# Electronic Supplementary Material (ESI) for ChemComm.
# 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_cd212461
_database_code_depnum_ccdc_archive 'CCDC 899936'
_audit_update_record             
;
2012-09-04 deposited with the CCDC.
2016-05-06 downloaded from the CCDC.
;
#TrackingRef 'cd212461.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H28 N2 O6 S'
_chemical_formula_weight         496.56

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

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'

_cell_length_a                   19.8378(16)
_cell_length_b                   9.3737(8)
_cell_length_c                   13.4463(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2500.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3077
_cell_measurement_theta_min      4.806
_cell_measurement_theta_max      42.638

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.142
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.18641
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs

_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            14208
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         25.99
_reflns_number_total             4619
_reflns_number_gt                3769
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0592P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4619
_refine_ls_number_parameters     324
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1055
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.11181(3) 0.88590(7) 0.74775(5) 0.04993(18) Uani 1 1 d . . .
N1 N 0.16545(11) 0.9382(2) 1.22512(18) 0.0486(5) Uani 1 1 d . . .
N2 N 0.11088(10) 0.8871(2) 0.86808(17) 0.0484(5) Uani 1 1 d . . .
O1 O -0.00946(10) 1.2438(2) 0.9500(2) 0.0753(6) Uani 1 1 d . . .
O2 O -0.11152(8) 1.1497(2) 0.96756(18) 0.0641(6) Uani 1 1 d . . .
O3 O -0.06589(11) 0.9099(2) 0.83867(18) 0.0739(6) Uani 1 1 d . . .
O4 O -0.02992(10) 0.7548(2) 0.95208(18) 0.0678(6) Uani 1 1 d . . .
O5 O 0.07799(9) 1.0127(2) 0.71719(15) 0.0638(5) Uani 1 1 d . . .
O6 O 0.08721(9) 0.7508(2) 0.71606(16) 0.0663(5) Uani 1 1 d . . .
C1 C 0.25999(12) 0.8840(2) 1.1437(2) 0.0435(6) Uani 1 1 d . . .
C2 C 0.32936(12) 0.8622(3) 1.1343(2) 0.0493(6) Uani 1 1 d . . .
H2 H 0.3476 0.8383 1.0728 0.059 Uiso 1 1 calc R . .
C3 C 0.37095(13) 0.8760(3) 1.2165(2) 0.0539(7) Uani 1 1 d . . .
C4 C 0.34177(13) 0.9077(3) 1.3082(3) 0.0571(7) Uani 1 1 d . . .
H4 H 0.3697 0.9135 1.3637 0.068 Uiso 1 1 calc R . .
C5 C 0.27431(13) 0.9306(3) 1.3208(2) 0.0558(7) Uani 1 1 d . . .
H5 H 0.2563 0.9522 1.3829 0.067 Uiso 1 1 calc R . .
C6 C 0.23351(12) 0.9202(2) 1.2366(2) 0.0454(6) Uani 1 1 d . . .
C7 C 0.14827(12) 0.9185(3) 1.1265(2) 0.0455(6) Uani 1 1 d . . .
C8 C 0.20489(13) 0.8794(2) 1.0737(2) 0.0453(6) Uani 1 1 d . . .
C9 C 0.07810(11) 0.9422(3) 1.0998(2) 0.0449(6) Uani 1 1 d . . .
H9 H 0.0461 0.9242 1.1487 0.054 Uiso 1 1 calc R . .
C10 C 0.05509(11) 0.9874(3) 1.0118(2) 0.0438(6) Uani 1 1 d . . .
C11 C 0.10006(12) 1.0186(3) 0.92505(19) 0.0455(6) Uani 1 1 d . . .
H11A H 0.0794 1.0903 0.8829 0.055 Uiso 1 1 calc R . .
H11B H 0.1429 1.0553 0.9484 0.055 Uiso 1 1 calc R . .
C12 C 0.14810(14) 0.7722(3) 0.9202(2) 0.0530(7) Uani 1 1 d . . .
H12A H 0.1593 0.6982 0.8725 0.064 Uiso 1 1 calc R . .
H12B H 0.1187 0.7303 0.9699 0.064 Uiso 1 1 calc R . .
C13 C 0.21245(13) 0.8216(3) 0.9706(2) 0.0559(7) Uani 1 1 d . . .
H13A H 0.2435 0.7417 0.9730 0.067 Uiso 1 1 calc R . .
H13B H 0.2329 0.8948 0.9296 0.067 Uiso 1 1 calc R . .
C14 C 0.44594(14) 0.8621(3) 1.2071(3) 0.0701(9) Uani 1 1 d . . .
H14A H 0.4650 0.9531 1.1902 0.105 Uiso 1 1 calc R . .
H14B H 0.4564 0.7943 1.1559 0.105 Uiso 1 1 calc R . .
H14C H 0.4644 0.8300 1.2691 0.105 Uiso 1 1 calc R . .
C15 C -0.02050(11) 0.9961(3) 0.9945(2) 0.0465(6) Uani 1 1 d . . .
H15 H -0.0423 0.9708 1.0575 0.056 Uiso 1 1 calc R . .
C16 C -0.04502(13) 1.1436(3) 0.9673(2) 0.0505(6) Uani 1 1 d . . .
C17 C -0.14018(16) 1.2877(3) 0.9472(3) 0.0805(10) Uani 1 1 d . . .
H17A H -0.1222 1.3563 0.9931 0.121 Uiso 1 1 calc R . .
H17B H -0.1883 1.2831 0.9544 0.121 Uiso 1 1 calc R . .
H17C H -0.1291 1.3157 0.8805 0.121 Uiso 1 1 calc R . .
C18 C -0.04239(13) 0.8853(3) 0.9185(2) 0.0515(7) Uani 1 1 d . . .
C19 C -0.0420(2) 0.6387(4) 0.8837(3) 0.0901(11) Uani 1 1 d . . .
H19A H -0.0886 0.6382 0.8647 0.135 Uiso 1 1 calc R . .
H19B H -0.0309 0.5499 0.9154 0.135 Uiso 1 1 calc R . .
H19C H -0.0144 0.6509 0.8257 0.135 Uiso 1 1 calc R . .
C20 C 0.19655(13) 0.8966(3) 0.7095(2) 0.0468(6) Uani 1 1 d . . .
C21 C 0.22990(13) 1.0244(3) 0.7154(2) 0.0589(7) Uani 1 1 d . . .
H21 H 0.2080 1.1049 0.7397 0.071 Uiso 1 1 calc R . .
C22 C 0.29601(15) 1.0324(3) 0.6849(3) 0.0665(8) Uani 1 1 d . . .
H22 H 0.3185 1.1192 0.6896 0.080 Uiso 1 1 calc R . .
C23 C 0.32977(13) 0.9162(3) 0.6480(2) 0.0618(8) Uani 1 1 d . . .
C24 C 0.29494(16) 0.7876(3) 0.6450(3) 0.0725(9) Uani 1 1 d . . .
H24 H 0.3169 0.7066 0.6218 0.087 Uiso 1 1 calc R . .
C25 C 0.22945(15) 0.7766(3) 0.6754(3) 0.0628(8) Uani 1 1 d . . .
H25 H 0.2073 0.6892 0.6730 0.075 Uiso 1 1 calc R . .
C26 C 0.40181(15) 0.9259(5) 0.6133(4) 0.0932(12) Uani 1 1 d . . .
H26A H 0.4207 1.0153 0.6341 0.140 Uiso 1 1 calc R . .
H26B H 0.4033 0.9195 0.5421 0.140 Uiso 1 1 calc R . .
H26C H 0.4274 0.8490 0.6416 0.140 Uiso 1 1 calc R . .
H1 H 0.1393(11) 0.977(2) 1.2632(19) 0.033(7) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O6 1.423(2) . ?
S1 O5 1.425(2) . ?
S1 N2 1.618(2) . ?
S1 C20 1.761(3) . ?
N1 C6 1.369(3) . ?
N1 C7 1.381(3) . ?
N1 H1 0.81(2) . ?
N2 C11 1.467(3) . ?
N2 C12 1.482(3) . ?
O1 C16 1.198(3) . ?
O2 C16 1.321(3) . ?
O2 C17 1.439(3) . ?
O3 C18 1.193(4) . ?
O4 C18 1.328(3) . ?
O4 C19 1.444(4) . ?
C1 C2 1.397(3) . ?
C1 C6 1.398(4) . ?
C1 C8 1.443(4) . ?
C2 C3 1.386(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(4) . ?
C3 C14 1.499(4) . ?
C4 C5 1.366(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.378(3) . ?
C7 C9 1.455(3) . ?
C8 C13 1.496(4) . ?
C9 C10 1.336(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.497(4) . ?
C10 C15 1.520(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.518(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.510(4) . ?
C15 C18 1.520(4) . ?
C15 H15 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.370(4) . ?
C20 C25 1.379(4) . ?
C21 C22 1.376(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.390(4) . ?
C23 C26 1.506(4) . ?
C24 C25 1.365(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
O6 S1 O5 119.63(13) . . ?
O6 S1 N2 107.57(13) . . ?
O5 S1 N2 106.08(11) . . ?
O6 S1 C20 106.91(12) . . ?
O5 S1 C20 108.53(12) . . ?
N2 S1 C20 107.60(12) . . ?
C6 N1 C7 109.6(2) . . ?
C6 N1 H1 127.7(17) . . ?
C7 N1 H1 120.4(17) . . ?
C11 N2 C12 115.9(2) . . ?
C11 N2 S1 121.99(17) . . ?
C12 N2 S1 117.52(17) . . ?
C16 O2 C17 115.7(2) . . ?
C18 O4 C19 116.6(3) . . ?
C2 C1 C6 119.1(2) . . ?
C2 C1 C8 133.1(3) . . ?
C6 C1 C8 107.8(2) . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 118.6(2) . . ?
C2 C3 C14 121.0(3) . . ?
C4 C3 C14 120.3(3) . . ?
C5 C4 C3 123.3(3) . . ?
C5 C4 H4 118.3 . . ?
C3 C4 H4 118.3 . . ?
C4 C5 C6 117.2(3) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
N1 C6 C5 130.9(3) . . ?
N1 C6 C1 107.4(2) . . ?
C5 C6 C1 121.6(2) . . ?
C8 C7 N1 109.2(2) . . ?
C8 C7 C9 133.9(2) . . ?
N1 C7 C9 116.9(2) . . ?
C7 C8 C1 105.9(2) . . ?
C7 C8 C13 130.9(2) . . ?
C1 C8 C13 122.6(2) . . ?
C10 C9 C7 126.5(2) . . ?
C10 C9 H9 116.8 . . ?
C7 C9 H9 116.8 . . ?
C9 C10 C11 123.2(2) . . ?
C9 C10 C15 119.3(2) . . ?
C11 C10 C15 117.3(2) . . ?
N2 C11 C10 109.3(2) . . ?
N2 C11 H11A 109.8 . . ?
C10 C11 H11A 109.8 . . ?
N2 C11 H11B 109.8 . . ?
C10 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
N2 C12 C13 114.1(2) . . ?
N2 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
N2 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C8 C13 C12 116.1(2) . . ?
C8 C13 H13A 108.3 . . ?
C12 C13 H13A 108.3 . . ?
C8 C13 H13B 108.3 . . ?
C12 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C3 C14 H14A 109.5 . . ?
C3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C10 113.8(2) . . ?
C16 C15 C18 111.7(2) . . ?
C10 C15 C18 110.4(2) . . ?
C16 C15 H15 106.8 . . ?
C10 C15 H15 106.8 . . ?
C18 C15 H15 106.8 . . ?
O1 C16 O2 123.7(2) . . ?
O1 C16 C15 125.1(2) . . ?
O2 C16 C15 111.2(2) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 O4 123.8(3) . . ?
O3 C18 C15 125.8(3) . . ?
O4 C18 C15 110.4(2) . . ?
O4 C19 H19A 109.5 . . ?
O4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 120.2(2) . . ?
C21 C20 S1 119.6(2) . . ?
C25 C20 S1 120.2(2) . . ?
C20 C21 C22 119.4(3) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 122.0(3) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 117.1(3) . . ?
C22 C23 C26 121.9(3) . . ?
C24 C23 C26 121.0(3) . . ?
C25 C24 C23 122.0(3) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C24 C25 C20 119.2(3) . . ?
C24 C25 H25 120.4 . . ?
C20 C25 H25 120.4 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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 N2 C11 -149.17(19) . . . . ?
O5 S1 N2 C11 -20.0(2) . . . . ?
C20 S1 N2 C11 96.0(2) . . . . ?
O6 S1 N2 C12 55.9(2) . . . . ?
O5 S1 N2 C12 -174.96(18) . . . . ?
C20 S1 N2 C12 -59.0(2) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C8 C1 C2 C3 179.1(2) . . . . ?
C1 C2 C3 C4 1.9(4) . . . . ?
C1 C2 C3 C14 -176.1(2) . . . . ?
C2 C3 C4 C5 -2.3(4) . . . . ?
C14 C3 C4 C5 175.8(2) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C7 N1 C6 C5 179.2(3) . . . . ?
C7 N1 C6 C1 -1.8(3) . . . . ?
C4 C5 C6 N1 -179.3(3) . . . . ?
C4 C5 C6 C1 1.8(4) . . . . ?
C2 C1 C6 N1 178.8(2) . . . . ?
C8 C1 C6 N1 -0.4(3) . . . . ?
C2 C1 C6 C5 -2.1(3) . . . . ?
C8 C1 C6 C5 178.7(2) . . . . ?
C6 N1 C7 C8 3.3(3) . . . . ?
C6 N1 C7 C9 -176.4(2) . . . . ?
N1 C7 C8 C1 -3.4(3) . . . . ?
C9 C7 C8 C1 176.2(3) . . . . ?
N1 C7 C8 C13 168.0(3) . . . . ?
C9 C7 C8 C13 -12.4(5) . . . . ?
C2 C1 C8 C7 -176.7(3) . . . . ?
C6 C1 C8 C7 2.4(3) . . . . ?
C2 C1 C8 C13 11.0(4) . . . . ?
C6 C1 C8 C13 -169.9(2) . . . . ?
C8 C7 C9 C10 -29.5(4) . . . . ?
N1 C7 C9 C10 150.2(3) . . . . ?
C7 C9 C10 C11 1.1(4) . . . . ?
C7 C9 C10 C15 175.6(2) . . . . ?
C12 N2 C11 C10 -65.1(3) . . . . ?
S1 N2 C11 C10 139.60(19) . . . . ?
C9 C10 C11 N2 87.5(3) . . . . ?
C15 C10 C11 N2 -87.2(3) . . . . ?
C11 N2 C12 C13 -48.4(3) . . . . ?
S1 N2 C12 C13 108.0(2) . . . . ?
C7 C8 C13 C12 -12.3(4) . . . . ?
C1 C8 C13 C12 157.8(2) . . . . ?
N2 C12 C13 C8 86.2(3) . . . . ?
C9 C10 C15 C16 121.5(3) . . . . ?
C11 C10 C15 C16 -63.7(3) . . . . ?
C9 C10 C15 C18 -112.0(3) . . . . ?
C11 C10 C15 C18 62.9(3) . . . . ?
C17 O2 C16 O1 -1.1(4) . . . . ?
C17 O2 C16 C15 177.1(3) . . . . ?
C10 C15 C16 O1 7.5(4) . . . . ?
C18 C15 C16 O1 -118.4(3) . . . . ?
C10 C15 C16 O2 -170.7(2) . . . . ?
C18 C15 C16 O2 63.4(3) . . . . ?
C19 O4 C18 O3 4.1(4) . . . . ?
C19 O4 C18 C15 -174.1(2) . . . . ?
C16 C15 C18 O3 12.0(4) . . . . ?
C10 C15 C18 O3 -115.8(3) . . . . ?
C16 C15 C18 O4 -169.8(2) . . . . ?
C10 C15 C18 O4 62.4(3) . . . . ?
O6 S1 C20 C21 169.2(2) . . . . ?
O5 S1 C20 C21 38.9(3) . . . . ?
N2 S1 C20 C21 -75.5(3) . . . . ?
O6 S1 C20 C25 -11.8(3) . . . . ?
O5 S1 C20 C25 -142.1(2) . . . . ?
N2 S1 C20 C25 103.5(3) . . . . ?
C25 C20 C21 C22 1.4(5) . . . . ?
S1 C20 C21 C22 -179.7(3) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C21 C22 C23 C24 -1.8(5) . . . . ?
C21 C22 C23 C26 179.1(4) . . . . ?
C22 C23 C24 C25 1.5(5) . . . . ?
C26 C23 C24 C25 -179.5(4) . . . . ?
C23 C24 C25 C20 0.3(5) . . . . ?
C21 C20 C25 C24 -1.7(5) . . . . ?
S1 C20 C25 C24 179.3(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 O3 0.81(2) 2.07(2) 2.874(3) 171(2) 2_575

