# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_140121a
_database_code_depnum_ccdc_archive 'CCDC 1442516'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-01-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        3g
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H29 Cl2 N O4 S'
_chemical_formula_weight         642.56

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'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   15.109(3)
_cell_length_b                   14.423(3)
_cell_length_c                   17.631(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.507(3)
_cell_angle_gamma                90.00
_cell_volume                     3683.7(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6724
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      23.28

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1336
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9634
_exptl_absorpt_correction_T_max  0.9737
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            31645
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_sigmaI/netI    0.0523
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         27.74
_reflns_number_total             8590
_reflns_number_gt                4890
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0881P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0023(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8590
_refine_ls_number_parameters     401
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1706
_refine_ls_wR_factor_gt          0.1542
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.011
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.37511(16) 0.55342(15) 0.24014(12) 0.0407(5) Uani 1 1 d . . .
C2 C 0.31666(17) 0.63317(15) 0.25330(14) 0.0455(6) Uani 1 1 d . . .
H2 H 0.2898 0.6298 0.2946 0.055 Uiso 1 1 calc R . .
C3 C 0.30234(16) 0.70861(15) 0.20722(13) 0.0425(5) Uani 1 1 d . . .
C4 C 0.34203(16) 0.71018(15) 0.13996(12) 0.0400(5) Uani 1 1 d . . .
C5 C 0.35369(16) 0.79265(15) 0.10078(13) 0.0440(5) Uani 1 1 d . . .
H5 H 0.3343 0.8487 0.1167 0.053 Uiso 1 1 calc R . .
C6 C 0.39319(17) 0.79171(15) 0.03945(13) 0.0445(5) Uani 1 1 d . . .
C7 C 0.42433(16) 0.70727(15) 0.01662(12) 0.0407(5) Uani 1 1 d . . .
C8 C 0.41393(16) 0.62681(15) 0.05433(12) 0.0426(5) Uani 1 1 d . . .
H8 H 0.4352 0.5712 0.0394 0.051 Uiso 1 1 calc R . .
C9 C 0.37181(15) 0.62778(15) 0.11465(12) 0.0396(5) Uani 1 1 d . . .
C10 C 0.25080(17) 0.78960(16) 0.22546(14) 0.0469(6) Uani 1 1 d . . .
C11 C 0.1804(2) 0.8312(2) 0.16896(18) 0.0684(8) Uani 1 1 d . . .
H11 H 0.1649 0.8098 0.1171 0.082 Uiso 1 1 calc R . .
C12 C 0.1324(2) 0.9046(2) 0.1885(2) 0.0884(10) Uani 1 1 d . . .
H12 H 0.0841 0.9312 0.1497 0.106 Uiso 1 1 calc R . .
C13 C 0.1548(3) 0.9385(2) 0.2637(2) 0.0884(11) Uani 1 1 d . . .
H13 H 0.1224 0.9884 0.2760 0.106 Uiso 1 1 calc R . .
C14 C 0.2253(3) 0.8987(2) 0.3208(2) 0.0804(10) Uani 1 1 d . . .
H14 H 0.2412 0.9215 0.3722 0.097 Uiso 1 1 calc R . .
C15 C 0.2729(2) 0.82467(18) 0.30205(15) 0.0602(7) Uani 1 1 d . . .
H15 H 0.3206 0.7977 0.3413 0.072 Uiso 1 1 calc R . .
C16 C 0.47824(16) 0.57865(14) 0.27381(12) 0.0399(5) Uani 1 1 d . . .
C17 C 0.50649(19) 0.63180(16) 0.34229(14) 0.0499(6) Uani 1 1 d . . .
H17 H 0.4624 0.6544 0.3652 0.060 Uiso 1 1 calc R . .
C18 C 0.5985(2) 0.65181(17) 0.37699(16) 0.0602(7) Uani 1 1 d . . .
H18 H 0.6162 0.6875 0.4227 0.072 Uiso 1 1 calc R . .
C19 C 0.66327(19) 0.61832(18) 0.34313(17) 0.0607(7) Uani 1 1 d . . .
C20 C 0.63783(19) 0.56513(18) 0.27535(16) 0.0586(7) Uani 1 1 d . . .
H20 H 0.6822 0.5418 0.2531 0.070 Uiso 1 1 calc R . .
C21 C 0.54577(17) 0.54725(16) 0.24125(14) 0.0476(6) Uani 1 1 d . . .
H21 H 0.5283 0.5129 0.1947 0.057 Uiso 1 1 calc R . .
C22 C 0.35810(16) 0.46262(16) 0.28000(13) 0.0440(5) Uani 1 1 d . . .
C23 C 0.28707(19) 0.45395(19) 0.31459(16) 0.0605(7) Uani 1 1 d . . .
H23 H 0.2484 0.5042 0.3143 0.073 Uiso 1 1 calc R . .
C24 C 0.2728(2) 0.3718(2) 0.34954(18) 0.0714(9) Uani 1 1 d . . .
H24 H 0.2248 0.3671 0.3727 0.086 Uiso 1 1 calc R . .
C25 C 0.3290(2) 0.29753(18) 0.35017(16) 0.0605(7) Uani 1 1 d . . .
C26 C 0.40002(18) 0.30360(17) 0.31614(15) 0.0540(6) Uani 1 1 d . . .
H26 H 0.4378 0.2528 0.3159 0.065 Uiso 1 1 calc R . .
C27 C 0.41422(17) 0.38607(16) 0.28246(15) 0.0499(6) Uani 1 1 d . . .
H27 H 0.4632 0.3907 0.2605 0.060 Uiso 1 1 calc R . .
C28 C 0.16865(17) 0.53909(18) 0.08118(14) 0.0502(6) Uani 1 1 d U . .
C29 C 0.1439(2) 0.6080(2) 0.02493(16) 0.0641(7) Uani 1 1 d U . .
H29 H 0.1826 0.6227 -0.0060 0.077 Uiso 1 1 calc R . .
C30 C 0.0624(2) 0.6548(2) 0.0145(2) 0.0785(9) Uani 1 1 d U . .
H30 H 0.0467 0.7013 -0.0236 0.094 Uiso 1 1 calc R . .
C31 C 0.0034(2) 0.6348(3) 0.0588(2) 0.0801(9) Uani 1 1 d U . .
C32 C 0.0283(2) 0.5671(3) 0.1143(2) 0.0926(11) Uani 1 1 d U . .
H32 H -0.0109 0.5527 0.1448 0.111 Uiso 1 1 calc R . .
C33 C 0.1113(2) 0.5184(2) 0.12679(18) 0.0752(9) Uani 1 1 d U . .
H33 H 0.1273 0.4727 0.1655 0.090 Uiso 1 1 calc R . .
C34 C 0.3911(2) 0.95544(18) 0.02639(18) 0.0720(9) Uani 1 1 d . . .
H34A H 0.3272 0.9626 0.0239 0.108 Uiso 1 1 calc R . .
H34B H 0.4083 1.0025 -0.0053 0.108 Uiso 1 1 calc R . .
H34C H 0.4283 0.9614 0.0803 0.108 Uiso 1 1 calc R . .
C35 C 0.5012(2) 0.63043(18) -0.06626(17) 0.0674(8) Uani 1 1 d . . .
H35A H 0.5484 0.6059 -0.0222 0.101 Uiso 1 1 calc R . .
H35B H 0.5271 0.6435 -0.1089 0.101 Uiso 1 1 calc R . .
H35C H 0.4525 0.5858 -0.0833 0.101 Uiso 1 1 calc R . .
Cl1 Cl 0.77924(6) 0.64123(7) 0.38733(7) 0.1066(4) Uani 1 1 d . . .
Cl2 Cl 0.31012(7) 0.19423(6) 0.39428(6) 0.0905(3) Uani 1 1 d . . .
C36 C -0.0857(3) 0.6873(4) 0.0467(3) 0.1332(18) Uani 1 1 d . . .
H36A H -0.1263 0.6530 0.0696 0.200 Uiso 1 1 calc R . .
H36B H -0.1145 0.6954 -0.0089 0.200 Uiso 1 1 calc R . .
H36C H -0.0732 0.7468 0.0718 0.200 Uiso 1 1 calc R . .
N1 N 0.35882(13) 0.54137(12) 0.15183(10) 0.0401(4) Uani 1 1 d . . .
O1 O 0.40522(14) 0.86678(11) -0.00277(10) 0.0641(5) Uani 1 1 d . . .
O2 O 0.46537(13) 0.71356(11) -0.04308(9) 0.0551(5) Uani 1 1 d . . .
O3 O 0.28929(12) 0.47584(12) 0.01852(10) 0.0592(5) Uani 1 1 d . . .
O4 O 0.26721(14) 0.39329(12) 0.13352(11) 0.0681(5) Uani 1 1 d . . .
S1 S 0.27200(4) 0.47791(4) 0.09382(4) 0.04881(19) 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
C1 N1 1.516(3) . ?
C1 C2 1.508(3) . ?
C1 C16 1.545(3) . ?
C1 C22 1.542(3) . ?
C2 C3 1.338(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.473(3) . ?
C3 C10 1.489(3) . ?
C4 C9 1.388(3) . ?
C4 C5 1.411(3) . ?
C5 C6 1.376(3) . ?
C5 H5 0.9300 . ?
C6 O1 1.355(3) . ?
C6 C7 1.405(3) . ?
C7 O2 1.368(2) . ?
C7 C8 1.368(3) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9300 . ?
C9 N1 1.447(3) . ?
C10 C11 1.372(4) . ?
C10 C15 1.391(3) . ?
C11 C12 1.380(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.367(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.382(3) . ?
C16 C17 1.391(3) . ?
C17 C18 1.380(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.371(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(4) . ?
C19 Cl1 1.735(3) . ?
C20 C21 1.374(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.385(3) . ?
C22 C23 1.383(3) . ?
C23 C24 1.380(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.372(4) . ?
C25 Cl2 1.741(3) . ?
C26 C27 1.373(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.378(4) . ?
C28 C33 1.372(4) . ?
C28 S1 1.752(3) . ?
C29 C30 1.370(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.373(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.357(5) . ?
C31 C36 1.506(5) . ?
C32 C33 1.398(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 O1 1.417(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 O2 1.423(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
N1 S1 1.6859(19) . ?
O3 S1 1.4244(17) . ?
O4 S1 1.4190(18) . ?

