# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_pg_ap
_audit_creation_date             2014-08-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H20 N4 O5 S'
_chemical_formula_sum            'C20 H20 N4 O5 S'
_chemical_formula_weight         428.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H25 S O5 N5'
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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   10.7923(2)
_cell_length_b                   7.50518(16)
_cell_length_c                   24.2322(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.1594(19)
_cell_angle_gamma                90.00
_cell_volume                     1961.36(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6055
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.4170
_cell_measurement_theta_min      3.1920
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            15190
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.58
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -91.00   52.00   1.0000  140.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777    0.0000 -150.0000 143

#__ type_ start__ end____ width___ exp.time_
  2 omega  -87.00  -35.00   1.0000  140.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777 -178.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
  3 omega  -14.00   12.00   1.0000  140.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777  -99.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega  -45.00   48.00   1.0000  140.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.8777   19.0000   60.0000 93

#__ type_ start__ end____ width___ exp.time_
  5 omega    7.00   86.00   1.0000  140.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8152   57.0000  150.0000 79
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0232445000
_diffrn_orient_matrix_UB_12      0.0673893000
_diffrn_orient_matrix_UB_13      0.0181276000
_diffrn_orient_matrix_UB_21      0.0574292000
_diffrn_orient_matrix_UB_22      -0.0456873000
_diffrn_orient_matrix_UB_23      0.0027186000
_diffrn_orient_matrix_UB_31      0.0220621000
_diffrn_orient_matrix_UB_32      0.0480018000
_diffrn_orient_matrix_UB_33      -0.0228481000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3734
_reflns_number_total             4407
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0359P)²+1.0493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0895
_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. 
;
_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 Ternary CH refined with riding coordinates:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C5(H5), C9(H9), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17),
 C18(H18)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.38795(4) 0.46007(5) 0.658404(15) 0.01599(10) Uani 1 d . . .
O1 O 0.67445(10) 0.45482(15) 0.56675(4) 0.0163(2) Uani 1 d . . .
O2 O 0.25744(10) 0.17089(16) 0.59262(4) 0.0193(3) Uani 1 d . . .
O3 O 0.05035(11) 0.81886(17) 0.82235(5) 0.0241(3) Uani 1 d . . .
O4 O -0.35535(10) 0.05186(15) 0.51823(5) 0.0210(3) Uani 1 d . . .
O5 O -0.36602(11) 0.21359(16) 0.44410(5) 0.0235(3) Uani 1 d . . .
N1 N 0.19816(12) 0.31807(17) 0.51320(5) 0.0140(3) Uani 1 d . . .
H1 H 0.2265 0.3880 0.4874 0.017 Uiso 1 calc . . R
N2 N -0.30785(12) 0.14839(17) 0.48382(5) 0.0165(3) Uani 1 d . . .
N3 N 0.58244(12) 0.63830(17) 0.62815(5) 0.0134(3) Uani 1 d . . .
N4 N 0.46203(13) 0.79531(18) 0.68928(5) 0.0169(3) Uani 1 d . . .
C1 C 0.48039(14) 0.6550(2) 0.66183(6) 0.0140(3) Uani 1 d . . .
C2 C 0.28138(14) 0.2698(2) 0.55445(6) 0.0143(3) Uani 1 d . . .
C3 C -0.17571(14) 0.1891(2) 0.49077(6) 0.0139(3) Uani 1 d . . .
C4 C 0.07264(14) 0.2692(2) 0.50713(6) 0.0129(3) Uani 1 d . . .
C5 C 0.14701(16) 0.9088(2) 0.73664(6) 0.0192(3) Uani 1 d . . .
H5 H 0.0766 0.9757 0.7242 0.023 Uiso 1 calc . . R
C6 C 0.48012(14) 0.3627(2) 0.60449(6) 0.0147(3) Uani 1 d . . .
H6 H 0.5097 0.2416 0.6161 0.018 Uiso 1 calc . . R
C7 C 0.14658(15) 0.8186(2) 0.78672(6) 0.0172(3) Uani 1 d . . .
C8 C 0.67284(14) 0.7837(2) 0.62434(6) 0.0152(3) Uani 1 d . . .
H8A H 0.6316 0.8987 0.6315 0.018 Uiso 1 calc . . R
H8B H 0.7043 0.7876 0.5865 0.018 Uiso 1 calc . . R
C9 C 0.00873(14) 0.1851(2) 0.54897(6) 0.0147(3) Uani 1 d . . .
H9 H 0.0505 0.1556 0.5830 0.018 Uiso 1 calc . . R
C10 C 0.59071(14) 0.4864(2) 0.59803(6) 0.0136(3) Uani 1 d . . .
C11 C 0.35429(15) 0.7997(2) 0.72183(6) 0.0163(3) Uani 1 d . . .
C12 C -0.11471(15) 0.2738(2) 0.44882(6) 0.0156(3) Uani 1 d . . .
H12 H -0.1573 0.3037 0.4151 0.019 Uiso 1 calc . . R
C13 C -0.11539(15) 0.1453(2) 0.54056(6) 0.0150(3) Uani 1 d . . .
H13 H -0.1595 0.0880 0.5688 0.018 Uiso 1 calc . . R
C14 C 0.40885(14) 0.3507(2) 0.54855(6) 0.0150(3) Uani 1 d . . .
H14A H 0.4001 0.4714 0.5325 0.018 Uiso 1 calc . . R
H14B H 0.4566 0.2770 0.5230 0.018 Uiso 1 calc . . R
C15 C 0.35325(15) 0.7096(2) 0.77229(6) 0.0179(3) Uani 1 d . . .
H15 H 0.4229 0.6407 0.7844 0.022 Uiso 1 calc . . R
C16 C 0.00981(15) 0.3137(2) 0.45728(6) 0.0155(3) Uani 1 d . . .
H16 H 0.0532 0.3718 0.4290 0.019 Uiso 1 calc . . R
C17 C 0.25057(16) 0.7211(2) 0.80456(6) 0.0188(3) Uani 1 d . . .
H17 H 0.2509 0.6621 0.8392 0.023 Uiso 1 calc . . R
C18 C 0.25199(16) 0.9000(2) 0.70473(6) 0.0197(3) Uani 1 d . . .
H18 H 0.2533 0.9637 0.6709 0.024 Uiso 1 calc . . R
C19 C -0.05809(16) 0.9181(3) 0.80702(7) 0.0270(4) Uani 1 d . . .
H19A H -0.0936 0.8723 0.7720 0.041 Uiso 1 calc . . GR
H19B H -0.0363 1.0439 0.8027 0.041 Uiso 1 calc . . GR
H19C H -0.1190 0.9063 0.8358 0.041 Uiso 1 calc . . GR
C20 C 0.78050(17) 0.7584(2) 0.66554(7) 0.0248(4) Uani 1 d . . .