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.035
####################################################################### 
# 
# 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_cd21320
_database_code_depnum_ccdc_archive 'CCDC 920329'
_audit_update_record             
;
2013-01-17 deposited with the CCDC.
2016-05-06 downloaded from the CCDC.
;
#TrackingRef 'cd21320.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H27 F3 N2 O4 S'
_chemical_formula_weight         520.56

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'
F F 0.0171 0.0103 '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                   9.9556(15)
_cell_length_b                   14.589(2)
_cell_length_c                   18.274(3)
_cell_angle_alpha                81.682(3)
_cell_angle_beta                 76.959(4)
_cell_angle_gamma                88.485(4)
_cell_volume                     2558.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1544
_cell_measurement_theta_min      4.623
_cell_measurement_theta_max      39.707

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.224
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.112
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.32909
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs

_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            15042
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         25.50
_reflns_number_total             9509
_reflns_number_gt                5089
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0710P)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         9509
_refine_ls_number_parameters     717
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1300
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.1746
_refine_ls_wR_factor_gt          0.1423
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.991
_refine_ls_shift/su_max          0.007
_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
S1 S 0.19237(10) 0.64733(7) 0.50894(5) 0.0582(3) Uani 1 1 d . . .
S2 S 0.50239(10) 1.09964(6) 0.37386(5) 0.0574(3) Uani 1 1 d . . .
N1 N 0.0674(3) 0.67935(18) 0.57364(15) 0.0522(7) Uani 1 1 d . . .
N2 N 0.0373(4) 1.0594(3) 0.6469(2) 0.0786(10) Uani 1 1 d D . .
N3 N 0.4823(3) 0.99075(18) 0.36943(14) 0.0486(7) Uani 1 1 d . . .
N4 N 0.8917(4) 0.7039(2) 0.4250(2) 0.0686(9) Uani 1 1 d D . .
O1 O 0.0714(3) 0.56902(16) 0.72503(12) 0.0660(7) Uani 1 1 d . . .
O2 O 0.1291(4) 0.5302(2) 0.84055(14) 0.0860(9) Uani 1 1 d . . .
O3 O 0.2507(3) 0.73035(18) 0.46230(13) 0.0750(8) Uani 1 1 d . . .
O4 O 0.1336(3) 0.57941(19) 0.47556(13) 0.0765(8) Uani 1 1 d . . .
O5 O 0.4575(3) 0.97308(16) 0.21167(13) 0.0693(8) Uani 1 1 d . . .
O6 O 0.5256(4) 0.9589(2) 0.08448(14) 0.1051(12) Uani 1 1 d . . .
O7 O 0.3683(3) 1.13881(17) 0.39198(16) 0.0802(9) Uani 1 1 d . . .
O8 O 0.5967(3) 1.10523(17) 0.42205(13) 0.0671(7) Uani 1 1 d . . .
F1 F -0.134(2) 0.6119(8) 0.9461(7) 0.143(5) Uani 0.60 1 d P A 1
F2 F -0.175(2) 0.4730(9) 0.9384(8) 0.146(8) Uani 0.50 1 d P A 1
F3 F -0.308(2) 0.5768(14) 0.9124(13) 0.119(6) Uani 0.50 1 d P A 1
F4 F 0.3440(6) 0.6863(6) 0.1752(5) 0.082(2) Uani 0.60 1 d P B 1
F5 F 0.2861(9) 0.7792(8) 0.1035(6) 0.119(4) Uani 0.60 1 d P B 1
F6 F 0.4980(10) 0.7661(6) 0.0718(4) 0.101(3) Uani 0.60 1 d P B 1
F1' F -0.289(4) 0.6149(15) 0.9154(19) 0.136(12) Uani 0.40 1 d P A 2
F2' F -0.112(2) 0.547(2) 0.9566(9) 0.233(14) Uani 0.50 1 d P A 2
F3' F -0.256(2) 0.4775(17) 0.9231(11) 0.192(11) Uani 0.50 1 d P A 2
F4' F 0.4145(15) 0.6855(11) 0.1667(11) 0.136(5) Uani 0.40 1 d PU B 2
F5' F 0.334(3) 0.7857(10) 0.0811(11) 0.205(13) Uani 0.40 1 d P B 2
F6' F 0.521(2) 0.7332(9) 0.1057(8) 0.141(5) Uani 0.40 1 d PU B 2
C1 C 0.0823(4) 0.7634(2) 0.60654(19) 0.0551(9) Uani 1 1 d . . .
H1A H 0.1721 0.7911 0.5832 0.066 Uiso 1 1 calc R . .
H1B H 0.0777 0.7469 0.6604 0.066 Uiso 1 1 calc R . .
C2 C -0.0282(4) 0.8332(3) 0.5953(2) 0.0652(10) Uani 1 1 d . . .
H2A H -0.0206 0.8518 0.5413 0.078 Uiso 1 1 calc R . .
H2B H -0.1179 0.8044 0.6164 0.078 Uiso 1 1 calc R . .
C3 C -0.0180(4) 0.9173(2) 0.6319(2) 0.0564(9) Uani 1 1 d . . .
C4 C 0.0465(4) 0.9985(3) 0.5958(2) 0.0730(11) Uani 1 1 d . . .
H4 H 0.0897 1.0104 0.5446 0.088 Uiso 1 1 calc R . .
C5 C -0.0301(4) 1.0173(2) 0.7176(2) 0.0635(10) Uani 1 1 d . . .
C6 C -0.0669(4) 0.9283(2) 0.7098(2) 0.0543(9) Uani 1 1 d . . .
C7 C -0.1383(4) 0.8714(3) 0.7738(2) 0.0627(10) Uani 1 1 d . . .
H7 H -0.1636 0.8117 0.7699 0.075 Uiso 1 1 calc R . .
C8 C -0.1715(4) 0.9032(3) 0.8430(2) 0.0761(12) Uani 1 1 d . . .
C9 C -0.1316(5) 0.9930(3) 0.8478(3) 0.0819(13) Uani 1 1 d . . .
H9 H -0.1537 1.0142 0.8946 0.098 Uiso 1 1 calc R . .
C10 C -0.0616(4) 1.0506(3) 0.7863(3) 0.0774(12) Uani 1 1 d . . .
H10 H -0.0360 1.1101 0.7906 0.093 Uiso 1 1 calc R . .
C11 C -0.2499(6) 0.8422(4) 0.9130(3) 0.1167(19) Uani 1 1 d . . .
H11A H -0.2804 0.7869 0.8986 0.175 Uiso 1 1 calc R . .
H11B H -0.3284 0.8751 0.9372 0.175 Uiso 1 1 calc R . .
H11C H -0.1907 0.8259 0.9476 0.175 Uiso 1 1 calc R . .
C12 C -0.0360(4) 0.6100(3) 0.61723(18) 0.0638(11) Uani 1 1 d . . .
H12A H -0.0137 0.5513 0.5984 0.077 Uiso 1 1 calc R . .
H12B H -0.1254 0.6288 0.6076 0.077 Uiso 1 1 calc R . .
C13 C -0.0475(4) 0.5952(2) 0.7001(2) 0.0619(10) Uani 1 1 d . . .
C14 C -0.1521(5) 0.5968(3) 0.7599(2) 0.0685(11) Uani 1 1 d . . .
H14 H -0.2426 0.6127 0.7585 0.082 Uiso 1 1 calc R . .
C15 C -0.1008(5) 0.5699(3) 0.8262(2) 0.0680(12) Uani 1 1 d . A .
C16 C 0.0346(5) 0.5544(3) 0.8022(2) 0.0666(11) Uani 1 1 d . . .
C17 C -0.1820(10) 0.5560(4) 0.9052(3) 0.0984(18) Uani 1 1 d . . .
C18 C 0.2694(5) 0.5191(3) 0.8008(2) 0.0902(14) Uani 1 1 d . . .
H18A H 0.3039 0.5766 0.7692 0.108 Uiso 1 1 calc R . .
H18B H 0.2745 0.4713 0.7685 0.108 Uiso 1 1 calc R . .
C19 C 0.3536(6) 0.4925(4) 0.8585(3) 0.1129(18) Uani 1 1 d . . .
H19A H 0.3431 0.5382 0.8922 0.169 Uiso 1 1 calc R . .
H19B H 0.4489 0.4888 0.8333 0.169 Uiso 1 1 calc R . .
H19C H 0.3229 0.4333 0.8870 0.169 Uiso 1 1 calc R . .
C20 C 0.3173(3) 0.5930(2) 0.55372(17) 0.0485(9) Uani 1 1 d . . .
C21 C 0.4116(4) 0.6465(2) 0.57551(19) 0.0564(10) Uani 1 1 d . . .
H21 H 0.4109 0.7108 0.5646 0.068 Uiso 1 1 calc R . .
C22 C 0.5050(4) 0.6033(3) 0.6130(2) 0.0598(10) Uani 1 1 d . . .
H22 H 0.5662 0.6392 0.6287 0.072 Uiso 1 1 calc R . .
C23 C 0.5118(4) 0.5070(3) 0.6287(2) 0.0591(10) Uani 1 1 d . . .
C24 C 0.4181(4) 0.4563(2) 0.6061(2) 0.0644(11) Uani 1 1 d . . .
H24 H 0.4198 0.3920 0.6164 0.077 Uiso 1 1 calc R . .
C25 C 0.3218(4) 0.4976(2) 0.5688(2) 0.0620(11) Uani 1 1 d . . .
H25 H 0.2602 0.4615 0.5537 0.074 Uiso 1 1 calc R . .
C26 C 0.6144(5) 0.4606(3) 0.6706(2) 0.0864(14) Uani 1 1 d . . .
H26A H 0.6021 0.3946 0.6770 0.130 Uiso 1 1 calc R . .
H26B H 0.6005 0.4808 0.7195 0.130 Uiso 1 1 calc R . .
H26C H 0.7061 0.4767 0.6422 0.130 Uiso 1 1 calc R . .
C27 C 0.6047(3) 0.9322(2) 0.35948(18) 0.0495(9) Uani 1 1 d . . .
H27A H 0.6763 0.9608 0.3770 0.059 Uiso 1 1 calc R . .
H27B H 0.6385 0.9288 0.3058 0.059 Uiso 1 1 calc R . .
C28 C 0.5777(4) 0.8346(2) 0.40202(17) 0.0493(9) Uani 1 1 d . . .
H28A H 0.5379 0.8377 0.4552 0.059 Uiso 1 1 calc R . .
H28B H 0.5118 0.8039 0.3818 0.059 Uiso 1 1 calc R . .
C29 C 0.7081(4) 0.7795(2) 0.39504(17) 0.0456(8) Uani 1 1 d . . .
C30 C 0.7741(4) 0.7508(2) 0.4515(2) 0.0583(10) Uani 1 1 d . . .
H30 H 0.7435 0.7616 0.5015 0.070 Uiso 1 1 calc R . .
C31 C 0.9056(4) 0.7028(2) 0.3487(2) 0.0587(10) Uani 1 1 d . . .
C32 C 0.7912(4) 0.7485(2) 0.32791(18) 0.0467(8) Uani 1 1 d . . .
C33 C 0.7794(4) 0.7568(2) 0.25213(19) 0.0566(10) Uani 1 1 d . . .
H33 H 0.7037 0.7863 0.2374 0.068 Uiso 1 1 calc R . .
C34 C 0.8815(5) 0.7208(3) 0.1995(2) 0.0699(12) Uani 1 1 d . . .
C35 C 0.9921(5) 0.6756(3) 0.2232(3) 0.0812(14) Uani 1 1 d . . .
H35 H 1.0595 0.6509 0.1873 0.097 Uiso 1 1 calc R . .
C36 C 1.0068(4) 0.6654(3) 0.2964(3) 0.0784(13) Uani 1 1 d . . .
H36 H 1.0819 0.6345 0.3106 0.094 Uiso 1 1 calc R . .
C37 C 0.8745(6) 0.7319(3) 0.1169(2) 0.1054(18) Uani 1 1 d . . .
H37A H 0.9368 0.7802 0.0886 0.158 Uiso 1 1 calc R . .
H37B H 0.7822 0.7478 0.1124 0.158 Uiso 1 1 calc R . .
H37C H 0.9000 0.6748 0.0972 0.158 Uiso 1 1 calc R . .
C38 C 0.3592(4) 0.9592(3) 0.34814(19) 0.0583(10) Uani 1 1 d . . .
H38A H 0.2987 1.0117 0.3424 0.070 Uiso 1 1 calc R . .
H38B H 0.3103 0.9143 0.3893 0.070 Uiso 1 1 calc R . .
C39 C 0.3877(4) 0.9167(3) 0.27719(19) 0.0559(9) Uani 1 1 d . . .
C40 C 0.3577(4) 0.8362(2) 0.2594(2) 0.0586(10) Uani 1 1 d . . .
H40 H 0.3104 0.7874 0.2928 0.070 Uiso 1 1 calc R . .
C41 C 0.4107(4) 0.8375(2) 0.1799(2) 0.0586(10) Uani 1 1 d . B .
C42 C 0.4691(5) 0.9203(3) 0.1548(2) 0.0700(12) Uani 1 1 d . . .
C43 C 0.3965(6) 0.7665(3) 0.1328(3) 0.0766(13) Uani 1 1 d . . .
C44 C 0.6295(6) 1.0298(3) 0.0738(2) 0.0981(17) Uani 1 1 d . . .
H44A H 0.5940 1.0762 0.1062 0.118 Uiso 1 1 calc R . .
H44B H 0.6470 1.0600 0.0216 0.118 Uiso 1 1 calc R . .
C45 C 0.7623(7) 0.9943(4) 0.0911(3) 0.126(2) Uani 1 1 d . . .
H45A H 0.7493 0.9742 0.1446 0.189 Uiso 1 1 calc R . .
H45B H 0.8305 1.0427 0.0757 0.189 Uiso 1 1 calc R . .
H45C H 0.7925 0.9431 0.0640 0.189 Uiso 1 1 calc R . .
C46 C 0.5853(4) 1.1546(2) 0.2833(2) 0.0516(9) Uani 1 1 d . . .
C47 C 0.7272(4) 1.1504(3) 0.2603(2) 0.0625(10) Uani 1 1 d . . .
H47 H 0.7783 1.1187 0.2926 0.075 Uiso 1 1 calc R . .
C48 C 0.7929(5) 1.1933(3) 0.1894(2) 0.0740(12) Uani 1 1 d . . .
H48 H 0.8885 1.1908 0.1749 0.089 Uiso 1 1 calc R . .
C49 C 0.7219(6) 1.2392(3) 0.1399(2) 0.0767(13) Uani 1 1 d . . .
C50 C 0.5814(6) 1.2440(3) 0.1631(3) 0.0839(14) Uani 1 1 d . . .
H50 H 0.5313 1.2765 0.1306 0.101 Uiso 1 1 calc R . .
C51 C 0.5117(5) 1.2011(3) 0.2343(3) 0.0758(12) Uani 1 1 d . . .
H51 H 0.4161 1.2039 0.2486 0.091 Uiso 1 1 calc R . .
C52 C 0.7954(6) 1.2840(3) 0.0613(2) 0.117(2) Uani 1 1 d . . .
H52A H 0.8637 1.3268 0.0656 0.175 Uiso 1 1 calc R . .
H52B H 0.7297 1.3164 0.0360 0.175 Uiso 1 1 calc R . .
H52C H 0.8391 1.2370 0.0325 0.175 Uiso 1 1 calc R . .
H4A H 0.952(3) 0.679(2) 0.446(2) 0.073(14) Uiso 1 1 d D . .
H2 H 0.071(5) 1.1128(19) 0.635(3) 0.13(2) Uiso 1 1 d 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 O3 1.430(2) . ?
S1 O4 1.436(3) . ?
S1 N1 1.622(3) . ?
S1 C20 1.750(4) . ?
S2 O7 1.426(3) . ?
S2 O8 1.436(3) . ?
S2 N3 1.622(3) . ?
S2 C46 1.760(4) . ?
N1 C1 1.466(4) . ?
N1 C12 1.473(4) . ?
N2 C4 1.367(5) . ?
N2 C5 1.377(5) . ?
N2 H2 0.835(19) . ?
N3 C27 1.462(4) . ?
N3 C38 1.470(4) . ?
N4 C30 1.368(5) . ?
N4 C31 1.372(5) . ?
N4 H4A 0.827(19) . ?
O1 C16 1.361(4) . ?
O1 C13 1.387(5) . ?
O2 C16 1.308(5) . ?
O2 C18 1.438(5) . ?
O5 C42 1.364(4) . ?
O5 C39 1.401(4) . ?
O6 C42 1.329(4) . ?
O6 C44 1.444(5) . ?
F1 C17 1.346(19) . ?
F2 C17 1.281(13) . ?
F3 C17 1.26(2) . ?
F4 C43 1.354(10) . ?
F5 C43 1.325(11) . ?
F6 C43 1.325(9) . ?
F1' C17 1.35(3) . ?
F2' C17 1.28(2) . ?
F3' C17 1.335(19) . ?
F4' C43 1.281(19) . ?
F4' F6' 1.46(2) . ?
F5' C43 1.240(17) . ?
F6' C43 1.337(18) . ?
C1 C2 1.507(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.497(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.370(5) . ?
C3 C6 1.426(5) . ?
C4 H4 0.9300 . ?
C5 C10 1.379(5) . ?
C5 C6 1.394(5) . ?
C6 C7 1.393(5) . ?
C7 C8 1.376(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.400(6) . ?
C8 C11 1.516(6) . ?
C9 C10 1.363(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.476(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.332(5) . ?
C14 C15 1.418(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.343(6) . ?
C15 C17 1.476(6) . ?
C18 C19 1.492(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C25 1.381(5) . ?
C20 C21 1.396(5) . ?
C21 C22 1.366(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.396(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.373(5) . ?
C23 C26 1.501(5) . ?
C24 C25 1.376(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.520(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.499(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.356(5) . ?
C29 C32 1.441(4) . ?
C30 H30 0.9300 . ?
C31 C36 1.383(5) . ?
C31 C32 1.403(5) . ?
C32 C33 1.404(5) . ?
C33 C34 1.382(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.388(6) . ?
C34 C37 1.513(6) . ?
C35 C36 1.365(6) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C39 1.484(4) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.321(5) . ?
C40 C41 1.427(5) . ?