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
N1 C1 C2 108.32(18) . . ?
N1 C1 C16 105.87(16) . . ?
C2 C1 C16 109.39(18) . . ?
N1 C1 C22 111.81(17) . . ?
C2 C1 C22 113.39(17) . . ?
C16 C1 C22 107.78(18) . . ?
C3 C2 C1 121.84(19) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 117.94(19) . . ?
C2 C3 C10 120.73(19) . . ?
C4 C3 C10 121.29(19) . . ?
C9 C4 C5 117.84(19) . . ?
C9 C4 C3 119.26(19) . . ?
C5 C4 C3 122.88(19) . . ?
C6 C5 C4 121.26(19) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
O1 C6 C5 125.4(2) . . ?
O1 C6 C7 115.29(19) . . ?
C5 C6 C7 119.3(2) . . ?
O2 C7 C8 124.73(19) . . ?
O2 C7 C6 115.14(19) . . ?
C8 C7 C6 120.12(19) . . ?
C7 C8 C9 120.36(19) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C4 C9 C8 121.11(19) . . ?
C4 C9 N1 119.57(18) . . ?
C8 C9 N1 119.33(18) . . ?
C11 C10 C15 118.0(2) . . ?
C11 C10 C3 122.1(2) . . ?
C15 C10 C3 119.9(2) . . ?
C10 C11 C12 120.5(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 121.1(3) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
C21 C16 C17 117.4(2) . . ?
C21 C16 C1 123.12(19) . . ?
C17 C16 C1 119.4(2) . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C19 C18 C17 119.1(2) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C18 C19 C20 121.0(3) . . ?
C18 C19 Cl1 119.5(2) . . ?
C20 C19 Cl1 119.5(2) . . ?
C21 C20 C19 118.8(2) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C16 122.1(2) . . ?
C20 C21 H21 118.9 . . ?
C16 C21 H21 118.9 . . ?
C27 C22 C23 117.3(2) . . ?
C27 C22 C1 120.76(19) . . ?
C23 C22 C1 121.9(2) . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.5(2) . . ?
C24 C25 Cl2 119.6(2) . . ?
C26 C25 Cl2 119.8(2) . . ?
C27 C26 C25 118.8(2) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C26 C27 C22 122.3(2) . . ?
C26 C27 H27 118.8 . . ?
C22 C27 H27 118.8 . . ?
C29 C28 C33 119.4(3) . . ?
C29 C28 S1 120.3(2) . . ?
C33 C28 S1 120.3(2) . . ?
C28 C29 C30 120.1(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C31 121.6(3) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C32 C31 C30 118.0(3) . . ?
C32 C31 C36 121.2(4) . . ?
C30 C31 C36 120.8(4) . . ?
C31 C32 C33 121.9(3) . . ?
C31 C32 H32 119.1 . . ?
C33 C32 H32 119.1 . . ?
C28 C33 C32 119.1(3) . . ?
C28 C33 H33 120.5 . . ?
C32 C33 H33 120.5 . . ?
O1 C34 H34A 109.5 . . ?
O1 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O1 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O2 C35 H35A 109.5 . . ?
O2 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O2 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C9 N1 C1 111.30(16) . . ?
C9 N1 S1 112.03(14) . . ?
C1 N1 S1 123.83(14) . . ?
C6 O1 C34 117.67(18) . . ?
C7 O2 C35 117.26(18) . . ?
O4 S1 O3 119.36(11) . . ?
O4 S1 N1 107.92(10) . . ?
O3 S1 N1 105.05(10) . . ?
O4 S1 C28 109.11(12) . . ?
O3 S1 C28 106.56(11) . . ?
N1 S1 C28 108.39(11) . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.013 -0.001 861 155 ' '
_platon_squeeze_details          
;
;

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.74
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_test_0m
_database_code_depnum_ccdc_archive 'CCDC 1442517'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-01-21 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        5

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C34 H35 N O4 S'

_chemical_formula_weight         553.69



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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Triclinic

_symmetry_space_group_name_H-M   P-1



loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   11.3232(12)

_cell_length_b                   12.1598(13)

_cell_length_c                   12.2434(13)

_cell_angle_alpha                77.4560(10)

_cell_angle_beta                 86.2230(10)

_cell_angle_gamma                69.2400(10)

_cell_volume                     1538.6(3)

_cell_formula_units_Z            2

_cell_measurement_temperature    293(2)

_cell_measurement_reflns_used    3703

_cell_measurement_theta_min      2.23

_cell_measurement_theta_max      23.53



_exptl_crystal_description       block

_exptl_crystal_colour            colroless

_exptl_crystal_size_max          0.22

_exptl_crystal_size_mid          0.20

_exptl_crystal_size_min          0.19

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.195

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             588

_exptl_absorpt_coefficient_mu    0.142

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.9694

_exptl_absorpt_correction_T_max  0.9735

_exptl_absorpt_process_details   ?



