# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_khc1203
_database_code_depnum_ccdc_archive 'CCDC 1551356'
_audit_update_record             
;
2017-05-21 deposited with the CCDC.
2017-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H20 N4 O2 S3'
_chemical_formula_weight         576.72

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P12/n

loop_
_symmetry_equiv_pos_as_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                   12.844(4)
_cell_length_b                   13.059(3)
_cell_length_c                   17.671(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.17(3)
_cell_angle_gamma                90.00
_cell_volume                     2799.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    25275
_cell_measurement_theta_min      1.72
_cell_measurement_theta_max      27.00

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8542
_exptl_absorpt_correction_T_max  0.8985
_exptl_absorpt_process_details   'shape of crystal determined optically'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'STOE IPDS II'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25275
_diffrn_reflns_av_R_equivalents  0.2040
_diffrn_reflns_av_sigmaI/netI    0.1823
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         27.00
_reflns_number_total             6110
_reflns_number_gt                2484
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.0289P)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         6110
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2212
_refine_ls_R_factor_gt           0.0907
_refine_ls_wR_factor_ref         0.1378
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   0.939
_refine_ls_restrained_S_all      0.939
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1166(4) 0.3109(5) 0.5613(4) 0.0731(17) Uani 1 1 d . . .
H1 H 0.0995 0.2441 0.5431 0.088 Uiso 1 1 calc R . .
C2 C 0.1421(6) 0.3317(8) 0.6412(5) 0.114(3) Uani 1 1 d . . .
H2 H 0.1424 0.2792 0.6768 0.137 Uiso 1 1 calc R . .
C3 C 0.1667(6) 0.4275(10) 0.6680(5) 0.115(3) Uani 1 1 d . . .
H3 H 0.1824 0.4413 0.7223 0.138 Uiso 1 1 calc R . .
C4 C 0.1690(5) 0.5053(7) 0.6172(5) 0.093(2) Uani 1 1 d . . .
H4 H 0.1888 0.5711 0.6368 0.112 Uiso 1 1 calc R . .
C5 C 0.1415(4) 0.4853(5) 0.5357(4) 0.0655(16) Uani 1 1 d . . .
H5 H 0.1402 0.5379 0.4999 0.079 Uiso 1 1 calc R . .
C6 C 0.1159(3) 0.3857(4) 0.5084(3) 0.0478(12) Uani 1 1 d . . .
C7 C 0.1416(4) 0.3974(3) 0.3768(3) 0.0414(11) Uani 1 1 d . . .
C8 C 0.0925(4) 0.4016(3) 0.2939(3) 0.0434(12) Uani 1 1 d . . .
C9 C -0.0209(4) 0.3739(4) 0.2507(3) 0.0446(12) Uani 1 1 d . . .
C10 C -0.0668(4) 0.4012(4) 0.1644(3) 0.0465(12) Uani 1 1 d . . .
C11 C -0.1262(4) 0.3297(4) 0.1095(3) 0.0635(15) Uani 1 1 d . . .
H11 H -0.1395 0.2654 0.1271 0.076 Uiso 1 1 calc R . .
C12 C -0.1654(5) 0.3526(5) 0.0298(4) 0.0805(19) Uani 1 1 d . . .
H12 H -0.2029 0.3029 -0.0067 0.097 Uiso 1 1 calc R . .
C13 C -0.1503(5) 0.4464(6) 0.0035(4) 0.088(2) Uani 1 1 d . . .
H13 H -0.1778 0.4613 -0.0509 0.105 Uiso 1 1 calc R . .
C14 C -0.0943(5) 0.5205(5) 0.0569(4) 0.086(2) Uani 1 1 d . . .
H14 H -0.0842 0.5854 0.0388 0.104 Uiso 1 1 calc R . .
C15 C -0.0535(4) 0.4973(4) 0.1374(4) 0.0690(17) Uani 1 1 d . . .
H15 H -0.0164 0.5473 0.1738 0.083 Uiso 1 1 calc R . .
C16 C 0.3331(4) 0.4363(4) 0.4789(3) 0.0467(12) Uani 1 1 d . . .
C17 C 0.2557(3) 0.4284(3) 0.4007(3) 0.0395(11) Uani 1 1 d . . .
C18 C 0.2894(4) 0.4497(3) 0.3371(3) 0.0394(11) Uani 1 1 d . . .
