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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_liuxh_0628
_database_code_depnum_ccdc_archive 'CCDC 1494106'
_audit_update_record             
;
2016-07-17 deposited with the CCDC.
2016-10-18 downloaded from the CCDC.
;
_audit_creation_date             2016-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C27 H26 N4 O6 S'
_chemical_formula_sum            'C27 H26 N4 O6 S'
_chemical_formula_weight         534.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 S8 H20 I2'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.4184(11)
_cell_length_b                   8.2542(5)
_cell_length_c                   18.8202(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.911(7)
_cell_angle_gamma                90.00
_cell_volume                     2614.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1772
_cell_measurement_temperature    293.23(10)
_cell_measurement_theta_max      24.8260
_cell_measurement_theta_min      3.7540
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0641
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10009
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         3.33
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.23(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -101.00  -61.10   1.0500    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5055  178.0000 -120.0000 38

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00   59.90   1.0500    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -19.0000 -180.0000 98

#__ type_ start__ end____ width___ exp.time_
  3 omega  -36.00   59.55   1.0500    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -19.0000   90.0000 91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0364205000
_diffrn_orient_matrix_UB_12      0.0431552000
_diffrn_orient_matrix_UB_13      -0.0099560000
_diffrn_orient_matrix_UB_21      -0.0125383000
_diffrn_orient_matrix_UB_22      -0.0484236000
_diffrn_orient_matrix_UB_23      -0.0319995000
_diffrn_orient_matrix_UB_31      -0.0171408000
_diffrn_orient_matrix_UB_32      -0.0563335000
_diffrn_orient_matrix_UB_33      0.0199255000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3225
_reflns_number_total             5140
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         5140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0507P)²+0.8191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1517
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14),
 C22(H22), C23(H23), C25(H25), C26(H26)
2.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.96821(4) 0.75796(9) 0.23929(4) 0.0461(2) Uani 1 d . . .
O1 O 1.26576(15) 0.8959(4) 0.22045(12) 0.0839(9) Uani 1 d . . .
O2 O 1.14272(13) 0.7970(3) 0.17382(11) 0.0682(7) Uani 1 d . . .
O3 O 1.17869(15) 0.3791(3) 0.43315(12) 0.0656(7) Uani 1 d . . .
O4 O 1.07937(15) 0.3905(3) 0.33715(13) 0.0671(7) Uani 1 d . . .
O5 O 0.98394(12) 0.6673(3) 0.17963(11) 0.0586(6) Uani 1 d . . .
O6 O 0.91803(12) 0.6872(3) 0.28004(12) 0.0671(7) Uani 1 d . . .
N1 N 1.19590(13) 0.7746(3) 0.29269(11) 0.0405(6) Uani 1 d . . .
N2 N 1.05706(13) 0.8093(3) 0.29336(11) 0.0376(6) Uani 1 d . . .
N3 N 1.05126(13) 0.8562(3) 0.36538(11) 0.0377(5) Uani 1 d . . .
N4 N 1.13425(16) 0.4520(3) 0.38291(14) 0.0466(6) Uani 1 d . . .
C1 C 1.25527(16) 0.7713(3) 0.35960(14) 0.0405(7) Uani 1 d . . .
C2 C 1.33035(18) 0.8387(4) 0.37601(18) 0.0581(9) Uani 1 d . . .
H2 H 1.3490 0.8931 0.3405 0.070 Uiso 1 calc . . R
C3 C 1.37686(19) 0.8221(5) 0.44737(18) 0.0655(10) Uani 1 d . . .
H3 H 1.4280 0.8648 0.4597 0.079 Uiso 1 calc . . R
C4 C 1.34912(19) 0.7437(4) 0.50068(17) 0.0571(9) Uani 1 d . . .
H4 H 1.3816 0.7347 0.5482 0.069 Uiso 1 calc . . R
C5 C 1.27406(18) 0.6788(4) 0.48411(15) 0.0456(7) Uani 1 d . . .