C40 H40 0.9300 . ?
C41 C42 1.328(5) . ?
C41 C43 1.467(5) . ?
C44 C45 1.489(7) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 C51 1.375(5) . ?
C46 C47 1.382(5) . ?
C47 C48 1.381(5) . ?
C47 H47 0.9300 . ?
C48 C49 1.362(6) . ?
C48 H48 0.9300 . ?
C49 C50 1.371(6) . ?
C49 C52 1.517(5) . ?
C50 C51 1.396(6) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 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
O3 S1 O4 119.32(16) . . ?
O3 S1 N1 106.35(15) . . ?
O4 S1 N1 105.61(15) . . ?
O3 S1 C20 108.61(16) . . ?
O4 S1 C20 108.26(17) . . ?
N1 S1 C20 108.21(15) . . ?
O7 S2 O8 119.96(16) . . ?
O7 S2 N3 107.31(15) . . ?
O8 S2 N3 107.20(16) . . ?
O7 S2 C46 107.29(18) . . ?
O8 S2 C46 106.05(16) . . ?
N3 S2 C46 108.66(14) . . ?
C1 N1 C12 117.9(3) . . ?
C1 N1 S1 119.8(2) . . ?
C12 N1 S1 118.9(2) . . ?
C4 N2 C5 109.3(3) . . ?
C4 N2 H2 122(4) . . ?
C5 N2 H2 128(4) . . ?
C27 N3 C38 118.1(3) . . ?
C27 N3 S2 118.1(2) . . ?
C38 N3 S2 120.1(2) . . ?
C30 N4 C31 108.7(4) . . ?
C30 N4 H4A 133(3) . . ?
C31 N4 H4A 119(3) . . ?
C16 O1 C13 106.4(3) . . ?
C16 O2 C18 119.7(3) . . ?
C42 O5 C39 105.0(3) . . ?
C42 O6 C44 118.4(3) . . ?
C43 F4' F6' 57.9(9) . . ?
C43 F6' F4' 54.3(8) . . ?
N1 C1 C2 111.9(3) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C3 C2 C1 112.4(3) . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C6 106.9(3) . . ?
C4 C3 C2 125.1(4) . . ?
C6 C3 C2 127.9(3) . . ?
N2 C4 C3 109.1(4) . . ?
N2 C4 H4 125.5 . . ?
C3 C4 H4 125.5 . . ?
N2 C5 C10 130.3(4) . . ?
N2 C5 C6 107.4(4) . . ?
C10 C5 C6 122.3(4) . . ?
C7 C6 C5 118.6(3) . . ?
C7 C6 C3 134.2(3) . . ?
C5 C6 C3 107.3(3) . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 119.0(4) . . ?
C7 C8 C11 120.7(4) . . ?
C9 C8 C11 120.3(4) . . ?
C10 C9 C8 122.4(4) . . ?
C10 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
C9 C10 C5 117.6(4) . . ?
C9 C10 H10 121.2 . . ?
C5 C10 H10 121.2 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C13 115.4(3) . . ?
N1 C12 H12A 108.4 . . ?
C13 C12 H12A 108.4 . . ?
N1 C12 H12B 108.4 . . ?
C13 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
C14 C13 O1 109.1(4) . . ?
C14 C13 C12 133.9(4) . . ?
O1 C13 C12 116.9(3) . . ?
C13 C14 C15 107.8(4) . . ?
C13 C14 H14 126.1 . . ?
C15 C14 H14 126.1 . . ?
C16 C15 C14 106.2(3) . . ?
C16 C15 C17 127.0(6) . . ?
C14 C15 C17 126.6(5) . . ?
O2 C16 C15 130.6(4) . . ?
O2 C16 O1 119.1(4) . . ?
C15 C16 O1 110.4(4) . . ?
F3 C17 F2' 127.5(14) . . ?
F3 C17 F2 108.1(14) . . ?
F2' C17 F2 64.9(13) . . ?
F3 C17 F3' 71.9(15) . . ?
F2' C17 F3' 101.3(14) . . ?
F2 C17 F3' 40.6(12) . . ?
F3 C17 F1 104.5(13) . . ?
F2' C17 F1 43.4(15) . . ?
F2 C17 F1 106.7(15) . . ?
F3' C17 F1 133.9(12) . . ?
F3 C17 F1' 26.5(17) . . ?
F2' C17 F1' 116(2) . . ?
F2 C17 F1' 128.2(14) . . ?
F3' C17 F1' 97.1(16) . . ?
F1 C17 F1' 81.4(16) . . ?
F3 C17 C15 114.4(12) . . ?
F2' C17 C15 115.8(10) . . ?
F2 C17 C15 112.8(8) . . ?
F3' C17 C15 113.2(10) . . ?
F1 C17 C15 109.9(8) . . ?
F1' C17 C15 111.7(16) . . ?
O2 C18 C19 108.0(4) . . ?
O2 C18 H18A 110.1 . . ?
C19 C18 H18A 110.1 . . ?
O2 C18 H18B 110.1 . . ?
C19 C18 H18B 110.1 . . ?
H18A C18 H18B 108.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 119.7(4) . . ?
C25 C20 S1 120.5(3) . . ?
C21 C20 S1 119.8(3) . . ?
C22 C21 C20 119.1(3) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 122.2(4) . . ?
C21 C22 H22 118.9 . . ?
C23 C22 H22 118.9 . . ?
C24 C23 C22 117.2(4) . . ?
C24 C23 C26 121.3(4) . . ?
C22 C23 C26 121.5(4) . . ?
C23 C24 C25 122.2(3) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 H24 118.9 . . ?
C24 C25 C20 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C20 C25 H25 120.2 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 C28 113.1(3) . . ?
N3 C27 H27A 109.0 . . ?
C28 C27 H27A 109.0 . . ?
N3 C27 H27B 109.0 . . ?
C28 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C29 C28 C27 111.2(3) . . ?
C29 C28 H28A 109.4 . . ?
C27 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C27 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?
C30 C29 C32 105.8(3) . . ?
C30 C29 C28 126.2(3) . . ?
C32 C29 C28 128.0(3) . . ?
C29 C30 N4 110.8(3) . . ?
C29 C30 H30 124.6 . . ?
N4 C30 H30 124.6 . . ?
N4 C31 C36 131.0(4) . . ?
N4 C31 C32 107.4(3) . . ?
C36 C31 C32 121.6(4) . . ?
C33 C32 C31 119.2(3) . . ?
C33 C32 C29 133.6(3) . . ?
C31 C32 C29 107.2(3) . . ?
C34 C33 C32 119.3(4) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C33 C34 C35 119.3(4) . . ?
C33 C34 C37 120.5(5) . . ?
C35 C34 C37 120.2(4) . . ?
C36 C35 C34 123.2(4) . . ?
C36 C35 H35 118.4 . . ?
C34 C35 H35 118.4 . . ?
C35 C36 C31 117.5(4) . . ?
C35 C36 H36 121.3 . . ?
C31 C36 H36 121.3 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N3 C38 C39 114.7(3) . . ?
N3 C38 H38A 108.6 . . ?
C39 C38 H38A 108.6 . . ?
N3 C38 H38B 108.6 . . ?
C39 C38 H38B 108.6 . . ?
H38A C38 H38B 107.6 . . ?
C40 C39 O5 109.5(3) . . ?
C40 C39 C38 134.6(3) . . ?
O5 C39 C38 115.9(3) . . ?
C39 C40 C41 108.0(3) . . ?
C39 C40 H40 126.0 . . ?
C41 C40 H40 126.0 . . ?
C42 C41 C40 105.7(3) . . ?
C42 C41 C43 125.7(4) . . ?
C40 C41 C43 128.5(4) . . ?
O6 C42 C41 130.1(4) . . ?
O6 C42 O5 117.9(3) . . ?
C41 C42 O5 111.8(3) . . ?
F5' C43 F4' 126.6(11) . . ?
F5' C43 F6 78.5(13) . . ?
F4' C43 F6 98.4(8) . . ?
F5' C43 F5 24.7(16) . . ?
F4' C43 F5 117.3(10) . . ?
F6 C43 F5 102.7(7) . . ?
F5' C43 F6' 110.3(14) . . ?
F4' C43 F6' 67.8(8) . . ?
F6 C43 F6' 35.1(6) . . ?
F5 C43 F6' 131.6(9) . . ?
F5' C43 F4 108.3(12) . . ?
F4' C43 F4 29.9(8) . . ?
F6 C43 F4 120.8(7) . . ?
F5 C43 F4 91.4(7) . . ?
F6' C43 F4 96.0(8) . . ?
F5' C43 C41 119.1(8) . . ?
F4' C43 C41 110.7(9) . . ?
F6 C43 C41 114.4(5) . . ?
F5 C43 C41 112.5(6) . . ?
F6' C43 C41 108.7(8) . . ?
F4 C43 C41 112.0(5) . . ?
O6 C44 C45 113.8(4) . . ?
O6 C44 H44A 108.8 . . ?
C45 C44 H44A 108.8 . . ?
O6 C44 H44B 108.8 . . ?
C45 C44 H44B 108.8 . . ?
H44A C44 H44B 107.7 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C51 C46 C47 119.1(4) . . ?
C51 C46 S2 121.3(3) . . ?
C47 C46 S2 119.5(3) . . ?
C48 C47 C46 119.8(4) . . ?
C48 C47 H47 120.1 . . ?
C46 C47 H47 120.1 . . ?
C49 C48 C47 122.0(4) . . ?
C49 C48 H48 119.0 . . ?
C47 C48 H48 119.0 . . ?
C48 C49 C50 118.0(4) . . ?
C48 C49 C52 121.4(5) . . ?
C50 C49 C52 120.7(5) . . ?
C49 C50 C51 121.5(4) . . ?
C49 C50 H50 119.3 . . ?
C51 C50 H50 119.3 . . ?
C46 C51 C50 119.6(4) . . ?
C46 C51 H51 120.2 . . ?
C50 C51 H51 120.2 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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
O3 S1 N1 C1 -37.8(3) . . . . ?
O4 S1 N1 C1 -165.5(3) . . . . ?
C20 S1 N1 C1 78.7(3) . . . . ?
O3 S1 N1 C12 163.5(3) . . . . ?
O4 S1 N1 C12 35.8(3) . . . . ?
C20 S1 N1 C12 -80.0(3) . . . . ?
O7 S2 N3 C27 -173.6(2) . . . . ?
O8 S2 N3 C27 -43.5(3) . . . . ?
C46 S2 N3 C27 70.7(3) . . . . ?
O7 S2 N3 C38 28.2(3) . . . . ?
O8 S2 N3 C38 158.3(2) . . . . ?
C46 S2 N3 C38 -87.5(3) . . . . ?
C12 N1 C1 C2 -79.7(4) . . . . ?
S1 N1 C1 C2 121.4(3) . . . . ?
N1 C1 C2 C3 177.2(3) . . . . ?
C1 C2 C3 C4 96.2(4) . . . . ?
C1 C2 C3 C6 -81.2(5) . . . . ?
C5 N2 C4 C3 1.7(5) . . . . ?
C6 C3 C4 N2 -1.3(4) . . . . ?
C2 C3 C4 N2 -179.1(4) . . . . ?
C4 N2 C5 C10 179.0(4) . . . . ?
C4 N2 C5 C6 -1.4(5) . . . . ?
N2 C5 C6 C7 -179.4(3) . . . . ?
C10 C5 C6 C7 0.2(6) . . . . ?
N2 C5 C6 C3 0.6(4) . . . . ?
C10 C5 C6 C3 -179.7(4) . . . . ?
C4 C3 C6 C7 -179.6(4) . . . . ?
C2 C3 C6 C7 -1.8(7) . . . . ?
C4 C3 C6 C5 0.4(4) . . . . ?
C2 C3 C6 C5 178.1(4) . . . . ?
C5 C6 C7 C8 0.1(6) . . . . ?
C3 C6 C7 C8 -179.9(4) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
C6 C7 C8 C11 179.6(4) . . . . ?
C7 C8 C9 C10 0.4(7) . . . . ?
C11 C8 C9 C10 -179.7(5) . . . . ?
C8 C9 C10 C5 0.0(7) . . . . ?
N2 C5 C10 C9 179.2(4) . . . . ?
C6 C5 C10 C9 -0.3(6) . . . . ?
C1 N1 C12 C13 -39.0(5) . . . . ?
S1 N1 C12 C13 120.1(3) . . . . ?
C16 O1 C13 C14 0.3(4) . . . . ?
C16 O1 C13 C12 -176.6(3) . . . . ?
N1 C12 C13 C14 126.8(4) . . . . ?
N1 C12 C13 O1 -57.3(4) . . . . ?
O1 C13 C14 C15 -0.7(4) . . . . ?
C12 C13 C14 C15 175.5(4) . . . . ?
C13 C14 C15 C16 0.8(4) . . . . ?
C13 C14 C15 C17 -175.7(4) . . . . ?
C18 O2 C16 C15 -179.1(4) . . . . ?
C18 O2 C16 O1 -0.2(6) . . . . ?
C14 C15 C16 O2 178.4(4) . . . . ?
C17 C15 C16 O2 -5.2(8) . . . . ?
C14 C15 C16 O1 -0.6(4) . . . . ?
C17 C15 C16 O1 175.8(4) . . . . ?
C13 O1 C16 O2 -178.9(3) . . . . ?
C13 O1 C16 C15 0.2(4) . . . . ?
C16 C15 C17 F3 179.3(11) . . . . ?
C14 C15 C17 F3 -5.0(13) . . . . ?
C16 C15 C17 F2' 15(2) . . . . ?
C14 C15 C17 F2' -168.9(18) . . . . ?
C16 C15 C17 F2 -56.7(18) . . . . ?
C14 C15 C17 F2 119.0(16) . . . . ?
C16 C15 C17 F3' -101.0(17) . . . . ?
C14 C15 C17 F3' 74.7(16) . . . . ?
C16 C15 C17 F1 62.2(11) . . . . ?
C14 C15 C17 F1 -122.1(11) . . . . ?
C16 C15 C17 F1' 150.6(16) . . . . ?
C14 C15 C17 F1' -33.7(17) . . . . ?
C16 O2 C18 C19 179.4(4) . . . . ?
O3 S1 C20 C25 -146.6(3) . . . . ?
O4 S1 C20 C25 -15.7(3) . . . . ?
N1 S1 C20 C25 98.3(3) . . . . ?
O3 S1 C20 C21 34.4(3) . . . . ?
O4 S1 C20 C21 165.3(2) . . . . ?
N1 S1 C20 C21 -80.7(3) . . . . ?
C25 C20 C21 C22 -1.5(5) . . . . ?
S1 C20 C21 C22 177.5(3) . . . . ?
C20 C21 C22 C23 1.7(5) . . . . ?
C21 C22 C23 C24 -1.3(5) . . . . ?
C21 C22 C23 C26 -179.5(3) . . . . ?
C22 C23 C24 C25 0.7(5) . . . . ?
C26 C23 C24 C25 178.9(3) . . . . ?
C23 C24 C25 C20 -0.6(5) . . . . ?
C21 C20 C25 C24 1.0(5) . . . . ?
S1 C20 C25 C24 -178.0(3) . . . . ?
C38 N3 C27 C28 -57.1(4) . . . . ?
S2 N3 C27 C28 144.3(2) . . . . ?
N3 C27 C28 C29 -175.7(3) . . . . ?
C27 C28 C29 C30 110.9(4) . . . . ?
C27 C28 C29 C32 -67.1(4) . . . . ?
C32 C29 C30 N4 -0.3(4) . . . . ?
C28 C29 C30 N4 -178.6(3) . . . . ?
C31 N4 C30 C29 1.1(4) . . . . ?
C30 N4 C31 C36 179.2(4) . . . . ?
C30 N4 C31 C32 -1.5(4) . . . . ?
N4 C31 C32 C33 -179.7(3) . . . . ?
C36 C31 C32 C33 -0.3(5) . . . . ?
N4 C31 C32 C29 1.3(4) . . . . ?
C36 C31 C32 C29 -179.3(3) . . . . ?
C30 C29 C32 C33 -179.4(3) . . . . ?
C28 C29 C32 C33 -1.1(6) . . . . ?
C30 C29 C32 C31 -0.7(3) . . . . ?
C28 C29 C32 C31 177.7(3) . . . . ?
C31 C32 C33 C34 -0.7(5) . . . . ?
C29 C32 C33 C34 178.0(3) . . . . ?
C32 C33 C34 C35 1.3(5) . . . . ?
C32 C33 C34 C37 -177.7(3) . . . . ?
C33 C34 C35 C36 -0.8(6) . . . . ?
C37 C34 C35 C36 178.1(4) . . . . ?
C34 C35 C36 C31 -0.2(6) . . . . ?
N4 C31 C36 C35 180.0(4) . . . . ?
C32 C31 C36 C35 0.8(5) . . . . ?
C27 N3 C38 C39 -40.5(4) . . . . ?
S2 N3 C38 C39 117.6(3) . . . . ?
C42 O5 C39 C40 -1.2(4) . . . . ?
C42 O5 C39 C38 -178.9(3) . . . . ?
N3 C38 C39 C40 124.3(5) . . . . ?
N3 C38 C39 O5 -58.8(4) . . . . ?
O5 C39 C40 C41 1.0(4) . . . . ?
C38 C39 C40 C41 178.1(4) . . . . ?
C39 C40 C41 C42 -0.4(5) . . . . ?
C39 C40 C41 C43 -176.1(5) . . . . ?
C44 O6 C42 C41 -154.6(5) . . . . ?
C44 O6 C42 O5 30.9(6) . . . . ?
C40 C41 C42 O6 -175.1(5) . . . . ?
C43 C41 C42 O6 0.7(8) . . . . ?
C40 C41 C42 O5 -0.4(5) . . . . ?
C43 C41 C42 O5 175.5(4) . . . . ?
C39 O5 C42 O6 176.4(4) . . . . ?
C39 O5 C42 C41 1.0(5) . . . . ?
F6' F4' C43 F5' 99.5(19) . . . . ?
F6' F4' C43 F6 17.6(9) . . . . ?
F6' F4' C43 F5 126.6(10) . . . . ?
F6' F4' C43 F4 159(2) . . . . ?
F6' F4' C43 C41 -102.5(9) . . . . ?
F4' F6' C43 F5' -122.3(13) . . . . ?
F4' F6' C43 F6 -148.6(16) . . . . ?
F4' F6' C43 F5 -107.6(13) . . . . ?
F4' F6' C43 F4 -10.3(11) . . . . ?
F4' F6' C43 C41 105.4(9) . . . . ?
C42 C41 C43 F5' -58.0(19) . . . . ?
C40 C41 C43 F5' 116.9(17) . . . . ?
C42 C41 C43 F4' 142.1(8) . . . . ?
C40 C41 C43 F4' -43.0(10) . . . . ?
C42 C41 C43 F6 32.1(9) . . . . ?
C40 C41 C43 F6 -152.9(7) . . . . ?
C42 C41 C43 F5 -84.5(8) . . . . ?
C40 C41 C43 F5 90.4(7) . . . . ?
C42 C41 C43 F6' 69.4(9) . . . . ?
C40 C41 C43 F6' -115.6(8) . . . . ?
C42 C41 C43 F4 174.3(6) . . . . ?
C40 C41 C43 F4 -10.8(8) . . . . ?
C42 O6 C44 C45 70.1(5) . . . . ?
O7 S2 C46 C51 -19.1(3) . . . . ?
O8 S2 C46 C51 -148.4(3) . . . . ?
N3 S2 C46 C51 96.6(3) . . . . ?
O7 S2 C46 C47 161.6(3) . . . . ?
O8 S2 C46 C47 32.2(3) . . . . ?
N3 S2 C46 C47 -82.7(3) . . . . ?
C51 C46 C47 C48 0.7(5) . . . . ?
S2 C46 C47 C48 180.0(3) . . . . ?
C46 C47 C48 C49 -1.1(6) . . . . ?
C47 C48 C49 C50 1.6(6) . . . . ?
C47 C48 C49 C52 -178.4(4) . . . . ?
C48 C49 C50 C51 -1.8(6) . . . . ?
C52 C49 C50 C51 178.2(4) . . . . ?
C47 C46 C51 C50 -0.9(6) . . . . ?
S2 C46 C51 C50 179.8(3) . . . . ?
C49 C50 C51 C46 1.4(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.043


