# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_VDB-302
_database_code_depnum_ccdc_archive 'CCDC 2172820'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Instituteof Organic Chemistry Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-05-15 deposited with the CCDC.	2022-08-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT605_VDB-302             
;
PROBLEM: Largest Solvent Accessible VOID in the Structure .      28 Ang**3 
RESPONSE: Crystal structure of the compound contains partially occupied 
solvent. According to the analysis of the residual electron density
solvent could not be identified.
;

# end Validation Reply Form

_audit_creation_date             2022-02-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 N5 O6 S'
_chemical_formula_sum            'C20 H21 N5 O6 S'
_chemical_formula_weight         459.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H21N5O6S1
_chemical_oxdiff_usercomment     VDB-302
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   26.1283(3)
_cell_length_b                   7.42632(10)
_cell_length_c                   21.0644(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.7069(11)
_cell_angle_gamma                90
_cell_volume                     4078.72(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    52686
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      38.2010
_cell_measurement_theta_min      2.3930
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.887
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.587
_exptl_crystal_size_mid          0.409
_exptl_crystal_size_min          0.268
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            95231
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.498
_diffrn_reflns_theta_min         2.409
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  96.00   0.40    0.60    --   24.21  38.00  90.00  205
  2  ω      3.00  95.00   0.40    0.60    --   24.21  77.00 120.00  230
  3  ω     10.00  96.00   0.40    0.60    --   24.21  57.00  90.00  215
  4  ω     10.00  96.00   0.40    0.60    --   24.21  57.00   0.00  215
  5  ω     14.00  96.00   0.40    0.60    --   24.21  32.00 -83.00  205
  6  ω      3.00  95.00   0.40    0.60    --   24.21  77.00-120.00  230
  7  ω    -35.00  49.00   0.40    0.60    --  -24.05  32.00 -83.00  210
  8  ω    -97.00 -13.00   0.40    0.60    --  -24.05 -32.00 116.00  210
  9  ω     42.00  96.00   0.40    0.60    --   24.21 178.00  60.00  135
 10  ω    -49.00  15.00   0.40    0.60    --   24.21 -32.00 116.00  160
 11  ω    -49.00   5.00   0.40    0.60    --   24.21 -19.00 150.00  135
 12  ω    -49.00   5.00   0.40    0.60    --   24.21 -19.00-150.00  135
 13  ω    -23.00  53.00   0.40    0.60    --   24.21 -99.00 -90.00  190
 14  ω    -23.00  55.00   0.40    0.60    --   24.21 -99.00-150.00  195
 15  ω    -23.00  55.00   0.40    0.60    --   24.21 -99.00 -30.00  195
 16  ω    -23.00  55.00   0.40    0.60    --   24.21 -99.00  60.00  195
 17  ω    -23.00  55.00   0.40    0.60    --   24.21 -99.00  90.00  195
 18  ω    -23.00  55.00   0.40    0.60    --   24.21 -99.00 150.00  195
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0096690000
_diffrn_orient_matrix_UB_12      -0.0375385000
_diffrn_orient_matrix_UB_13      0.0293202000
_diffrn_orient_matrix_UB_21      -0.0254068000
_diffrn_orient_matrix_UB_22      -0.0108971000
_diffrn_orient_matrix_UB_23      0.0093692000
_diffrn_orient_matrix_UB_31      -0.0009908000
_diffrn_orient_matrix_UB_32      -0.0871548000
_diffrn_orient_matrix_UB_33      -0.0138215000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6632
_reflns_number_total             7376
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.23
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.450
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         7376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²+2.9187P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0970
_refine_special_details          ?
_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:
 C3A(H3A), C8A(H8A)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C15(H15), C14(H14), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C25(H25A,H25B,H25C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S5 S 0.53362(2) 0.25485(3) 0.44305(2) 0.01360(5) Uani 1 1 d . . . . .
O2 O 0.45833(3) -0.18550(10) 0.20825(3) 0.02062(14) Uani 1 1 d . . . . .
O24 O 0.63720(3) 0.68686(10) 0.50654(3) 0.02069(14) Uani 1 1 d . . . . .
O23 O 0.55909(3) 0.55876(10) 0.49596(3) 0.02035(13) Uani 1 1 d . . . . .
O19 O 0.67279(3) 0.59160(10) 0.34468(3) 0.02091(14) Uani 1 1 d . . . . .
O7 O 0.66190(3) 0.07304(11) 0.38507(4) 0.02429(15) Uani 1 1 d . . . . .
O20 O 0.74432(3) 0.63825(11) 0.40812(4) 0.02460(15) Uani 1 1 d . . . . .
N4 N 0.49062(3) -0.05660(11) 0.40336(3) 0.01533(13) Uani 1 1 d . . . . .
N7A N 0.57859(3) -0.00946(11) 0.38875(4) 0.01535(13) Uani 1 1 d . . . . .
N3 N 0.45543(3) -0.23665(10) 0.31750(4) 0.01509(13) Uani 1 1 d . . . . .
N1 N 0.53109(3) -0.19689(11) 0.27587(4) 0.01731(14) Uani 1 1 d . . . . .
N8 N 0.58676(3) -0.19194(11) 0.37483(4) 0.01749(14) Uani 1 1 d . . . . .
C2 C 0.47926(3) -0.20424(12) 0.26135(4) 0.01573(15) Uani 1 1 d . . . . .
C4A C 0.53102(3) 0.03895(12) 0.40806(4) 0.01411(14) Uani 1 1 d . . . . .
C11 C 0.40210(3) -0.22840(11) 0.32484(4) 0.01474(15) Uani 1 1 d . . . . .
C23 C 0.60431(3) 0.55903(12) 0.48583(4) 0.01607(15) Uani 1 1 d . . . . .
C17 C 0.62924(3) 0.41340(12) 0.45085(4) 0.01520(15) Uani 1 1 d . . . . .
C7 C 0.61832(3) 0.10804(12) 0.39873(4) 0.01625(15) Uani 1 1 d . . . . .
C3A C 0.49332(3) -0.23254(12) 0.37187(4) 0.01533(15) Uani 1 1 d . . . . .
H3A H 0.486446 -0.331423 0.402396 0.018 Uiso 1 1 calc R U . . .
C16 C 0.38397(4) -0.25168(13) 0.38551(4) 0.01853(16) Uani 1 1 d . . . . .
H16 H 0.407504 -0.272882 0.421009 0.022 Uiso 1 1 calc R U . . .
C6 C 0.59919(3) 0.27351(12) 0.43056(4) 0.01441(14) Uani 1 1 d . . . . .
C19 C 0.69910(3) 0.56135(12) 0.39267(4) 0.01664(15) Uani 1 1 d . . . . .