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      293(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            11290

_diffrn_reflns_av_R_equivalents  0.0219

_diffrn_reflns_av_sigmaI/netI    0.0323

_diffrn_reflns_limit_h_min       -13

_diffrn_reflns_limit_h_max       12

_diffrn_reflns_limit_k_min       -14

_diffrn_reflns_limit_k_max       14

_diffrn_reflns_limit_l_min       -14

_diffrn_reflns_limit_l_max       14

_diffrn_reflns_theta_min         1.70

_diffrn_reflns_theta_max         25.00

_reflns_number_total             5390

_reflns_number_gt                3384

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0854P)²+0.3270P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?

_refine_ls_number_reflns         5390

_refine_ls_number_parameters     365

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0934

_refine_ls_R_factor_gt           0.0582

_refine_ls_wR_factor_ref         0.1809

_refine_ls_wR_factor_gt          0.1578

_refine_ls_goodness_of_fit_ref   1.032

_refine_ls_restrained_S_all      1.032

_refine_ls_shift/su_max          0.012

_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_symmetry_multiplicity

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_disorder_assembly

_atom_site_disorder_group











































































C1 C 1.1516(6) 0.2748(6) 0.0131(4) 0.218(3) Uani 1 1 d . . .
H1A H 1.2337 0.2634 0.0399 0.327 Uiso 1 1 calc R . .
H1B H 1.0986 0.3576 0.0066 0.327 Uiso 1 1 calc R . .
H1C H 1.1591 0.2538 -0.0589 0.327 Uiso 1 1 calc R . .
C2 C 1.0931(4) 0.1948(4) 0.0954(3) 0.1306(15) Uani 1 1 d . . .
C3 C 1.0053(4) 0.1564(5) 0.0617(3) 0.151(2) Uani 1 1 d . . .
H3 H 0.9817 0.1781 -0.0134 0.181 Uiso 1 1 calc R . .
C4 C 0.9504(3) 0.0868(4) 0.1349(3) 0.1136(12) Uani 1 1 d . . .
H4 H 0.8911 0.0610 0.1094 0.136 Uiso 1 1 calc R . .
C5 C 0.9834(3) 0.0553(3) 0.2463(2) 0.0798(8) Uani 1 1 d . . .
C6 C 1.0701(3) 0.0953(3) 0.2819(3) 0.0920(9) Uani 1 1 d . . .
H6 H 1.0928 0.0752 0.3572 0.110 Uiso 1 1 calc R . .
C7 C 1.1235(3) 0.1650(4) 0.2068(3) 0.1100(12) Uani 1 1 d . . .
H7 H 1.1814 0.1925 0.2320 0.132 Uiso 1 1 calc R . .
C8 C 0.6871(3) 0.1386(2) 0.3133(2) 0.0704(7) Uani 1 1 d . . .
C9 C 0.6189(3) 0.0899(3) 0.2596(2) 0.0820(8) Uani 1 1 d . . .
H9 H 0.6402 0.0069 0.2723 0.098 Uiso 1 1 calc R . .
C10 C 0.5208(3) 0.1628(3) 0.1885(3) 0.0842(9) Uani 1 1 d . . .
C11 C 0.4880(3) 0.2874(3) 0.1705(2) 0.0821(8) Uani 1 1 d . . .
C12 C 0.5548(3) 0.3350(3) 0.2237(2) 0.0769(8) Uani 1 1 d . . .
H12 H 0.5331 0.4180 0.2107 0.092 Uiso 1 1 calc R . .
C13 C 0.6549(3) 0.2617(2) 0.2972(2) 0.0678(7) Uani 1 1 d . . .
C14 C 0.3384(4) 0.4787(4) 0.0891(4) 0.1406(16) Uani 1 1 d . . .
H14A H 0.3137 0.4972 0.1614 0.211 Uiso 1 1 calc R . .
H14B H 0.2662 0.5124 0.0397 0.211 Uiso 1 1 calc R . .
H14C H 0.4018 0.5122 0.0593 0.211 Uiso 1 1 calc R . .
C15 C 0.4724(5) -0.0010(4) 0.1517(4) 0.1539(18) Uani 1 1 d . . .
H15A H 0.5563 -0.0410 0.1279 0.231 Uiso 1 1 calc R . .
H15B H 0.4124 -0.0161 0.1106 0.231 Uiso 1 1 calc R . .
H15C H 0.4650 -0.0309 0.2302 0.231 Uiso 1 1 calc R . .
C16 C 0.7225(2) 0.3163(2) 0.3574(2) 0.0696(7) Uani 1 1 d . . .
C17 C 0.7985(3) 0.3694(3) 0.2992(3) 0.0947(9) Uani 1 1 d . . .
H17 H 0.8033 0.3697 0.2231 0.114 Uiso 1 1 calc R . .
C18 C 0.8753(4) 0.4275(4) 0.3398(3) 0.1278(14) Uani 1 1 d . . .
H18A H 0.8437 0.4439 0.4123 0.153 Uiso 1 1 calc R . .
H18B H 0.9610 0.3704 0.3512 0.153 Uiso 1 1 calc R . .
C19 C 0.8804(6) 0.5338(5) 0.2726(5) 0.190(3) Uani 1 1 d . . .
H19A H 0.7944 0.5903 0.2620 0.228 Uiso 1 1 calc R . .
H19B H 0.9100 0.5168 0.1998 0.228 Uiso 1 1 calc R . .
C20 C 0.9565(5) 0.5961(4) 0.3068(5) 0.1578(19) Uani 1 1 d . . .
H20A H 0.9681 0.5741 0.3866 0.237 Uiso 1 1 calc R . .
H20B H 0.9141 0.6814 0.2848 0.237 Uiso 1 1 calc R . .
H20C H 1.0374 0.5736 0.2714 0.237 Uiso 1 1 calc R . .
C21 C 0.7097(3) 0.3059(2) 0.4785(2) 0.0687(7) Uani 1 1 d . . .
H21 H 0.7750 0.3142 0.5144 0.082 Uiso 1 1 calc R . .
C22 C 0.6172(2) 0.2862(2) 0.5454(2) 0.0642(7) Uani 1 1 d . . .
C23 C 0.4974(2) 0.2854(3) 0.5037(2) 0.0682(7) Uani 1 1 d . . .
C24 C 0.4681(3) 0.1817(3) 0.5231(3) 0.0913(9) Uani 1 1 d . . .
H24 H 0.5266 0.1093 0.5592 0.110 Uiso 1 1 calc R . .
C25 C 0.3528(5) 0.1845(5) 0.4893(4) 0.1227(14) Uani 1 1 d . . .
H25 H 0.3340 0.1143 0.5025 0.147 Uiso 1 1 calc R . .
C26 C 0.2669(4) 0.2904(7) 0.4367(4) 0.1391(19) Uani 1 1 d . . .
H26 H 0.1893 0.2922 0.4140 0.167 Uiso 1 1 calc R . .
C27 C 0.2934(4) 0.3936(5) 0.4170(4) 0.1272(15) Uani 1 1 d . . .
H27 H 0.2339 0.4658 0.3817 0.153 Uiso 1 1 calc R . .
C28 C 0.4089(3) 0.3909(3) 0.4496(3) 0.0917(9) Uani 1 1 d . . .
H28 H 0.4272 0.4614 0.4347 0.110 Uiso 1 1 calc R . .
C29 C 0.6263(3) 0.2709(2) 0.6686(2) 0.0727(7) Uani 1 1 d . . .
C30 C 0.5196(3) 0.3026(3) 0.7336(3) 0.0882(9) Uani 1 1 d . . .
H30 H 0.4403 0.3343 0.6994 0.106 Uiso 1 1 calc R . .
C31 C 0.5284(4) 0.2884(3) 0.8475(3) 0.1044(11) Uani 1 1 d . . .
H31 H 0.4554 0.3123 0.8890 0.125 Uiso 1 1 calc R . .
C32 C 0.6420(5) 0.2403(4) 0.8998(3) 0.1164(12) Uani 1 1 d . . .
H32 H 0.6476 0.2297 0.9770 0.140 Uiso 1 1 calc R . .
C33 C 0.7469(4) 0.2077(4) 0.8388(3) 0.1260(14) Uani 1 1 d . . .
H33 H 0.8254 0.1744 0.8745 0.151 Uiso 1 1 calc R . .
C34 C 0.7401(3) 0.2228(3) 0.7246(3) 0.1056(11) Uani 1 1 d . . .
H34 H 0.8143 0.1999 0.6844 0.127 Uiso 1 1 calc R . .
N1 N 0.7893(2) 0.05926(19) 0.38845(19) 0.0801(7) Uani 1 1 d . . .
H1 H 0.7845 0.0607 0.4586 0.096 Uiso 1 1 calc R . .
O1 O 0.3875(2) 0.3536(2) 0.0991(2) 0.1145(8) Uani 1 1 d . . .
O2 O 0.4479(2) 0.1243(2) 0.1318(2) 0.1154(8) Uani 1 1 d . . .
O3 O 0.8728(2) -0.09926(19) 0.2780(2) 0.1090(8) Uani 1 1 d . . .
O4 O 0.9959(2) -0.09468(19) 0.43556(19) 0.1110(8) Uani 1 1 d . . .
S1 S 0.91385(8) -0.03298(7) 0.34021(7) 0.0874(3) 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














































