####################################################################### 
# 
# 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_dm15380
_database_code_depnum_ccdc_archive 'CCDC 1401372'
_audit_update_record             
;
2015-05-18 deposited with the CCDC.
2016-05-06 downloaded from the CCDC.
;
_audit_creation_date             2015-05-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H26 N2 O4 S'
_chemical_formula_sum            'C28 H26 N2 O4 S'
_chemical_formula_weight         486.57
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   12.3454(9)
_cell_length_b                   8.6610(6)
_cell_length_c                   22.8626(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2444.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5192
_cell_measurement_temperature    130
_cell_measurement_theta_max      27.719
_cell_measurement_theta_min      2.514
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0626 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.9484.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            23629
_diffrn_reflns_point_group_measured_fraction_full 0.880
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.558
_diffrn_reflns_theta_min         1.781
_diffrn_ambient_temperature      130
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.718
_reflns_Friedel_fraction_full    0.754
_reflns_Friedel_fraction_max     0.751
_reflns_number_gt                5631
_reflns_number_total             6585
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 2010 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         6585
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+0.3074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0978
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 -0.67064(4) -0.27026(6) 0.04338(3) 0.01902(12) Uani 1 1 d . . . . .
O1 O -0.91572(14) 0.0172(2) 0.17614(9) 0.0269(4) Uani 1 1 d . . . . .
O2 O -1.03726(13) 0.1813(2) 0.13922(9) 0.0244(4) Uani 1 1 d . . . . .
O3 O -0.78557(12) -0.2508(2) 0.04047(11) 0.0263(4) Uani 1 1 d . . . . .
O4 O -0.62445(15) -0.4089(2) 0.06666(9) 0.0262(4) Uani 1 1 d . . . . .
N1 N -0.22056(15) 0.0224(2) 0.19071(10) 0.0243(4) Uani 1 1 d . . . . .
H1 H -0.1616 0.0731 0.1808 0.029 Uiso 1 1 calc R . . . .
N2 N -0.62737(15) -0.1285(2) 0.08386(10) 0.0195(4) Uani 1 1 d . . . . .
C1 C -0.23316(19) -0.0633(3) 0.23998(11) 0.0201(4) Uani 1 1 d . . . . .
C2 C -0.16009(19) -0.0953(3) 0.28486(13) 0.0265(5) Uani 1 1 d . . . . .
H2 H -0.0889 -0.0537 0.2845 0.032 Uiso 1 1 calc R . . . .
C3 C -0.1944(2) -0.1886(4) 0.32940(14) 0.0350(6) Uani 1 1 d . . . . .
H3 H -0.1462 -0.2122 0.3605 0.042 Uiso 1 1 calc R . . . .
C4 C -0.2992(3) -0.2500(3) 0.33000(14) 0.0355(6) Uani 1 1 d . . . . .
H4 H -0.3201 -0.3161 0.3612 0.043 Uiso 1 1 calc R . . . .
C5 C -0.3723(2) -0.2171(3) 0.28669(13) 0.0273(5) Uani 1 1 d . . . . .
H5 H -0.4437 -0.2580 0.2882 0.033 Uiso 1 1 calc R . . . .
C6 C -0.34032(18) -0.1224(3) 0.24025(11) 0.0186(4) Uani 1 1 d . . . . .
C7 C -0.39082(18) -0.0687(3) 0.18762(11) 0.0197(4) Uani 1 1 d . . . . .
C8 C -0.31480(19) 0.0171(3) 0.15898(12) 0.0231(5) Uani 1 1 d . . . . .
H8 H -0.3256 0.0661 0.1223 0.028 Uiso 1 1 calc R . . . .
C9 C -0.50556(18) -0.0972(3) 0.16788(12) 0.0236(5) Uani 1 1 d . . . . .
H9A H -0.5507 -0.0066 0.1780 0.028 Uiso 1 1 calc R . . . .
H9B H -0.5349 -0.1877 0.1891 0.028 Uiso 1 1 calc R . . . .
C10 C -0.51308(17) -0.1263(3) 0.10240(12) 0.0215(5) Uani 1 1 d . . . . .
H10A H -0.4739 -0.0441 0.0811 0.026 Uiso 1 1 calc R . . . .
H10B H -0.4787 -0.2264 0.0928 0.026 Uiso 1 1 calc R . . . .
C11 C -0.67804(17) 0.0233(3) 0.07344(11) 0.0192(4) Uani 1 1 d . . . . .
H11A H -0.6888 0.0373 0.0309 0.023 Uiso 1 1 calc R . . . .
H11B H -0.6283 0.1053 0.0871 0.023 Uiso 1 1 calc R . . . .
C12 C -0.78442(18) 0.0410(3) 0.10376(11) 0.0184(4) Uani 1 1 d . . . . .
C13 C -0.80834(19) -0.0351(3) 0.16076(12) 0.0249(5) Uani 1 1 d . . . . .
H13A H -0.8066 -0.1489 0.1567 0.030 Uiso 1 1 calc R . . . .
H13B H -0.7550 -0.0038 0.1909 0.030 Uiso 1 1 calc R . . . .
C14 C -0.95145(18) 0.1158(3) 0.13444(12) 0.0203(4) Uani 1 1 d . . . . .
C15 C -0.86919(17) 0.1270(2) 0.08776(11) 0.0174(4) Uani 1 1 d . . . . .
C16 C -0.88621(17) 0.2231(2) 0.03561(11) 0.0181(4) Uani 1 1 d . . . . .
C17 C -0.98669(19) 0.2220(3) 0.00745(12) 0.0234(5) Uani 1 1 d . . . . .
H17 H -1.0426 0.1559 0.0212 0.028 Uiso 1 1 calc R . . . .
C18 C -1.0054(2) 0.3166(3) -0.04032(13) 0.0304(6) Uani 1 1 d . . . . .
H18 H -1.0739 0.3157 -0.0592 0.037 Uiso 1 1 calc R . . . .
C19 C -0.9234(3) 0.4129(3) -0.06049(13) 0.0334(6) Uani 1 1 d . . . . .
H19 H -0.9362 0.4784 -0.0931 0.040 Uiso 1 1 calc R . . . .
C20 C -0.8238(2) 0.4138(3) -0.03341(13) 0.0292(6) Uani 1 1 d . . . . .
H20 H -0.7680 0.4795 -0.0476 0.035 Uiso 1 1 calc R . . . .
C21 C -0.8042(2) 0.3197(3) 0.01434(11) 0.0206(5) Uani 1 1 d . . . . .
H21 H -0.7352 0.3206 0.0327 0.025 Uiso 1 1 calc R . . . .
C22 C -0.62041(19) -0.2495(3) -0.02824(11) 0.0195(4) Uani 1 1 d . . . . .
C23 C -0.6802(2) -0.1687(3) -0.06961(13) 0.0265(5) Uani 1 1 d . . . . .
H23 H -0.7463 -0.1203 -0.0588 0.032 Uiso 1 1 calc R . . . .
C24 C -0.6430(2) -0.1590(3) -0.12641(13) 0.0315(6) Uani 1 1 d . . . . .
H24 H -0.6839 -0.1029 -0.1545 0.038 Uiso 1 1 calc R . . . .
C25 C -0.5469(2) -0.2298(3) -0.14346(13) 0.0308(6) Uani 1 1 d . . . . .
C26 C -0.4883(2) -0.3095(3) -0.10154(13) 0.0297(6) Uani 1 1 d . . . . .
H26 H -0.4224 -0.3584 -0.1124 0.036 Uiso 1 1 calc R . . . .
C27 C -0.5234(2) -0.3196(3) -0.04400(12) 0.0241(5) Uani 1 1 d . . . . .
H27 H -0.4817 -0.3737 -0.0157 0.029 Uiso 1 1 calc R . . . .
C28 C -0.5071(4) -0.2176(5) -0.20537(16) 0.0541(10) Uani 1 1 d . . . . .
H28A H -0.5544 -0.2780 -0.2311 0.081 Uiso 1 1 calc GR . . . .
H28B H -0.4330 -0.2575 -0.2078 0.081 Uiso 1 1 calc GR . . . .
H28C H -0.5081 -0.1091 -0.2176 0.081 Uiso 1 1 calc GR . . . .