H20A H 0.8198 0.6429 0.6592 0.037 Uiso 1 calc . . GR
H20B H 0.7501 0.7622 0.7031 0.037 Uiso 1 calc . . GR
H20C H 0.8412 0.8538 0.6609 0.037 Uiso 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 C1 1.7710(16) . ?
S1 C6 1.8244(15) . ?
O1 C10 1.2243(18) . ?
O2 C2 1.2210(18) . ?
O3 C7 1.3753(18) . ?
O3 C19 1.425(2) . ?
O4 N2 1.2308(17) . ?
O5 N2 1.2306(17) . ?
N1 C2 1.367(2) . ?
N1 C4 1.4056(19) . ?
N2 C3 1.462(2) . ?
N3 C1 1.4009(19) . ?
N3 C8 1.4688(19) . ?
N3 C10 1.359(2) . ?
N4 C1 1.265(2) . ?
N4 C11 1.4296(19) . ?
C2 C14 1.515(2) . ?
C3 C12 1.386(2) . ?
C3 C13 1.389(2) . ?
C4 C9 1.398(2) . ?
C4 C16 1.403(2) . ?
C5 C7 1.390(2) . ?
C5 C18 1.397(2) . ?
C6 C10 1.525(2) . ?
C6 C14 1.536(2) . ?
C7 C17 1.395(2) . ?
C8 C20 1.515(2) . ?
C9 C13 1.380(2) . ?
C11 C15 1.398(2) . ?
C11 C18 1.387(2) . ?
C12 C16 1.385(2) . ?
C15 C17 1.383(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C6 92.47(7) . . ?
C7 O3 C19 118.00(13) . . ?
C2 N1 C4 127.68(13) . . ?
O4 N2 C3 118.32(13) . . ?
O5 N2 O4 123.41(14) . . ?
O5 N2 C3 118.26(13) . . ?
C1 N3 C8 120.59(12) . . ?
C10 N3 C1 117.20(13) . . ?
C10 N3 C8 122.17(12) . . ?
C1 N4 C11 117.13(14) . . ?
N3 C1 S1 110.65(11) . . ?
N4 C1 S1 127.81(12) . . ?
N4 C1 N3 121.53(14) . . ?
O2 C2 N1 124.26(14) . . ?
O2 C2 C14 122.25(14) . . ?
N1 C2 C14 113.49(13) . . ?
C12 C3 N2 119.97(14) . . ?
C12 C3 C13 121.73(15) . . ?
C13 C3 N2 118.28(13) . . ?
C9 C4 N1 122.80(14) . . ?
C9 C4 C16 119.74(14) . . ?
C16 C4 N1 117.43(13) . . ?
C7 C5 C18 119.33(15) . . ?
C10 C6 S1 106.24(10) . . ?
C10 C6 C14 108.26(12) . . ?
C14 C6 S1 112.78(11) . . ?
O3 C7 C5 125.09(15) . . ?
O3 C7 C17 115.09(14) . . ?
C5 C7 C17 119.81(15) . . ?
N3 C8 C20 111.12(13) . . ?
C13 C9 C4 119.56(14) . . ?
O1 C10 N3 124.04(14) . . ?
O1 C10 C6 123.01(14) . . ?
N3 C10 C6 112.85(12) . . ?
C15 C11 N4 120.33(15) . . ?
C18 C11 N4 120.16(14) . . ?
C18 C11 C15 119.44(14) . . ?
C16 C12 C3 118.41(14) . . ?
C9 C13 C3 119.84(14) . . ?
C2 C14 C6 111.51(12) . . ?
C17 C15 C11 119.84(15) . . ?
C12 C16 C4 120.73(14) . . ?
C15 C17 C7 120.67(15) . . ?
C11 C18 C5 120.87(15) . . ?

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 C6 C10 O1 176.44(12) . . . . ?
S1 C6 C10 N3 -7.02(15) . . . . ?
S1 C6 C14 C2 -48.32(16) . . . . ?
O2 C2 C14 C6 -24.6(2) . . . . ?
O3 C7 C17 C15 179.60(15) . . . . ?
O4 N2 C3 C12 170.04(14) . . . . ?
O4 N2 C3 C13 -11.7(2) . . . . ?
O5 N2 C3 C12 -10.5(2) . . . . ?
O5 N2 C3 C13 167.76(14) . . . . ?
N1 C2 C14 C6 155.58(13) . . . . ?
N1 C4 C9 C13 178.32(14) . . . . ?
N1 C4 C16 C12 -178.44(14) . . . . ?
N2 C3 C12 C16 178.65(13) . . . . ?
N2 C3 C13 C9 -178.68(14) . . . . ?
N4 C11 C15 C17 177.18(15) . . . . ?
N4 C11 C18 C5 -178.61(15) . . . . ?
C1 S1 C6 C10 7.05(11) . . . . ?
C1 S1 C6 C14 -111.38(12) . . . . ?
C1 N3 C8 C20 93.16(17) . . . . ?
C1 N3 C10 O1 179.59(14) . . . . ?
C1 N3 C10 C6 3.09(18) . . . . ?
C1 N4 C11 C15 77.51(19) . . . . ?
C1 N4 C11 C18 -105.41(18) . . . . ?
C2 N1 C4 C9 11.3(2) . . . . ?
C2 N1 C4 C16 -170.94(14) . . . . ?
C3 C12 C16 C4 0.1(2) . . . . ?
C4 N1 C2 O2 1.5(2) . . . . ?
C4 N1 C2 C14 -178.72(14) . . . . ?
C4 C9 C13 C3 -0.1(2) . . . . ?
C5 C7 C17 C15 -1.6(2) . . . . ?
C6 S1 C1 N3 -5.82(11) . . . . ?
C6 S1 C1 N4 173.36(15) . . . . ?
C7 C5 C18 C11 1.4(2) . . . . ?
C8 N3 C1 S1 -179.88(11) . . . . ?
C8 N3 C1 N4 0.9(2) . . . . ?
C8 N3 C10 O1 2.1(2) . . . . ?
C8 N3 C10 C6 -174.35(13) . . . . ?
C9 C4 C16 C12 -0.6(2) . . . . ?
C10 N3 C1 S1 2.63(16) . . . . ?
C10 N3 C1 N4 -176.61(14) . . . . ?
C10 N3 C8 C20 -89.48(17) . . . . ?
C10 C6 C14 C2 -165.57(13) . . . . ?
C11 N4 C1 S1 0.1(2) . . . . ?
C11 N4 C1 N3 179.23(13) . . . . ?
C11 C15 C17 C7 1.5(2) . . . . ?
C12 C3 C13 C9 -0.4(2) . . . . ?