C19 C 0.4235(4) 0.5104(3) 0.2766(3) 0.0399(11) Uani 1 1 d . . .
C20 C 0.3774(4) 0.5923(4) 0.2283(3) 0.0471(13) Uani 1 1 d . . .
C21 C 0.5076(4) 0.4644(4) 0.2526(3) 0.0440(12) Uani 1 1 d . . .
C22 C 0.5674(4) 0.3754(4) 0.2922(3) 0.0538(14) Uani 1 1 d . . .
C23 C 0.5246(4) 0.5088(4) 0.1872(3) 0.0552(14) Uani 1 1 d . . .
C24 C 0.6297(6) 0.5821(6) 0.0871(5) 0.153(4) Uani 1 1 d . . .
H24C H 0.6784 0.5680 0.0573 0.183 Uiso 1 1 calc R . .
H24B H 0.6586 0.6378 0.1234 0.183 Uiso 1 1 calc R . .
H24A H 0.5583 0.6004 0.0509 0.183 Uiso 1 1 calc R . .
C25 C 0.2863(4) 0.6631(4) 0.2306(3) 0.0537(14) Uani 1 1 d . . .
C26 C 0.2723(4) 0.6892(3) 0.3072(3) 0.0499(14) Uani 1 1 d . . .
C27 C 0.1692(5) 0.7111(4) 0.3114(4) 0.0712(17) Uani 1 1 d . . .
H27 H 0.1082 0.7092 0.2650 0.085 Uiso 1 1 calc R . .
C28 C 0.1556(6) 0.7353(5) 0.3820(6) 0.100(2) Uani 1 1 d . . .
H28 H 0.0853 0.7500 0.3832 0.120 Uiso 1 1 calc R . .
C29 C 0.2445(8) 0.7385(5) 0.4528(5) 0.094(2) Uani 1 1 d . . .
H29 H 0.2341 0.7531 0.5014 0.113 Uiso 1 1 calc R . .
C30 C 0.3478(6) 0.7195(4) 0.4493(4) 0.0784(19) Uani 1 1 d . . .
H30 H 0.4087 0.7239 0.4956 0.094 Uiso 1 1 calc R . .
C31 C 0.3622(4) 0.6940(4) 0.3781(3) 0.0591(15) Uani 1 1 d . . .
H31 H 0.4326 0.6798 0.3770 0.071 Uiso 1 1 calc R . .
N1 N 0.0888(3) 0.3651(3) 0.4259(3) 0.0523(12) Uani 1 1 d . . .
H1B H 0.025(3) 0.335(3) 0.406(2) 0.027(12) Uiso 1 1 d . . .
N2 N 0.4020(3) 0.4467(3) 0.5388(3) 0.0675(13) Uani 1 1 d . . .
N3 N 0.3945(3) 0.4727(3) 0.3397(3) 0.0418(11) Uani 1 1 d . . .
H3B H 0.435(3) 0.478(3) 0.384(3) 0.043(15) Uiso 1 1 d . . .
N4 N 0.6124(4) 0.3040(4) 0.3229(3) 0.0872(17) Uani 1 1 d . . .
O1 O -0.0782(3) 0.3289(3) 0.2842(2) 0.0628(10) Uani 1 1 d . . .
O2 O 0.2265(3) 0.7000(3) 0.1675(2) 0.0757(12) Uani 1 1 d . . .
S1 S 0.18568(9) 0.43821(9) 0.24594(7) 0.0448(3) Uani 1 1 d . . .
S2 S 0.43185(12) 0.60842(11) 0.15320(9) 0.0642(4) Uani 1 1 d . . .
S3 S 0.61802(13) 0.47210(14) 0.14194(10) 0.0856(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.351(7) . ?
C1 C2 1.367(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.339(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(7) . ?
C5 H5 0.9300 . ?
C6 N1 1.409(6) . ?
C7 N1 1.333(6) . ?
C7 C8 1.393(6) . ?
C7 C17 1.443(6) . ?
C8 C9 1.451(6) . ?
C8 S1 1.745(5) . ?
C9 O1 1.234(5) . ?
C9 C10 1.486(6) . ?
C10 C15 1.374(7) . ?
C10 C11 1.381(6) . ?
C11 C12 1.364(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.348(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(8) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 N2 1.144(5) . ?
