1 d . . . . .
O4 O 0.33258(16) 0.66101(14) 0.77286(12) 0.0620(6) Uani 1 1 d . . . . .
O5 O 0.16890(17) 0.46301(16) 0.62076(12) 0.0650(6) Uani 1 1 d . . . . .
O6 O 0.1158(2) 0.28851(17) 0.61399(14) 0.0737(7) Uani 1 1 d . . . . .
C1 C -0.1439(2) 0.6188(2) 0.72368(15) 0.0510(7) Uani 1 1 d . . . . .
C2 C -0.2361(3) 0.6798(3) 0.72052(18) 0.0661(9) Uani 1 1 d . . . . .
H2 H -0.2348 0.7427 0.7386 0.079 Uiso 1 1 calc R U . . .
C3 C -0.3293(3) 0.6419(3) 0.6892(2) 0.0751(11) Uani 1 1 d . . . . .
H3 H -0.3934 0.6800 0.6858 0.090 Uiso 1 1 calc R U . . .
C4 C -0.3305(3) 0.5481(3) 0.6623(2) 0.0720(10) Uani 1 1 d . . . . .
H4 H -0.3955 0.5250 0.6413 0.086 Uiso 1 1 calc R U . . .
C5 C -0.2384(2) 0.4881(3) 0.66565(18) 0.0617(8) Uani 1 1 d . . . . .
H5 H -0.2405 0.4251 0.6477 0.074 Uiso 1 1 calc R U . . .
C6 C -0.1420(2) 0.5247(2) 0.69685(14) 0.0476(7) Uani 1 1 d . . . . .
C7 C -0.0300(2) 0.4898(2) 0.71085(14) 0.0432(6) Uani 1 1 d . . . . .
C8 C 0.0247(2) 0.5615(2) 0.74423(15) 0.0451(6) Uani 1 1 d . . . . .
C9 C 0.1404(2) 0.5672(2) 0.77366(16) 0.0484(7) Uani 1 1 d . . . . .
H9 H 0.1837 0.5138 0.7531 0.058 Uiso 1 1 calc R U . . .
C10 C 0.1437(3) 0.5535(2) 0.85245(17) 0.0579(8) Uani 1 1 d . . . . .
C11 C 0.0616(3) 0.5911(2) 0.89510(18) 0.0679(9) Uani 1 1 d . . . . .
H11 H 0.0024 0.6260 0.8760 0.081 Uiso 1 1 calc R U . . .
C12 C 0.0669(4) 0.5770(3) 0.9664(2) 0.0904(14) Uani 1 1 d . . . . .
H12 H 0.0113 0.6028 0.9948 0.108 Uiso 1 1 calc R U . . .
C13 C 0.1520(5) 0.5265(4) 0.9948(3) 0.1050(17) Uani 1 1 d . . . . .
H13 H 0.1545 0.5173 1.0427 0.126 Uiso 1 1 calc R U . . .
C14 C 0.2342(4) 0.4888(4) 0.9542(3) 0.1102(18) Uani 1 1 d . . . . .
H14 H 0.2935 0.4551 0.9745 0.132 Uiso 1 1 calc R U . . .
C15 C 0.2300(3) 0.5005(4) 0.8815(2) 0.0889(13) Uani 1 1 d . . . . .
H15 H 0.2849 0.4729 0.8533 0.107 Uiso 1 1 calc R U . . .
C16 C 0.1661(3) 0.7270(2) 0.61484(18) 0.0550(7) Uani 1 1 d . . . . .
C17 C 0.0619(3) 0.7679(3) 0.6220(2) 0.0717(10) Uani 1 1 d . . . . .
H17 H 0.0236 0.7638 0.6640 0.086 Uiso 1 1 calc R U . . .
C18 C 0.0150(4) 0.8150(3) 0.5659(2) 0.0890(12) Uani 1 1 d . . . . .
H18 H -0.0558 0.8426 0.5699 0.107 Uiso 1 1 calc R U . . .
C19 C 0.0715(4) 0.8215(4) 0.5051(2) 0.1073(15) Uani 1 1 d . . . . .
H19 H 0.0388 0.8530 0.4674 0.129 Uiso 1 1 calc R U . . .
C20 C 0.1754(5) 0.7822(4) 0.4987(2) 0.1146(18) Uani 1 1 d . . . . .
H20 H 0.2143 0.7882 0.4571 0.138 Uiso 1 1 calc R U . . .
C21 C 0.2235(4) 0.7335(3) 0.5539(2) 0.0785(11) Uani 1 1 d . . . . .
H21 H 0.2941 0.7055 0.5496 0.094 Uiso 1 1 calc R U . . .