C13 C3 C12 C16 0.4(2) . . . . ?
C14 C6 C10 O1 -62.18(19) . . . . ?
C14 C6 C10 N3 114.36(14) . . . . ?
C15 C11 C18 C5 -1.5(2) . . . . ?
C16 C4 C9 C13 0.6(2) . . . . ?
C18 C5 C7 O3 178.85(15) . . . . ?
C18 C5 C7 C17 0.2(2) . . . . ?
C18 C11 C15 C17 0.1(2) . . . . ?
C19 O3 C7 C5 0.3(2) . . . . ?
C19 O3 C7 C17 179.09(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_database_code_depnum_ccdc_archive 'CCDC 993721'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shilgin_obr2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H21 N3 O2 S'
_chemical_formula_weight         367.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   5.30469(13)
_cell_length_b                   12.5053(3)
_cell_length_c                   14.6627(3)
_cell_angle_alpha                71.1056(19)
_cell_angle_beta                 83.1820(19)
_cell_angle_gamma                86.6139(18)
_cell_volume                     913.53(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11535
_cell_measurement_theta_min      3.2009
_cell_measurement_theta_max      76.5893

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             388
_exptl_absorpt_coefficient_mu    1.731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.71274
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18386
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0183
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.20
_diffrn_reflns_theta_max         71.00
_reflns_number_total             3539
_reflns_number_gt                3339
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0364P)²+1.1562P] 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         3539
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0939
_refine_ls_wR_factor_gt          0.0925
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_restrained_S_all      0.932
_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
S1 S 0.60081(8) 0.24573(3) 0.29891(3) 0.02015(11) Uani 1 1 d . . .
O18 O 0.4524(2) 0.28293(10) 0.49184(9) 0.0252(3) Uani 1 1 d . . .
O15 O 0.2824(2) -0.04557(10) 0.39489(9) 0.0273(3) Uani 1 1 d . . .
N3 N 0.5216(3) 0.06112(11) 0.25943(10) 0.0206(3) Uani 1 1 d . . .
N20 N 0.0294(3) 0.27330(12) 0.54651(10) 0.0219(3) Uani 1 1 d . . .
H20 H -0.1069 0.2396 0.5459 0.026 Uiso 1 1 calc R . .
N6 N 0.7429(3) 0.19673(12) 0.13054(10) 0.0209(3) Uani 1 1 d . . .
C5 C 0.4415(3) 0.13105(14) 0.39479(12) 0.0210(3) Uani 1 1 d . . .
H5 H 0.5555 0.1008 0.4456 0.025 Uiso 1 1 calc R . .
C2 C 0.6372(3) 0.16726(13) 0.21596(12) 0.0190(3) Uani 1 1 d . . .
C22 C 0.1868(3) 0.43041(14) 0.58968(12) 0.0234(4) Uani 1 1 d . . .
H22 H 0.3328 0.4349 0.5468 0.028 Uiso 1 1 calc R . .
C7 C 0.8560(3) 0.30962(14) 0.09174(12) 0.0218(3) Uani 1 1 d . . .
H7 H 0.7622 0.3605 0.1230 0.026 Uiso 1 1 calc R . .
C16 C 0.1927(3) 0.16716(15) 0.44074(12) 0.0238(4) Uani 1 1 d . . .
H16A H 0.1068 0.1009 0.4849 0.029 Uiso 1 1 calc R . .
H16B H 0.0834 0.2044 0.3906 0.029 Uiso 1 1 calc R . .
C9 C 0.5319(3) -0.02097(13) 0.20869(12) 0.0203(3) Uani 1 1 d . . .
C13 C 0.3694(4) -0.09543(15) 0.09711(13) 0.0261(4) Uani 1 1 d . . .
H13 H 0.2515 -0.0932 0.0543 0.031 Uiso 1 1 calc R . .
C4 C 0.4029(3) 0.03900(14) 0.35114(12) 0.0216(3) Uani 1 1 d . . .
C14 C 0.3529(3) -0.01652(14) 0.14626(12) 0.0235(4) Uani 1 1 d . . .
H14 H 0.2236 0.0383 0.1372 0.028 Uiso 1 1 calc R . .
C21 C 0.0065(3) 0.34961(14) 0.60070(12) 0.0203(3) Uani 1 1 d . . .
C10 C 0.7231(3) -0.10324(15) 0.22501(12) 0.0238(4) Uani 1 1 d . . .
H10 H 0.8406 -0.1056 0.2679 0.029 Uiso 1 1 calc R . .
C23 C 0.1466(3) 0.50437(14) 0.64341(13) 0.0256(4) Uani 1 1 d . . .
H23 H 0.2669 0.5585 0.6363 0.031 Uiso 1 1 calc R . .
C25 C -0.2490(3) 0.41810(15) 0.71793(13) 0.0262(4) Uani 1 1 d . . .
H25 H -0.3952 0.4141 0.7607 0.031 Uiso 1 1 calc R . .
C8 C 0.8365(4) 0.35492(16) -0.01668(13) 0.0293(4) Uani 1 1 d . . .
H8A H 0.9093 0.3005 -0.0463 0.044 Uiso 1 1 calc R . .
H8B H 0.9267 0.4243 -0.0441 0.044 Uiso 1 1 calc R . .
H8C H 0.6612 0.3685 -0.0281 0.044 Uiso 1 1 calc R . .
C26 C -0.2115(3) 0.34327(15) 0.66500(12) 0.0237(4) Uani 1 1 d . . .
H26 H -0.3318 0.2891 0.6725 0.028 Uiso 1 1 calc R . .
C17 C 0.2400(3) 0.24729(13) 0.49574(12) 0.0207(3) Uani 1 1 d . . .
C11 C 0.7365(3) -0.18233(15) 0.17615(13) 0.0268(4) Uani 1 1 d . . .
H11 H 0.8628 -0.2385 0.1866 0.032 Uiso 1 1 calc R . .
C24 C -0.0700(4) 0.49868(15) 0.70742(13) 0.0264(4) Uani 1 1 d . . .
H24 H -0.0952 0.5486 0.7431 0.032 Uiso 1 1 calc R . .
C12 C 0.5613(4) -0.17716(15) 0.11194(13) 0.0264(4) Uani 1 1 d . . .
H12 H 0.5727 -0.2292 0.0784 0.032 Uiso 1 1 calc R . .
C19 C 1.1313(3) 0.29932(15) 0.11387(14) 0.0267(4) Uani 1 1 d . . .
H19A H 1.1374 0.2712 0.1828 0.040 Uiso 1 1 calc R . .
H19B H 1.2074 0.3722 0.0881 0.040 Uiso 1 1 calc R . .
H19C H 1.2226 0.2480 0.0847 0.040 Uiso 1 1 calc R . .