C8A C 0.54328(3) -0.26999(12) 0.33928(4) 0.01667(15) Uani 1 1 d . . . . .
H8A H 0.548357 -0.403073 0.336101 0.020 Uiso 1 1 calc R U . . .
C18 C 0.68600(3) 0.42807(13) 0.44352(4) 0.01762(16) Uani 1 1 d . . . . .
H18A H 0.699469 0.308084 0.432702 0.021 Uiso 1 1 calc R U . . .
H18B H 0.703226 0.465405 0.484671 0.021 Uiso 1 1 calc R U . . .
C15 C 0.33166(4) -0.24385(13) 0.39391(5) 0.02021(17) Uani 1 1 d . . . . .
H15 H 0.319842 -0.260832 0.435204 0.024 Uiso 1 1 calc R U . . .
C14 C 0.29652(4) -0.21176(14) 0.34318(5) 0.02090(17) Uani 1 1 d . . . . .
H14 H 0.260838 -0.206391 0.349238 0.025 Uiso 1 1 calc R U . . .
C12 C 0.36655(4) -0.19609(15) 0.27349(5) 0.02216(18) Uani 1 1 d . . . . .
H12 H 0.377991 -0.179975 0.231972 0.027 Uiso 1 1 calc R U . . .
C10 C 0.56698(4) -0.21203(15) 0.22641(5) 0.02366(19) Uani 1 1 d . . . . .
H10A H 0.578486 -0.337199 0.223517 0.035 Uiso 1 1 calc R U . . .
H10B H 0.596616 -0.134032 0.236715 0.035 Uiso 1 1 calc R U . . .
H10C H 0.550098 -0.175102 0.185585 0.035 Uiso 1 1 calc R U . . .
C25 C 0.61435(5) 0.83209(15) 0.54037(6) 0.0281(2) Uani 1 1 d . . . . .
H25A H 0.583289 0.873633 0.516154 0.042 Uiso 1 1 calc R U . . .
H25B H 0.638811 0.931823 0.545665 0.042 Uiso 1 1 calc R U . . .
H25C H 0.605419 0.789435 0.582275 0.042 Uiso 1 1 calc R U . . .
C13 C 0.31460(4) -0.18762(16) 0.28329(5) 0.0247(2) Uani 1 1 d . . . . .
H13 H 0.290848 -0.164749 0.248147 0.030 Uiso 1 1 calc R U . . .
C21 C 0.76233(4) 0.77141(15) 0.36373(6) 0.0290(2) Uani 1 1 d . . . . .
H21A H 0.782433 0.865131 0.387658 0.035 Uiso 1 1 calc R U . . .
H21B H 0.732486 0.830475 0.341070 0.035 Uiso 1 1 calc R U . . .
C22 C 0.79515(5) 0.68506(18) 0.31611(7) 0.0364(3) Uani 1 1 d . . . . .
H22A H 0.809493 0.778492 0.289610 0.055 Uiso 1 1 calc R U . . .
H22B H 0.774216 0.602271 0.289115 0.055 Uiso 1 1 calc R U . . .
H22C H 0.823129 0.618186 0.338588 0.055 Uiso 1 1 calc R U . . .
H8 H 0.6150(6) -0.198(2) 0.3549(7) 0.020(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S5 C4A 1.7641(9) . ?
S5 C6 1.7553(9) . ?
O2 C2 1.2208(11) . ?
O24 C23 1.3348(11) . ?
O24 C25 1.4431(13) . ?
O23 C23 1.2141(11) . ?
O19 C19 1.2064(12) . ?
O7 C7 1.2202(11) . ?
O20 C19 1.3335(11) . ?
O20 C21 1.4596(13) . ?
N4 C4A 1.2704(11) . ?
N4 C3A 1.4691(12) . ?
N7A N8 1.4058(11) . ?
N7A C4A 1.3802(11) . ?
N7A C7 1.3621(12) . ?
N3 C2 1.3928(11) . ?
N3 C11 1.4132(12) . ?
N3 C3A 1.4651(11) . ?
N1 C2 1.3701(12) . ?
N1 C8A 1.4578(12) . ?
N1 C10 1.4505(12) . ?
N8 C8A 1.4413(12) . ?
N8 H8 0.872(15) . ?
C11 C16 1.4021(12) . ?
C11 C12 1.4001(13) . ?
C23 C17 1.4829(12) . ?
C17 C6 1.3546(12) . ?
C17 C18 1.5051(12) . ?
C7 C6 1.5009(12) . ?
C3A H3A 1.0000 . ?
C3A C8A 1.5388(13) . ?
C16 H16 0.9500 . ?
C16 C15 1.3907(13) . ?
C19 C18 1.5138(13) . ?
C8A H8A 1.0000 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C15 H15 0.9500 . ?
C15 C14 1.3837(14) . ?
C14 H14 0.9500 . ?
C14 C13 1.3871(14) . ?
C12 H12 0.9500 . ?
C12 C13 1.3876(14) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C13 H13 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.5047(18) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 S5 C4A 91.19(4) . . ?
C23 O24 C25 114.50(8) . . ?
C19 O20 C21 116.81(8) . . ?
C4A N4 C3A 117.91(8) . . ?
C4A N7A N8 117.68(7) . . ?
C7 N7A N8 121.68(7) . . ?
C7 N7A C4A 118.66(8) . . ?
C2 N3 C11 125.70(7) . . ?
C2 N3 C3A 110.10(7) . . ?
C11 N3 C3A 122.33(7) . . ?
C2 N1 C8A 110.12(7) . . ?
C2 N1 C10 120.81(8) . . ?
C10 N1 C8A 121.08(8) . . ?
N7A N8 C8A 111.76(7) . . ?
N7A N8 H8 106.9(10) . . ?
C8A N8 H8 113.1(9) . . ?
O2 C2 N3 126.82(8) . . ?
O2 C2 N1 125.30(8) . . ?
N1 C2 N3 107.88(7) . . ?
N4 C4A S5 123.35(7) . . ?
N4 C4A N7A 126.23(8) . . ?
N7A C4A S5 110.41(6) . . ?
C16 C11 N3 119.21(8) . . ?
C12 C11 N3 122.17(8) . . ?
C12 C11 C16 118.62(8) . . ?
O24 C23 C17 112.76(8) . . ?
O23 C23 O24 123.85(8) . . ?
O23 C23 C17 123.36(8) . . ?
C23 C17 C18 117.75(8) . . ?
C6 C17 C23 116.86(8) . . ?
C6 C17 C18 125.32(8) . . ?
O7 C7 N7A 122.73(9) . . ?
O7 C7 C6 128.50(8) . . ?
N7A C7 C6 108.71(7) . . ?