C22 C 0.4116(2) 0.7364(2) 0.77991(18) 0.0570(8) Uani 1 1 d . . . . .
C23 C 0.4204(3) 0.8094(3) 0.7326(2) 0.0760(10) Uani 1 1 d . . . . .
H23 H 0.3718 0.8123 0.6949 0.091 Uiso 1 1 calc R U . . .
C24 C 0.5032(3) 0.8798(3) 0.7415(3) 0.0900(13) Uani 1 1 d . . . . .
H24 H 0.5100 0.9302 0.7094 0.108 Uiso 1 1 calc R U . . .
C25 C 0.5741(3) 0.8754(3) 0.7966(3) 0.0878(12) Uani 1 1 d . . . . .
H25 H 0.6290 0.9228 0.8024 0.105 Uiso 1 1 calc R U . . .
C26 C 0.5646(3) 0.8022(4) 0.8429(2) 0.0922(13) Uani 1 1 d . . . . .
H26 H 0.6138 0.7989 0.8803 0.111 Uiso 1 1 calc R U . . .
C27 C 0.4824(3) 0.7316(3) 0.8356(2) 0.0771(11) Uani 1 1 d . . . . .
H27 H 0.4754 0.6818 0.8681 0.092 Uiso 1 1 calc R U . . .
C28 C -0.0111(2) 0.4173(2) 0.55334(16) 0.0532(8) Uani 1 1 d . . . . .
C29 C -0.0147(3) 0.5096(2) 0.52500(18) 0.0610(8) Uani 1 1 d . . . . .
H29 H 0.0337 0.5579 0.5408 0.073 Uiso 1 1 calc R U . . .
C30 C -0.0909(3) 0.5297(3) 0.4731(2) 0.0747(10) Uani 1 1 d . . . . .
H30 H -0.0919 0.5919 0.4536 0.090 Uiso 1 1 calc R U . . .
C31 C -0.1654(3) 0.4612(3) 0.44901(19) 0.0684(9) Uani 1 1 d . . . . .
C32 C -0.1636(3) 0.3703(3) 0.4798(2) 0.0749(10) Uani 1 1 d . . . . .
H32 H -0.2148 0.3232 0.4656 0.090 Uiso 1 1 calc R U . . .
C33 C -0.0872(3) 0.3476(2) 0.53124(19) 0.0695(9) Uani 1 1 d . . . . .
H33 H -0.0869 0.2857 0.5510 0.083 Uiso 1 1 calc R U . . .
C34 C -0.2469(4) 0.4826(4) 0.3907(2) 0.1054(15) Uani 1 1 d . . . . .
H34A H -0.2061 0.5011 0.3497 0.158 Uiso 1 1 calc R U . . .
H34B H -0.2957 0.5349 0.4043 0.158 Uiso 1 1 calc R U . . .
H34C H -0.2905 0.4253 0.3811 0.158 Uiso 1 1 calc R U . . .
H1 H -0.023(2) 0.350(2) 0.6999(16) 0.049(9) 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
P1 O2 1.455(2) . ?
P1 O3 1.571(2) . ?
P1 O4 1.582(2) . ?
P1 C9 1.811(3) . ?
S1 O6 1.425(2) . ?
S1 O5 1.434(2) . ?
S1 N1 1.639(3) . ?
S1 C28 1.761(3) . ?
N1 C7 1.420(4) . ?
N1 H1 0.82(3) . ?
O1 C1 1.373(3) . ?
O1 C8 1.377(3) . ?
O3 C16 1.397(4) . ?
O4 C22 1.406(4) . ?
C1 C2 1.383(4) . ?
C1 C6 1.390(4) . ?
C2 C3 1.368(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.446(4) . ?
C7 C8 1.343(4) . ?
C8 C9 1.495(4) . ?
C9 C10 1.528(4) . ?
C9 H9 0.9800 . ?
C10 C15 1.380(5) . ?
C10 C11 1.378(5) . ?
C11 C12 1.387(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.346(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.357(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.410(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.361(5) . ?
C16 C17 1.371(5) . ?
C17 C18 1.376(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.354(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.359(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.380(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.356(5) . ?
C22 C27 1.367(5) . ?
C23 C24 1.392(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.360(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.347(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.385(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.378(4) . ?
C28 C33 1.386(4) . ?
C29 C30 1.379(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.374(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.380(5) . ?
C31 C34 1.514(5) . ?
C32 C33 1.381(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

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 P1 O3 115.59(13) . . ?
O2 P1 O4 114.52(13) . . ?
O3 P1 O4 101.71(13) . . ?
O2 P1 C9 116.63(13) . . ?
O3 P1 C9 104.89(13) . . ?
O4 P1 C9 101.50(12) . . ?