_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 C2 1.7817(16) . ?
S1 C5 1.8173(16) . ?
O18 C17 1.224(2) . ?
O15 C4 1.217(2) . ?
N3 C4 1.364(2) . ?
N3 C2 1.414(2) . ?
N3 C9 1.445(2) . ?
N20 C17 1.351(2) . ?
N20 C21 1.418(2) . ?
N20 H20 0.8600 . ?
N6 C2 1.256(2) . ?
N6 C7 1.475(2) . ?
C5 C4 1.521(2) . ?
C5 C16 1.522(2) . ?
C5 H5 0.9800 . ?
C22 C23 1.389(2) . ?
C22 C21 1.391(2) . ?
C22 H22 0.9300 . ?
C7 C8 1.519(2) . ?
C7 C19 1.522(2) . ?
C7 H7 0.9800 . ?
C16 C17 1.523(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C9 C14 1.382(2) . ?
C9 C10 1.385(2) . ?
C13 C12 1.384(3) . ?
C13 C14 1.391(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C21 C26 1.392(2) . ?
C10 C11 1.391(2) . ?
C10 H10 0.9300 . ?
C23 C24 1.385(3) . ?
C23 H23 0.9300 . ?
C25 C24 1.385(3) . ?
C25 C26 1.389(2) . ?
C25 H25 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C26 H26 0.9300 . ?
C11 C12 1.384(3) . ?
C11 H11 0.9300 . ?
C24 H24 0.9300 . ?
C12 H12 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 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
C2 S1 C5 92.85(7) . . ?
C4 N3 C2 117.46(13) . . ?
C4 N3 C9 121.49(13) . . ?
C2 N3 C9 121.04(13) . . ?
C17 N20 C21 127.62(14) . . ?
C17 N20 H20 116.2 . . ?
C21 N20 H20 116.2 . . ?
C2 N6 C7 117.71(14) . . ?
C4 C5 C16 111.73(14) . . ?
C4 C5 S1 106.87(11) . . ?
C16 C5 S1 113.65(12) . . ?
C4 C5 H5 108.1 . . ?
C16 C5 H5 108.1 . . ?
S1 C5 H5 108.1 . . ?
N6 C2 N3 121.98(14) . . ?
N6 C2 S1 128.23(13) . . ?
N3 C2 S1 109.78(11) . . ?
C23 C22 C21 119.30(16) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
N6 C7 C8 108.64(13) . . ?
N6 C7 C19 108.79(14) . . ?
C8 C7 C19 111.41(15) . . ?
N6 C7 H7 109.3 . . ?
C8 C7 H7 109.3 . . ?
C19 C7 H7 109.3 . . ?
C5 C16 C17 110.81(14) . . ?
C5 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C5 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C14 C9 C10 121.70(15) . . ?
C14 C9 N3 120.00(15) . . ?
C10 C9 N3 118.30(15) . . ?
C12 C13 C14 119.92(17) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
O15 C4 N3 124.47(15) . . ?
O15 C4 C5 122.96(15) . . ?
N3 C4 C5 112.56(14) . . ?
C9 C14 C13 118.88(16) . . ?
C9 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C22 C21 C26 120.10(15) . . ?
C22 C21 N20 122.83(15) . . ?
C26 C21 N20 117.04(15) . . ?
C9 C10 C11 118.94(16) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C24 C23 C22 120.93(16) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C24 C25 C26 120.37(16) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C25 C26 C21 119.83(16) . . ?
C25 C26 H26 120.1 . . ?
C21 C26 H26 120.1 . . ?
O18 C17 N20 125.30(15) . . ?
O18 C17 C16 121.02(15) . . ?
N20 C17 C16 113.68(14) . . ?
C12 C11 C10 119.80(17) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C23 C24 C25 119.46(16) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C11 C12 C13 120.73(16) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C7 C19 H19A 109.5 . . ?
C7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C7 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
C2 S1 C5 C4 -5.47(12) . . . . ?
C2 S1 C5 C16 -129.20(13) . . . . ?
C7 N6 C2 N3 179.51(14) . . . . ?
C7 N6 C2 S1 0.7(2) . . . . ?
C4 N3 C2 N6 -177.38(16) . . . . ?
C9 N3 C2 N6 3.3(2) . . . . ?
C4 N3 C2 S1 1.60(18) . . . . ?
C9 N3 C2 S1 -177.74(12) . . . . ?
C5 S1 C2 N6 -178.52(16) . . . . ?
C5 S1 C2 N3 2.58(12) . . . . ?
C2 N6 C7 C8 -148.50(16) . . . . ?
C2 N6 C7 C19 90.06(18) . . . . ?
C4 C5 C16 C17 172.29(14) . . . . ?
S1 C5 C16 C17 -66.67(16) . . . . ?
C4 N3 C9 C14 94.9(2) . . . . ?
C2 N3 C9 C14 -85.8(2) . . . . ?
C4 N3 C9 C10 -84.7(2) . . . . ?
C2 N3 C9 C10 94.63(19) . . . . ?
C2 N3 C4 O15 175.19(16) . . . . ?
C9 N3 C4 O15 -5.5(3) . . . . ?
C2 N3 C4 C5 -6.0(2) . . . . ?
C9 N3 C4 C5 173.29(14) . . . . ?
C16 C5 C4 O15 -48.9(2) . . . . ?
S1 C5 C4 O15 -173.83(14) . . . . ?
C16 C5 C4 N3 132.28(15) . . . . ?
S1 C5 C4 N3 7.38(17) . . . . ?
C10 C9 C14 C13 -1.4(2) . . . . ?
N3 C9 C14 C13 178.99(14) . . . . ?
C12 C13 C14 C9 0.6(2) . . . . ?
C23 C22 C21 C26 0.0(3) . . . . ?
C23 C22 C21 N20 178.03(16) . . . . ?
C17 N20 C21 C22 16.6(3) . . . . ?
C17 N20 C21 C26 -165.28(16) . . . . ?
C14 C9 C10 C11 0.9(3) . . . . ?
N3 C9 C10 C11 -179.54(14) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C24 C25 C26 C21 -0.3(3) . . . . ?
C22 C21 C26 C25 0.2(3) . . . . ?
N20 C21 C26 C25 -177.96(16) . . . . ?
C21 N20 C17 O18 3.4(3) . . . . ?
C21 N20 C17 C16 -176.38(15) . . . . ?
C5 C16 C17 O18 6.7(2) . . . . ?
C5 C16 C17 N20 -173.56(14) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C22 C23 C24 C25 0.0(3) . . . . ?