C16 C17 1.416(6) . ?
C17 C18 1.358(6) . ?
C18 N3 1.369(5) . ?
C18 S1 1.727(4) . ?
C19 C20 1.376(6) . ?
C19 N3 1.377(6) . ?
C19 C21 1.418(6) . ?
C20 C25 1.502(6) . ?
C20 S2 1.703(5) . ?
C21 C23 1.374(6) . ?
C21 C22 1.441(7) . ?
C22 N4 1.136(6) . ?
C23 S3 1.715(5) . ?
C23 S2 1.732(5) . ?
C24 S3 1.767(7) . ?
C24 H24C 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24A 0.9600 . ?
C25 O2 1.227(5) . ?
C25 C26 1.463(7) . ?
C26 C27 1.381(7) . ?
C26 C31 1.399(7) . ?
C27 C28 1.353(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.390(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.371(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.370(7) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
N1 H1B 0.87(4) . ?
N3 H3B 0.79(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.1(7) . . ?
C6 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C3 C2 C1 120.0(8) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.1(8) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 119.3(7) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 119.1(6) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C1 C6 C5 119.3(5) . . ?
C1 C6 N1 121.5(5) . . ?
C5 C6 N1 119.2(5) . . ?
N1 C7 C8 123.0(4) . . ?
N1 C7 C17 125.7(5) . . ?
C8 C7 C17 111.2(4) . . ?
C7 C8 C9 125.0(4) . . ?
C7 C8 S1 112.1(3) . . ?
C9 C8 S1 122.9(4) . . ?
O1 C9 C8 121.4(4) . . ?
O1 C9 C10 120.5(4) . . ?
C8 C9 C10 118.1(5) . . ?
C15 C10 C11 118.5(5) . . ?
C15 C10 C9 121.6(5) . . ?
C11 C10 C9 120.0(5) . . ?
C12 C11 C10 120.6(5) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 120.6(6) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.3(6) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C15 119.2(6) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C10 C15 C14 120.7(5) . . ?
C10 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
N2 C16 C17 173.6(5) . . ?
C18 C17 C16 118.7(4) . . ?
C18 C17 C7 112.6(4) . . ?
C16 C17 C7 128.7(4) . . ?
C17 C18 N3 126.5(4) . . ?
C17 C18 S1 113.3(3) . . ?
N3 C18 S1 120.0(4) . . ?
C20 C19 N3 127.3(4) . . ?
C20 C19 C21 111.0(4) . . ?
N3 C19 C21 121.7(4) . . ?
C19 C20 C25 129.9(5) . . ?
C19 C20 S2 112.1(4) . . ?
C25 C20 S2 117.9(4) . . ?
C23 C21 C19 114.8(4) . . ?
C23 C21 C22 122.9(5) . . ?
C19 C21 C22 122.2(4) . . ?
N4 C22 C21 178.5(6) . . ?
C21 C23 S3 127.1(4) . . ?
C21 C23 S2 109.2(4) . . ?
S3 C23 S2 123.7(3) . . ?
S3 C24 H24C 109.5 . . ?
S3 C24 H24B 109.5 . . ?
H24C C24 H24B 109.5 . . ?
S3 C24 H24A 109.5 . . ?
H24C C24 H24A 109.5 . . ?
H24B C24 H24A 109.5 . . ?
O2 C25 C26 121.3(5) . . ?
O2 C25 C20 118.6(5) . . ?
C26 C25 C20 120.2(5) . . ?
C27 C26 C31 117.8(5) . . ?
C27 C26 C25 120.6(5) . . ?
C31 C26 C25 121.6(5) . . ?
C28 C27 C26 120.9(6) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C27 C28 C29 121.4(7) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 118.3(6) . . ?
C30 C29 H29 120.9 . . ?
C28 C29 H29 120.9 . . ?
C31 C30 C29 120.7(6) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C26 120.9(5) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 119.6 . . ?
C7 N1 C6 127.4(4) . . ?
C7 N1 H1B 120(3) . . ?
C6 N1 H1B 112(3) . . ?
C18 N3 C19 125.2(4) . . ?
C18 N3 H3B 112(3) . . ?
C19 N3 H3B 121(3) . . ?
C18 S1 C8 90.7(2) . . ?
C20 S2 C23 92.8(2) . . ?
