# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_invt
_database_code_depnum_ccdc_archive 'CCDC 1819816'
_audit_update_record             
;
2018-09-17 deposited with the CCDC.
2018-10-16 downloaded from the CCDC.
;
_audit_creation_date             2018-08-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H15 N3 S2'
_chemical_formula_sum            'C12 H15 N3 S2'
_chemical_formula_weight         265.39
_chemical_absolute_configuration ?
_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'
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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   11.438(2)
_cell_length_b                   11.940(2)
_cell_length_c                   9.8740(19)
_cell_angle_alpha                90
_cell_angle_beta                 107.370(2)
_cell_angle_gamma                90
_cell_volume                     1287.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4687
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      26.92
_cell_measurement_theta_min      3.41
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.395
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.087
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6623
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.948
_diffrn_reflns_theta_min         3.413
_diffrn_ambient_temperature      220.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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         0.976
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                2716
_reflns_number_total             2763
_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       ?
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    ?

_refine_diff_density_max         0.141
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details 
;
 Flack x determined using 1313 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       0.0202(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2763
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0203
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0261P)²+0.2095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0505
_refine_ls_wR_factor_ref         0.0509
_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 Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.78559(5) 0.87248(4) 0.19861(5) 0.03380(14) Uani 1 1 d . . . . .
N1 N 0.87977(16) 0.73276(14) 0.4051(2) 0.0348(4) Uani 1 1 d . . . . .
C1 C 0.8859(2) 0.76711(18) 0.2826(2) 0.0371(5) Uani 1 1 d . . . . .
H1 H 0.942496 0.736133 0.240930 0.045 Uiso 1 1 calc R . . . .
S2 S 0.52876(4) 1.02050(4) 0.37842(5) 0.03299(14) Uani 1 1 d . . . . .
N2 N 0.74666(16) 0.78770(14) 0.55270(17) 0.0294(4) Uani 1 1 d . . . . .
C2 C 0.79020(17) 0.79325(16) 0.4371(2) 0.0282(4) Uani 1 1 d . . . . .
C3 C 0.65533(17) 0.86683(16) 0.5274(2) 0.0273(4) Uani 1 1 d . . . . .
N3 N 0.58073(17) 0.89703(16) 0.60616(17) 0.0339(4) Uani 1 1 d . . . . .
C4 C 0.5100(2) 0.97720(19) 0.5376(2) 0.0354(5) Uani 1 1 d . . . . .
H4 H 0.450823 1.010270 0.573541 0.042 Uiso 1 1 calc R . . . .
C5 C 0.64118(17) 0.92125(15) 0.3991(2) 0.0267(4) Uani 1 1 d . . . . .
C6 C 0.72834(17) 0.87339(15) 0.34069(19) 0.0267(4) Uani 1 1 d . . . . .
C7 C 0.7962(2) 0.72245(17) 0.6823(2) 0.0355(5) Uani 1 1 d . . . . .
H7A H 0.855261 0.667999 0.667358 0.043 Uiso 1 1 calc R . . . .
H7B H 0.729475 0.680654 0.702303 0.043 Uiso 1 1 calc R . . . .
C8 C 0.85906(19) 0.79502(19) 0.8101(2) 0.0353(5) Uani 1 1 d . . . . .
H8A H 0.799013 0.847855 0.826270 0.042 Uiso 1 1 calc R . . . .
H8B H 0.886511 0.746932 0.894118 0.042 Uiso 1 1 calc R . . . .
C9 C 0.9679(2) 0.86046(18) 0.7950(2) 0.0352(5) Uani 1 1 d . . . . .
H9A H 0.941700 0.905937 0.708565 0.042 Uiso 1 1 calc R . . . .
H9B H 1.030223 0.807743 0.784299 0.042 Uiso 1 1 calc R . . . .
C10 C 1.0246(2) 0.9365(2) 0.9205(2) 0.0383(5) Uani 1 1 d . . . . .
H10A H 1.053502 0.890585 1.006319 0.046 Uiso 1 1 calc R . . . .
H10B H 0.961414 0.987176 0.933369 0.046 Uiso 1 1 calc R . . . .