C26 C25 C24 C23 0.2(3) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
C14 C13 C12 C11 0.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        71.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 993722'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_sig2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H21 N3 O2 S'
_chemical_formula_weight         367.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a'

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

_cell_length_a                   18.7677(8)
_cell_length_b                   11.1216(4)
_cell_length_c                   35.516(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7413.1(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3326
_cell_measurement_theta_min      3.4236
_cell_measurement_theta_max      76.5824

_exptl_crystal_description       lamina
_exptl_crystal_colour            'transparent white'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3104
_exptl_absorpt_coefficient_mu    1.707
_exptl_absorpt_correction_T_min  0.20518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_reflns_number            23028
_diffrn_reflns_av_R_equivalents  0.1166
_diffrn_reflns_av_sigmaI/netI    0.0817
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.43
_diffrn_reflns_theta_max         62.50
_reflns_number_total             5893
_reflns_number_gt                3927
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_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)+(0.1019P)²+7.6511P] 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         5893
_refine_ls_number_parameters     473
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.2140
_refine_ls_wR_factor_gt          0.1812
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.40830(6) 0.39203(11) 0.08060(4) 0.0434(3) Uani 1 1 d . . .
C2 C 0.4201(2) 0.4651(4) 0.12422(14) 0.0373(11) Uani 1 1 d . . .
N3 N 0.48515(18) 0.5282(3) 0.12525(11) 0.0376(9) Uani 1 1 d . . .
C4 C 0.5284(2) 0.5113(4) 0.09480(13) 0.0384(11) Uani 1 1 d . . .
C5 C 0.4954(2) 0.4403(4) 0.06365(14) 0.0387(11) Uani 1 1 d . . .
H5 H 0.4883 0.4937 0.0420 0.046 Uiso 1 1 calc R . .
N6 N 0.3787(2) 0.4639(3) 0.15248(12) 0.0443(10) Uani 1 1 d . . .
C7 C 0.3143(2) 0.3946(4) 0.15012(14) 0.0429(12) Uani 1 1 d . . .
C8 C 0.3093(3) 0.2925(5) 0.17244(16) 0.0561(14) Uani 1 1 d . . .
H8 H 0.3474 0.2689 0.1874 0.067 Uiso 1 1 calc R . .
C9 C 0.2475(3) 0.2271(5) 0.17206(18) 0.0644(16) Uani 1 1 d . . .
H9 H 0.2442 0.1580 0.1867 0.077 Uiso 1 1 calc R . .
C10 C 0.1897(3) 0.2619(5) 0.15028(18) 0.0622(16) Uani 1 1 d . . .
H10 H 0.1479 0.2171 0.1504 0.075 Uiso 1 1 calc R . .
C11 C 0.1953(3) 0.3640(5) 0.12845(18) 0.0603(15) Uani 1 1 d . . .
H11 H 0.1569 0.3880 0.1137 0.072 Uiso 1 1 calc R . .
C12 C 0.2573(3) 0.4311(4) 0.12819(16) 0.0535(14) Uani 1 1 d . . .
H12 H 0.2606 0.5000 0.1135 0.064 Uiso 1 1 calc R . .
C13 C 0.5071(2) 0.5965(4) 0.15953(14) 0.0415(11) Uani 1 1 d . . .
H13 H 0.4666 0.5960 0.1770 0.050 Uiso 1 1 calc R . .
C14 C 0.5686(3) 0.5355(4) 0.17918(15) 0.0511(13) Uani 1 1 d . . .
H14D H 0.5575 0.4522 0.1831 0.077 Uiso 1 1 calc R . .
H14E H 0.5769 0.5736 0.2030 0.077 Uiso 1 1 calc R . .
H14F H 0.6107 0.5420 0.1639 0.077 Uiso 1 1 calc R . .
O15 O 0.58979(15) 0.5497(3) 0.09331(9) 0.0444(8) Uani 1 1 d . . .
C16 C 0.5411(2) 0.3358(4) 0.05131(13) 0.0356(10) Uani 1 1 d . . .
H16C H 0.5398 0.2738 0.0705 0.043 Uiso 1 1 calc R . .
H16D H 0.5901 0.3625 0.0488 0.043 Uiso 1 1 calc R . .
C17 C 0.5161(2) 0.2829(4) 0.01400(13) 0.0355(10) Uani 1 1 d . . .
O18 O 0.46833(16) 0.3304(3) -0.00428(9) 0.0432(8) Uani 1 1 d . . .
C19 C 0.5222(3) 0.7270(4) 0.14939(16) 0.0507(13) Uani 1 1 d . . .
H19D H 0.5638 0.7310 0.1337 0.076 Uiso 1 1 calc R . .
H19E H 0.5302 0.7724 0.1720 0.076 Uiso 1 1 calc R . .
H19F H 0.4822 0.7598 0.1361 0.076 Uiso 1 1 calc R . .
N20 N 0.55162(19) 0.1826(3) 0.00366(10) 0.0386(9) Uani 1 1 d . . .
H20 H 0.5840 0.1586 0.0191 0.046 Uiso 1 1 calc R . .
C21 C 0.5429(2) 0.1120(4) -0.02877(12) 0.0347(10) Uani 1 1 d . . .
C22 C 0.4849(2) 0.1210(4) -0.05308(14) 0.0413(11) Uani 1 1 d . . .
H22 H 0.4504 0.1796 -0.0491 0.050 Uiso 1 1 calc R . .
C23 C 0.4787(3) 0.0431(4) -0.08305(14) 0.0454(12) Uani 1 1 d . . .
H23 H 0.4395 0.0492 -0.0990 0.054 Uiso 1 1 calc R . .
C24 C 0.5298(3) -0.0440(4) -0.08989(14) 0.0443(12) Uani 1 1 d . . .
H24 H 0.5253 -0.0959 -0.1103 0.053 Uiso 1 1 calc R . .
C25 C 0.5880(3) -0.0527(5) -0.06571(15) 0.0483(12) Uani 1 1 d . . .
H25 H 0.6227 -0.1109 -0.0699 0.058 Uiso 1 1 calc R . .
C26 C 0.5943(3) 0.0253(4) -0.03554(14) 0.0432(11) Uani 1 1 d . . .
H26 H 0.6335 0.0194 -0.0196 0.052 Uiso 1 1 calc R . .
S1A S 0.61867(6) 0.19165(10) 0.13971(3) 0.0419(3) Uani 1 1 d . . .
C2A C 0.6413(2) 0.2310(4) 0.18677(15) 0.0442(12) Uani 1 1 d . . .
N3A N 0.7011(2) 0.3055(4) 0.18715(12) 0.0468(10) Uani 1 1 d . . .
C4A C 0.7282(3) 0.3398(4) 0.15281(15) 0.0446(12) Uani 1 1 d . . .
C5A C 0.6956(2) 0.2692(4) 0.12045(15) 0.0435(12) Uani 1 1 d . . .