H5 H 1.2551 0.6275 0.5202 0.055 Uiso 1 calc . . R
C6 C 1.22698(16) 0.6912(3) 0.41273(14) 0.0363(6) Uani 1 d . . .
C7 C 1.14344(16) 0.6349(3) 0.37996(14) 0.0355(6) Uani 1 d . . .
C8 C 1.12346(16) 0.6945(3) 0.29933(14) 0.0373(6) Uani 1 d . . .
H8 H 1.1087 0.6046 0.2645 0.045 Uiso 1 calc . . R
C9 C 1.07495(16) 0.7099(3) 0.40992(14) 0.0360(6) Uani 1 d . . .
H9 H 1.0300 0.6345 0.3975 0.043 Uiso 1 calc . . R
C10 C 1.09307(16) 0.7411(4) 0.49122(15) 0.0388(7) Uani 1 d . . .
C11 C 1.09476(17) 0.6099(4) 0.53868(16) 0.0497(8) Uani 1 d . . .
H11 H 1.0855 0.5057 0.5196 0.060 Uiso 1 calc . . R
C12 C 1.1101(2) 0.6339(5) 0.61359(18) 0.0651(10) Uani 1 d . . .
H12 H 1.1117 0.5464 0.6450 0.078 Uiso 1 calc . . R
C13 C 1.1230(2) 0.7887(5) 0.64133(18) 0.0712(11) Uani 1 d . . .
H13 H 1.1338 0.8057 0.6918 0.085 Uiso 1 calc . . R
C14 C 1.1199(2) 0.9181(5) 0.59488(17) 0.0602(9) Uani 1 d . . .
H14 H 1.1280 1.0222 0.6143 0.072 Uiso 1 calc . . R
C15 C 1.10479(17) 0.8966(4) 0.51939(16) 0.0452(7) Uani 1 d . . .
C16 C 1.09639(19) 1.0405(4) 0.46872(16) 0.0503(8) Uani 1 d . . .
H16A H 1.1377 1.1184 0.4899 0.060 Uiso 1 calc . . R
H16B H 1.0456 1.0919 0.4656 0.060 Uiso 1 calc . . R
C17 C 1.10170(17) 0.9990(3) 0.39174(15) 0.0434(7) Uani 1 d . . .
H17A H 1.0838 1.0902 0.3592 0.052 Uiso 1 calc . . R
H17B H 1.1564 0.9755 0.3921 0.052 Uiso 1 calc . . R
C18 C 1.2070(2) 0.8285(4) 0.22753(17) 0.0561(9) Uani 1 d . . .
C19 C 1.1452(3) 0.8472(7) 0.10065(19) 0.118(2) Uani 1 d . . .
H19A H 1.1532 0.9635 0.1002 0.142 Uiso 1 calc . . R
H19B H 1.1898 0.7954 0.0879 0.142 Uiso 1 calc . . R
C20 C 1.0762(3) 0.8074(7) 0.0492(2) 0.127(2) Uani 1 d . . .
H20A H 1.0825 0.8283 0.0008 0.191 Uiso 1 calc . . GR
H20B H 1.0332 0.8716 0.0572 0.191 Uiso 1 calc . . GR
H20C H 1.0648 0.6947 0.0537 0.191 Uiso 1 calc . . GR
C21 C 0.92819(17) 0.9477(4) 0.20716(14) 0.0430(7) Uani 1 d . . .
C22 C 0.97461(19) 1.0763(4) 0.19810(17) 0.0581(9) Uani 1 d . . .
H22 H 1.0297 1.0669 0.2118 0.070 Uiso 1 calc . . R
C23 C 0.9398(2) 1.2196(4) 0.16875(19) 0.0652(10) Uani 1 d . . .
H23 H 0.9717 1.3070 0.1640 0.078 Uiso 1 calc . . R
C24 C 0.8583(2) 1.2355(4) 0.14633(18) 0.0630(9) Uani 1 d . . .
C25 C 0.8128(2) 1.1049(4) 0.15520(19) 0.0675(10) Uani 1 d . . .