_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 O3 1.4305(16) . ?
S1 O4 1.4321(18) . ?
S1 N2 1.628(2) . ?
S1 C22 1.760(3) . ?
O1 C13 1.444(3) . ?
O1 C14 1.354(3) . ?
O2 C14 1.207(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.358(3) . ?
N1 C8 1.372(3) . ?
N2 C10 1.473(3) . ?
N2 C11 1.475(3) . ?
C1 C2 1.394(4) . ?
C1 C6 1.419(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.367(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.370(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.398(4) . ?
C6 C7 1.433(3) . ?
C7 C8 1.364(3) . ?
C7 C9 1.507(3) . ?
C8 H8 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.521(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.493(3) . ?
C12 C13 1.490(4) . ?
C12 C15 1.335(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.476(3) . ?
C15 C16 1.469(3) . ?
C16 C17 1.398(3) . ?
C16 C21 1.400(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.390(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.389(4) . ?
C22 C27 1.389(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.380(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.392(4) . ?
C25 C26 1.385(4) . ?
C25 C28 1.502(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(4) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O4 120.74(11) . . ?
O3 S1 N2 105.26(11) . . ?
O3 S1 C22 107.10(13) . . ?
O4 S1 N2 106.89(11) . . ?
O4 S1 C22 106.92(11) . . ?
N2 S1 C22 109.66(11) . . ?
C14 O1 C13 109.01(19) . . ?
C1 N1 H1 125.6 . . ?
C1 N1 C8 108.8(2) . . ?
C8 N1 H1 125.6 . . ?
C10 N2 S1 119.19(16) . . ?
C10 N2 C11 116.17(18) . . ?
C11 N2 S1 116.17(16) . . ?
N1 C1 C2 130.2(2) . . ?
N1 C1 C6 107.9(2) . . ?
C2 C1 C6 121.9(2) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.6(3) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C7 106.5(2) . . ?
C5 C6 C1 118.6(2) . . ?
C5 C6 C7 134.8(2) . . ?
C6 C7 C9 127.4(2) . . ?
C8 C7 C6 106.3(2) . . ?
C8 C7 C9 126.3(2) . . ?
N1 C8 H8 124.8 . . ?
C7 C8 N1 110.4(2) . . ?
C7 C8 H8 124.8 . . ?
C7 C9 H9A 109.1 . . ?
C7 C9 H9B 109.1 . . ?
C7 C9 C10 112.3(2) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
N2 C10 C9 110.1(2) . . ?
N2 C10 H10A 109.6 . . ?
N2 C10 H10B 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.2 . . ?
N2 C11 H11A 109.0 . . ?
N2 C11 H11B 109.0 . . ?
N2 C11 C12 112.95(19) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C13 C12 C11 122.3(2) . . ?
C15 C12 C11 128.3(2) . . ?
C15 C12 C13 109.3(2) . . ?
O1 C13 C12 104.8(2) . . ?
O1 C13 H13A 110.8 . . ?
O1 C13 H13B 110.8 . . ?
C12 C13 H13A 110.8 . . ?
C12 C13 H13B 110.8 . . ?
H13A C13 H13B 108.9 . . ?
O1 C14 C15 109.05(19) . . ?
O2 C14 O1 121.3(2) . . ?
O2 C14 C15 129.7(2) . . ?
C12 C15 C14 107.7(2) . . ?
C12 C15 C16 130.6(2) . . ?
C16 C15 C14 121.70(19) . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 C21 119.0(2) . . ?
C21 C16 C15 121.1(2) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.7(3) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 120.0(2) . . ?
C20 C21 H21 120.0 . . ?
C23 C22 S1 119.86(19) . . ?
C23 C22 C27 120.1(2) . . ?
C27 C22 S1 120.01(19) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.7(2) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.4(3) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 C28 120.8(3) . . ?
C26 C25 C24 118.1(3) . . ?
C26 C25 C28 121.1(3) . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.6(3) . . ?
C27 C26 H26 119.2 . . ?
C22 C27 H27 120.4 . . ?
C26 C27 C22 119.2(2) . . ?
C26 C27 H27 120.4 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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 0.88 2.03 2.898(3) 167.1 1_655