H5A H 0.6800 0.3251 0.1008 0.052 Uiso 1 1 calc R . .
N6A N 0.6120(2) 0.1964(4) 0.21734(12) 0.0473(10) Uani 1 1 d . . .
C7A C 0.5539(3) 0.1130(4) 0.21654(15) 0.0478(12) Uani 1 1 d . . .
C8A C 0.5584(3) 0.0129(5) 0.23983(16) 0.0558(14) Uani 1 1 d . . .
H8A H 0.5973 0.0033 0.2558 0.067 Uiso 1 1 calc R . .
C9A C 0.5051(3) -0.0722(5) 0.23930(19) 0.0668(16) Uani 1 1 d . . .
H9A H 0.5095 -0.1409 0.2541 0.080 Uiso 1 1 calc R . .
C10A C 0.4458(3) -0.0570(5) 0.21732(18) 0.0625(16) Uani 1 1 d . . .
H10A H 0.4104 -0.1156 0.2170 0.075 Uiso 1 1 calc R . .
C11A C 0.4387(3) 0.0441(5) 0.19593(17) 0.0586(15) Uani 1 1 d . . .
H11A H 0.3977 0.0556 0.1817 0.070 Uiso 1 1 calc R . .
C12A C 0.4929(3) 0.1312(5) 0.19526(16) 0.0532(13) Uani 1 1 d . . .
H12A H 0.4879 0.2002 0.1807 0.064 Uiso 1 1 calc R . .
C13A C 0.7386(3) 0.3342(5) 0.22350(16) 0.0521(13) Uani 1 1 d . . .
H13A H 0.7141 0.2896 0.2435 0.063 Uiso 1 1 calc R . .
C14A C 0.8141(3) 0.2873(5) 0.22177(17) 0.0594(15) Uani 1 1 d . . .
H14A H 0.8136 0.2050 0.2136 0.089 Uiso 1 1 calc R . .
H14B H 0.8354 0.2924 0.2463 0.089 Uiso 1 1 calc R . .
H14C H 0.8412 0.3348 0.2043 0.089 Uiso 1 1 calc R . .
O15A O 0.77542(18) 0.4118(3) 0.14789(11) 0.0559(10) Uani 1 1 d . . .
C16A C 0.7513(2) 0.1840(4) 0.10439(13) 0.0397(11) Uani 1 1 d . . .
H16A H 0.7930 0.2302 0.0973 0.048 Uiso 1 1 calc R . .
H16B H 0.7655 0.1279 0.1239 0.048 Uiso 1 1 calc R . .
C17A C 0.7257(2) 0.1134(4) 0.07034(13) 0.0380(10) Uani 1 1 d . . .
O18A O 0.66331(15) 0.1201(3) 0.05915(9) 0.0436(8) Uani 1 1 d . . .
C19A C 0.7337(3) 0.4658(5) 0.23343(18) 0.0636(16) Uani 1 1 d . . .
H19A H 0.7576 0.5125 0.2145 0.095 Uiso 1 1 calc R . .
H19B H 0.7559 0.4794 0.2574 0.095 Uiso 1 1 calc R . .
H19C H 0.6846 0.4893 0.2347 0.095 Uiso 1 1 calc R . .
N20A N 0.77632(18) 0.0427(3) 0.05512(11) 0.0390(9) Uani 1 1 d . . .
H20A H 0.8188 0.0497 0.0640 0.047 Uiso 1 1 calc R . .
C21A C 0.7661(2) -0.0424(4) 0.02576(14) 0.0404(11) Uani 1 1 d . . .
C22A C 0.7088(2) -0.1210(4) 0.02662(15) 0.0447(12) Uani 1 1 d . . .
H22A H 0.6749 -0.1145 0.0456 0.054 Uiso 1 1 calc R . .
C23A C 0.7018(2) -0.2095(4) -0.00086(16) 0.0484(13) Uani 1 1 d . . .
H23A H 0.6632 -0.2617 -0.0003 0.058 Uiso 1 1 calc R . .
C24A C 0.7523(3) -0.2200(4) -0.02902(15) 0.0478(12) Uani 1 1 d . . .
H24A H 0.7481 -0.2800 -0.0471 0.057 Uiso 1 1 calc R . .
C25A C 0.8096(3) -0.1399(4) -0.03014(15) 0.0483(12) Uani 1 1 d . . .
H25A H 0.8434 -0.1458 -0.0492 0.058 Uiso 1 1 calc R . .
C26A C 0.8162(2) -0.0517(4) -0.00279(14) 0.0426(12) Uani 1 1 d . . .
H26A H 0.8544 0.0015 -0.0036 0.051 Uiso 1 1 calc R . .


_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 C2 1.763(5) . ?
S1 C5 1.823(4) . ?
C2 N6 1.270(6) . ?
C2 N3 1.408(5) . ?
N3 C4 1.365(6) . ?
N3 C13 1.492(6) . ?
C4 O15 1.230(5) . ?
C4 C5 1.493(6) . ?
C5 C16 1.510(6) . ?
C5 H5 0.9800 . ?
N6 C7 1.436(6) . ?
C7 C12 1.384(7) . ?
C7 C8 1.388(7) . ?
C8 C9 1.369(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.379(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.382(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.510(7) . ?
C13 C19 1.523(6) . ?
C13 H13 0.9800 . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C16 C17 1.524(6) . ?
C16 H16C 0.9700 . ?
C16 H16D 0.9700 . ?
C17 O18 1.227(5) . ?
C17 N20 1.350(6) . ?
C19 H19D 0.9600 . ?
C19 H19E 0.9600 . ?
C19 H19F 0.9600 . ?
N20 C21 1.403(6) . ?
N20 H20 0.8600 . ?
C21 C26 1.384(6) . ?
C21 C22 1.393(6) . ?
C22 C23 1.377(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.384(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.393(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.383(7) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
S1A C2A 1.779(5) . ?
S1A C5A 1.816(5) . ?
C2A N6A 1.277(6) . ?
C2A N3A 1.395(6) . ?
N3A C4A 1.375(7) . ?
N3A C13A 1.505(6) . ?
C4A O15A 1.208(6) . ?
C4A C5A 1.520(7) . ?
C5A C16A 1.522(6) . ?
C5A H5A 0.9800 . ?
N6A C7A 1.430(6) . ?
C7A C12A 1.387(7) . ?
C7A C8A 1.390(7) . ?
C8A C9A 1.376(8) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.371(9) . ?
C9A H9A 0.9300 . ?
C10A C11A 1.364(8) . ?
C10A H10A 0.9300 . ?
C11A C12A 1.405(7) . ?
C11A H11A 0.9300 . ?
C12A H12A 0.9300 . ?
C13A C19A 1.508(7) . ?
C13A C14A 1.510(7) . ?