C23 S3 C24 103.1(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
C6 C1 C2 C3 0.1(11) . . . . ?
C1 C2 C3 C4 -1.4(12) . . . . ?
C2 C3 C4 C5 2.4(11) . . . . ?
C3 C4 C5 C6 -2.2(8) . . . . ?
C2 C1 C6 C5 0.0(8) . . . . ?
C2 C1 C6 N1 -179.4(5) . . . . ?
C4 C5 C6 C1 1.0(7) . . . . ?
C4 C5 C6 N1 -179.5(4) . . . . ?
N1 C7 C8 C9 1.2(7) . . . . ?
C17 C7 C8 C9 179.1(4) . . . . ?
N1 C7 C8 S1 -175.7(4) . . . . ?
C17 C7 C8 S1 2.2(5) . . . . ?
C7 C8 C9 O1 -11.5(7) . . . . ?
S1 C8 C9 O1 165.1(4) . . . . ?
C7 C8 C9 C10 168.5(4) . . . . ?
S1 C8 C9 C10 -14.9(6) . . . . ?
O1 C9 C10 C15 132.7(5) . . . . ?
C8 C9 C10 C15 -47.2(7) . . . . ?
O1 C9 C10 C11 -46.2(7) . . . . ?
C8 C9 C10 C11 133.9(5) . . . . ?
C15 C10 C11 C12 3.4(8) . . . . ?
C9 C10 C11 C12 -177.7(5) . . . . ?
C10 C11 C12 C13 -2.3(9) . . . . ?
C11 C12 C13 C14 0.4(10) . . . . ?
C12 C13 C14 C15 0.4(9) . . . . ?
C11 C10 C15 C14 -2.7(8) . . . . ?
C9 C10 C15 C14 178.4(5) . . . . ?
C13 C14 C15 C10 0.8(9) . . . . ?
N2 C16 C17 C18 9(5) . . . . ?
N2 C16 C17 C7 -173(5) . . . . ?
N1 C7 C17 C18 175.0(5) . . . . ?
C8 C7 C17 C18 -2.8(5) . . . . ?
N1 C7 C17 C16 -3.3(8) . . . . ?
C8 C7 C17 C16 178.9(4) . . . . ?
C16 C17 C18 N3 4.4(7) . . . . ?
C7 C17 C18 N3 -174.1(4) . . . . ?
C16 C17 C18 S1 -179.3(3) . . . . ?
C7 C17 C18 S1 2.2(5) . . . . ?
N3 C19 C20 C25 0.8(8) . . . . ?
C21 C19 C20 C25 179.6(4) . . . . ?
N3 C19 C20 S2 -176.2(4) . . . . ?
C21 C19 C20 S2 2.6(5) . . . . ?
C20 C19 C21 C23 -0.8(6) . . . . ?
N3 C19 C21 C23 178.1(4) . . . . ?
C20 C19 C21 C22 -178.5(4) . . . . ?
N3 C19 C21 C22 0.4(7) . . . . ?
C23 C21 C22 N4 -113(24) . . . . ?
C19 C21 C22 N4 65(24) . . . . ?
C19 C21 C23 S3 -179.3(3) . . . . ?
C22 C21 C23 S3 -1.6(7) . . . . ?
C19 C21 C23 S2 -1.4(5) . . . . ?
C22 C21 C23 S2 176.4(3) . . . . ?
C19 C20 C25 O2 -148.9(5) . . . . ?
S2 C20 C25 O2 27.9(6) . . . . ?
C19 C20 C25 C26 33.0(7) . . . . ?
S2 C20 C25 C26 -150.2(4) . . . . ?
O2 C25 C26 C27 32.1(7) . . . . ?
C20 C25 C26 C27 -149.8(5) . . . . ?
O2 C25 C26 C31 -147.1(5) . . . . ?
C20 C25 C26 C31 31.0(7) . . . . ?
C31 C26 C27 C28 -0.8(8) . . . . ?
C25 C26 C27 C28 180.0(5) . . . . ?
C26 C27 C28 C29 -0.3(10) . . . . ?
C27 C28 C29 C30 2.0(11) . . . . ?
C28 C29 C30 C31 -2.6(10) . . . . ?
C29 C30 C31 C26 1.5(9) . . . . ?
C27 C26 C31 C30 0.2(8) . . . . ?
C25 C26 C31 C30 179.4(5) . . . . ?