O6 S1 O5 120.18(15) . . ?
O6 S1 N1 105.70(15) . . ?
O5 S1 N1 106.44(14) . . ?
O6 S1 C28 109.12(15) . . ?
O5 S1 C28 107.77(15) . . ?
N1 S1 C28 106.89(13) . . ?
C7 N1 S1 117.7(2) . . ?
C7 N1 H1 116(2) . . ?
S1 N1 H1 111(2) . . ?
C1 O1 C8 106.1(2) . . ?
C16 O3 P1 131.0(2) . . ?
C22 O4 P1 122.53(18) . . ?
O1 C1 C2 125.4(3) . . ?
O1 C1 C6 110.7(2) . . ?
C2 C1 C6 123.9(3) . . ?
C3 C2 C1 116.0(3) . . ?
C3 C2 H2 122.0 . . ?
C1 C2 H2 122.0 . . ?
C2 C3 C4 121.7(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.9(3) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 117.8(3) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
C1 C6 C5 118.7(3) . . ?
C1 C6 C7 104.7(2) . . ?
C5 C6 C7 136.6(3) . . ?
C8 C7 N1 124.8(2) . . ?
C8 C7 C6 107.3(2) . . ?
N1 C7 C6 127.9(3) . . ?
C7 C8 O1 111.2(2) . . ?
C7 C8 C9 132.0(3) . . ?
O1 C8 C9 116.8(2) . . ?
C8 C9 C10 113.1(3) . . ?
C8 C9 P1 110.9(2) . . ?
C10 C9 P1 110.8(2) . . ?
C8 C9 H9 107.2 . . ?
C10 C9 H9 107.2 . . ?
P1 C9 H9 107.2 . . ?
C15 C10 C11 119.2(3) . . ?
C15 C10 C9 119.0(3) . . ?
C11 C10 C9 121.8(3) . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 120.5(5) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.6(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C15 120.1(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C10 C15 C14 119.2(5) . . ?
C10 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C21 C16 C17 121.2(3) . . ?
C21 C16 O3 115.4(3) . . ?
C17 C16 O3 123.4(3) . . ?
C16 C17 C18 118.8(4) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C19 C18 C17 120.3(4) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 120.5(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C21 120.2(4) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 119.0(4) . . ?
C16 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C23 C22 C27 120.9(3) . . ?
C23 C22 O4 122.0(3) . . ?
C27 C22 O4 117.1(3) . . ?
C22 C23 C24 119.0(4) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C25 C24 C23 120.5(4) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C24 119.7(4) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 120.9(4) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C22 C27 C26 119.0(4) . . ?
C22 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C29 C28 C33 119.4(3) . . ?
C29 C28 S1 120.9(2) . . ?
C33 C28 S1 119.6(2) . . ?
C28 C29 C30 119.4(3) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C31 C30 C29 122.3(3) . . ?
C31 C30 H30 118.8 . . ?
C29 C30 H30 118.8 . . ?
C30 C31 C32 117.6(3) . . ?
C30 C31 C34 122.2(4) . . ?
C32 C31 C34 120.2(4) . . ?
C31 C32 C33 121.4(3) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C32 C33 C28 119.9(3) . . ?
C32 C33 H33 120.1 . . ?
C28 C33 H33 120.1 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
O6 S1 N1 C7 -176.5(2) . . . . ?
O5 S1 N1 C7 54.7(2) . . . . ?
C28 S1 N1 C7 -60.3(2) . . . . ?
O2 P1 O3 C16 -18.7(3) . . . . ?
O4 P1 O3 C16 -143.3(3) . . . . ?
C9 P1 O3 C16 111.3(3) . . . . ?
O2 P1 O4 C22 -37.6(3) . . . . ?
O3 P1 O4 C22 87.8(3) . . . . ?
C9 P1 O4 C22 -164.2(2) . . . . ?
C8 O1 C1 C2 -179.6(3) . . . . ?
C8 O1 C1 C6 0.0(3) . . . . ?
O1 C1 C2 C3 -179.9(3) . . . . ?
C6 C1 C2 C3 0.5(5) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
O1 C1 C6 C5 179.4(3) . . . . ?
C2 C1 C6 C5 -1.0(5) . . . . ?
O1 C1 C6 C7 -0.4(3) . . . . ?
C2 C1 C6 C7 179.2(3) . . . . ?
C4 C5 C6 C1 0.9(5) . . . . ?
C4 C5 C6 C7 -179.3(3) . . . . ?
S1 N1 C7 C8 -87.1(3) . . . . ?
S1 N1 C7 C6 93.0(3) . . . . ?
C1 C6 C7 C8 0.6(3) . . . . ?
C5 C6 C7 C8 -179.2(3) . . . . ?