N4 C3A H3A 110.3 . . ?
N4 C3A C8A 115.41(7) . . ?
N3 C3A N4 108.77(7) . . ?
N3 C3A H3A 110.3 . . ?
N3 C3A C8A 101.38(7) . . ?
C8A C3A H3A 110.3 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.23(9) . . ?
C15 C16 H16 119.9 . . ?
C17 C6 S5 124.38(7) . . ?
C17 C6 C7 124.46(8) . . ?
C7 C6 S5 111.03(6) . . ?
O19 C19 O20 124.94(9) . . ?
O19 C19 C18 124.90(8) . . ?
O20 C19 C18 110.16(8) . . ?
N1 C8A C3A 101.54(7) . . ?
N1 C8A H8A 109.2 . . ?
N8 C8A N1 116.38(8) . . ?
N8 C8A C3A 111.01(7) . . ?
N8 C8A H8A 109.2 . . ?
C3A C8A H8A 109.2 . . ?
C17 C18 C19 112.90(7) . . ?
C17 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C16 C15 H15 119.4 . . ?
C14 C15 C16 121.16(9) . . ?
C14 C15 H15 119.4 . . ?
C15 C14 H14 120.8 . . ?
C15 C14 C13 118.47(9) . . ?
C13 C14 H14 120.8 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 119.96(9) . . ?
C13 C12 H12 120.0 . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O24 C25 H25A 109.5 . . ?
O24 C25 H25B 109.5 . . ?
O24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C14 C13 C12 121.55(9) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
O20 C21 H21A 109.4 . . ?
O20 C21 H21B 109.4 . . ?
O20 C21 C22 111.07(9) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.4 . . ?
C22 C21 H21B 109.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N8 H8 O19 0.872(15) 2.196(15) 2.8678(11) 133.5(12) 1_545 yes

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
O24 C23 C17 C6 177.07(8) . . . . ?
O24 C23 C17 C18 -0.02(11) . . . . ?
O23 C23 C17 C6 -0.98(13) . . . . ?
O23 C23 C17 C18 -178.08(8) . . . . ?
O19 C19 C18 C17 -32.77(13) . . . . ?
O7 C7 C6 S5 -177.27(9) . . . . ?
O7 C7 C6 C17 -1.43(15) . . . . ?
O20 C19 C18 C17 148.25(8) . . . . ?
N4 C3A C8A N1 -88.88(8) . . . . ?
N4 C3A C8A N8 35.47(10) . . . . ?
N7A N8 C8A N1 64.39(10) . . . . ?
N7A N8 C8A C3A -51.06(10) . . . . ?
N7A C7 C6 S5 0.03(9) . . . . ?
N7A C7 C6 C17 175.87(8) . . . . ?
N3 C11 C16 C15 179.91(8) . . . . ?
N3 C11 C12 C13 -179.41(10) . . . . ?
N3 C3A C8A N1 28.45(8) . . . . ?
N3 C3A C8A N8 152.79(7) . . . . ?
N8 N7A C4A S5 164.31(6) . . . . ?
N8 N7A C4A N4 -14.19(13) . . . . ?
N8 N7A C7 O7 13.83(14) . . . . ?
N8 N7A C7 C6 -163.66(7) . . . . ?
C2 N3 C11 C16 -175.40(9) . . . . ?
C2 N3 C11 C12 4.04(14) . . . . ?
C2 N3 C3A N4 100.13(8) . . . . ?
C2 N3 C3A C8A -21.93(9) . . . . ?
C2 N1 C8A N8 -148.06(8) . . . . ?
C2 N1 C8A C3A -27.41(9) . . . . ?
C4A S5 C6 C17 -175.85(8) . . . . ?
C4A S5 C6 C7 0.00(6) . . . . ?
C4A N4 C3A N3 -121.58(8) . . . . ?
C4A N4 C3A C8A -8.48(11) . . . . ?
C4A N7A N8 C8A 42.23(10) . . . . ?
C4A N7A C7 O7 177.43(9) . . . . ?
C4A N7A C7 C6 -0.06(11) . . . . ?
C11 N3 C2 O2 -9.63(15) . . . . ?
C11 N3 C2 N1 170.42(8) . . . . ?
C11 N3 C3A N4 -65.12(10) . . . . ?
C11 N3 C3A C8A 172.83(8) . . . . ?
C11 C16 C15 C14 -0.52(15) . . . . ?
C11 C12 C13 C14 -0.46(17) . . . . ?
C23 C17 C6 S5 -0.01(12) . . . . ?
C23 C17 C6 C7 -175.31(8) . . . . ?
C23 C17 C18 C19 -77.26(10) . . . . ?
C7 N7A N8 C8A -154.02(8) . . . . ?
C7 N7A C4A S5 0.06(10) . . . . ?
C7 N7A C4A N4 -178.45(9) . . . . ?
C3A N4 C4A S5 178.65(6) . . . . ?
C3A N4 C4A N7A -3.02(13) . . . . ?
C3A N3 C2 O2 -174.27(9) . . . . ?
C3A N3 C2 N1 5.79(10) . . . . ?
C3A N3 C11 C16 -12.53(12) . . . . ?
C3A N3 C11 C12 166.91(9) . . . . ?
C16 C11 C12 C13 0.03(15) . . . . ?
C16 C15 C14 C13 0.10(15) . . . . ?
C6 S5 C4A N4 178.53(8) . . . . ?
C6 S5 C4A N7A -0.03(6) . . . . ?
C6 C17 C18 C19 105.91(10) . . . . ?
C19 O20 C21 C22 -91.85(12) . . . . ?
C8A N1 C2 O2 -165.37(9) . . . . ?
C8A N1 C2 N3 14.58(10) . . . . ?
C18 C17 C6 S5 176.84(7) . . . . ?
C18 C17 C6 C7 1.55(14) . . . . ?
C15 C14 C13 C12 0.39(17) . . . . ?
C12 C11 C16 C15 0.45(14) . . . . ?
C10 N1 C2 O2 -16.22(15) . . . . ?
C10 N1 C2 N3 163.73(8) . . . . ?
C10 N1 C8A N8 62.89(12) . . . . ?
C10 N1 C8A C3A -176.47(8) . . . . ?
C25 O24 C23 O23 -2.49(13) . . . . ?
C25 O24 C23 C17 179.46(8) . . . . ?
C21 O20 C19 O19 1.29(14) . . . . ?
C21 O20 C19 C18 -179.74(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 -0.000 0.500 33.1 2.5 ?
2 0.250 0.500 0.000 33.1 2.5 ?
3 0.750 0.000 0.500 33.1 2.5 ?