C8 C7 N1 C6 -159.1(5) . . . . ?
C17 C7 N1 C6 23.3(8) . . . . ?
C1 C6 N1 C7 -134.3(5) . . . . ?
C5 C6 N1 C7 46.3(7) . . . . ?
C17 C18 N3 C19 -168.6(5) . . . . ?
S1 C18 N3 C19 15.4(6) . . . . ?
C20 C19 N3 C18 50.0(7) . . . . ?
C21 C19 N3 C18 -128.7(5) . . . . ?
C17 C18 S1 C8 -0.8(4) . . . . ?
N3 C18 S1 C8 175.8(4) . . . . ?
C7 C8 S1 C18 -0.9(4) . . . . ?
C9 C8 S1 C18 -177.8(4) . . . . ?
C19 C20 S2 C23 -2.9(4) . . . . ?
C25 C20 S2 C23 179.7(4) . . . . ?
C21 C23 S2 C20 2.4(4) . . . . ?
S3 C23 S2 C20 -179.6(3) . . . . ?
C21 C23 S3 C24 -160.9(5) . . . . ?
S2 C23 S3 C24 21.4(5) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_khc1099
_database_code_depnum_ccdc_archive 'CCDC 1551355'
_audit_update_record             
;
2017-05-21 deposited with the CCDC.
2017-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H16 N4 O2 S3'
_chemical_formula_weight         500.63

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           Triiclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   6.4503(16)
_cell_length_b                   12.709(3)
_cell_length_c                   16.510(4)
_cell_angle_alpha                80.068(19)
_cell_angle_beta                 88.626(19)
_cell_angle_gamma                82.085(19)
_cell_volume                     1320.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    12119
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.00

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516
_exptl_absorpt_coefficient_mu    0.309
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9650
_exptl_absorpt_correction_T_max  0.9821
_exptl_absorpt_process_details   'shape of crystal determined optically'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12119
_diffrn_reflns_av_R_equivalents  0.2332
_diffrn_reflns_av_sigmaI/netI    0.3177
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         27.00
_reflns_number_total             5763
_reflns_number_gt                1851
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.1078P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5763
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3047
_refine_ls_R_factor_gt           0.1350
_refine_ls_wR_factor_ref         0.3210
_refine_ls_wR_factor_gt          0.2636
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.981(2) 0.7695(12) 0.2753(7) 0.087(5) Uani 1 1 d . . .
H1 H 0.9189 0.7209 0.2508 0.104 Uiso 1 1 calc R . .
C2 C 1.164(3) 0.7376(13) 0.3186(9) 0.116(6) Uani 1 1 d . . .
H2 H 1.2247 0.6659 0.3249 0.139 Uiso 1 1 calc R . .
C3 C 1.260(3) 0.8099(15) 0.3527(8) 0.098(5) Uani 1 1 d . . .
H3 H 1.3881 0.7886 0.3792 0.117 Uiso 1 1 calc R . .
C4 C 1.166(2) 0.9106(14) 0.3473(7) 0.072(4) Uani 1 1 d . . .
H4 H 1.2254 0.9579 0.3738 0.087 Uiso 1 1 calc R . .
C5 C 0.9855(18) 0.9468(11) 0.3045(6) 0.060(3) Uani 1 1 d . . .
H5 H 0.9261 1.0186 0.2988 0.072 Uiso 1 1 calc R . .
C6 C 0.8919(18) 0.8729(11) 0.2691(6) 0.057(3) Uani 1 1 d . . .
C7 C 0.6886(18) 0.9160(10) 0.2243(6) 0.058(3) Uani 1 1 d . . .
C8 C 0.6407(16) 0.8753(8) 0.1514(6) 0.044(3) Uani 1 1 d . . .
C9 C 0.4492(16) 0.9058(8) 0.1080(6) 0.041(2) Uani 1 1 d . . .
C10 C 0.4548(15) 0.8660(7) 0.0319(5) 0.036(2) Uani 1 1 d . . .
C11 C 0.2777(17) 0.8890(8) -0.0212(6) 0.040(2) Uani 1 1 d . . .
C12 C 0.6493(15) 0.8081(7) 0.0182(5) 0.036(2) Uani 1 1 d . . .
C13 C 0.5765(14) 0.7168(7) -0.0961(5) 0.036(2) Uani 1 1 d . . .