C1 C2 1.532(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.357(5) . ?
C2 C7 1.366(5) . ?
C3 C4 1.370(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.371(4) . ?
C5 S1 1.743(3) . ?
C6 C7 1.371(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.380(3) . ?
C8 C9 1.392(4) . ?
C8 N1 1.443(3) . ?
C9 C10 1.368(4) . ?
C9 H9 0.9300 . ?
C10 O2 1.369(3) . ?
C10 C11 1.395(4) . ?
C11 C12 1.368(4) . ?
C11 O1 1.372(4) . ?
C12 C13 1.401(4) . ?
C12 H12 0.9300 . ?
C13 C16 1.489(4) . ?
C14 O1 1.403(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O2 1.417(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.333(4) . ?
C16 C21 1.462(4) . ?
C17 C18 1.465(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.463(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.343(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.485(4) . ?
C22 C29 1.485(4) . ?
C23 C28 1.378(4) . ?
C23 C24 1.383(4) . ?
C24 C25 1.382(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.362(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.360(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.379(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C34 1.372(4) . ?
C29 C30 1.384(4) . ?
C30 C31 1.374(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.348(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.342(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.373(5) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
N1 S1 1.629(2) . ?
N1 H1 0.8600 . ?
O3 S1 1.423(2) . ?
O4 S1 1.434(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



































































































































C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 118.0(3) . . ?
C3 C2 C1 121.5(4) . . ?
C7 C2 C1 120.4(4) . . ?
C2 C3 C4 122.1(3) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 S1 121.0(2) . . ?
C4 C5 S1 119.9(3) . . ?
C7 C6 C5 120.2(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C2 C7 C6 121.2(3) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C13 C8 C9 120.4(3) . . ?
C13 C8 N1 120.3(2) . . ?
C9 C8 N1 119.3(3) . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 O2 125.4(3) . . ?
C9 C10 C11 119.6(3) . . ?
O2 C10 C11 115.0(3) . . ?
C12 C11 O1 124.7(3) . . ?
C12 C11 C10 119.5(3) . . ?
O1 C11 C10 115.7(3) . . ?
C11 C12 C13 121.6(3) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C8 C13 C12 118.1(3) . . ?
C8 C13 C16 121.6(3) . . ?
C12 C13 C16 120.3(2) . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 121.4(3) . . ?
C17 C16 C13 118.5(3) . . ?
C21 C16 C13 120.0(2) . . ?
C16 C17 C18 128.4(3) . . ?
C16 C17 H17 115.8 . . ?
C18 C17 H17 115.8 . . ?
C19 C18 C17 117.3(4) . . ?
C19 C18 H18A 108.0 . . ?
C17 C18 H18A 108.0 . . ?
C19 C18 H18B 108.0 . . ?
C17 C18 H18B 108.0 . . ?
H18A C18 H18B 107.2 . . ?
C18 C19 C20 120.5(4) . . ?
C18 C19 H19A 107.2 . . ?
C20 C19 H19A 107.2 . . ?
C18 C19 H19B 107.2 . . ?
C20 C19 H19B 107.2 . . ?
H19A C19 H19B 106.8 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C16 129.4(2) . . ?
C22 C21 H21 115.3 . . ?
C16 C21 H21 115.3 . . ?
C21 C22 C23 123.8(2) . . ?
C21 C22 C29 120.9(2) . . ?
C23 C22 C29 115.2(2) . . ?
C28 C23 C24 118.1(3) . . ?
C28 C23 C22 120.1(3) . . ?
C24 C23 C22 121.7(3) . . ?
C23 C24 C25 120.7(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 119.7(4) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C27 C26 C25 120.6(4) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C26 C27 C28 119.8(4) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C23 C28 C27 121.0(4) . . ?
C23 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C34 C29 C30 116.3(3) . . ?
C34 C29 C22 122.1(3) . . ?
C30 C29 C22 121.6(3) . . ?
C31 C30 C29 121.4(3) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C32 C31 C30 120.6(4) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C33 C32 C31 119.2(4) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 121.1(4) . . ?
C32 C33 H33 119.4 . . ?
C34 C33 H33 119.4 . . ?
C33 C34 C29 121.4(3) . . ?
C33 C34 H34 119.3 . . ?
C29 C34 H34 119.3 . . ?
C8 N1 S1 119.83(18) . . ?
C8 N1 H1 120.1 . . ?
S1 N1 H1 120.1 . . ?
C11 O1 C14 118.7(3) . . ?
C10 O2 C15 117.5(3) . . ?
O3 S1 O4 120.02(14) . . ?
O3 S1 N1 108.01(14) . . ?
O4 S1 N1 104.94(13) . . ?
O3 S1 C5 107.28(15) . . ?
O4 S1 C5 109.21(15) . . ?
N1 S1 C5 106.68(12) . . ?