4 0.750 0.500 0.000 33.1 2.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.473
_oxdiff_exptl_absorpt_empirical_full_min 0.552
####################################################################### 
# 
# 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_VDB-289
_database_code_depnum_ccdc_archive 'CCDC 2172821'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Instituteof Organic Chemistry Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-05-15 deposited with the CCDC.	2022-08-05 downloaded from the CCDC.
;
_audit_creation_date             2022-02-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
# start Validation Reply Form
_vrf_DIFMX02_VDB-289             
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: The largest peak of the residual electron density is located
in the disordered fragment of the molecule.
;
_vrf_PLAT097_VDB-289             
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.36 eA-3  
RESPONSE: The largest peak of the residual electron density is located
in the disordered fragment of the molecule.
;
# end Validation Reply Form
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 N5 O6 S'
_chemical_formula_sum            'C20 H21 N5 O6 S'
_chemical_formula_weight         459.48
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.5647(3)
_cell_length_b                   10.0601(2)
_cell_length_c                   18.4175(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.3770(10)
_cell_angle_gamma                90
_cell_volume                     2273.90(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    276(2)
_cell_measurement_theta_max      33.08
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.898
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0872 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.9151.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rhombic
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.588
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.156
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            66027
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.150
_diffrn_reflns_theta_min         2.264
_diffrn_ambient_temperature      276.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6207
_reflns_number_total             8686
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.356
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         8686
_refine_ls_number_restraints     62
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0689
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0930P)²+1.2631P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1878
_refine_ls_wR_factor_ref         0.2106
_refine_special_details          ?
_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. Restrained distances
 C16A-C15A \\sim C16B-C15B
 with sigma of 0.02
 C16A-C17A \\sim C16B-C17B
 with sigma of 0.02
 C15A-C17A \\sim C15B-C17B
 with sigma of 0.04
 C17A-C18A \\sim C17B-C18B
 with sigma of 0.01
 C15A-C14A \\sim C15B-C14B
 with sigma of 0.04
 C16A-C14A \\sim C16B-C14B
 with sigma of 0.04
 C15A-C13 \\sim C15B-C13
 with sigma of 0.04
 C13-C17A \\sim C13-C17B
 with sigma of 0.04
 C13-C18A \\sim C13-C18B
 with sigma of 0.01
 C14A-C13 \\sim C14B-C13
 with sigma of 0.01
 C27A-C26A \\sim O25C-C26C
 with sigma of 0.02
 C27A-C26A \\sim C27B-C26B
 with sigma of 0.02
 C27A-C26A \\sim C27C-C26C
 with sigma of 0.02
 O24C-C27C \\sim C27A-O24A
 with sigma of 0.02
 O24A-C24 \\sim O25B-C24
 with sigma of 0.02
 O25A-C24 \\sim O25B-C24
 with sigma of 0.02
 O25A-C26A \\sim O25B-C26B
 with sigma of 0.02
 C26A-O25C \\sim O25B-C26C
 with sigma of 0.02
 C26A-O25B \\sim C26C-O25C
 with sigma of 0.02
 O25A-C26A \\sim O25B-C26C
 with sigma of 0.02
 C26A-C26B \\sim O25B-C27A
 with sigma of 0.02
 C26A-O25B \\sim C27A-C26B
 with sigma of 0.02
 O25A-C26A \\sim O25B-C27A
 with sigma of 0.02
 C26A-C26C \\sim O25B-C27A
 with sigma of 0.02
 C26A-O25B \\sim C27A-C26C
 with sigma of 0.02
 C26A-C27B \\sim O25B-C26B
 with sigma of 0.02
 C26A-O25B \\sim C26B-C27B
 with sigma of 0.02
 C27C-O25B \\sim C27B-O25C
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C26B) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C26B) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C26C) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C26C) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C27A) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C27A) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq,
Uanis(C26B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq,
Uanis(C26B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq,
Uanis(C26C) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq,
Uanis(C26C) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq,
Uanis(C27A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(O25B) \\sim Ueq,
Uanis(C27A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O24A) = Uanis(O24B) = Uanis(O24C)
Uanis(C26A) = Uanis(C26C) = Uanis(C26B)
Uanis(C16A) = Uanis(C15A) = Uanis(C14A) = Uanis(C13) = Uanis(C17A) =
Uanis(C18A) = Uanis(C14B) = Uanis(C15B) = Uanis(C16B) = Uanis(C17B) =
Uanis(C18B)
Uanis(C27A) = Uanis(C27C) = Uanis(C27B)
Uanis(O25A) = Uanis(O25B) = Uanis(O25C)
4. Others
 1*[Sof(O25A)+Sof(O24A)+Sof(C26A)+Sof(H26A)+Sof(H26B)+Sof(C27A)+Sof(H27A)+
 Sof(H27B)+Sof(H27C)]+1*[Sof(O24B)+Sof(O25B)+Sof(C26C)+Sof(H26C)+Sof(H26D)+
 Sof(C27C)+Sof(H27D)+Sof(H27E)+Sof(H27F)]+1*[Sof(O24C)+Sof(O25C)+Sof(C26B)+
 Sof(H26E)+Sof(H26F)+Sof(C27B)+Sof(H27G)+Sof(H27H)+Sof(H27I)]=1 with esd of
 0.0001
 Sof(C14B)=Sof(H14B)=Sof(C18B)=Sof(H18B)=Sof(C15B)=Sof(H15B)=Sof(C16B)=
 Sof(H16B)=Sof(C17B)=Sof(H17B)=1-FVAR(1)
 Sof(C16A)=Sof(H16A)=Sof(C15A)=Sof(H15A)=Sof(C14A)=Sof(H14A)=Sof(C17A)=
 Sof(H17A)=Sof(C18A)=Sof(H18A)=FVAR(1)
 Sof(O25A)=Sof(O24A)=Sof(C26A)=Sof(H26A)=Sof(H26B)=Sof(C27A)=Sof(H27A)=
 Sof(H27B)=Sof(H27C)=FVAR(2)
 Sof(O24B)=Sof(O25B)=Sof(C26C)=Sof(H26C)=Sof(H26D)=Sof(C27C)=Sof(H27D)=
 Sof(H27E)=Sof(H27F)=FVAR(3)
 Sof(O24C)=Sof(O25C)=Sof(C26B)=Sof(H26E)=Sof(H26F)=Sof(C27B)=Sof(H27G)=
 Sof(H27H)=Sof(H27I)=FVAR(4)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C4(H4)
5.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C26A(H26A,H26B), C26C(H26C,H26D), C26B(H26E,H26F)
5.c Me refined with riding coordinates:
 C27A(H27A,H27B,H27C), C27C(H27D,H27E,H27F), C27B(H27G,H27H,H27I)
5.d Aromatic/amide H refined with riding coordinates:
 C16A(H16A), C15A(H15A), C14A(H14A), C17A(H17A), C18A(H18A), C14B(H14B),
 C18B(H18B), C15B(H15B), C16B(H16B), C17B(H17B)
5.e Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S8 S 0.32552(4) 0.97803(4) 0.44824(2) 0.04191(13) Uani 1 1 d . . . . .