C1 C6 C7 N1 -179.4(3) . . . . ?
C5 C6 C7 N1 0.8(5) . . . . ?
N1 C7 C8 O1 179.4(2) . . . . ?
C6 C7 C8 O1 -0.6(3) . . . . ?
N1 C7 C8 C9 -2.1(5) . . . . ?
C6 C7 C8 C9 177.9(3) . . . . ?
C1 O1 C8 C7 0.4(3) . . . . ?
C1 O1 C8 C9 -178.4(2) . . . . ?
C7 C8 C9 C10 -101.3(4) . . . . ?
O1 C8 C9 C10 77.1(3) . . . . ?
C7 C8 C9 P1 133.4(3) . . . . ?
O1 C8 C9 P1 -48.1(3) . . . . ?
O2 P1 C9 C8 65.0(2) . . . . ?
O3 P1 C9 C8 -64.3(2) . . . . ?
O4 P1 C9 C8 -169.8(2) . . . . ?
O2 P1 C9 C10 -61.5(2) . . . . ?
O3 P1 C9 C10 169.2(2) . . . . ?
O4 P1 C9 C10 63.6(2) . . . . ?
C8 C9 C10 C15 141.1(3) . . . . ?
P1 C9 C10 C15 -93.6(3) . . . . ?
C8 C9 C10 C11 -37.6(4) . . . . ?
P1 C9 C10 C11 87.7(3) . . . . ?
C15 C10 C11 C12 1.0(5) . . . . ?
C9 C10 C11 C12 179.7(3) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C11 C12 C13 C14 0.3(7) . . . . ?
C12 C13 C14 C15 -1.3(8) . . . . ?
C11 C10 C15 C14 -2.0(6) . . . . ?
C9 C10 C15 C14 179.2(4) . . . . ?
C13 C14 C15 C10 2.2(7) . . . . ?
P1 O3 C16 C21 154.4(3) . . . . ?
P1 O3 C16 C17 -27.4(5) . . . . ?
C21 C16 C17 C18 0.8(5) . . . . ?
O3 C16 C17 C18 -177.3(3) . . . . ?
C16 C17 C18 C19 -0.5(7) . . . . ?
C17 C18 C19 C20 -0.5(8) . . . . ?
C18 C19 C20 C21 1.4(9) . . . . ?
C17 C16 C21 C20 0.0(6) . . . . ?
O3 C16 C21 C20 178.3(4) . . . . ?
C19 C20 C21 C16 -1.1(8) . . . . ?
P1 O4 C22 C23 -42.0(4) . . . . ?
P1 O4 C22 C27 140.1(3) . . . . ?
C27 C22 C23 C24 0.2(6) . . . . ?
O4 C22 C23 C24 -177.7(3) . . . . ?
C22 C23 C24 C25 0.0(6) . . . . ?
C23 C24 C25 C26 0.3(7) . . . . ?
C24 C25 C26 C27 -0.8(7) . . . . ?
C23 C22 C27 C26 -0.7(6) . . . . ?
O4 C22 C27 C26 177.3(3) . . . . ?
C25 C26 C27 C22 1.0(6) . . . . ?
O6 S1 C28 C29 -148.6(3) . . . . ?
O5 S1 C28 C29 -16.5(3) . . . . ?
N1 S1 C28 C29 97.6(3) . . . . ?
O6 S1 C28 C33 34.3(3) . . . . ?
O5 S1 C28 C33 166.4(3) . . . . ?
N1 S1 C28 C33 -79.6(3) . . . . ?
C33 C28 C29 C30 -2.7(5) . . . . ?
S1 C28 C29 C30 -179.9(3) . . . . ?
C28 C29 C30 C31 1.1(5) . . . . ?
C29 C30 C31 C32 1.3(6) . . . . ?
C29 C30 C31 C34 -178.3(4) . . . . ?
C30 C31 C32 C33 -2.2(6) . . . . ?
C34 C31 C32 C33 177.5(4) . . . . ?
C31 C32 C33 C28 0.6(6) . . . . ?
C29 C28 C33 C32 1.9(5) . . . . ?
S1 C28 C33 C32 179.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.82(3) 2.01(3) 2.796(3) 160(3) 3_546
C17 H17 O1 0.93 2.51 3.295(4) 141.7 .
C9 H9 O5 0.98 2.64 3.287(4) 123.4 .
C9 H9 O5 0.98 2.64 3.287(4) 123.4 .
C17 H17 O1 0.93 2.51 3.295(4) 141.7 .
N1 H1 O2 0.82(3) 2.01(3) 2.796(3) 160(3) 3_546

_refine_diff_density_max         0.145
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.028

_shelxl_version_number           2013-4