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













































































C7 C2 C3 C4 -2.0(8) . . . . ?
C1 C2 C3 C4 -178.7(5) . . . . ?
C2 C3 C4 C5 0.7(8) . . . . ?
C3 C4 C5 C6 0.6(6) . . . . ?
C3 C4 C5 S1 179.8(4) . . . . ?
C4 C5 C6 C7 -0.5(5) . . . . ?
S1 C5 C6 C7 -179.8(3) . . . . ?
C3 C2 C7 C6 2.0(7) . . . . ?
C1 C2 C7 C6 178.7(5) . . . . ?
C5 C6 C7 C2 -0.8(6) . . . . ?
C13 C8 C9 C10 1.4(4) . . . . ?
N1 C8 C9 C10 179.5(2) . . . . ?
C8 C9 C10 O2 -179.9(2) . . . . ?
C8 C9 C10 C11 -0.7(4) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
O2 C10 C11 C12 179.7(3) . . . . ?
C9 C10 C11 O1 -179.1(3) . . . . ?
O2 C10 C11 O1 0.2(4) . . . . ?
O1 C11 C12 C13 178.7(3) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C9 C8 C13 C12 -1.7(4) . . . . ?
N1 C8 C13 C12 -179.8(2) . . . . ?
C9 C8 C13 C16 177.2(2) . . . . ?
N1 C8 C13 C16 -0.9(4) . . . . ?
C11 C12 C13 C8 1.4(4) . . . . ?
C11 C12 C13 C16 -177.5(2) . . . . ?
C8 C13 C16 C17 109.2(3) . . . . ?
C12 C13 C16 C17 -71.9(3) . . . . ?
C8 C13 C16 C21 -67.8(3) . . . . ?
C12 C13 C16 C21 111.1(3) . . . . ?
C21 C16 C17 C18 -2.2(5) . . . . ?
C13 C16 C17 C18 -179.1(3) . . . . ?
C16 C17 C18 C19 -139.6(5) . . . . ?
C17 C18 C19 C20 -179.2(5) . . . . ?
C17 C16 C21 C22 160.3(3) . . . . ?
C13 C16 C21 C22 -22.8(4) . . . . ?
C16 C21 C22 C23 -7.8(4) . . . . ?
C16 C21 C22 C29 176.1(2) . . . . ?
C21 C22 C23 C28 -70.0(3) . . . . ?
C29 C22 C23 C28 106.3(3) . . . . ?
C21 C22 C23 C24 113.7(3) . . . . ?
C29 C22 C23 C24 -70.0(3) . . . . ?
C28 C23 C24 C25 -0.3(4) . . . . ?
C22 C23 C24 C25 176.1(3) . . . . ?
C23 C24 C25 C26 -0.2(6) . . . . ?
C24 C25 C26 C27 0.0(7) . . . . ?
C25 C26 C27 C28 0.7(7) . . . . ?
C24 C23 C28 C27 1.0(4) . . . . ?
C22 C23 C28 C27 -175.5(3) . . . . ?
C26 C27 C28 C23 -1.2(6) . . . . ?
C21 C22 C29 C34 -30.1(4) . . . . ?
C23 C22 C29 C34 153.5(3) . . . . ?
C21 C22 C29 C30 151.1(3) . . . . ?
C23 C22 C29 C30 -25.4(4) . . . . ?
C34 C29 C30 C31 1.1(4) . . . . ?
C22 C29 C30 C31 -179.9(3) . . . . ?
C29 C30 C31 C32 -1.5(5) . . . . ?
C30 C31 C32 C33 0.9(6) . . . . ?
C31 C32 C33 C34 0.0(7) . . . . ?
C32 C33 C34 C29 -0.4(6) . . . . ?
C30 C29 C34 C33 -0.2(5) . . . . ?
C22 C29 C34 C33 -179.1(3) . . . . ?
C13 C8 N1 S1 -117.1(2) . . . . ?
C9 C8 N1 S1 64.8(3) . . . . ?
C12 C11 O1 C14 -8.1(5) . . . . ?
C10 C11 O1 C14 171.4(3) . . . . ?
C9 C10 O2 C15 2.8(5) . . . . ?
C11 C10 O2 C15 -176.6(3) . . . . ?
C8 N1 S1 O3 -52.2(2) . . . . ?
C8 N1 S1 O4 178.6(2) . . . . ?
C8 N1 S1 C5 62.8(2) . . . . ?
C6 C5 S1 O3 -156.4(3) . . . . ?
C4 C5 S1 O3 24.3(3) . . . . ?
C6 C5 S1 O4 -24.9(3) . . . . ?
C4 C5 S1 O4 155.9(3) . . . . ?
C6 C5 S1 N1 88.0(3) . . . . ?
C4 C5 S1 N1 -91.2(3) . . . . ?



_diffrn_measured_fraction_theta_max 0.994

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 0.994

_refine_diff_density_max         0.251

_refine_diff_density_min         -0.212

_refine_diff_density_rms         0.031

####################################################################### 
# 
# 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_141202a_0m
_database_code_depnum_ccdc_archive 'CCDC 1442518'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-01-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        6
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H33 N O4 S'
_chemical_formula_weight         551.67

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   23.7576(14)
_cell_length_b                   12.0212(7)
_cell_length_c                   21.1978(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.9870(10)
_cell_angle_gamma                90.00
_cell_volume                     5758.1(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8957
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      27.41