C11 C 1.1307(2) 1.0055(2) 0.9039(3) 0.0457(6) Uani 1 1 d . . . . .
H11A H 1.196423 0.954780 0.898088 0.055 Uiso 1 1 calc R . . . .
H11B H 1.103392 1.047037 0.814311 0.055 Uiso 1 1 calc R . . . .
C12 C 1.1817(3) 1.0875(2) 1.0236(3) 0.0559(7) Uani 1 1 d . . . . .
H12A H 1.246832 1.130810 1.004673 0.084 Uiso 1 1 calc GR . . . .
H12B H 1.213834 1.046837 1.111975 0.084 Uiso 1 1 calc GR . . . .
H12C H 1.117032 1.137532 1.031026 0.084 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.738(2) . ?
S1 C6 1.7163(19) . ?
N1 C1 1.299(3) . ?
N1 C2 1.365(2) . ?
C1 H1 0.9400 . ?
S2 C4 1.728(2) . ?
S2 C5 1.7155(18) . ?
N2 C2 1.377(3) . ?
N2 C3 1.375(2) . ?
N2 C7 1.461(3) . ?
C2 C6 1.386(3) . ?
C3 N3 1.364(3) . ?
C3 C5 1.389(3) . ?
N3 C4 1.305(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.413(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C8 1.523(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.515(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C10 1.516(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 C11 1.516(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 C12 1.512(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?

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 S1 C1 88.47(10) . . ?
C1 N1 C2 107.53(17) . . ?
S1 C1 H1 121.3 . . ?
N1 C1 S1 117.47(16) . . ?
N1 C1 H1 121.3 . . ?
C5 S2 C4 88.70(10) . . ?
C2 N2 C7 127.63(17) . . ?
C3 N2 C2 105.03(15) . . ?
C3 N2 C7 126.94(16) . . ?
N1 C2 N2 130.42(18) . . ?
N1 C2 C6 118.12(17) . . ?
N2 C2 C6 111.46(16) . . ?
N2 C3 C5 111.26(16) . . ?
N3 C3 N2 130.44(17) . . ?
N3 C3 C5 118.30(17) . . ?
C4 N3 C3 107.13(17) . . ?
S2 C4 H4 121.1 . . ?
N3 C4 S2 117.74(16) . . ?
N3 C4 H4 121.1 . . ?
C3 C5 S2 108.10(14) . . ?
C3 C5 C6 106.18(16) . . ?
C6 C5 S2 145.69(16) . . ?
C2 C6 S1 108.41(14) . . ?
C2 C6 C5 106.07(16) . . ?
C5 C6 S1 145.50(15) . . ?
N2 C7 H7A 109.0 . . ?
N2 C7 H7B 109.0 . . ?
N2 C7 C8 112.73(16) . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 C7 114.23(18) . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
C8 C9 C10 113.07(19) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
C9 C10 C11 113.5(2) . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 C10 113.7(2) . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
N1 C2 C6 S1 0.5(2) . . . . ?
N1 C2 C6 C5 179.25(16) . . . . ?
C1 S1 C6 C2 -0.46(15) . . . . ?
C1 S1 C6 C5 -178.4(3) . . . . ?
C1 N1 C2 N2 178.7(2) . . . . ?
C1 N1 C2 C6 -0.2(2) . . . . ?
S2 C5 C6 S1 -4.7(5) . . . . ?
S2 C5 C6 C2 177.4(2) . . . . ?
N2 C2 C6 S1 -178.60(14) . . . . ?
N2 C2 C6 C5 0.2(2) . . . . ?
N2 C3 N3 C4 179.3(2) . . . . ?
N2 C3 C5 S2 -178.44(13) . . . . ?
N2 C3 C5 C6 0.1(2) . . . . ?
N2 C7 C8 C9 -61.2(2) . . . . ?
C2 N1 C1 S1 -0.2(2) . . . . ?
C2 N2 C3 N3 179.7(2) . . . . ?
C2 N2 C3 C5 0.0(2) . . . . ?
C2 N2 C7 C8 108.0(2) . . . . ?