O2 O 0.41879(12) 0.48832(14) 0.71313(7) 0.0465(3) Uani 1 1 d . . . . .
O1 O 0.40637(14) 0.61894(14) 0.40913(8) 0.0504(4) Uani 1 1 d . . . . .
O20 O 0.23139(15) 1.06554(17) 0.31657(9) 0.0590(4) Uani 1 1 d . . . . .
O21 O 0.17959(12) 0.94507(17) 0.21253(8) 0.0529(4) Uani 1 1 d . . . . .
O25A O 0.1532(6) 0.6147(8) 0.1773(4) 0.0621(8) Uani 0.269(3) 1 d D U P A 1
N1 N 0.39799(12) 0.59154(15) 0.59826(8) 0.0363(3) Uani 1 1 d . . . . .
N11 N 0.41789(13) 0.76020(14) 0.50710(7) 0.0357(3) Uani 1 1 d . . . . .
N3 N 0.54076(13) 0.64338(16) 0.68747(8) 0.0403(3) Uani 1 1 d . . . . .
C16A C 0.1760(5) 0.3261(6) 0.4753(3) 0.0558(3) Uani 0.427(3) 1 d D . P B 1
H16A H 0.129650 0.265565 0.446115 0.067 Uiso 0.427(3) 1 calc R U P B 1
C15A C 0.2614(5) 0.2772(6) 0.5281(3) 0.0558(3) Uani 0.427(3) 1 d D . P B 1
H15A H 0.270048 0.186633 0.537836 0.067 Uiso 0.427(3) 1 calc R U P B 1
C13 C 0.31325(19) 0.5120(3) 0.55647(13) 0.0558(3) Uani 1 1 d D . . . .
C14A C 0.3345(5) 0.3712(5) 0.5664(3) 0.0558(3) Uani 0.427(3) 1 d D . P B 1
H14A H 0.397761 0.342667 0.598673 0.067 Uiso 0.427(3) 1 calc R U P B 1
C12 C 0.47233(14) 0.66890(16) 0.56324(9) 0.0342(3) Uani 1 1 d . . . . .
H12 H 0.519990 0.609351 0.542563 0.041 Uiso 1 1 calc R U . . .
C10 C 0.38779(14) 0.72668(17) 0.43305(9) 0.0356(3) Uani 1 1 d . . . . .
C9 C 0.32996(14) 0.84155(17) 0.39006(9) 0.0350(3) Uani 1 1 d . . . . .
C19 C 0.28505(15) 0.83910(19) 0.31622(9) 0.0385(3) Uani 1 1 d . . . . .
C20 C 0.23037(16) 0.9620(2) 0.28296(10) 0.0439(4) Uani 1 1 d . . . . .
O24A O 0.1227(10) 0.6384(11) 0.3025(6) 0.0641(8) Uani 0.269(3) 1 d D U P A 1
C24 C 0.1742(2) 0.6536(3) 0.25281(16) 0.0674(7) Uani 1 1 d D . . . .
C23 C 0.28298(17) 0.7199(2) 0.26681(10) 0.0453(4) Uani 1 1 d . . . . .
H23A H 0.299222 0.747355 0.219874 0.054 Uiso 1 1 calc R U . . .
H23B H 0.338638 0.657319 0.290114 0.054 Uiso 1 1 calc R U . . .
N5 N 0.47629(16) 0.85871(17) 0.64702(9) 0.0453(4) Uani 1 1 d . . . . .
C7 C 0.39690(15) 0.89018(17) 0.52601(9) 0.0370(3) Uani 1 1 d . . . . .
C17A C 0.1546(5) 0.4628(7) 0.4630(3) 0.0558(3) Uani 0.427(3) 1 d D . P B 1
H17A H 0.094732 0.491749 0.427678 0.067 Uiso 0.427(3) 1 calc R U P B 1
C18A C 0.2258(4) 0.5528(6) 0.5054(3) 0.0558(3) Uani 0.427(3) 1 d D . P B 1
H18A H 0.212794 0.643401 0.498338 0.067 Uiso 0.427(3) 1 calc R U P B 1
C2 C 0.44995(15) 0.56589(17) 0.67105(9) 0.0361(3) Uani 1 1 d . . . . .
C4 C 0.53778(15) 0.74307(17) 0.63049(9) 0.0382(3) Uani 1 1 d . . . . .
H4 H 0.610815 0.767072 0.624113 0.046 Uiso 1 1 calc R U . . .
N6 N 0.42576(15) 0.94203(16) 0.59013(9) 0.0431(3) Uani 1 1 d . . . . .
C3 C 0.6022(2) 0.6614(2) 0.76296(12) 0.0594(6) Uani 1 1 d . . . . .
H3A H 0.557658 0.705878 0.791715 0.089 Uiso 1 1 calc R U . . .
H3B H 0.665815 0.714055 0.762465 0.089 Uiso 1 1 calc R U . . .
H3C H 0.623969 0.576262 0.784676 0.089 Uiso 1 1 calc R U . . .
C26A C 0.0409(11) 0.5556(15) 0.1486(8) 0.0844(16) Uani 0.269(3) 1 d D U P A 1
H26A H 0.020006 0.500593 0.186513 0.101 Uiso 0.269(3) 1 calc R U P A 1
H26B H -0.012758 0.625627 0.135100 0.101 Uiso 0.269(3) 1 calc R U P A 1
C14B C 0.3115(4) 0.3786(4) 0.5468(2) 0.0558(3) Uani 0.573(3) 1 d D . P B 2
H14B H 0.370224 0.328031 0.571336 0.067 Uiso 0.573(3) 1 calc R U P B 2
C18B C 0.2214(3) 0.5914(5) 0.5220(2) 0.0558(3) Uani 0.573(3) 1 d D . P B 2
H18B H 0.220338 0.682365 0.530875 0.067 Uiso 0.573(3) 1 calc R U P B 2
C15B C 0.2258(4) 0.3169(5) 0.5020(3) 0.0558(3) Uani 0.573(3) 1 d D . P B 2
H15B H 0.226545 0.225088 0.496112 0.067 Uiso 0.573(3) 1 calc R U P B 2
C16B C 0.1367(4) 0.3905(5) 0.4648(2) 0.0558(3) Uani 0.573(3) 1 d D . P B 2
H16B H 0.079090 0.348111 0.433155 0.067 Uiso 0.573(3) 1 calc R U P B 2
C17B C 0.1339(3) 0.5295(5) 0.4750(2) 0.0558(3) Uani 0.573(3) 1 d D . P B 2
H17B H 0.074296 0.578964 0.450701 0.067 Uiso 0.573(3) 1 calc R U P B 2
H5 H 0.511(2) 0.905(3) 0.6834(16) 0.061(8) Uiso 1 1 d . . . . .