H25 H 0.7577 1.1136 0.1402 0.081 Uiso 1 calc . . R
C26 C 0.84626(18) 0.9616(4) 0.18563(17) 0.0576(9) Uani 1 d . . .
H26 H 0.8142 0.8752 0.1916 0.069 Uiso 1 calc . . R
C27 C 0.8208(3) 1.3938(5) 0.1137(3) 0.1056(16) Uani 1 d . . .
H27A H 0.7945 1.4437 0.1471 0.158 Uiso 1 calc . . GR
H27B H 0.7828 1.3727 0.0678 0.158 Uiso 1 calc . . GR
H27C H 0.8613 1.4650 0.1057 0.158 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 O5 1.433(2) . ?
S1 O6 1.428(2) . ?
S1 N2 1.673(2) . ?
S1 C21 1.757(3) . ?
O1 C18 1.203(4) . ?
O2 C18 1.326(4) . ?
O2 C19 1.449(4) . ?
O3 N4 1.216(3) . ?
O4 N4 1.221(3) . ?
N1 C1 1.409(3) . ?
N1 C8 1.458(3) . ?
N1 C18 1.364(3) . ?
N2 N3 1.438(3) . ?
N2 C8 1.477(3) . ?
N3 C9 1.467(3) . ?
N3 C17 1.477(3) . ?
N4 C7 1.520(3) . ?
C1 C2 1.381(4) . ?
C1 C6 1.390(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.385(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.372(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(4) . ?
C6 C7 1.501(4) . ?
C7 C8 1.547(3) . ?
C7 C9 1.572(4) . ?
C8 H8 0.9800 . ?
C9 H9 0.9800 . ?
C9 C10 1.503(4) . ?
C10 C11 1.399(4) . ?
C10 C15 1.384(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.380(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.377(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.388(4) . ?
C15 C16 1.507(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.515(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.375(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.372(4) . ?
C21 C26 1.384(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(5) . ?
C24 C25 1.374(5) . ?
C24 C27 1.518(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.377(4) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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
O5 S1 N2 105.98(12) . . ?
O5 S1 C21 109.55(13) . . ?
O6 S1 O5 118.32(15) . . ?
O6 S1 N2 112.03(12) . . ?
O6 S1 C21 107.80(14) . . ?
N2 S1 C21 101.93(13) . . ?
C18 O2 C19 116.3(3) . . ?
C1 N1 C8 111.5(2) . . ?
C18 N1 C1 124.7(2) . . ?
C18 N1 C8 123.4(2) . . ?
N3 N2 S1 111.30(16) . . ?
N3 N2 C8 110.17(19) . . ?
C8 N2 S1 117.88(18) . . ?
N2 N3 C9 103.83(19) . . ?
N2 N3 C17 110.58(19) . . ?
C9 N3 C17 114.2(2) . . ?
O3 N4 O4 124.7(3) . . ?
O3 N4 C7 117.9(3) . . ?
O4 N4 C7 117.3(2) . . ?
C2 C1 N1 128.8(3) . . ?
C2 C1 C6 121.4(3) . . ?
C6 C1 N1 109.7(2) . . ?
C1 C2 H2 121.3 . . ?
C1 C2 C3 117.5(3) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.6(3) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.9(3) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 109.7(2) . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 C7 130.2(3) . . ?
N4 C7 C8 110.6(2) . . ?
N4 C7 C9 106.3(2) . . ?
C6 C7 N4 113.1(2) . . ?
C6 C7 C8 104.7(2) . . ?
C6 C7 C9 118.4(2) . . ?
C8 C7 C9 103.1(2) . . ?
N1 C8 N2 112.4(2) . . ?
N1 C8 C7 104.3(2) . . ?
N1 C8 H8 111.7 . . ?
N2 C8 C7 104.6(2) . . ?
N2 C8 H8 111.7 . . ?
C7 C8 H8 111.7 . . ?
N3 C9 C7 104.3(2) . . ?
N3 C9 H9 107.3 . . ?