C3 N2 C2 N1 -179.04(19) . . . . ?
C3 N2 C2 C6 -0.1(2) . . . . ?
C3 N2 C7 C8 -63.6(3) . . . . ?
C3 N3 C4 S2 -0.2(2) . . . . ?
C3 C5 C6 S1 177.8(2) . . . . ?
C3 C5 C6 C2 -0.2(2) . . . . ?
N3 C3 C5 S2 1.8(2) . . . . ?
N3 C3 C5 C6 -179.61(17) . . . . ?
C4 S2 C5 C3 -1.50(15) . . . . ?
C4 S2 C5 C6 -179.0(3) . . . . ?
C5 S2 C4 N3 1.09(19) . . . . ?
C5 C3 N3 C4 -1.1(3) . . . . ?
C6 S1 C1 N1 0.41(19) . . . . ?
C7 N2 C2 N1 7.9(3) . . . . ?
C7 N2 C2 C6 -173.21(18) . . . . ?
C7 N2 C3 N3 -7.2(3) . . . . ?
C7 N2 C3 C5 173.15(18) . . . . ?
C7 C8 C9 C10 177.03(17) . . . . ?
C8 C9 C10 C11 -177.87(19) . . . . ?
C9 C10 C11 C12 175.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_str0086lt100k
_database_code_depnum_ccdc_archive 'CCDC 1819817'
_audit_update_record             
;
2018-09-17 deposited with the CCDC.
2018-10-16 downloaded from the CCDC.
;
_audit_creation_date             2018-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H13 I2 N3 S2'
_chemical_formula_sum            'C12 H13 I2 N3 S2'
_chemical_formula_weight         517.17
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C10H10N3S2I2
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'
I I -0.4742 1.8119 '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'
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           8
_space_group_name_H-M_alt        'C 1 m 1'
_space_group_name_Hall           'C -2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'

_cell_length_a                   16.8767(2)
_cell_length_b                   33.8581(5)
_cell_length_c                   4.41650(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.6500(10)
_cell_angle_gamma                90
_cell_volume                     2522.60(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    41565
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      31.1450
_cell_measurement_theta_min      2.1560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.979
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.12b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            36525
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_min         2.171
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  63.00   0.50   30.00    --   -5.49  39.00  10.61  166
  2  ω     21.00  61.00   0.50   30.00    --   -5.49  33.00  45.33   80
  3  ω     43.00  69.00   0.50   30.00    --   -5.49  33.00 142.30   52
  4  ω    -18.00  39.00   0.50   30.00    --    4.56 -99.00  30.00  114
  5  ω     18.00  43.00   0.50   30.00    --    4.56-106.00 -58.00   50
  6  ω    -19.00  62.00   0.50   30.00    --   -5.49  19.00 -90.00  162
  7  ω     39.00  65.00   0.50   30.00    --   -5.49  40.00-143.04   52
  8  ω    -20.00  21.00   0.50   30.00    --   -5.49  40.00-143.04   82
  9  ω    -19.00  54.00   0.50   30.00    --   -5.49  35.00 -47.98  146
 10  ω    -20.00   6.00   0.50   30.00    --   -5.49  33.00  45.33   52
 11  ω    -20.00  36.00   0.50   30.00    --   -5.49  33.00 142.30  112
 12  ω    -18.00  27.00   0.50   30.00    --   -5.49 -99.00  90.00   90
 13  ω    -18.00  29.00   0.50   30.00    --   -5.49 -99.00 -60.00   94
 14  ω    -18.00  23.00   0.50   30.00    --   -5.49 -99.00 -90.00   82
 15  ω    -13.00  29.00   0.50   30.00    --   -5.49 -99.00-180.00   84
 16  ω    -64.00  20.00   0.50   30.00    --    4.56 -57.00-180.00  168
 17  ω    -70.00  19.00   0.50   30.00    --    4.56 -33.00  81.66  178
;
_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      -0.0006487000