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2336
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9746
_exptl_absorpt_correction_T_max  0.9805
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24660
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         27.59
_reflns_number_total             6652
_reflns_number_gt                4900
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0605P)²+2.3337P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6652
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1233
_refine_ls_wR_factor_gt          0.1095
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.07822(7) 0.63722(13) 0.06966(8) 0.0427(4) Uani 1 1 d . . .
C2 C 0.13884(7) 0.64833(14) 0.09818(9) 0.0487(4) Uani 1 1 d . . .
H2 H 0.1581 0.6143 0.1385 0.058 Uiso 1 1 calc R . .
C3 C 0.17015(8) 0.71046(15) 0.06599(9) 0.0520(4) Uani 1 1 d . . .
H3 H 0.2108 0.7182 0.0850 0.062 Uiso 1 1 calc R . .
C4 C 0.14244(8) 0.76187(14) 0.00587(9) 0.0499(4) Uani 1 1 d . . .
C5 C 0.08217(8) 0.74888(16) -0.02179(9) 0.0565(4) Uani 1 1 d . . .
H5 H 0.0630 0.7825 -0.0622 0.068 Uiso 1 1 calc R . .
C6 C 0.04978(8) 0.68681(15) 0.00957(9) 0.0525(4) Uani 1 1 d . . .
H6 H 0.0091 0.6785 -0.0097 0.063 Uiso 1 1 calc R . .
C7 C 0.17689(10) 0.83075(17) -0.02873(11) 0.0685(5) Uani 1 1 d . . .
H7A H 0.2094 0.8660 0.0037 0.103 Uiso 1 1 calc R . .
H7B H 0.1515 0.8865 -0.0554 0.103 Uiso 1 1 calc R . .
H7C H 0.1917 0.7837 -0.0566 0.103 Uiso 1 1 calc R . .
C8 C 0.09533(7) 0.64897(13) 0.23596(8) 0.0417(3) Uani 1 1 d . . .
C9 C 0.10748(7) 0.75497(13) 0.25780(7) 0.0409(3) Uani 1 1 d . . .
C10 C 0.06454(6) 0.82802(13) 0.21364(7) 0.0399(3) Uani 1 1 d . . .
C11 C 0.05629(7) 0.94282(13) 0.21220(8) 0.0462(4) Uani 1 1 d . . .
H11 H 0.0800 0.9875 0.2457 0.055 Uiso 1 1 calc R . .
C12 C 0.01232(7) 0.98911(14) 0.16024(9) 0.0494(4) Uani 1 1 d . . .
C13 C -0.02473(7) 0.92053(15) 0.11067(9) 0.0511(4) Uani 1 1 d . . .
C14 C -0.01907(7) 0.80672(14) 0.11373(8) 0.0488(4) Uani 1 1 d . . .
H14 H -0.0447 0.7613 0.0822 0.059 Uiso 1 1 calc R . .
C15 C 0.02631(6) 0.76178(13) 0.16556(8) 0.0405(3) Uani 1 1 d . . .
C16 C 0.04510(11) 1.17408(18) 0.18997(14) 0.0920(8) Uani 1 1 d . . .
H16A H 0.0496 1.1649 0.2363 0.138 Uiso 1 1 calc R . .
H16B H 0.0337 1.2494 0.1770 0.138 Uiso 1 1 calc R . .
H16C H 0.0820 1.1579 0.1822 0.138 Uiso 1 1 calc R . .
C17 C -0.07910(12) 0.9290(2) -0.00341(11) 0.0902(8) Uani 1 1 d . . .
H17A H -0.0432 0.9034 -0.0104 0.135 Uiso 1 1 calc R . .
H17B H -0.0971 0.9848 -0.0358 0.135 Uiso 1 1 calc R . .
H17C H -0.1059 0.8676 -0.0077 0.135 Uiso 1 1 calc R . .
C18 C 0.15563(7) 0.78497(13) 0.31795(8) 0.0438(4) Uani 1 1 d . . .
H18 H 0.1584 0.7418 0.3552 0.053 Uiso 1 1 calc R . .
C19 C 0.19608(7) 0.86599(12) 0.32646(7) 0.0408(3) Uani 1 1 d . . .
C20 C 0.20100(7) 0.94263(13) 0.27346(8) 0.0406(3) Uani 1 1 d . . .
C21 C 0.21068(8) 1.05600(14) 0.28687(9) 0.0527(4) Uani 1 1 d . . .
H21 H 0.2148 1.0825 0.3293 0.063 Uiso 1 1 calc R . .
C22 C 0.21417(9) 1.12924(15) 0.23799(10) 0.0610(5) Uani 1 1 d . . .
H22 H 0.2202 1.2046 0.2476 0.073 Uiso 1 1 calc R . .
C23 C 0.20873(9) 1.09109(17) 0.17510(10) 0.0613(5) Uani 1 1 d . . .
H23 H 0.2108 1.1404 0.1421 0.074 Uiso 1 1 calc R . .
C24 C 0.20015(8) 0.97959(17) 0.16153(9) 0.0561(4) Uani 1 1 d . . .
H24 H 0.1970 0.9534 0.1193 0.067 Uiso 1 1 calc R . .
C25 C 0.19616(7) 0.90585(14) 0.20996(8) 0.0467(4) Uani 1 1 d . . .
H25 H 0.1902 0.8306 0.1999 0.056 Uiso 1 1 calc R . .
C26 C 0.24094(7) 0.88045(13) 0.39302(8) 0.0420(4) Uani 1 1 d . . .
C27 C 0.22490(9) 0.88803(16) 0.45004(9) 0.0567(5) Uani 1 1 d . . .
H27 H 0.1851 0.8856 0.4475 0.068 Uiso 1 1 calc R . .
C28 C 0.26789(10) 0.89926(19) 0.51136(9) 0.0695(6) Uani 1 1 d . . .
H28 H 0.2565 0.9053 0.5494 0.083 Uiso 1 1 calc R . .
C29 C 0.32674(9) 0.90153(17) 0.51649(9) 0.0637(5) Uani 1 1 d . . .
H29 H 0.3552 0.9088 0.5578 0.076 Uiso 1 1 calc R . .
C30 C 0.34327(8) 0.89301(16) 0.46048(9) 0.0591(5) Uani 1 1 d . . .
H30 H 0.3832 0.8935 0.4637 0.071 Uiso 1 1 calc R . .
C31 C 0.30103(7) 0.88359(15) 0.39909(8) 0.0499(4) Uani 1 1 d . . .
H31 H 0.3129 0.8793 0.3612 0.060 Uiso 1 1 calc R . .
C32 C 0.12646(7) 0.54512(13) 0.26763(9) 0.0473(4) Uani 1 1 d . . .
H32A H 0.1613 0.5661 0.3036 0.057 Uiso 1 1 calc R . .
H32B H 0.1397 0.5050 0.2351 0.057 Uiso 1 1 calc R . .
C33 C 0.08918(9) 0.46749(16) 0.29474(10) 0.0603(5) Uani 1 1 d . . .
H33A H 0.0741 0.5078 0.3257 0.072 Uiso 1 1 calc R . .
H33B H 0.0556 0.4418 0.2586 0.072 Uiso 1 1 calc R . .
C34 C 0.12446(13) 0.36833(19) 0.32939(13) 0.0911(8) Uani 1 1 d . . .
H34A H 0.1389 0.3275 0.2986 0.137 Uiso 1 1 calc R . .
H34B H 0.0996 0.3210 0.3459 0.137 Uiso 1 1 calc R . .
H34C H 0.1573 0.3934 0.3657 0.137 Uiso 1 1 calc R . .
N1 N 0.04394(6) 0.64833(10) 0.17877(6) 0.0415(3) Uani 1 1 d . . .
O1 O 0.06474(6) 0.46268(9) 0.13717(6) 0.0563(3) Uani 1 1 d . . .
O2 O -0.02358(5) 0.56778(10) 0.07451(6) 0.0564(3) Uani 1 1 d . . .
O3 O -0.06616(6) 0.97435(12) 0.06023(7) 0.0755(4) Uani 1 1 d . . .
O4 O 0.00112(6) 1.10081(11) 0.15249(7) 0.0707(4) Uani 1 1 d . . .
S1 S 0.037255(18) 0.56612(3) 0.11293(2) 0.04483(12) 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
C1 C6 1.380(2) . ?
C1 C2 1.385(2) . ?
C1 S1 1.7522(17) . ?
C2 C3 1.375(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(3) . ?
C4 C7 1.505(2) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.356(2) . ?
C8 N1 1.4304(19) . ?
C8 C32 1.500(2) . ?
C9 C10 1.449(2) . ?
C9 C18 1.471(2) . ?
C10 C15 1.388(2) . ?
C10 C11 1.393(2) . ?
C11 C12 1.380(2) . ?
C11 H11 0.9300 . ?
C12 O4 1.369(2) . ?
C12 C13 1.410(2) . ?
C13 O3 1.371(2) . ?
C13 C14 1.374(2) . ?
C14 C15 1.389(2) . ?
C14 H14 0.9300 . ?
C15 N1 1.429(2) . ?
C16 O4 1.409(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 O3 1.398(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.341(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.485(2) . ?
C19 C26 1.493(2) . ?
C20 C25 1.387(2) . ?
C20 C21 1.397(2) . ?
C21 C22 1.382(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.378(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.373(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.382(2) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.378(2) . ?
C26 C31 1.394(2) . ?
C27 C28 1.390(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.369(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.365(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(2) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.517(2) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.511(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
N1 S1 1.6773(14) . ?
O1 S1 1.4246(12) . ?
O2 S1 1.4232(12) . ?

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
C6 C1 C2 120.53(16) . . ?
C6 C1 S1 120.08(13) . . ?
C2 C1 S1 119.29(13) . . ?
C3 C2 C1 118.99(16) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.49(16) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 118.47(16) . . ?
C5 C4 C7 120.33(17) . . ?
C3 C4 C7 121.20(17) . . ?
C4 C5 C6 121.10(16) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 119.41(16) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
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 N1 109.30(13) . . ?
C9 C8 C32 127.27(14) . . ?
N1 C8 C32 123.29(13) . . ?
C8 C9 C10 108.40(13) . . ?
C8 C9 C18 123.58(14) . . ?
C10 C9 C18 127.99(14) . . ?
C15 C10 C11 119.78(14) . . ?
C15 C10 C9 107.29(14) . . ?
C11 C10 C9 132.93(14) . . ?
C12 C11 C10 118.94(15) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
O4 C12 C11 124.24(15) . . ?
O4 C12 C13 115.51(14) . . ?
C11 C12 C13 120.25(16) . . ?
O3 C13 C14 122.86(16) . . ?
O3 C13 C12 115.97(16) . . ?
C14 C13 C12 121.17(15) . . ?
C13 C14 C15 117.72(15) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C10 C15 C14 121.99(15) . . ?
C10 C15 N1 108.55(13) . . ?
C14 C15 N1 129.43(14) . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C9 128.90(15) . . ?
C19 C18 H18 115.6 . . ?
C9 C18 H18 115.6 . . ?
C18 C19 C20 124.72(14) . . ?
C18 C19 C26 118.99(14) . . ?
C20 C19 C26 116.28(13) . . ?
C25 C20 C21 117.87(15) . . ?
C25 C20 C19 122.27(14) . . ?
C21 C20 C19 119.86(14) . . ?
C22 C21 C20 120.90(17) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 120.27(18) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 119.42(17) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 120.70(18) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 120.81(16) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C27 C26 C31 118.04(15) . . ?
C27 C26 C19 121.78(15) . . ?
C31 C26 C19 120.16(15) . . ?
C26 C27 C28 120.29(19) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C29 C28 C27 120.93(19) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C30 C29 C28 119.38(17) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C31 120.36(19) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C26 120.99(17) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
C8 C32 C33 114.62(15) . . ?
C8 C32 H32A 108.6 . . ?
C33 C32 H32A 108.6 . . ?
C8 C32 H32B 108.6 . . ?
C33 C32 H32B 108.6 . . ?
H32A C32 H32B 107.6 . . ?
C34 C33 C32 111.61(18) . . ?
C34 C33 H33A 109.3 . . ?
C32 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C32 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C15 N1 C8 106.43(12) . . ?
C15 N1 S1 116.91(10) . . ?
C8 N1 S1 123.03(11) . . ?
C13 O3 C17 117.34(15) . . ?
C12 O4 C16 117.56(15) . . ?
O2 S1 O1 119.34(7) . . ?
O2 S1 N1 106.64(7) . . ?
O1 S1 N1 107.40(7) . . ?
O2 S1 C1 108.88(8) . . ?
O1 S1 C1 110.35(8) . . ?
N1 S1 C1 102.89(7) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.59
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.040
####################################################################### 
# 
# 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_150113c_0m
_database_code_depnum_ccdc_archive 'CCDC 1442519'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-01-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        7
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H29 N O5 S'
_chemical_formula_weight         599.67