C13A H13A 0.9800 . ?
C14A H14A 0.9600 . ?
C14A H14B 0.9600 . ?
C14A H14C 0.9600 . ?
C16A C17A 1.519(6) . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C17A O18A 1.239(5) . ?
C17A N20A 1.346(6) . ?
C19A H19A 0.9600 . ?
C19A H19B 0.9600 . ?
C19A H19C 0.9600 . ?
N20A C21A 1.421(6) . ?
N20A H20A 0.8600 . ?
C21A C22A 1.387(6) . ?
C21A C26A 1.386(7) . ?
C22A C23A 1.393(7) . ?
C22A H22A 0.9300 . ?
C23A C24A 1.383(7) . ?
C23A H23A 0.9300 . ?
C24A C25A 1.397(7) . ?
C24A H24A 0.9300 . ?
C25A C26A 1.386(7) . ?
C25A H25A 0.9300 . ?
C26A H26A 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
C2 S1 C5 92.4(2) . . ?
N6 C2 N3 121.0(4) . . ?
N6 C2 S1 127.7(4) . . ?
N3 C2 S1 111.2(3) . . ?
C4 N3 C2 115.2(4) . . ?
C4 N3 C13 123.5(4) . . ?
C2 N3 C13 120.9(4) . . ?
O15 C4 N3 122.9(4) . . ?
O15 C4 C5 122.7(4) . . ?
N3 C4 C5 114.4(4) . . ?
C4 C5 C16 112.8(4) . . ?
C4 C5 S1 106.4(3) . . ?
C16 C5 S1 112.2(3) . . ?
C4 C5 H5 108.4 . . ?
C16 C5 H5 108.4 . . ?
S1 C5 H5 108.4 . . ?
C2 N6 C7 118.4(4) . . ?
C12 C7 C8 120.6(5) . . ?
C12 C7 N6 121.7(4) . . ?
C8 C7 N6 117.6(5) . . ?
C9 C8 C7 119.1(5) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 121.3(5) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C11 C10 C9 119.0(5) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 120.8(5) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C7 119.2(5) . . ?
C11 C12 H12 120.4 . . ?
C7 C12 H12 120.4 . . ?
N3 C13 C14 111.1(4) . . ?
N3 C13 C19 110.1(4) . . ?
C14 C13 C19 113.2(4) . . ?
N3 C13 H13 107.4 . . ?
C14 C13 H13 107.4 . . ?
C19 C13 H13 107.4 . . ?
C13 C14 H14D 109.5 . . ?
C13 C14 H14E 109.5 . . ?
H14D C14 H14E 109.5 . . ?
C13 C14 H14F 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C5 C16 C17 112.0(4) . . ?
C5 C16 H16C 109.2 . . ?
C17 C16 H16C 109.2 . . ?
C5 C16 H16D 109.2 . . ?
C17 C16 H16D 109.2 . . ?
H16C C16 H16D 107.9 . . ?
O18 C17 N20 124.9(4) . . ?
O18 C17 C16 121.2(4) . . ?
N20 C17 C16 113.8(4) . . ?
C13 C19 H19D 109.5 . . ?
C13 C19 H19E 109.5 . . ?
H19D C19 H19E 109.5 . . ?
C13 C19 H19F 109.5 . . ?
H19D C19 H19F 109.5 . . ?
H19E C19 H19F 109.5 . . ?
C17 N20 C21 128.9(4) . . ?
C17 N20 H20 115.5 . . ?
C21 N20 H20 115.5 . . ?
C26 C21 C22 119.1(4) . . ?
C26 C21 N20 116.8(4) . . ?
C22 C21 N20 124.0(4) . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 121.1(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C25 118.9(5) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 H24 120.6 . . ?
C26 C25 C24 120.1(5) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C21 C26 C25 120.8(4) . . ?
C21 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C2A S1A C5A 92.7(2) . . ?
N6A C2A N3A 121.2(5) . . ?
N6A C2A S1A 128.4(4) . . ?
N3A C2A S1A 110.3(4) . . ?
C4A N3A C2A 116.9(4) . . ?
C4A N3A C13A 122.0(4) . . ?
C2A N3A C13A 120.7(4) . . ?
O15A C4A N3A 125.7(5) . . ?
O15A C4A C5A 121.9(5) . . ?
N3A C4A C5A 112.3(4) . . ?
C4A C5A C16A 109.2(4) . . ?
C4A C5A S1A 106.3(4) . . ?
C16A C5A S1A 113.1(3) . . ?
C4A C5A H5A 109.4 . . ?
C16A C5A H5A 109.4 . . ?
S1A C5A H5A 109.4 . . ?
C2A N6A C7A 120.5(4) . . ?
C12A C7A C8A 119.4(5) . . ?
C12A C7A N6A 123.0(5) . . ?
C8A C7A N6A 117.5(5) . . ?
C9A C8A C7A 119.9(6) . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C10A C9A C8A 120.9(6) . . ?
C10A C9A H9A 119.6 . . ?
C8A C9A H9A 119.6 . . ?
C11A C10A C9A 119.8(5) . . ?
C11A C10A H10A 120.1 . . ?
C9A C10A H10A 120.1 . . ?
C10A C11A C12A 120.5(6) . . ?
C10A C11A H11A 119.7 . . ?
C12A C11A H11A 119.7 . . ?
C7A C12A C11A 119.2(5) . . ?
C7A C12A H12A 120.4 . . ?
C11A C12A H12A 120.4 . . ?
N3A C13A C19A 112.2(4) . . ?
N3A C13A C14A 109.3(4) . . ?
C19A C13A C14A 113.7(4) . . ?
N3A C13A H13A 107.1 . . ?
C19A C13A H13A 107.1 . . ?
C14A C13A H13A 107.1 . . ?
C13A C14A H14A 109.5 . . ?
C13A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C13A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C17A C16A C5A 113.8(4) . . ?
C17A C16A H16A 108.8 . . ?
C5A C16A H16A 108.8 . . ?
C17A C16A H16B 108.8 . . ?
C5A C16A H16B 108.8 . . ?
H16A C16A H16B 107.7 . . ?
O18A C17A N20A 124.9(4) . . ?
O18A C17A C16A 121.5(4) . . ?
N20A C17A C16A 113.5(4) . . ?
C13A C19A H19A 109.5 . . ?
C13A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C13A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C17A N20A C21A 126.1(4) . . ?
C17A N20A H20A 117.0 . . ?
C21A N20A H20A 117.0 . . ?
C22A C21A C26A 119.7(4) . . ?
C22A C21A N20A 120.5(4) . . ?
C26A C21A N20A 119.7(4) . . ?
C21A C22A C23A 120.2(5) . . ?
C21A C22A H22A 119.9 . . ?
C23A C22A H22A 119.9 . . ?