C14 C 0.6002(14) 0.7208(8) -0.1792(5) 0.039(2) Uani 1 1 d . . .
C15 C 0.7513(15) 0.7739(8) -0.2324(6) 0.039(2) Uani 1 1 d . . .
C16 C 0.7308(16) 0.7958(8) -0.3221(5) 0.040(2) Uani 1 1 d . . .
C17 C 0.908(2) 0.7861(10) -0.3699(6) 0.066(3) Uani 1 1 d . . .
H17 H 1.0372 0.7617 -0.3446 0.079 Uiso 1 1 calc R . .
C18 C 0.898(3) 0.8119(13) -0.4547(8) 0.090(5) Uani 1 1 d . . .
H18 H 1.0192 0.8043 -0.4860 0.108 Uiso 1 1 calc R . .
C19 C 0.703(3) 0.8498(12) -0.4933(7) 0.086(5) Uani 1 1 d . . .
H19 H 0.6932 0.8680 -0.5503 0.103 Uiso 1 1 calc R . .
C20 C 0.533(2) 0.8589(10) -0.4461(7) 0.072(4) Uani 1 1 d . . .
H20 H 0.4037 0.8845 -0.4712 0.086 Uiso 1 1 calc R . .
C21 C 0.5413(18) 0.8314(9) -0.3606(6) 0.054(3) Uani 1 1 d . . .
H21 H 0.4190 0.8371 -0.3297 0.065 Uiso 1 1 calc R . .
C22 C 0.082(2) 0.5035(11) -0.1979(7) 0.082(4) Uani 1 1 d . . .
H22C H -0.0187 0.4536 -0.1933 0.099 Uiso 1 1 calc R . .
H22B H 0.2119 0.4711 -0.2178 0.099 Uiso 1 1 calc R . .
H22A H 0.0305 0.5676 -0.2357 0.099 Uiso 1 1 calc R . .
C23 C 0.3213(14) 0.6159(8) -0.1203(6) 0.040(2) Uani 1 1 d . . .
C24 C 0.4222(15) 0.6553(7) -0.0598(5) 0.038(2) Uani 1 1 d . . .
C25 C 0.3687(17) 0.6319(8) 0.0241(6) 0.050(3) Uani 1 1 d . . .
N1 N 0.2860(14) 0.9698(7) 0.1327(5) 0.055(2) Uani 1 1 d . . .
H1B H 0.2938 0.9949 0.1775 0.066 Uiso 1 1 calc R . .
H1A H 0.1733 0.9856 0.1038 0.066 Uiso 1 1 calc R . .
N2 N 0.1363(16) 0.9072(8) -0.0616(5) 0.063(3) Uani 1 1 d . . .
N3 N 0.7085(12) 0.7632(7) -0.0502(4) 0.042(2) Uani 1 1 d . . .
H3A H 0.8364 0.7636 -0.0661 0.051 Uiso 1 1 calc R . .
N4 N 0.3129(16) 0.6116(8) 0.0894(6) 0.066(3) Uani 1 1 d . . .
O1 O 0.5618(12) 0.9852(8) 0.2508(5) 0.086(3) Uani 1 1 d . . .
O2 O 0.9035(11) 0.8022(6) -0.1995(4) 0.0536(19) Uani 1 1 d . . .
S1 S 0.8205(4) 0.7994(2) 0.09681(15) 0.0427(7) Uani 1 1 d . . .
S2 S 0.4249(4) 0.6492(2) -0.21547(15) 0.0465(7) Uani 1 1 d . . .
S3 S 0.1210(5) 0.5374(3) -0.09971(19) 0.0617(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.346(16) . ?
C1 C2 1.37(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.38(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.327(19) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(17) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.509(17) . ?
C7 O1 1.245(13) . ?
C7 C8 1.447(13) . ?
C8 C9 1.415(14) . ?
C8 S1 1.740(9) . ?
C9 N1 1.339(12) . ?
C9 C10 1.431(12) . ?
C10 C12 1.399(12) . ?
C10 C11 1.424(15) . ?
C11 N2 1.117(12) . ?
C12 N3 1.374(10) . ?
C12 S1 1.703(9) . ?
C13 C14 1.369(12) . ?
C13 N3 1.405(11) . ?
C13 C24 1.408(13) . ?
C14 C15 1.453(13) . ?