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4254(8)
_cell_length_b                   10.7238(8)
_cell_length_c                   15.1044(11)
_cell_angle_alpha                76.0550(10)
_cell_angle_beta                 80.8570(10)
_cell_angle_gamma                63.8680(10)
_cell_volume                     1468.68(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4095
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9752
_exptl_absorpt_correction_T_max  0.9798
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12668
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0461
_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       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         27.45
_reflns_number_total             6552
_reflns_number_gt                4462
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0859P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6552
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1540
_refine_ls_wR_factor_gt          0.1335
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.012
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0942(2) 0.7176(2) 0.39240(14) 0.0396(5) Uani 1 1 d . . .
C2 C 1.1934(3) 0.7737(3) 0.38175(17) 0.0610(7) Uani 1 1 d . . .
H2 H 1.2474 0.7789 0.3268 0.073 Uiso 1 1 calc R . .
C3 C 1.2114(3) 0.8219(3) 0.45364(18) 0.0699(8) Uani 1 1 d . . .
H3 H 1.2788 0.8589 0.4467 0.084 Uiso 1 1 calc R . .
C4 C 1.1319(3) 0.8164(3) 0.53560(16) 0.0557(6) Uani 1 1 d . . .
C5 C 1.0377(3) 0.7561(3) 0.54497(17) 0.0595(7) Uani 1 1 d . . .
H5 H 0.9855 0.7486 0.6004 0.071 Uiso 1 1 calc R . .
C6 C 1.0179(2) 0.7064(3) 0.47482(15) 0.0509(6) Uani 1 1 d . . .
H6 H 0.9535 0.6655 0.4830 0.061 Uiso 1 1 calc R . .
C7 C 1.1513(4) 0.8742(3) 0.61267(19) 0.0770(9) Uani 1 1 d . . .
H7A H 1.1026 0.8461 0.6678 0.116 Uiso 1 1 calc R . .
H7B H 1.1121 0.9757 0.5969 0.116 Uiso 1 1 calc R . .
H7C H 1.2514 0.8374 0.6219 0.116 Uiso 1 1 calc R . .
C8 C 1.0042(2) 0.9082(2) 0.17552(13) 0.0373(5) Uani 1 1 d . . .
C9 C 1.1407(2) 0.8909(2) 0.13870(14) 0.0408(5) Uani 1 1 d . . .
H9 H 1.2204 0.8066 0.1552 0.049 Uiso 1 1 calc R . .
C10 C 1.1538(2) 1.0033(2) 0.07676(14) 0.0425(5) Uani 1 1 d . . .
C11 C 1.0325(2) 1.1315(2) 0.05207(14) 0.0412(5) Uani 1 1 d . . .
C12 C 0.8987(2) 1.1480(2) 0.08998(14) 0.0402(5) Uani 1 1 d . . .
H12 H 0.8192 1.2327 0.0740 0.048 Uiso 1 1 calc R . .
C13 C 0.8839(2) 1.0356(2) 0.15278(13) 0.0359(4) Uani 1 1 d . . .
C14 C 0.7629(2) 1.0134(2) 0.20001(13) 0.0361(4) Uani 1 1 d . . .
C15 C 0.6076(2) 1.0804(2) 0.20301(13) 0.0370(4) Uani 1 1 d . . .
C16 C 0.5090(2) 1.2152(2) 0.16899(15) 0.0458(5) Uani 1 1 d . . .
H16 H 0.5396 1.2839 0.1371 0.055 Uiso 1 1 calc R . .
C17 C 0.3639(2) 1.2473(2) 0.18269(15) 0.0469(5) Uani 1 1 d . . .
H17 H 0.2973 1.3382 0.1605 0.056 Uiso 1 1 calc R . .
C18 C 0.3175(2) 1.1453(2) 0.22904(14) 0.0396(5) Uani 1 1 d . . .
C19 C 0.4164(2) 1.0095(2) 0.26450(14) 0.0393(5) Uani 1 1 d . . .
H19 H 0.3855 0.9408 0.2963 0.047 Uiso 1 1 calc R . .
C20 C 0.5596(2) 0.9784(2) 0.25199(13) 0.0353(4) Uani 1 1 d . . .
C21 C 0.6869(2) 0.8365(2) 0.28624(13) 0.0341(4) Uani 1 1 d . . .
C22 C 0.6669(2) 0.7885(2) 0.38908(14) 0.0386(5) Uani 1 1 d . . .
C23 C 0.6566(2) 0.8555(3) 0.45835(15) 0.0517(6) Uani 1 1 d . . .
H23 H 0.6646 0.9411 0.4459 0.062 Uiso 1 1 calc R . .
C24 C 0.6338(3) 0.7918(3) 0.54818(17) 0.0651(7) Uani 1 1 d . . .
H24 H 0.6269 0.8356 0.5960 0.078 Uiso 1 1 calc R . .
C25 C 0.6215(3) 0.6664(3) 0.56682(18) 0.0683(8) Uani 1 1 d . . .
H25 H 0.6084 0.6250 0.6271 0.082 Uiso 1 1 calc R . .
C26 C 0.6283(3) 0.6008(3) 0.49759(17) 0.0585(7) Uani 1 1 d . . .
H26 H 0.6186 0.5159 0.5106 0.070 Uiso 1 1 calc R . .
C27 C 0.6499(2) 0.6630(2) 0.40743(15) 0.0427(5) Uani 1 1 d . . .
C28 C 0.6601(2) 0.6189(2) 0.32126(15) 0.0426(5) Uani 1 1 d . . .
C29 C 0.6471(3) 0.5053(3) 0.3031(2) 0.0619(7) Uani 1 1 d . . .
H29 H 0.6274 0.4412 0.3503 0.074 Uiso 1 1 calc R . .
C30 C 0.6636(3) 0.4884(3) 0.2140(2) 0.0733(8) Uani 1 1 d . . .
H30 H 0.6553 0.4120 0.2009 0.088 Uiso 1 1 calc R . .
C31 C 0.6926(3) 0.5836(3) 0.1436(2) 0.0644(7) Uani 1 1 d . . .
H31 H 0.7039 0.5701 0.0838 0.077 Uiso 1 1 calc R . .
C32 C 0.7051(2) 0.6993(3) 0.16071(16) 0.0483(6) Uani 1 1 d . . .
H32 H 0.7251 0.7632 0.1135 0.058 Uiso 1 1 calc R . .
C33 C 0.68683(19) 0.7159(2) 0.24979(14) 0.0380(5) Uani 1 1 d . . .
C34 C 1.4040(2) 0.8763(3) 0.05512(19) 0.0649(7) Uani 1 1 d . . .
H34A H 1.4192 0.8599 0.1187 0.097 Uiso 1 1 calc R . .
H34B H 1.4846 0.8862 0.0189 0.097 Uiso 1 1 calc R . .
H34C H 1.3933 0.7977 0.0428 0.097 Uiso 1 1 calc R . .
C35 C 0.9458(3) 1.3599(2) -0.04318(17) 0.0580(6) Uani 1 1 d . . .
H35A H 0.8781 1.3399 -0.0668 0.087 Uiso 1 1 calc R . .
H35B H 0.9797 1.4175 -0.0908 0.087 Uiso 1 1 calc R . .
H35C H 0.9004 1.4094 0.0063 0.087 Uiso 1 1 calc R . .
C36 C 0.0739(2) 1.3007(3) 0.20504(18) 0.0577(6) Uani 1 1 d . . .
H36A H 0.0736 1.3729 0.2324 0.087 Uiso 1 1 calc R . .
H36B H -0.0189 1.2998 0.2152 0.087 Uiso 1 1 calc R . .
H36C H 0.0969 1.3201 0.1405 0.087 Uiso 1 1 calc R . .
C37 C 0.8080(2) 0.8795(2) 0.24854(13) 0.0357(4) Uani 1 1 d . . .
N1 N 0.95763(17) 0.80801(17) 0.23411(11) 0.0376(4) Uani 1 1 d . . .
O1 O 1.27913(16) 1.00105(18) 0.03303(11) 0.0570(4) Uani 1 1 d . . .
O2 O 1.06242(16) 1.23167(16) -0.01125(11) 0.0537(4) Uani 1 1 d . . .
O3 O 0.17754(14) 1.16718(16) 0.24477(11) 0.0507(4) Uani 1 1 d . . .
O4 O 0.98238(16) 0.58126(15) 0.33426(10) 0.0487(4) Uani 1 1 d . . .
O5 O 1.19522(15) 0.60546(16) 0.24847(10) 0.0507(4) Uani 1 1 d . . .
S1 S 1.06405(5) 0.66118(5) 0.30139(4) 0.03985(16) 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
C1 C6 1.376(3) . ?
C1 C2 1.381(3) . ?
C1 S1 1.750(2) . ?
C2 C3 1.379(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(3) . ?
C4 C7 1.521(3) . ?
C5 C6 1.374(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.391(3) . ?
C8 C13 1.400(3) . ?
C8 N1 1.427(2) . ?
C9 C10 1.381(3) . ?
C9 H9 0.9300 . ?
C10 O1 1.360(2) . ?
C10 C11 1.414(3) . ?
C11 O2 1.368(2) . ?
C11 C12 1.372(3) . ?
C12 C13 1.393(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.433(3) . ?
C14 C37 1.352(3) . ?
C14 C15 1.451(3) . ?
C15 C16 1.382(3) . ?
C15 C20 1.404(3) . ?
C16 C17 1.388(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.382(3) . ?
C17 H17 0.9300 . ?
C18 O3 1.362(2) . ?
C18 C19 1.396(3) . ?
C19 C20 1.370(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.550(3) . ?
C21 C37 1.513(3) . ?
C21 C33 1.523(3) . ?
C21 C22 1.526(3) . ?
C22 C23 1.372(3) . ?
C22 C27 1.391(3) . ?
C23 C24 1.399(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.364(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.372(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.396(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.462(3) . ?
C28 C29 1.377(3) . ?
C28 C33 1.394(3) . ?
C29 C30 1.375(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.382(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.389(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.372(3) . ?
C32 H32 0.9300 . ?
C34 O1 1.409(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 O2 1.413(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 O3 1.417(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 N1 1.410(2) . ?
N1 S1 1.6707(17) . ?
O4 S1 1.4175(15) . ?
O5 S1 1.4244(15) . ?