C24A C23A C22A 120.2(4) . . ?
C24A C23A H23A 119.9 . . ?
C22A C23A H23A 119.9 . . ?
C23A C24A C25A 119.6(5) . . ?
C23A C24A H24A 120.2 . . ?
C25A C24A H24A 120.2 . . ?
C26A C25A C24A 120.0(5) . . ?
C26A C25A H25A 120.0 . . ?
C24A C25A H25A 120.0 . . ?
C25A C26A C21A 120.3(4) . . ?
C25A C26A H26A 119.8 . . ?
C21A C26A H26A 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 S1 C2 N6 -176.1(4) . . . . ?
C5 S1 C2 N3 2.9(3) . . . . ?
N6 C2 N3 C4 172.9(4) . . . . ?
S1 C2 N3 C4 -6.1(5) . . . . ?
N6 C2 N3 C13 -0.5(6) . . . . ?
S1 C2 N3 C13 -179.5(3) . . . . ?
C2 N3 C4 O15 -172.1(4) . . . . ?
C13 N3 C4 O15 1.1(7) . . . . ?
C2 N3 C4 C5 6.8(5) . . . . ?
C13 N3 C4 C5 -179.9(4) . . . . ?
O15 C4 C5 C16 51.2(6) . . . . ?
N3 C4 C5 C16 -127.7(4) . . . . ?
O15 C4 C5 S1 174.7(4) . . . . ?
N3 C4 C5 S1 -4.2(5) . . . . ?
C2 S1 C5 C4 0.6(3) . . . . ?
C2 S1 C5 C16 124.4(3) . . . . ?
N3 C2 N6 C7 -177.9(4) . . . . ?
S1 C2 N6 C7 1.0(6) . . . . ?
C2 N6 C7 C12 -72.6(6) . . . . ?
C2 N6 C7 C8 111.2(5) . . . . ?
C12 C7 C8 C9 1.0(8) . . . . ?
N6 C7 C8 C9 177.3(5) . . . . ?
C7 C8 C9 C10 -0.9(9) . . . . ?
C8 C9 C10 C11 0.5(9) . . . . ?
C9 C10 C11 C12 -0.1(9) . . . . ?
C10 C11 C12 C7 0.2(9) . . . . ?
C8 C7 C12 C11 -0.6(8) . . . . ?
N6 C7 C12 C11 -176.8(5) . . . . ?
C4 N3 C13 C14 -63.4(5) . . . . ?
C2 N3 C13 C14 109.5(4) . . . . ?
C4 N3 C13 C19 62.9(5) . . . . ?
C2 N3 C13 C19 -124.3(4) . . . . ?
C4 C5 C16 C17 -166.4(4) . . . . ?
S1 C5 C16 C17 73.5(4) . . . . ?
C5 C16 C17 O18 6.2(6) . . . . ?
C5 C16 C17 N20 -174.4(4) . . . . ?
O18 C17 N20 C21 0.0(7) . . . . ?
C16 C17 N20 C21 -179.4(4) . . . . ?
C17 N20 C21 C26 169.5(4) . . . . ?
C17 N20 C21 C22 -13.4(7) . . . . ?
C26 C21 C22 C23 0.9(7) . . . . ?
N20 C21 C22 C23 -176.2(4) . . . . ?
C21 C22 C23 C24 -0.7(7) . . . . ?
C22 C23 C24 C25 0.4(7) . . . . ?
C23 C24 C25 C26 -0.2(7) . . . . ?
C22 C21 C26 C25 -0.8(7) . . . . ?
N20 C21 C26 C25 176.5(4) . . . . ?
C24 C25 C26 C21 0.4(7) . . . . ?
C5A S1A C2A N6A -173.4(5) . . . . ?
C5A S1A C2A N3A 3.8(3) . . . . ?
N6A C2A N3A C4A -178.9(4) . . . . ?
S1A C2A N3A C4A 3.7(5) . . . . ?
N6A C2A N3A C13A 8.0(7) . . . . ?
S1A C2A N3A C13A -169.4(3) . . . . ?
C2A N3A C4A O15A 173.1(4) . . . . ?
C13A N3A C4A O15A -13.9(7) . . . . ?
C2A N3A C4A C5A -11.2(6) . . . . ?
C13A N3A C4A C5A 161.8(4) . . . . ?
O15A C4A C5A C16A 66.5(6) . . . . ?
N3A C4A C5A C16A -109.3(4) . . . . ?
O15A C4A C5A S1A -171.2(4) . . . . ?
N3A C4A C5A S1A 13.0(5) . . . . ?
C2A S1A C5A C4A -9.2(3) . . . . ?
C2A S1A C5A C16A 110.6(4) . . . . ?
N3A C2A N6A C7A -175.4(4) . . . . ?
S1A C2A N6A C7A 1.5(7) . . . . ?
C2A N6A C7A C12A -53.7(7) . . . . ?
C2A N6A C7A C8A 129.6(5) . . . . ?
C12A C7A C8A C9A 5.3(8) . . . . ?
N6A C7A C8A C9A -177.9(5) . . . . ?
C7A C8A C9A C10A -3.1(8) . . . . ?
C8A C9A C10A C11A -0.7(9) . . . . ?
C9A C10A C11A C12A 2.1(8) . . . . ?
C8A C7A C12A C11A -3.9(8) . . . . ?
N6A C7A C12A C11A 179.5(5) . . . . ?
C10A C11A C12A C7A 0.2(8) . . . . ?
C4A N3A C13A C19A 72.2(6) . . . . ?
C2A N3A C13A C19A -115.0(5) . . . . ?
C4A N3A C13A C14A -54.8(6) . . . . ?
C2A N3A C13A C14A 118.0(5) . . . . ?
C4A C5A C16A C17A -176.8(4) . . . . ?
S1A C5A C16A C17A 65.1(5) . . . . ?
C5A C16A C17A O18A -5.0(6) . . . . ?
C5A C16A C17A N20A 176.9(4) . . . . ?
O18A C17A N20A C21A -5.0(7) . . . . ?
C16A C17A N20A C21A 173.0(4) . . . . ?
C17A N20A C21A C22A -45.6(6) . . . . ?
C17A N20A C21A C26A 138.3(5) . . . . ?
C26A C21A C22A C23A 0.6(7) . . . . ?
N20A C21A C22A C23A -175.6(4) . . . . ?
C21A C22A C23A C24A 0.4(7) . . . . ?
C22A C23A C24A C25A -1.1(7) . . . . ?
C23A C24A C25A C26A 0.9(7) . . . . ?
C24A C25A C26A C21A 0.0(7) . . . . ?
C22A C21A C26A C25A -0.8(7) . . . . ?
N20A C21A C26A C25A 175.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        62.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 936389'