C22 C 0.1309(2) 1.0635(3) 0.17501(14) 0.0660(7) Uani 1 1 d . . . . .
H22A H 0.099231 1.042885 0.124058 0.099 Uiso 1 1 calc R U . . .
H22B H 0.185778 1.130567 0.177029 0.099 Uiso 1 1 calc R U . . .
H22C H 0.075227 1.095695 0.199016 0.099 Uiso 1 1 calc R U . . .
O24B O 0.1138(12) 0.6632(13) 0.2956(8) 0.0641(8) Uani 0.252(3) 1 d . . P A 2
O25B O 0.1785(7) 0.5392(8) 0.2134(5) 0.0621(8) Uani 0.252(3) 1 d D U P A 2
O24C O 0.0938(4) 0.6890(5) 0.2771(3) 0.0641(8) Uani 0.480(3) 1 d D . P A .
C27A C 0.047(2) 0.485(2) 0.0915(11) 0.139(4) Uani 0.269(3) 1 d D U P A 1
H27A H -0.023235 0.446081 0.071618 0.209 Uiso 0.269(3) 1 calc R U P A 1
H27B H 0.067252 0.540967 0.054466 0.209 Uiso 0.269(3) 1 calc R U P A 1
H27C H 0.099860 0.416529 0.105634 0.209 Uiso 0.269(3) 1 calc R U P A 1
C26C C 0.0842(12) 0.4451(16) 0.1991(8) 0.0844(16) Uani 0.252(3) 1 d D U P A 2
H26C H 0.098655 0.372244 0.234371 0.101 Uiso 0.252(3) 1 calc R U P A 2
H26D H 0.019282 0.490828 0.206214 0.101 Uiso 0.252(3) 1 calc R U P A 2
C27C C 0.067(2) 0.396(2) 0.1288(12) 0.139(4) Uani 0.252(3) 1 d D . P A 2
H27D H 0.006170 0.336024 0.120822 0.209 Uiso 0.252(3) 1 calc R U P A 2
H27E H 0.051558 0.468066 0.093866 0.209 Uiso 0.252(3) 1 calc R U P A 2
H27F H 0.130813 0.349660 0.121981 0.209 Uiso 0.252(3) 1 calc R U P A 2
O25C O 0.1573(4) 0.5712(5) 0.1947(3) 0.0621(8) Uani 0.480(3) 1 d D . P A 3
C26B C 0.0548(7) 0.4980(9) 0.1781(5) 0.0844(16) Uani 0.480(3) 1 d D U P A 3
H26E H 0.053660 0.437834 0.219090 0.101 Uiso 0.480(3) 1 calc R U P A 3
H26F H -0.004250 0.560948 0.176093 0.101 Uiso 0.480(3) 1 calc R U P A 3
C27B C 0.0354(12) 0.4292(13) 0.1165(7) 0.139(4) Uani 0.480(3) 1 d D . P A 3
H27G H -0.033700 0.385121 0.110983 0.209 Uiso 0.480(3) 1 calc R U P A 3
H27H H 0.033692 0.487624 0.075081 0.209 Uiso 0.480(3) 1 calc R U P A 3
H27I H 0.091769 0.364156 0.118201 0.209 Uiso 0.480(3) 1 calc R U P A 3


_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
S8 C9 1.7499(17) . ?
S8 C7 1.7568(18) . ?
O2 C2 1.222(2) . ?
O1 C10 1.211(2) . ?
O20 C20 1.210(3) . ?
O21 C20 1.328(2) . ?
O21 C22 1.446(3) . ?
O25A C24 1.413(8) . ?
O25A C26A 1.518(14) . ?
N1 C13 1.420(3) . ?
N1 C12 1.467(2) . ?
N1 C2 1.384(2) . ?
N11 C12 1.441(2) . ?
N11 C10 1.377(2) . ?
N11 C7 1.393(2) . ?
N3 C2 1.361(2) . ?
N3 C4 1.446(2) . ?
N3 C3 1.450(2) . ?
C16A H16A 0.9300 . ?
C16A C15A 1.375(8) . ?
C16A C17A 1.410(9) . ?
C15A H15A 0.9300 . ?
C15A C14A 1.399(7) . ?
C13 C14A 1.446(6) . ?
C13 C18A 1.349(6) . ?
C13 C14B 1.353(5) . ?
C13 C18B 1.435(5) . ?
C14A H14A 0.9300 . ?
C12 H12 0.9800 . ?
C12 C4 1.527(2) . ?
C10 C9 1.498(2) . ?
C9 C19 1.356(2) . ?
C19 C20 1.482(3) . ?
C19 C23 1.502(3) . ?
O24A C24 1.238(11) . ?
O24A O24C 0.732(9) . ?
C24 C23 1.493(3) . ?
C24 O24B 1.209(15) . ?
C24 O25B 1.368(8) . ?
C24 O24C 1.241(6) . ?
C24 O25C 1.334(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
N5 C4 1.464(3) . ?
N5 N6 1.385(2) . ?
N5 H5 0.85(3) . ?
C7 N6 1.271(2) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.389(6) . ?
C18A H18A 0.9300 . ?
C4 H4 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C26A H26A 0.9700 . ?
C26A H26B 0.9700 . ?
C26A C27A 1.281(14) . ?
C14B H14B 0.9300 . ?
C14B C15B 1.358(5) . ?
C18B H18B 0.9300 . ?
C18B C17B 1.392(5) . ?
C15B H15B 0.9300 . ?
C15B C16B 1.394(7) . ?
C16B H16B 0.9300 . ?
C16B C17B 1.412(7) . ?
C17B H17B 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O25B C26C 1.495(15) . ?
C27A H27A 0.9600 . ?
C27A H27B 0.9600 . ?
C27A H27C 0.9600 . ?
C26C H26C 0.9700 . ?
C26C H26D 0.9700 . ?
C26C C27C 1.359(15) . ?
C27C H27D 0.9600 . ?
C27C H27E 0.9600 . ?
C27C H27F 0.9600 . ?
O25C C26B 1.457(10) . ?
C26B H26E 0.9700 . ?
C26B H26F 0.9700 . ?
C26B C27B 1.307(11) . ?
C27B H27G 0.9600 . ?
C27B H27H 0.9600 . ?