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
C6 C1 C2 120.0(2) . . ?
C6 C1 S1 119.61(17) . . ?
C2 C1 S1 120.36(17) . . ?
C3 C2 C1 119.1(2) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 117.8(2) . . ?
C5 C4 C7 121.8(2) . . ?
C3 C4 C7 120.3(2) . . ?
C4 C5 C6 121.9(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 119.4(2) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
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 C13 121.65(18) . . ?
C9 C8 N1 129.78(18) . . ?
C13 C8 N1 108.46(16) . . ?
C10 C9 C8 117.68(19) . . ?
C10 C9 H9 121.2 . . ?
C8 C9 H9 121.2 . . ?
O1 C10 C9 124.5(2) . . ?
O1 C10 C11 114.44(18) . . ?
C9 C10 C11 121.03(18) . . ?
O2 C11 C12 125.13(19) . . ?
O2 C11 C10 114.13(18) . . ?
C12 C11 C10 120.73(19) . . ?
C11 C12 C13 118.87(19) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C12 C13 C8 120.01(18) . . ?
C12 C13 C14 133.50(19) . . ?
C8 C13 C14 106.34(17) . . ?
C37 C14 C13 109.20(18) . . ?
C37 C14 C15 109.69(17) . . ?
C13 C14 C15 140.39(19) . . ?
C16 C15 C20 119.50(18) . . ?
C16 C15 C14 133.30(19) . . ?
C20 C15 C14 107.19(17) . . ?
C15 C16 C17 119.6(2) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C18 C17 C16 120.53(19) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
O3 C18 C17 124.42(19) . . ?
O3 C18 C19 115.40(19) . . ?
C17 C18 C19 120.17(18) . . ?
C20 C19 C18 119.24(19) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C15 120.91(18) . . ?
C19 C20 C21 127.92(17) . . ?
C15 C20 C21 111.17(16) . . ?
C37 C21 C33 115.63(16) . . ?
C37 C21 C22 119.58(17) . . ?
C33 C21 C22 101.62(16) . . ?
C37 C21 C20 98.65(15) . . ?
C33 C21 C20 111.13(16) . . ?
C22 C21 C20 110.45(15) . . ?
C23 C22 C27 120.8(2) . . ?
C23 C22 C21 128.89(19) . . ?
C27 C22 C21 110.21(18) . . ?
C22 C23 C24 118.3(2) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 H23 120.8 . . ?
C25 C24 C23 121.1(2) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 120.7(2) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C27 119.1(2) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
C22 C27 C26 119.9(2) . . ?
C22 C27 C28 109.02(18) . . ?
C26 C27 C28 131.1(2) . . ?
C29 C28 C33 120.1(2) . . ?
C29 C28 C27 131.2(2) . . ?
C33 C28 C27 108.72(18) . . ?
C30 C29 C28 118.9(3) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
C29 C30 C31 120.8(2) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C30 C31 C32 121.1(3) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C33 C32 C31 117.6(2) . . ?
C33 C32 H32 121.2 . . ?
C31 C32 H32 121.2 . . ?
C32 C33 C28 121.6(2) . . ?
C32 C33 C21 128.11(19) . . ?
C28 C33 C21 110.28(18) . . ?
O1 C34 H34A 109.5 . . ?
O1 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O1 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O2 C35 H35A 109.5 . . ?
O2 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O2 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O3 C36 H36A 109.5 . . ?
O3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C14 C37 N1 109.46(17) . . ?
C14 C37 C21 113.19(17) . . ?
N1 C37 C21 135.70(18) . . ?
C37 N1 C8 106.49(15) . . ?
C37 N1 S1 125.52(14) . . ?
C8 N1 S1 124.27(13) . . ?
C10 O1 C34 117.09(18) . . ?
C11 O2 C35 117.51(17) . . ?
C18 O3 C36 117.28(18) . . ?
O4 S1 O5 120.72(9) . . ?
O4 S1 N1 105.50(9) . . ?
O5 S1 N1 105.66(9) . . ?
O4 S1 C1 109.36(10) . . ?
O5 S1 C1 108.84(10) . . ?
N1 S1 C1 105.67(9) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.057