C14 S2 1.723(9) . ?
C15 O2 1.256(11) . ?
C15 C16 1.465(12) . ?
C16 C21 1.374(14) . ?
C16 C17 1.376(14) . ?
C17 C18 1.383(16) . ?
C17 H17 0.9300 . ?
C18 C19 1.41(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.335(18) . ?
C19 H19 0.9300 . ?
C20 C21 1.396(14) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 S3 1.780(11) . ?
C22 H22C 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22A 0.9600 . ?
C23 C24 1.401(13) . ?
C23 S2 1.701(9) . ?
C23 S3 1.731(9) . ?
C24 C25 1.411(13) . ?
C25 N4 1.128(12) . ?
N1 H1B 0.8600 . ?
N1 H1A 0.8600 . ?
N3 H3A 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 118.5(12) . . ?
C6 C1 H1 120.8 . . ?
C2 C1 H1 120.8 . . ?
C1 C2 C3 121.0(15) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 119.0(16) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 122.3(13) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C4 C5 C6 118.0(13) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C5 121.1(12) . . ?
C1 C6 C7 122.8(10) . . ?
C5 C6 C7 116.1(12) . . ?
O1 C7 C8 120.3(11) . . ?
O1 C7 C6 120.1(9) . . ?
C8 C7 C6 119.6(10) . . ?
C9 C8 C7 123.8(9) . . ?
C9 C8 S1 110.7(7) . . ?
C7 C8 S1 124.8(8) . . ?
N1 C9 C8 124.1(9) . . ?
N1 C9 C10 123.7(10) . . ?
C8 C9 C10 112.1(8) . . ?
C12 C10 C11 127.2(8) . . ?
C12 C10 C9 112.1(9) . . ?
C11 C10 C9 120.7(8) . . ?
N2 C11 C10 178.6(10) . . ?
N3 C12 C10 126.6(8) . . ?
N3 C12 S1 120.8(7) . . ?
C10 C12 S1 112.6(6) . . ?
C14 C13 N3 122.0(9) . . ?
C14 C13 C24 114.9(8) . . ?
N3 C13 C24 122.9(8) . . ?
C13 C14 C15 127.4(9) . . ?
C13 C14 S2 110.3(7) . . ?
C15 C14 S2 122.3(6) . . ?
O2 C15 C14 118.2(8) . . ?
O2 C15 C16 119.4(8) . . ?
C14 C15 C16 122.4(8) . . ?
C21 C16 C17 118.5(9) . . ?
C21 C16 C15 122.1(8) . . ?
C17 C16 C15 119.2(10) . . ?
C16 C17 C18 121.3(12) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C19 119.6(12) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 118.3(12) . . ?
C20 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?
C19 C20 C21 122.4(13) . . ?
C19 C20 H20 118.8 . . ?
C21 C20 H20 118.8 . . ?
C16 C21 C20 119.8(10) . . ?
C16 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
S3 C22 H22C 109.5 . . ?
S3 C22 H22B 109.5 . . ?
H22C C22 H22B 109.5 . . ?
S3 C22 H22A 109.5 . . ?
H22C C22 H22A 109.5 . . ?
H22B C22 H22A 109.5 . . ?
C24 C23 S2 112.4(7) . . ?
C24 C23 S3 123.8(7) . . ?
S2 C23 S3 123.8(6) . . ?
C23 C24 C13 110.1(8) . . ?
C23 C24 C25 121.7(9) . . ?
C13 C24 C25 128.2(9) . . ?
N4 C25 C24 175.2(12) . . ?
C9 N1 H1B 120.0 . . ?
C9 N1 H1A 120.0 . . ?
H1B N1 H1A 120.0 . . ?
C12 N3 C13 125.1(8) . . ?
C12 N3 H3A 117.5 . . ?
C13 N3 H3A 117.5 . . ?
C12 S1 C8 92.6(5) . . ?
C23 S2 C14 92.2(4) . . ?
C23 S3 C22 101.6(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
C6 C1 C2 C3 -2(2) . . . . ?
C1 C2 C3 C4 4(3) . . . . ?
C2 C3 C4 C5 -5(2) . . . . ?
C3 C4 C5 C6 3.6(18) . . . . ?
C2 C1 C6 C5 1(2) . . . . ?
C2 C1 C6 C7 -178.9(13) . . . . ?