N3 C9 C10 113.3(2) . . ?
C7 C9 H9 107.3 . . ?
C10 C9 C7 116.9(2) . . ?
C10 C9 H9 107.3 . . ?
C11 C10 C9 118.8(3) . . ?
C15 C10 C9 121.4(2) . . ?
C15 C10 C11 119.8(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.4(3) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C10 C15 C14 118.8(3) . . ?
C10 C15 C16 120.5(3) . . ?
C14 C15 C16 120.6(3) . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C15 C16 C17 114.0(2) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
N3 C17 C16 108.9(2) . . ?
N3 C17 H17A 109.9 . . ?
N3 C17 H17B 109.9 . . ?
C16 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
O1 C18 O2 125.6(3) . . ?
O1 C18 N1 124.9(3) . . ?
O2 C18 N1 109.5(3) . . ?
O2 C19 H19A 109.3 . . ?
O2 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 O2 111.5(3) . . ?
C20 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 S1 122.6(2) . . ?
C22 C21 C26 119.7(3) . . ?
C26 C21 S1 117.6(2) . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.1(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.1(3) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C27 120.5(4) . . ?
C25 C24 C23 118.0(3) . . ?
C25 C24 C27 121.5(3) . . ?
C24 C25 H25 119.0 . . ?
C24 C25 C26 121.9(3) . . ?
C26 C25 H25 119.0 . . ?
C21 C26 H26 120.4 . . ?
C25 C26 C21 119.2(3) . . ?
C25 C26 H26 120.4 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
S1 N2 N3 C9 98.41(19) . . . . ?
S1 N2 N3 C17 -138.73(18) . . . . ?
S1 N2 C8 N1 134.22(19) . . . . ?
S1 N2 C8 C7 -113.2(2) . . . . ?
S1 C21 C22 C23 176.3(3) . . . . ?
S1 C21 C26 C25 -175.3(3) . . . . ?
O3 N4 C7 C6 29.7(3) . . . . ?
O3 N4 C7 C8 146.9(2) . . . . ?
O3 N4 C7 C9 -101.9(3) . . . . ?
O4 N4 C7 C6 -154.8(2) . . . . ?
O4 N4 C7 C8 -37.7(3) . . . . ?
O4 N4 C7 C9 73.6(3) . . . . ?
O5 S1 N2 N3 -162.25(16) . . . . ?
O5 S1 N2 C8 -33.6(2) . . . . ?
O5 S1 C21 C22 -82.0(3) . . . . ?
O5 S1 C21 C26 93.4(3) . . . . ?
O6 S1 N2 N3 -31.8(2) . . . . ?
O6 S1 N2 C8 96.8(2) . . . . ?
O6 S1 C21 C22 148.0(3) . . . . ?
O6 S1 C21 C26 -36.6(3) . . . . ?
N1 C1 C2 C3 178.1(3) . . . . ?
N1 C1 C6 C5 -177.3(2) . . . . ?
N1 C1 C6 C7 0.6(3) . . . . ?
N2 S1 C21 C22 30.0(3) . . . . ?
N2 S1 C21 C26 -154.7(2) . . . . ?
N2 N3 C9 C7 37.4(2) . . . . ?
N2 N3 C9 C10 165.6(2) . . . . ?
N2 N3 C17 C16 -177.8(2) . . . . ?
N3 N2 C8 N1 -96.6(2) . . . . ?
N3 N2 C8 C7 16.0(3) . . . . ?
N3 C9 C10 C11 162.5(2) . . . . ?
N3 C9 C10 C15 -14.8(4) . . . . ?
N4 C7 C8 N1 -121.1(2) . . . . ?
N4 C7 C8 N2 120.7(2) . . . . ?
N4 C7 C9 N3 -143.9(2) . . . . ?
N4 C7 C9 C10 90.1(3) . . . . ?
C1 N1 C8 N2 111.9(2) . . . . ?
C1 N1 C8 C7 -0.9(3) . . . . ?
C1 N1 C18 O1 -8.5(6) . . . . ?