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
S1 N2 C10 C9 -130.9(2) . . . . ?
S1 N2 C11 C12 81.7(2) . . . . ?
S1 C22 C23 C24 -176.9(2) . . . . ?
S1 C22 C27 C26 176.3(2) . . . . ?
O1 C14 C15 C12 -2.8(3) . . . . ?
O1 C14 C15 C16 178.5(2) . . . . ?
O2 C14 C15 C12 175.6(3) . . . . ?
O2 C14 C15 C16 -3.0(4) . . . . ?
O3 S1 N2 C10 171.7(2) . . . . ?
O3 S1 N2 C11 -41.4(2) . . . . ?
O3 S1 C22 C23 22.7(2) . . . . ?
O3 S1 C22 C27 -154.47(19) . . . . ?
O4 S1 N2 C10 42.2(2) . . . . ?
O4 S1 N2 C11 -170.96(16) . . . . ?
O4 S1 C22 C23 153.5(2) . . . . ?
O4 S1 C22 C27 -23.7(2) . . . . ?
N1 C1 C2 C3 -178.9(3) . . . . ?
N1 C1 C6 C5 179.1(2) . . . . ?
N1 C1 C6 C7 0.8(3) . . . . ?
N2 S1 C22 C23 -91.0(2) . . . . ?
N2 S1 C22 C27 91.8(2) . . . . ?
N2 C11 C12 C13 32.0(3) . . . . ?
N2 C11 C12 C15 -150.9(2) . . . . ?
C1 N1 C8 C7 1.5(3) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C1 C6 C7 C8 0.1(3) . . . . ?
C1 C6 C7 C9 -178.7(2) . . . . ?
C2 C1 C6 C5 -0.8(4) . . . . ?
C2 C1 C6 C7 -179.1(2) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
C3 C4 C5 C6 1.4(5) . . . . ?
C4 C5 C6 C1 -0.3(4) . . . . ?
C4 C5 C6 C7 177.3(3) . . . . ?
C5 C6 C7 C8 -177.8(3) . . . . ?
C5 C6 C7 C9 3.4(5) . . . . ?
C6 C1 C2 C3 1.0(4) . . . . ?
C6 C7 C8 N1 -0.9(3) . . . . ?
C6 C7 C9 C10 -140.7(3) . . . . ?
C7 C9 C10 N2 -170.9(2) . . . . ?
C8 N1 C1 C2 178.5(3) . . . . ?
C8 N1 C1 C6 -1.4(3) . . . . ?
C8 C7 C9 C10 40.7(4) . . . . ?
C9 C7 C8 N1 177.9(2) . . . . ?
C10 N2 C11 C12 -130.4(2) . . . . ?
C11 N2 C10 C9 82.2(3) . . . . ?
C11 C12 C13 O1 177.1(2) . . . . ?
C11 C12 C15 C14 -175.5(2) . . . . ?
C11 C12 C15 C16 3.0(4) . . . . ?
C12 C15 C16 C17 138.6(3) . . . . ?
C12 C15 C16 C21 -43.2(4) . . . . ?
C13 O1 C14 O2 -176.1(2) . . . . ?
C13 O1 C14 C15 2.5(3) . . . . ?
C13 C12 C15 C14 1.9(3) . . . . ?
C13 C12 C15 C16 -179.6(2) . . . . ?
C14 O1 C13 C12 -1.4(3) . . . . ?
C14 C15 C16 C17 -43.1(3) . . . . ?
C14 C15 C16 C21 135.1(2) . . . . ?
C15 C12 C13 O1 -0.4(3) . . . . ?
C15 C16 C17 C18 177.4(2) . . . . ?
C15 C16 C21 C20 -177.3(2) . . . . ?
C16 C17 C18 C19 0.2(4) . . . . ?
C17 C16 C21 C20 0.9(3) . . . . ?
C17 C18 C19 C20 0.4(4) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C19 C20 C21 C16 -0.2(4) . . . . ?
C21 C16 C17 C18 -0.8(4) . . . . ?
C22 S1 N2 C10 -73.4(2) . . . . ?
C22 S1 N2 C11 73.48(19) . . . . ?
C22 C23 C24 C25 0.5(4) . . . . ?
C23 C22 C27 C26 -0.9(4) . . . . ?
C23 C24 C25 C26 -0.7(4) . . . . ?
C23 C24 C25 C28 -179.7(3) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C25 C26 C27 C22 0.7(4) . . . . ?
C27 C22 C23 C24 0.3(4) . . . . ?
C28 C25 C26 C27 179.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cd15050
_database_code_depnum_ccdc_archive 'CCDC 1409839'
_audit_update_record             
;
2015-07-01 deposited with the CCDC.
2016-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H27 N3 O8 S'
_chemical_formula_weight         589.60

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

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   14.3817(15)
_cell_length_b                   10.8082(11)
_cell_length_c                   19.0025(18)
_cell_angle_alpha                90
_cell_angle_beta                 109.283(2)
_cell_angle_gamma                90
_cell_volume                     2788.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2930
_cell_measurement_theta_min      4.399
_cell_measurement_theta_max      43.714

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6018
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16490
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         25.998
_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             5480
_reflns_number_gt                4012
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0672P)²+0.3122P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5480
_refine_ls_number_parameters     385
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1209
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.004
_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 0.79645(4) 0.73120(5) 0.17993(3) 0.03804(16) Uani 1 1 d . . . . .
N1 N 0.98188(14) 0.81973(16) 0.15173(11) 0.0380(4) Uani 1 1 d . . . . .
N2 N 0.83855(14) 0.87069(15) 0.18954(9) 0.0380(4) Uani 1 1 d . . . . .
N3 N 1.0328(2) 0.3568(2) 0.39411(13) 0.0690(7) Uani 1 1 d . . . . .
O1 O 1.00045(13) 1.37391(15) 0.11531(9) 0.0541(5) Uani 1 1 d . . . . .
O2 O 1.00405(12) 1.29817(15) 0.00772(9) 0.0493(4) Uani 1 1 d . . . . .
O3 O 0.75730(16) 1.2893(2) 0.10538(12) 0.0814(7) Uani 1 1 d . . . . .
O4 O 0.76897(13) 1.38050(15) 0.00425(9) 0.0576(5) Uani 1 1 d . . . . .
O5 O 0.79565(12) 0.68809(14) 0.10882(8) 0.0478(4) Uani 1 1 d . . . . .
O6 O 0.70753(12) 0.73497(15) 0.19751(9) 0.0530(4) Uani 1 1 d . . . . .
O7 O 1.0778(2) 0.2815(2) 0.37101(13) 0.1042(9) Uani 1 1 d . . . . .
O8 O 1.0264(2) 0.3531(2) 0.45614(12) 0.1072(9) Uani 1 1 d . . . . .
C1 C 1.07921(16) 0.85414(19) 0.18999(12) 0.0384(5) Uani 1 1 d . . . . .
C2 C 1.16379(19) 0.7957(2) 0.18847(14) 0.0530(6) Uani 1 1 d . . . . .
H2 H 1.1606 0.7277 0.1578 0.064 Uiso 1 1 calc R U . . .
C3 C 1.2529(2) 0.8407(3) 0.23366(17) 0.0623(7) Uani 1 1 d . . . . .
H3 H 1.3107 0.8029 0.2328 0.075 Uiso 1 1 calc R U . . .
C4 C 1.25889(19) 0.9402(3) 0.28004(15) 0.0606(7) Uani 1 1 d . . . . .
H4 H 1.3200 0.9680 0.3107 0.073 Uiso 1 1 calc R U . . .
C5 C 1.17362(18) 0.9988(2) 0.28094(12) 0.0497(6) Uani 1 1 d . . . . .
H5 H 1.1770 1.0661 0.3122 0.060 Uiso 1 1 calc R U . . .
C6 C 1.08390(16) 0.95649(19) 0.23497(11) 0.0377(5) Uani 1 1 d . . . . .
C7 C 0.98207(16) 1.00382(18) 0.22427(11) 0.0356(5) Uani 1 1 d . . . . .
C8 C 0.94545(18) 0.9806(2) 0.29061(12) 0.0448(6) Uani 1 1 d . . . . .
H8A H 0.9816 0.9134 0.3215 0.054 Uiso 1 1 calc R U . . .
H8B H 0.9523 1.0543 0.3210 0.054 Uiso 1 1 calc R U . . .
C9 C 0.83836(18) 0.9469(2) 0.25413(13) 0.0464(6) Uani 1 1 d . . . . .
H9A H 0.8139 0.9001 0.2879 0.056 Uiso 1 1 calc R U . . .
H9B H 0.7981 1.0203 0.2381 0.056 Uiso 1 1 calc R U . . .
C10 C 0.91683(15) 0.91704(18) 0.16090(11) 0.0331(5) Uani 1 1 d . . . . .
C11 C 0.87716(15) 1.00025(18) 0.09314(11) 0.0337(5) Uani 1 1 d . . . . .
C12 C 0.90631(16) 1.11632(18) 0.10990(11) 0.0354(5) Uani 1 1 d . . . . .
C13 C 0.96199(17) 1.13559(19) 0.19153(11) 0.0399(5) Uani 1 1 d . . . . .
H13A H 0.9228 1.1824 0.2151 0.048 Uiso 1 1 calc R U . . .
H13B H 1.0232 1.1794 0.1984 0.048 Uiso 1 1 calc R U . . .
C14 C 0.81605(16) 0.95033(18) 0.01977(11) 0.0346(5) Uani 1 1 d . . . . .
C15 C 0.85068(19) 0.9472(2) -0.04060(12) 0.0458(6) Uani 1 1 d . . . . .
H15 H 0.9127 0.9791 -0.0353 0.055 Uiso 1 1 calc R U . . .
C16 C 0.7945(2) 0.8976(2) -0.10785(13) 0.0585(7) Uani 1 1 d . . . . .
H16 H 0.8184 0.8971 -0.1477 0.070 Uiso 1 1 calc R U . . .
C17 C 0.7034(2) 0.8488(3) -0.11649(14) 0.0619(7) Uani 1 1 d . . . . .
H17 H 0.6661 0.8139 -0.1617 0.074 Uiso 1 1 calc R U . . .
C18 C 0.66776(19) 0.8517(2) -0.05798(14) 0.0571(7) Uani 1 1 d . . . . .
H18 H 0.6060 0.8188 -0.0636 0.069 Uiso 1 1 calc R U . . .
C19 C 0.72302(17) 0.9034(2) 0.00943(13) 0.0450(5) Uani 1 1 d . . . . .
H19 H 0.6973 0.9066 0.0483 0.054 Uiso 1 1 calc R U . . .
C20 C 0.88057(16) 1.22081(19) 0.05373(11) 0.0376(5) Uani 1 1 d . . . . .
H20 H 0.8616 1.1848 0.0036 0.045 Uiso 1 1 calc R U . . .
C21 C 0.96835(16) 1.30651(19) 0.06359(11) 0.0360(5) Uani 1 1 d . . . . .
C22 C 1.0910(2) 1.3727(2) 0.01530(15) 0.0588(7) Uani 1 1 d . . . . .
H22A H 1.0797 1.4560 0.0279 0.088 Uiso 1 1 calc R U . . .
H22B H 1.1043 1.3724 -0.0310 0.088 Uiso 1 1 calc R U . . .
H22C H 1.1464 1.3387 0.0539 0.088 Uiso 1 1 calc R U . . .
C23 C 0.79512(17) 1.2990(2) 0.05902(13) 0.0436(5) Uani 1 1 d . . . . .
C24 C 0.6844(2) 1.4565(3) -0.00136(17) 0.0709(8) Uani 1 1 d . . . . .
H24A H 0.6278 1.4046 -0.0085 0.106 Uiso 1 1 calc R U . . .
H24B H 0.6724 1.5118 -0.0429 0.106 Uiso 1 1 calc R U . . .
H24C H 0.6967 1.5035 0.0437 0.106 Uiso 1 1 calc R U . . .
C25 C 0.87674(16) 0.63144(18) 0.24702(11) 0.0371(5) Uani 1 1 d . . . . .
C26 C 0.87500(17) 0.6296(2) 0.31944(12) 0.0439(6) Uani 1 1 d . . . . .
H26 H 0.8384 0.6881 0.3349 0.053 Uiso 1 1 calc R U . . .
C27 C 0.92771(19) 0.5405(2) 0.36866(13) 0.0484(6) Uani 1 1 d . . . . .
H27 H 0.9276 0.5382 0.4176 0.058 Uiso 1 1 calc R U . . .
C28 C 0.98010(19) 0.4558(2) 0.34343(12) 0.0465(6) Uani 1 1 d . . . . .
C29 C 0.9852(2) 0.4586(2) 0.27270(13) 0.0508(6) Uani 1 1 d . . . . .
H29 H 1.0234 0.4014 0.2579 0.061 Uiso 1 1 calc R U . . .
C30 C 0.93273(19) 0.5474(2) 0.22432(13) 0.0474(6) Uani 1 1 d . . . . .
H30 H 0.9350 0.5508 0.1760 0.057 Uiso 1 1 calc R U . . .
H1 H 0.9709(18) 0.794(2) 0.1072(14) 0.051(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O6 1.4250(17) . ?
S1 O5 1.4258(16) . ?
S1 N2 1.6125(17) . ?
S1 C25 1.775(2) . ?
N1 C1 1.398(3) . ?
N1 C10 1.456(3) . ?
N1 H1 0.85(2) . ?
N2 C9 1.479(3) . ?
N2 C10 1.490(3) . ?
N3 O7 1.209(3) . ?
N3 O8 1.213(3) . ?
N3 C28 1.472(3) . ?
O1 C21 1.187(2) . ?
O2 C21 1.326(2) . ?
O2 C22 1.454(3) . ?
O3 C23 1.183(3) . ?
O4 C23 1.320(3) . ?
O4 C24 1.442(3) . ?
C1 C2 1.380(3) . ?
C1 C6 1.386(3) . ?
C2 C3 1.375(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.500(3) . ?
C7 C8 1.539(3) . ?
C7 C13 1.543(3) . ?
C7 C10 1.570(3) . ?
C8 C9 1.510(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.519(3) . ?
C11 C12 1.328(3) . ?
C11 C14 1.483(3) . ?
C12 C13 1.507(3) . ?
C12 C20 1.513(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C19 1.383(3) . ?
C14 C15 1.394(3) . ?
C15 C16 1.375(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.370(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C23 1.522(3) . ?
C20 C21 1.527(3) . ?
C20 H20 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C30 1.374(3) . ?
C25 C26 1.385(3) . ?
C26 C27 1.381(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.369(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.370(3) . ?
C29 C30 1.370(3) . ?
C29 H29 0.9300 . ?
C30 H30 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
O6 S1 O5 120.31(10) . . ?
O6 S1 N2 106.21(10) . . ?
O5 S1 N2 107.35(9) . . ?
O6 S1 C25 105.68(10) . . ?
O5 S1 C25 106.38(10) . . ?
N2 S1 C25 110.84(10) . . ?
C1 N1 C10 108.55(17) . . ?
C1 N1 H1 115.3(17) . . ?
C10 N1 H1 115.9(17) . . ?
C9 N2 C10 108.94(16) . . ?
C9 N2 S1 120.75(14) . . ?
C10 N2 S1 125.02(13) . . ?
O7 N3 O8 123.5(2) . . ?
O7 N3 C28 118.3(2) . . ?
O8 N3 C28 118.2(2) . . ?
C21 O2 C22 115.52(18) . . ?
C23 O4 C24 116.9(2) . . ?
C2 C1 C6 121.0(2) . . ?
C2 C1 N1 127.3(2) . . ?
C6 C1 N1 111.69(19) . . ?
C3 C2 C1 118.1(2) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C4 C3 C2 121.7(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C1 120.1(2) . . ?
C5 C6 C7 129.9(2) . . ?
C1 C6 C7 110.00(18) . . ?
C6 C7 C8 114.59(17) . . ?
C6 C7 C13 114.44(18) . . ?
C8 C7 C13 114.32(18) . . ?
C6 C7 C10 102.10(16) . . ?
C8 C7 C10 104.56(17) . . ?
C13 C7 C10 104.92(16) . . ?
C9 C8 C7 103.67(17) . . ?
C9 C8 H8A 111.0 . . ?
C7 C8 H8A 111.0 . . ?
C9 C8 H8B 111.0 . . ?
C7 C8 H8B 111.0 . . ?
H8A C8 H8B 109.0 . . ?
N2 C9 C8 103.54(18) . . ?
N2 C9 H9A 111.1 . . ?
C8 C9 H9A 111.1 . . ?
N2 C9 H9B 111.1 . . ?
C8 C9 H9B 111.1 . . ?
H9A C9 H9B 109.0 . . ?
N1 C10 N2 113.20(16) . . ?
N1 C10 C11 113.74(16) . . ?
N2 C10 C11 113.03(17) . . ?
N1 C10 C7 106.17(17) . . ?
N2 C10 C7 104.66(15) . . ?
C11 C10 C7 104.98(15) . . ?
C12 C11 C14 127.70(18) . . ?
C12 C11 C10 110.84(17) . . ?
C14 C11 C10 121.45(17) . . ?
C11 C12 C13 113.32(18) . . ?
C11 C12 C20 123.48(19) . . ?
C13 C12 C20 123.09(17) . . ?
C12 C13 C7 104.63(16) . . ?
C12 C13 H13A 110.8 . . ?
C7 C13 H13A 110.8 . . ?
C12 C13 H13B 110.8 . . ?
C7 C13 H13B 110.8 . . ?
H13A C13 H13B 108.9 . . ?
C19 C14 C15 117.8(2) . . ?
C19 C14 C11 120.82(19) . . ?
C15 C14 C11 121.4(2) . . ?
C16 C15 C14 120.9(2) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 119.5(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 120.4(3) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C14 120.9(2) . . ?
C18 C19 H19 119.6 . . ?
C14 C19 H19 119.6 . . ?
C12 C20 C23 112.49(17) . . ?
C12 C20 C21 111.49(17) . . ?
C23 C20 C21 107.95(17) . . ?
C12 C20 H20 108.3 . . ?
C23 C20 H20 108.3 . . ?
C21 C20 H20 108.3 . . ?
O1 C21 O2 123.8(2) . . ?
O1 C21 C20 123.61(19) . . ?
O2 C21 C20 112.56(18) . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C23 O4 124.4(2) . . ?
O3 C23 C20 125.4(2) . . ?
O4 C23 C20 110.15(19) . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C30 C25 C26 120.5(2) . . ?
C30 C25 S1 119.06(16) . . ?
C26 C25 S1 120.12(17) . . ?
C27 C26 C25 119.8(2) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C28 C27 C26 118.1(2) . . ?
C28 C27 H27 120.9 . . ?
C26 C27 H27 120.9 . . ?
C27 C28 C29 122.9(2) . . ?
C27 C28 N3 118.8(2) . . ?
C29 C28 N3 118.4(2) . . ?
C28 C29 C30 118.5(2) . . ?
C28 C29 H29 120.8 . . ?
C30 C29 H29 120.8 . . ?
C29 C30 C25 120.2(2) . . ?
C29 C30 H30 119.9 . . ?
C25 C30 H30 119.9 . . ?