C4 C5 C6 C1 -1.8(17) . . . . ?
C4 C5 C6 C7 178.2(9) . . . . ?
C1 C6 C7 O1 143.9(12) . . . . ?
C5 C6 C7 O1 -36.1(15) . . . . ?
C1 C6 C7 C8 -35.1(16) . . . . ?
C5 C6 C7 C8 144.9(10) . . . . ?
O1 C7 C8 C9 -2.9(16) . . . . ?
C6 C7 C8 C9 176.1(10) . . . . ?
O1 C7 C8 S1 167.0(9) . . . . ?
C6 C7 C8 S1 -14.0(14) . . . . ?
C7 C8 C9 N1 -4.9(16) . . . . ?
S1 C8 C9 N1 -176.1(8) . . . . ?
C7 C8 C9 C10 171.4(9) . . . . ?
S1 C8 C9 C10 0.3(11) . . . . ?
N1 C9 C10 C12 175.3(9) . . . . ?
C8 C9 C10 C12 -1.0(11) . . . . ?
N1 C9 C10 C11 -3.0(14) . . . . ?
C8 C9 C10 C11 -179.4(9) . . . . ?
C12 C10 C11 N2 154(48) . . . . ?
C9 C10 C11 N2 -28(48) . . . . ?
C11 C10 C12 N3 1.1(16) . . . . ?
C9 C10 C12 N3 -177.2(8) . . . . ?
C11 C10 C12 S1 179.6(8) . . . . ?
C9 C10 C12 S1 1.3(10) . . . . ?
N3 C13 C14 C15 -2.4(15) . . . . ?
C24 C13 C14 C15 -177.4(9) . . . . ?
N3 C13 C14 S2 176.2(7) . . . . ?
C24 C13 C14 S2 1.2(11) . . . . ?
C13 C14 C15 O2 14.9(15) . . . . ?
S2 C14 C15 O2 -163.5(7) . . . . ?
C13 C14 C15 C16 -164.7(9) . . . . ?
S2 C14 C15 C16 16.9(13) . . . . ?
O2 C15 C16 C21 -138.8(10) . . . . ?
C14 C15 C16 C21 40.8(14) . . . . ?
O2 C15 C16 C17 37.6(14) . . . . ?
C14 C15 C16 C17 -142.8(10) . . . . ?
C21 C16 C17 C18 0.4(17) . . . . ?
C15 C16 C17 C18 -176.2(11) . . . . ?
C16 C17 C18 C19 1(2) . . . . ?
C17 C18 C19 C20 0(2) . . . . ?
C18 C19 C20 C21 -1(2) . . . . ?
C17 C16 C21 C20 -1.4(16) . . . . ?
C15 C16 C21 C20 175.1(10) . . . . ?
C19 C20 C21 C16 1.5(18) . . . . ?
S2 C23 C24 C13 2.9(11) . . . . ?
S3 C23 C24 C13 -179.6(7) . . . . ?
S2 C23 C24 C25 -176.4(8) . . . . ?
S3 C23 C24 C25 1.0(14) . . . . ?
C14 C13 C24 C23 -2.6(12) . . . . ?
N3 C13 C24 C23 -177.6(8) . . . . ?
C14 C13 C24 C25 176.7(9) . . . . ?
N3 C13 C24 C25 1.7(16) . . . . ?
C23 C24 C25 N4 -21(14) . . . . ?
C13 C24 C25 N4 160(13) . . . . ?
C10 C12 N3 C13 -35.5(14) . . . . ?
S1 C12 N3 C13 146.1(8) . . . . ?
C14 C13 N3 C12 147.7(9) . . . . ?
C24 C13 N3 C12 -37.7(14) . . . . ?
N3 C12 S1 C8 177.6(8) . . . . ?
C10 C12 S1 C8 -1.0(8) . . . . ?
C9 C8 S1 C12 0.4(8) . . . . ?
C7 C8 S1 C12 -170.7(9) . . . . ?
C24 C23 S2 C14 -2.0(8) . . . . ?
S3 C23 S2 C14 -179.4(7) . . . . ?
C13 C14 S2 C23 0.5(8) . . . . ?
C15 C14 S2 C23 179.1(9) . . . . ?
C24 C23 S3 C22 -174.3(9) . . . . ?
S2 C23 S3 C22 2.9(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.769
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.111