C27B H27I 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
C9 S8 C7 91.54(8) . . ?
C20 O21 C22 115.26(19) . . ?
C24 O25A C26A 114.5(8) . . ?
C13 N1 C12 122.34(15) . . ?
C2 N1 C13 124.29(17) . . ?
C2 N1 C12 108.19(14) . . ?
C10 N11 C12 122.81(14) . . ?
C10 N11 C7 116.82(14) . . ?
C7 N11 C12 120.33(13) . . ?
C2 N3 C4 110.24(14) . . ?
C2 N3 C3 122.25(17) . . ?
C4 N3 C3 122.32(16) . . ?
C15A C16A H16A 118.1 . . ?
C15A C16A C17A 123.7(5) . . ?
C17A C16A H16A 118.1 . . ?
C16A C15A H15A 121.9 . . ?
C16A C15A C14A 116.3(6) . . ?
C14A C15A H15A 121.9 . . ?
N1 C13 C14A 112.8(3) . . ?
N1 C13 C18B 111.4(3) . . ?
C18A C13 N1 127.6(3) . . ?
C18A C13 C14A 119.2(4) . . ?
C14B C13 N1 128.3(3) . . ?
C14B C13 C18B 120.3(3) . . ?
C15A C14A C13 121.0(5) . . ?
C15A C14A H14A 119.5 . . ?
C13 C14A H14A 119.5 . . ?
N1 C12 H12 110.3 . . ?
N1 C12 C4 100.70(13) . . ?
N11 C12 N1 113.86(14) . . ?
N11 C12 H12 110.3 . . ?
N11 C12 C4 111.15(13) . . ?
C4 C12 H12 110.3 . . ?
O1 C10 N11 123.09(16) . . ?
O1 C10 C9 127.41(15) . . ?
N11 C10 C9 109.50(14) . . ?
C10 C9 S8 110.92(11) . . ?
C19 C9 S8 124.56(14) . . ?
C19 C9 C10 124.51(16) . . ?
C9 C19 C20 117.12(17) . . ?
C9 C19 C23 124.84(17) . . ?
C20 C19 C23 118.00(16) . . ?
O20 C20 O21 124.06(19) . . ?
O20 C20 C19 123.61(17) . . ?
O21 C20 C19 112.33(18) . . ?
O24C O24A C24 73.1(8) . . ?
O25A C24 C23 105.4(4) . . ?
O24A C24 O25A 132.5(7) . . ?
O24A C24 C23 122.1(6) . . ?
O24B C24 C23 122.1(8) . . ?
O24B C24 O25B 121.0(8) . . ?
O25B C24 C23 109.2(4) . . ?
O24C C24 O25A 116.0(5) . . ?
O24C C24 C23 126.5(3) . . ?
O24C C24 O25B 124.1(5) . . ?
O24C C24 O25C 117.7(4) . . ?
O25C C24 C23 113.5(3) . . ?
C19 C23 H23A 109.4 . . ?
C19 C23 H23B 109.4 . . ?
C24 C23 C19 110.97(18) . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C4 N5 H5 113.4(19) . . ?
N6 N5 C4 120.02(14) . . ?
N6 N5 H5 109.5(19) . . ?
N11 C7 S8 111.06(12) . . ?
N6 C7 S8 123.05(14) . . ?
N6 C7 N11 125.88(16) . . ?
C16A C17A H17A 121.0 . . ?
C18A C17A C16A 117.9(5) . . ?
C18A C17A H17A 121.0 . . ?
C13 C18A C17A 121.6(6) . . ?
C13 C18A H18A 119.2 . . ?
C17A C18A H18A 119.2 . . ?
O2 C2 N1 125.79(17) . . ?
O2 C2 N3 126.31(16) . . ?
N3 C2 N1 107.90(14) . . ?
N3 C4 C12 100.10(13) . . ?
N3 C4 N5 109.44(15) . . ?
N3 C4 H4 112.2 . . ?
C12 C4 H4 112.2 . . ?
N5 C4 C12 109.91(15) . . ?
N5 C4 H4 112.2 . . ?
C7 N6 N5 116.61(16) . . ?
N3 C3 H3A 109.5 . . ?
N3 C3 H3B 109.5 . . ?
N3 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O25A C26A H26A 110.3 . . ?
O25A C26A H26B 110.3 . . ?
H26A C26A H26B 108.6 . . ?
C27A C26A O25A 106.9(15) . . ?
C27A C26A H26A 110.3 . . ?
C27A C26A H26B 110.3 . . ?
C13 C14B H14B 119.3 . . ?
C13 C14B C15B 121.5(4) . . ?
C15B C14B H14B 119.3 . . ?
C13 C18B H18B 120.7 . . ?
C17B C18B C13 118.6(4) . . ?
C17B C18B H18B 120.7 . . ?
C14B C15B H15B 119.9 . . ?
C14B C15B C16B 120.3(4) . . ?
C16B C15B H15B 119.9 . . ?
C15B C16B H16B 120.0 . . ?
C15B C16B C17B 120.1(4) . . ?
C17B C16B H16B 120.0 . . ?
C18B C17B C16B 119.1(4) . . ?
C18B C17B H17B 120.4 . . ?
C16B C17B H17B 120.4 . . ?
O21 C22 H22A 109.5 . . ?
O21 C22 H22B 109.5 . . ?
O21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 O25B C26C 120.4(9) . . ?
O24A O24C C24 72.6(9) . . ?
C26A C27A H27A 109.5 . . ?
C26A C27A H27B 109.5 . . ?
C26A C27A H27C 109.5 . . ?
H27A C27A H27B 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
O25B C26C H26C 109.5 . . ?
O25B C26C H26D 109.5 . . ?
H26C C26C H26D 108.1 . . ?
C27C C26C O25B 110.9(14) . . ?
C27C C26C H26C 109.5 . . ?
C27C C26C H26D 109.5 . . ?
C26C C27C H27D 109.5 . . ?
C26C C27C H27E 109.5 . . ?
C26C C27C H27F 109.5 . . ?
H27D C27C H27E 109.5 . . ?
H27D C27C H27F 109.5 . . ?
H27E C27C H27F 109.5 . . ?
C24 O25C C26B 117.6(5) . . ?
O25C C26B H26E 108.2 . . ?
O25C C26B H26F 108.2 . . ?
H26E C26B H26F 107.4 . . ?
C27B C26B O25C 116.2(9) . . ?
C27B C26B H26E 108.2 . . ?
C27B C26B H26F 108.2 . . ?
C26B C27B H27G 109.5 . . ?
C26B C27B H27H 109.5 . . ?
C26B C27B H27I 109.5 . . ?
H27G C27B H27H 109.5 . . ?