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 N2 C9 43.3(2) . . . . ?
O5 S1 N2 C9 173.15(17) . . . . ?
C25 S1 N2 C9 -71.06(19) . . . . ?
O6 S1 N2 C10 -165.33(16) . . . . ?
O5 S1 N2 C10 -35.43(19) . . . . ?
C25 S1 N2 C10 80.35(18) . . . . ?
C10 N1 C1 C2 -171.8(2) . . . . ?
C10 N1 C1 C6 10.6(2) . . . . ?
C6 C1 C2 C3 0.9(3) . . . . ?
N1 C1 C2 C3 -176.4(2) . . . . ?
C1 C2 C3 C4 0.8(4) . . . . ?
C2 C3 C4 C5 -1.2(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C4 C5 C6 C1 1.8(3) . . . . ?
C4 C5 C6 C7 -178.9(2) . . . . ?
C2 C1 C6 C5 -2.2(3) . . . . ?
N1 C1 C6 C5 175.50(19) . . . . ?
C2 C1 C6 C7 178.34(19) . . . . ?
N1 C1 C6 C7 -3.9(2) . . . . ?
C5 C6 C7 C8 -70.8(3) . . . . ?
C1 C6 C7 C8 108.6(2) . . . . ?
C5 C6 C7 C13 64.1(3) . . . . ?
C1 C6 C7 C13 -116.53(19) . . . . ?
C5 C6 C7 C10 176.8(2) . . . . ?
C1 C6 C7 C10 -3.8(2) . . . . ?
C6 C7 C8 C9 -140.69(19) . . . . ?
C13 C7 C8 C9 84.4(2) . . . . ?
C10 C7 C8 C9 -29.8(2) . . . . ?
C10 N2 C9 C8 -33.3(2) . . . . ?
S1 N2 C9 C8 122.24(17) . . . . ?
C7 C8 C9 N2 38.5(2) . . . . ?
C1 N1 C10 N2 -126.79(17) . . . . ?
C1 N1 C10 C11 102.4(2) . . . . ?
C1 N1 C10 C7 -12.5(2) . . . . ?
C9 N2 C10 N1 129.35(18) . . . . ?
S1 N2 C10 N1 -24.9(2) . . . . ?
C9 N2 C10 C11 -99.5(2) . . . . ?
S1 N2 C10 C11 106.27(18) . . . . ?
C9 N2 C10 C7 14.2(2) . . . . ?
S1 N2 C10 C7 -140.05(15) . . . . ?
C6 C7 C10 N1 9.72(19) . . . . ?
C8 C7 C10 N1 -109.97(18) . . . . ?
C13 C7 C10 N1 129.40(17) . . . . ?
C6 C7 C10 N2 129.71(16) . . . . ?
C8 C7 C10 N2 10.0(2) . . . . ?
C13 C7 C10 N2 -110.62(18) . . . . ?
C6 C7 C10 C11 -111.04(17) . . . . ?
C8 C7 C10 C11 129.27(17) . . . . ?
C13 C7 C10 C11 8.6(2) . . . . ?
N1 C10 C11 C12 -118.2(2) . . . . ?
N2 C10 C11 C12 111.0(2) . . . . ?
C7 C10 C11 C12 -2.5(2) . . . . ?
N1 C10 C11 C14 60.8(3) . . . . ?
N2 C10 C11 C14 -70.1(2) . . . . ?
C7 C10 C11 C14 176.46(18) . . . . ?
C14 C11 C12 C13 176.0(2) . . . . ?
C10 C11 C12 C13 -5.1(3) . . . . ?
C14 C11 C12 C20 -0.2(4) . . . . ?
C10 C11 C12 C20 178.69(18) . . . . ?
C11 C12 C13 C7 10.6(3) . . . . ?
C20 C12 C13 C7 -173.18(19) . . . . ?
C6 C7 C13 C12 99.9(2) . . . . ?
C8 C7 C13 C12 -125.14(19) . . . . ?
C10 C7 C13 C12 -11.2(2) . . . . ?
C12 C11 C14 C19 -114.5(3) . . . . ?
C10 C11 C14 C19 66.7(3) . . . . ?
C12 C11 C14 C15 66.6(3) . . . . ?
C10 C11 C14 C15 -112.2(2) . . . . ?
C19 C14 C15 C16 -0.8(3) . . . . ?
C11 C14 C15 C16 178.2(2) . . . . ?
C14 C15 C16 C17 -0.8(4) . . . . ?
C15 C16 C17 C18 1.2(4) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C18 C19 C14 -1.6(4) . . . . ?
C15 C14 C19 C18 1.9(3) . . . . ?
C11 C14 C19 C18 -177.1(2) . . . . ?
C11 C12 C20 C23 99.8(2) . . . . ?
C13 C12 C20 C23 -76.0(3) . . . . ?
C11 C12 C20 C21 -138.7(2) . . . . ?
C13 C12 C20 C21 45.4(3) . . . . ?
C22 O2 C21 O1 3.6(3) . . . . ?
C22 O2 C21 C20 -176.98(19) . . . . ?
C12 C20 C21 O1 -69.9(3) . . . . ?
C23 C20 C21 O1 54.1(3) . . . . ?
C12 C20 C21 O2 110.7(2) . . . . ?
C23 C20 C21 O2 -125.24(19) . . . . ?
C24 O4 C23 O3 -4.2(4) . . . . ?
C24 O4 C23 C20 176.0(2) . . . . ?
C12 C20 C23 O3 6.7(3) . . . . ?
C21 C20 C23 O3 -116.7(3) . . . . ?
C12 C20 C23 O4 -173.58(17) . . . . ?
C21 C20 C23 O4 63.0(2) . . . . ?
O6 S1 C25 C30 137.99(19) . . . . ?
O5 S1 C25 C30 9.0(2) . . . . ?
N2 S1 C25 C30 -107.36(19) . . . . ?
O6 S1 C25 C26 -35.2(2) . . . . ?
O5 S1 C25 C26 -164.18(17) . . . . ?
N2 S1 C25 C26 79.44(19) . . . . ?
C30 C25 C26 C27 -1.8(3) . . . . ?
S1 C25 C26 C27 171.31(18) . . . . ?
C25 C26 C27 C28 -0.3(4) . . . . ?
C26 C27 C28 C29 2.4(4) . . . . ?
C26 C27 C28 N3 -177.1(2) . . . . ?
O7 N3 C28 C27 179.1(3) . . . . ?
O8 N3 C28 C27 1.1(4) . . . . ?
O7 N3 C28 C29 -0.4(4) . . . . ?
O8 N3 C28 C29 -178.5(3) . . . . ?
C27 C28 C29 C30 -2.4(4) . . . . ?
N3 C28 C29 C30 177.2(2) . . . . ?
C28 C29 C30 C25 0.1(4) . . . . ?
C26 C25 C30 C29 1.9(4) . . . . ?
S1 C25 C30 C29 -171.29(19) . . . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.045

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_cd15292
_database_code_depnum_ccdc_archive 'CCDC 1439968'
_audit_update_record             
;
2015-12-02 deposited with the CCDC.
2016-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H25 N3 O5 S'
_chemical_formula_weight         491.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_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                   9.3636(17)
_cell_length_b                   10.8898(19)
_cell_length_c                   12.521(2)
_cell_angle_alpha                99.750(4)
_cell_angle_beta                 95.533(4)
_cell_angle_gamma                107.818(4)
_cell_volume                     1182.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1776
_cell_measurement_theta_min      5.034
_cell_measurement_theta_max      47.807