C1 N1 C18 O2 172.3(3) . . . . ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C1 C6 C7 N4 119.5(2) . . . . ?
C1 C6 C7 C8 -1.1(3) . . . . ?
C1 C6 C7 C9 -115.2(3) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C6 C7 178.5(3) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C4 C5 C6 C1 -1.4(4) . . . . ?
C4 C5 C6 C7 -178.8(3) . . . . ?
C5 C6 C7 N4 -62.9(4) . . . . ?
C5 C6 C7 C8 176.5(3) . . . . ?
C5 C6 C7 C9 62.5(4) . . . . ?
C6 C1 C2 C3 0.6(5) . . . . ?
C6 C7 C8 N1 1.2(3) . . . . ?
C6 C7 C8 N2 -117.1(2) . . . . ?
C6 C7 C9 N3 87.5(3) . . . . ?
C6 C7 C9 C10 -38.5(3) . . . . ?
C7 C9 C10 C11 -76.1(3) . . . . ?
C7 C9 C10 C15 106.5(3) . . . . ?
C8 N1 C1 C2 -177.5(3) . . . . ?
C8 N1 C1 C6 0.2(3) . . . . ?
C8 N1 C18 O1 179.5(3) . . . . ?
C8 N1 C18 O2 0.2(4) . . . . ?
C8 N2 N3 C9 -34.3(3) . . . . ?
C8 N2 N3 C17 88.6(2) . . . . ?
C8 C7 C9 N3 -27.5(3) . . . . ?
C8 C7 C9 C10 -153.4(2) . . . . ?
C9 N3 C17 C16 -61.2(3) . . . . ?
C9 C7 C8 N1 125.6(2) . . . . ?
C9 C7 C8 N2 7.4(3) . . . . ?
C9 C10 C11 C12 -179.1(3) . . . . ?
C9 C10 C15 C14 178.8(3) . . . . ?
C9 C10 C15 C16 2.5(4) . . . . ?
C10 C11 C12 C13 0.7(5) . . . . ?
C10 C15 C16 C17 -19.0(4) . . . . ?
C11 C10 C15 C14 1.5(4) . . . . ?
C11 C10 C15 C16 -174.8(3) . . . . ?
C11 C12 C13 C14 0.6(5) . . . . ?
C12 C13 C14 C15 -0.8(5) . . . . ?
C13 C14 C15 C10 -0.3(5) . . . . ?
C13 C14 C15 C16 176.1(3) . . . . ?
C14 C15 C16 C17 164.8(3) . . . . ?
C15 C10 C11 C12 -1.7(4) . . . . ?
C15 C16 C17 N3 46.4(3) . . . . ?
C17 N3 C9 C7 -83.1(3) . . . . ?
C17 N3 C9 C10 45.1(3) . . . . ?
C18 O2 C19 C20 179.4(5) . . . . ?
C18 N1 C1 C2 9.6(5) . . . . ?
C18 N1 C1 C6 -172.7(3) . . . . ?
C18 N1 C8 N2 -75.1(3) . . . . ?
C18 N1 C8 C7 172.1(3) . . . . ?
C19 O2 C18 O1 0.8(6) . . . . ?
C19 O2 C18 N1 180.0(4) . . . . ?
C21 S1 N2 N3 83.14(18) . . . . ?
C21 S1 N2 C8 -148.19(18) . . . . ?
C21 C22 C23 C24 -1.6(5) . . . . ?
C22 C21 C26 C25 0.2(5) . . . . ?
C22 C23 C24 C25 1.0(5) . . . . ?
C22 C23 C24 C27 -179.7(4) . . . . ?
C23 C24 C25 C26 0.2(5) . . . . ?
C24 C25 C26 C21 -0.8(5) . . . . ?
C26 C21 C22 C23 1.0(5) . . . . ?
C27 C24 C25 C26 -179.1(4) . . . . ?

_olex2_date_sample_data_collection 2016-06-28
_olex2_submission_special_instructions 'No special instructions were received'