H27G C27B H27I 109.5 . . ?
H27H C27B H27I 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N5 H5 O2 0.85(3) 2.10(3) 2.935(2) 167(3) 2_656 yes

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
S8 C9 C19 C20 1.1(2) . . . . ?
S8 C9 C19 C23 -176.33(14) . . . . ?
S8 C7 N6 N5 176.59(14) . . . . ?
O1 C10 C9 S8 -178.52(17) . . . . ?
O1 C10 C9 C19 2.8(3) . . . . ?
O25A C24 C23 C19 140.7(4) . . . . ?
O25A C24 O24C O24A 128.2(11) . . . . ?
N1 C13 C14A C15A -178.4(5) . . . . ?
N1 C13 C18A C17A 173.4(4) . . . . ?
N1 C13 C14B C15B -176.8(3) . . . . ?
N1 C13 C18B C17B 175.9(3) . . . . ?
N1 C12 C4 N3 34.26(16) . . . . ?
N1 C12 C4 N5 -80.83(16) . . . . ?
N11 C12 C4 N3 155.23(14) . . . . ?
N11 C12 C4 N5 40.13(19) . . . . ?
N11 C10 C9 S8 2.03(18) . . . . ?
N11 C10 C9 C19 -176.67(17) . . . . ?
N11 C7 N6 N5 -4.5(3) . . . . ?
C16A C15A C14A C13 6.9(9) . . . . ?
C16A C17A C18A C13 0.4(9) . . . . ?
C15A C16A C17A C18A 1.8(10) . . . . ?
C13 N1 C12 N11 56.1(2) . . . . ?
C13 N1 C12 C4 175.08(18) . . . . ?
C13 N1 C2 O2 -13.9(3) . . . . ?
C13 N1 C2 N3 166.87(19) . . . . ?
C13 C14B C15B C16B -0.2(7) . . . . ?
C13 C18B C17B C16B 2.1(6) . . . . ?
C14A C13 C18A C17A 1.2(8) . . . . ?
C12 N1 C13 C14A 108.7(4) . . . . ?
C12 N1 C13 C18A -63.9(5) . . . . ?
C12 N1 C13 C14B 101.3(4) . . . . ?
C12 N1 C13 C18B -78.5(3) . . . . ?
C12 N1 C2 O2 -168.75(18) . . . . ?
C12 N1 C2 N3 11.97(19) . . . . ?
C12 N11 C10 O1 -1.4(3) . . . . ?
C12 N11 C10 C9 178.10(15) . . . . ?
C12 N11 C7 S8 -177.75(13) . . . . ?
C12 N11 C7 N6 3.2(3) . . . . ?
C10 N11 C12 N1 -91.54(19) . . . . ?
C10 N11 C12 C4 155.58(16) . . . . ?
C10 N11 C7 S8 4.5(2) . . . . ?
C10 N11 C7 N6 -174.56(19) . . . . ?
C10 C9 C19 C20 179.65(16) . . . . ?
C10 C9 C19 C23 2.2(3) . . . . ?
C9 S8 C7 N11 -2.54(14) . . . . ?
C9 S8 C7 N6 176.52(18) . . . . ?
C9 C19 C20 O20 6.0(3) . . . . ?
C9 C19 C20 O21 -173.47(17) . . . . ?
C9 C19 C23 C24 101.0(2) . . . . ?
C20 C19 C23 C24 -76.5(2) . . . . ?
O24A C24 C23 C19 -41.1(7) . . . . ?
C24 O25A C26A C27A -158.0(15) . . . . ?
C24 O25B C26C C27C 139.6(17) . . . . ?
C24 O25C C26B C27B 173.0(9) . . . . ?
C23 C19 C20 O20 -176.4(2) . . . . ?
C23 C19 C20 O21 4.2(2) . . . . ?
C23 C24 O25B C26C 173.0(9) . . . . ?
C23 C24 O24C O24A -95.1(10) . . . . ?
C23 C24 O25C C26B 177.8(5) . . . . ?
C7 S8 C9 C10 0.29(13) . . . . ?
C7 S8 C9 C19 178.99(16) . . . . ?
C7 N11 C12 N1 90.82(19) . . . . ?
C7 N11 C12 C4 -22.1(2) . . . . ?
C7 N11 C10 O1 176.34(18) . . . . ?
C7 N11 C10 C9 -4.2(2) . . . . ?
C17A C16A C15A C14A -5.4(9) . . . . ?
C18A C13 C14A C15A -5.1(8) . . . . ?
C2 N1 C13 C14A -42.8(4) . . . . ?
C2 N1 C13 C18A 144.6(4) . . . . ?
C2 N1 C13 C14B -50.2(4) . . . . ?
C2 N1 C13 C18B 130.0(3) . . . . ?
C2 N1 C12 N11 -148.45(14) . . . . ?
C2 N1 C12 C4 -29.43(17) . . . . ?
C2 N3 C4 C12 -29.88(19) . . . . ?
C2 N3 C4 N5 85.56(18) . . . . ?
C4 N3 C2 O2 -166.87(18) . . . . ?
C4 N3 C2 N1 12.4(2) . . . . ?
C4 N5 N6 C7 27.7(3) . . . . ?
N6 N5 C4 N3 -154.74(16) . . . . ?
N6 N5 C4 C12 -45.7(2) . . . . ?
C3 N3 C2 O2 -11.9(3) . . . . ?
C3 N3 C2 N1 167.39(18) . . . . ?
C3 N3 C4 C12 175.15(19) . . . . ?
C3 N3 C4 N5 -69.4(2) . . . . ?
C26A O25A C24 O24A 7.4(13) . . . . ?
C26A O25A C24 C23 -174.7(8) . . . . ?
C26A O25A C24 O24C -29.5(10) . . . . ?
C14B C13 C18B C17B -3.9(6) . . . . ?
C14B C15B C16B C17B -1.7(7) . . . . ?
C18B C13 C14B C15B 3.0(6) . . . . ?
C15B C16B C17B C18B 0.6(7) . . . . ?
C22 O21 C20 O20 4.7(3) . . . . ?
C22 O21 C20 C19 -175.85(18) . . . . ?
O24B C24 C23 C19 -25.1(7) . . . . ?
O24B C24 O25B C26C 23.2(13) . . . . ?
O25B C24 C23 C19 -174.6(4) . . . . ?
O24C O24A C24 O25A -73.3(11) . . . . ?
O24C O24A C24 C23 109.1(8) . . . . ?
O24C C24 C23 C19 0.4(5) . . . . ?
O24C C24 O25B C26C -2.1(12) . . . . ?
O24C C24 O25C C26B -18.1(7) . . . . ?
O25C C24 C23 C19 162.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