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.181
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6465
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6864
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.009
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4409
_reflns_number_gt                3424
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0706P)²+0.2244P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4409
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1405
_refine_ls_wR_factor_gt          0.1292
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.71049(7) 0.38171(5) 1.18823(5) 0.03944(19) Uani 1 1 d . . . . .
N1 N 0.6019(2) 0.1201(2) 0.68776(17) 0.0478(5) Uani 1 1 d . . . . .
N2 N 0.7762(2) 0.43951(19) 1.08688(15) 0.0362(4) Uani 1 1 d . . . . .
N3 N 0.7128(3) 0.8460(3) 1.5181(2) 0.0730(8) Uani 1 1 d . . . . .
O1 O 0.95200(17) 0.34882(15) 0.91262(12) 0.0411(4) Uani 1 1 d . . . . .
O2 O 0.5556(2) 0.30426(16) 1.15155(15) 0.0579(5) Uani 1 1 d . . . . .
O3 O 0.8152(2) 0.32523(18) 1.23133(15) 0.0576(5) Uani 1 1 d . . . . .
O4 O 0.8023(4) 0.9517(3) 1.5142(2) 0.1095(10) Uani 1 1 d . . . . .
O5 O 0.6216(3) 0.8311(3) 1.5808(2) 0.1051(9) Uani 1 1 d . . . . .
C1 C 0.6831(3) 0.2314(2) 0.65340(18) 0.0405(5) Uani 1 1 d . . . . .
C2 C 0.7133(3) 0.2237(3) 0.5464(2) 0.0558(7) Uani 1 1 d . . . . .
H2 H 0.6826 0.1419 0.4985 0.067 Uiso 1 1 calc R U . . .
C3 C 0.7876(3) 0.3344(4) 0.5103(2) 0.0640(8) Uani 1 1 d . . . . .
H3 H 0.8073 0.3272 0.4385 0.077 Uiso 1 1 calc R U . . .
C4 C 0.8329(3) 0.4555(3) 0.5794(2) 0.0597(8) Uani 1 1 d . . . . .
H4 H 0.8816 0.5308 0.5543 0.072 Uiso 1 1 calc R U . . .
C5 C 0.8060(3) 0.4656(3) 0.6861(2) 0.0462(6) Uani 1 1 d . . . . .
H5 H 0.8388 0.5482 0.7331 0.055 Uiso 1 1 calc R U . . .
C6 C 0.7314(2) 0.3556(2) 0.72523(17) 0.0371(5) Uani 1 1 d . . . . .
C7 C 0.7045(2) 0.3595(2) 0.84358(17) 0.0334(5) Uani 1 1 d . . . . .
C8 C 0.5502(2) 0.2556(2) 0.84125(19) 0.0375(5) Uani 1 1 d . . . . .
H8A H 0.5208 0.2602 0.9137 0.045 Uiso 1 1 calc R U . . .
H8B H 0.4714 0.2657 0.7906 0.045 Uiso 1 1 calc R U . . .
C9 C 0.5809(3) 0.1267(2) 0.80175(19) 0.0414(5) Uani 1 1 d . . . . .
C10 C 0.7319(2) 0.1505(2) 0.87914(19) 0.0383(5) Uani 1 1 d . . . . .
H10 H 0.7041 0.1444 0.9520 0.046 Uiso 1 1 calc R U . . .
C11 C 0.8167(2) 0.2940(2) 0.88562(16) 0.0325(5) Uani 1 1 d . . . . .
C12 C 0.4559(3) 0.0040(3) 0.8094(3) 0.0627(8) Uani 1 1 d . . . . .
H12A H 0.3632 -0.0002 0.7665 0.094 Uiso 1 1 calc R U . . .
H12B H 0.4421 0.0065 0.8846 0.094 Uiso 1 1 calc R U . . .
H12C H 0.4828 -0.0723 0.7818 0.094 Uiso 1 1 calc R U . . .
C13 C 0.8173(3) 0.0553(2) 0.8548(2) 0.0494(6) Uani 1 1 d . . . . .
C14 C 0.9146(3) 0.0672(3) 0.7780(3) 0.0637(8) Uani 1 1 d . . . . .
H14 H 0.9273 0.1353 0.7401 0.076 Uiso 1 1 calc R U . . .
C15 C 0.9926(4) -0.0198(4) 0.7569(4) 0.0910(12) Uani 1 1 d . . . . .
H15 H 1.0593 -0.0094 0.7061 0.109 Uiso 1 1 calc R U . . .
C16 C 0.9724(5) -0.1222(4) 0.8107(5) 0.1130(17) Uani 1 1 d . . . . .
H16 H 1.0235 -0.1824 0.7953 0.136 Uiso 1 1 calc R U . . .
C17 C 0.8778(5) -0.1352(4) 0.8861(5) 0.1166(17) Uani 1 1 d . . . . .
H17 H 0.8653 -0.2040 0.9232 0.140 Uiso 1 1 calc R U . . .
C18 C 0.7998(4) -0.0476(3) 0.9087(3) 0.0836(11) Uani 1 1 d . . . . .
H18 H 0.7348 -0.0580 0.9606 0.100 Uiso 1 1 calc R U . . .
C19 C 0.7319(3) 0.4980(2) 0.90901(18) 0.0386(5) Uani 1 1 d . . . . .
H19A H 0.8380 0.5491 0.9136 0.046 Uiso 1 1 calc R U . . .
H19B H 0.6720 0.5391 0.8691 0.046 Uiso 1 1 calc R U . . .
C20 C 0.6936(3) 0.5052(2) 1.02419(18) 0.0421(5) Uani 1 1 d . . . . .
H20A H 0.7200 0.5968 1.0610 0.051 Uiso 1 1 calc R U . . .
H20B H 0.5853 0.4634 1.0207 0.051 Uiso 1 1 calc R U . . .
C21 C 0.7124(3) 0.5176(2) 1.29001(17) 0.0371(5) Uani 1 1 d . . . . .
C22 C 0.8411(3) 0.6262(2) 1.3195(2) 0.0508(6) Uani 1 1 d . . . . .
H22 H 0.9273 0.6271 1.2881 0.061 Uiso 1 1 calc R U . . .
C23 C 0.8425(3) 0.7340(3) 1.3956(2) 0.0576(7) Uani 1 1 d . . . . .
H23 H 0.9283 0.8090 1.4154 0.069 Uiso 1 1 calc R U . . .
C24 C 0.7138(3) 0.7276(3) 1.44142(19) 0.0490(6) Uani 1 1 d . . . . .
C25 C 0.5868(3) 0.6195(3) 1.41626(19) 0.0495(6) Uani 1 1 d . . . . .
H25 H 0.5028 0.6175 1.4509 0.059 Uiso 1 1 calc R U . . .
C26 C 0.5849(3) 0.5128(3) 1.33836(18) 0.0431(6) Uani 1 1 d . . . . .
H26 H 0.4985 0.4383 1.3186 0.052 Uiso 1 1 calc R U . . .
H2A H 0.866(3) 0.477(2) 1.0973(19) 0.036(7) Uiso 1 1 d . . . . .
H1 H 0.612(3) 0.048(3) 0.657(2) 0.052(8) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4182(18) . ?
S1 O2 1.4205(19) . ?
S1 N2 1.6028(19) . ?
S1 C21 1.776(2) . ?
N1 C1 1.381(3) . ?
N1 C9 1.452(3) . ?
N1 H1 0.85(3) . ?
N2 C20 1.462(3) . ?
N2 H2A 0.80(2) . ?
N3 O5 1.207(3) . ?
N3 O4 1.211(4) . ?
N3 C24 1.475(3) . ?
O1 C11 1.209(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.406(3) . ?
C2 C3 1.369(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.523(3) . ?
C7 C19 1.521(3) . ?
C7 C8 1.533(3) . ?
C7 C11 1.540(3) . ?
C8 C9 1.529(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C12 1.507(3) . ?
C9 C10 1.559(3) . ?
C10 C13 1.501(3) . ?
C10 C11 1.505(3) . ?
C10 H10 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.380(4) . ?
C13 C14 1.382(4) . ?
C14 C15 1.370(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.372(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.351(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.514(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.372(3) . ?
C21 C26 1.381(3) . ?
C22 C23 1.376(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.371(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.359(4) . ?
C25 C26 1.379(3) . ?
C25 H25 0.9300 . ?
C26 H26 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
O3 S1 O2 120.53(12) . . ?
O3 S1 N2 106.44(10) . . ?
O2 S1 N2 107.51(11) . . ?
O3 S1 C21 107.79(11) . . ?
O2 S1 C21 106.62(11) . . ?
N2 S1 C21 107.33(10) . . ?
C1 N1 C9 120.6(2) . . ?
C1 N1 H1 115.8(18) . . ?
C9 N1 H1 113.8(18) . . ?
C20 N2 S1 120.08(15) . . ?
C20 N2 H2A 111.9(17) . . ?
S1 N2 H2A 114.8(17) . . ?
O5 N3 O4 124.1(3) . . ?
O5 N3 C24 117.5(3) . . ?
O4 N3 C24 118.3(3) . . ?
N1 C1 C2 120.8(2) . . ?
N1 C1 C6 120.3(2) . . ?
C2 C1 C6 118.8(2) . . ?
C3 C2 C1 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.6(2) . . ?
C5 C6 C7 123.9(2) . . ?
C1 C6 C7 117.5(2) . . ?
C19 C7 C6 113.58(18) . . ?
C19 C7 C8 117.22(17) . . ?
C6 C7 C8 107.30(18) . . ?
C19 C7 C11 113.54(18) . . ?
C6 C7 C11 101.12(16) . . ?
C8 C7 C11 102.32(16) . . ?
C9 C8 C7 102.25(17) . . ?
C9 C8 H8A 111.3 . . ?
C7 C8 H8A 111.3 . . ?
C9 C8 H8B 111.3 . . ?
C7 C8 H8B 111.3 . . ?
H8A C8 H8B 109.2 . . ?
N1 C9 C12 108.7(2) . . ?
N1 C9 C8 107.23(19) . . ?
C12 C9 C8 114.6(2) . . ?
N1 C9 C10 112.27(18) . . ?
C12 C9 C10 113.2(2) . . ?
C8 C9 C10 100.66(18) . . ?
C13 C10 C11 117.05(19) . . ?
C13 C10 C9 118.1(2) . . ?
C11 C10 C9 102.87(17) . . ?
C13 C10 H10 105.9 . . ?
C11 C10 H10 105.9 . . ?
C9 C10 H10 105.9 . . ?
O1 C11 C10 126.5(2) . . ?
O1 C11 C7 124.58(19) . . ?
C10 C11 C7 108.74(18) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.0(3) . . ?
C18 C13 C10 120.5(3) . . ?
C14 C13 C10 121.5(2) . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 120.0(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.7(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C13 120.5(4) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C20 C19 C7 115.19(18) . . ?
C20 C19 H19A 108.5 . . ?
C7 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C7 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
N2 C20 C19 110.82(17) . . ?
N2 C20 H20A 109.5 . . ?
C19 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 C26 120.8(2) . . ?
C22 C21 S1 119.36(17) . . ?
C26 C21 S1 119.80(19) . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 118.1(3) . . ?
C24 C23 H23 121.0 . . ?
C22 C23 H23 121.0 . . ?
C25 C24 C23 123.0(2) . . ?
C25 C24 N3 119.1(2) . . ?
C23 C24 N3 117.9(3) . . ?
C24 C25 C26 118.7(2) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
C25 C26 C21 119.4(2) . . ?
C25 C26 H26 120.3 . . ?
C21 C26 H26 120.3 . . ?

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
O3 S1 N2 C20 -179.90(17) . . . . ?
O2 S1 N2 C20 49.7(2) . . . . ?
C21 S1 N2 C20 -64.7(2) . . . . ?
C9 N1 C1 C2 175.1(2) . . . . ?
C9 N1 C1 C6 -7.4(3) . . . . ?
N1 C1 C2 C3 177.0(2) . . . . ?
C6 C1 C2 C3 -0.6(4) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C2 C3 C4 C5 1.2(4) . . . . ?
C3 C4 C5 C6 -1.1(4) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C4 C5 C6 C7 177.2(2) . . . . ?
N1 C1 C6 C5 -176.9(2) . . . . ?
C2 C1 C6 C5 0.6(3) . . . . ?
N1 C1 C6 C7 5.9(3) . . . . ?
C2 C1 C6 C7 -176.6(2) . . . . ?
C5 C6 C7 C19 14.1(3) . . . . ?
C1 C6 C7 C19 -168.84(19) . . . . ?
C5 C6 C7 C8 145.3(2) . . . . ?
C1 C6 C7 C8 -37.6(2) . . . . ?
C5 C6 C7 C11 -107.9(2) . . . . ?
C1 C6 C7 C11 69.2(2) . . . . ?
C19 C7 C8 C9 -163.11(18) . . . . ?
C6 C7 C8 C9 67.7(2) . . . . ?
C11 C7 C8 C9 -38.2(2) . . . . ?
C1 N1 C9 C12 164.8(2) . . . . ?
C1 N1 C9 C8 40.5(3) . . . . ?
C1 N1 C9 C10 -69.2(3) . . . . ?
C7 C8 C9 N1 -69.2(2) . . . . ?
C7 C8 C9 C12 170.1(2) . . . . ?
C7 C8 C9 C10 48.3(2) . . . . ?
N1 C9 C10 C13 -56.0(3) . . . . ?
C12 C9 C10 C13 67.5(3) . . . . ?
C8 C9 C10 C13 -169.7(2) . . . . ?
N1 C9 C10 C11 74.6(2) . . . . ?
C12 C9 C10 C11 -161.9(2) . . . . ?
C8 C9 C10 C11 -39.1(2) . . . . ?
C13 C10 C11 O1 -28.7(3) . . . . ?
C9 C10 C11 O1 -160.0(2) . . . . ?
C13 C10 C11 C7 147.1(2) . . . . ?
C9 C10 C11 C7 15.8(2) . . . . ?
C19 C7 C11 O1 -43.3(3) . . . . ?
C6 C7 C11 O1 78.8(2) . . . . ?
C8 C7 C11 O1 -170.56(19) . . . . ?
C19 C7 C11 C10 140.83(18) . . . . ?
C6 C7 C11 C10 -97.14(19) . . . . ?
C8 C7 C11 C10 13.5(2) . . . . ?
C11 C10 C13 C18 139.5(3) . . . . ?
C9 C10 C13 C18 -96.7(3) . . . . ?
C11 C10 C13 C14 -40.9(3) . . . . ?
C9 C10 C13 C14 82.9(3) . . . . ?
C18 C13 C14 C15 -0.7(5) . . . . ?
C10 C13 C14 C15 179.7(3) . . . . ?
C13 C14 C15 C16 1.3(5) . . . . ?
C14 C15 C16 C17 -1.4(7) . . . . ?
C15 C16 C17 C18 0.9(7) . . . . ?
C16 C17 C18 C13 -0.3(7) . . . . ?
C14 C13 C18 C17 0.2(5) . . . . ?
C10 C13 C18 C17 179.8(3) . . . . ?
C6 C7 C19 C20 175.10(18) . . . . ?
C8 C7 C19 C20 49.0(3) . . . . ?
C11 C7 C19 C20 -70.1(2) . . . . ?
S1 N2 C20 C19 -155.12(17) . . . . ?
C7 C19 C20 N2 55.9(3) . . . . ?
O3 S1 C21 C22 66.3(2) . . . . ?
O2 S1 C21 C22 -163.0(2) . . . . ?
N2 S1 C21 C22 -48.0(2) . . . . ?
O3 S1 C21 C26 -113.73(19) . . . . ?
O2 S1 C21 C26 17.0(2) . . . . ?
N2 S1 C21 C26 131.97(19) . . . . ?
C26 C21 C22 C23 -2.1(4) . . . . ?
S1 C21 C22 C23 177.9(2) . . . . ?
C21 C22 C23 C24 1.2(4) . . . . ?
C22 C23 C24 C25 1.0(4) . . . . ?
C22 C23 C24 N3 -176.6(2) . . . . ?
O5 N3 C24 C25 22.6(4) . . . . ?
O4 N3 C24 C25 -157.0(3) . . . . ?
O5 N3 C24 C23 -159.7(3) . . . . ?
O4 N3 C24 C23 20.7(4) . . . . ?
C23 C24 C25 C26 -2.3(4) . . . . ?
N3 C24 C25 C26 175.3(2) . . . . ?
C24 C25 C26 C21 1.3(4) . . . . ?
C22 C21 C26 C25 0.8(4) . . . . ?
S1 C21 C26 C25 -179.15(17) . . . . ?

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4