_diffrn_orient_matrix_UB_12      0.0200686000
_diffrn_orient_matrix_UB_13      0.0459134000
_diffrn_orient_matrix_UB_21      -0.0368473000
_diffrn_orient_matrix_UB_22      -0.0031585000
_diffrn_orient_matrix_UB_23      0.0693936000
_diffrn_orient_matrix_UB_31      0.0202232000
_diffrn_orient_matrix_UB_32      -0.0051203000
_diffrn_orient_matrix_UB_33      0.1374312000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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         0.979
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                5610
_reflns_number_total             5624
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.12b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.888
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details 
;
 Flack x determined using 2759 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.027(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         5624
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0187
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+7.3822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0478
_refine_ls_wR_factor_ref         0.0479
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9A-C10A \\sim C11A-C12A
 with sigma of 0.005
 C9A-C10A \\sim C11B-C12B
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C7A) = Uanis(C11A)
Uanis(C7A) = Uanis(C11B)
Uanis(C8A) = Uanis(C12A)
Uanis(C8A) = Uanis(C12B)
Uanis(C9A) = Uanis(C10A)
4. Others
 Sof(H10C)=Sof(H10D)=Sof(C11B)=Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12D)=
 Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(H10A)=Sof(H10B)=Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)=
 Sof(H12B)=Sof(H12C)=FVAR(1)
 Fixed Sof: H4A(0.5) H4B(0.5) H5A(0.5) H5B(0.5) H6A(0.5) H6B(0.5) H7A(0.5)
 H7B(0.5) H8A(0.5) H8B(0.5) H9A(0.5) H9B(0.5) H9C(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C7A(H7AA,
 H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C10A(H10A,H10B), C10A(H10C,H10D),
 C11A(H11A,H11B), C11B(H11C,H11D)
5.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C12A(H12A,H12B,H12C), C12B(H12D,H12E,H12F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.29180(2) 0.34768(2) 0.40115(6) 0.01853(8) Uani 1 1 d . . . . .
S1 S 0.36439(8) 0.43676(4) 0.2586(3) 0.0227(3) Uani 1 1 d . . . . .
N1 N 0.2401(3) 0.42844(13) 0.5925(10) 0.0178(8) Uani 1 1 d . . . . .
N2 N 0.2178(4) 0.500000 0.6786(14) 0.0184(12) Uani 1 2 d S T P . .
C1 C 0.2931(3) 0.40877(15) 0.4422(12) 0.0191(10) Uani 1 1 d . . . . .
C2 C 0.2566(3) 0.46764(15) 0.5662(12) 0.0195(10) Uani 1 1 d . . . . .
C3 C 0.3201(3) 0.47909(15) 0.3922(12) 0.0199(10) Uani 1 1 d . . . . .
C4 C 0.1470(4) 0.500000 0.8571(17) 0.0195(14) Uani 1 2 d S T P . .
H4A H 0.147407 0.523162 0.986357 0.023 Uiso 0.5 1 calc R . . . .
H4B H 0.147407 0.476838 0.986357 0.023 Uiso 0.5 1 calc R . . . .
C5 C 0.0709(4) 0.500000 0.6573(16) 0.0199(14) Uani 1 2 d S T P . .
H5A H 0.070714 0.523151 0.527886 0.024 Uiso 0.5 1 calc R . . . .
H5B H 0.070714 0.476849 0.527885 0.024 Uiso 0.5 1 calc R . . . .
C6 C -0.0043(4) 0.500000 0.8428(16) 0.0206(14) Uani 1 2 d S T P . .
H6A H -0.004132 0.476850 0.972245 0.025 Uiso 0.5 1 calc R . . . .
H6B H -0.004132 0.523150 0.972245 0.025 Uiso 0.5 1 calc R . . . .
C7 C -0.0793(5) 0.500000 0.6466(18) 0.0287(17) Uani 1 2 d S T P . .
H7A H -0.079270 0.476868 0.517047 0.034 Uiso 0.5 1 calc R . . . .
H7B H -0.079270 0.523132 0.517048 0.034 Uiso 0.5 1 calc R . . . .
C8 C -0.1550(5) 0.500000 0.826(2) 0.0355(19) Uani 1 2 d S T P . .
H8A H -0.155346 0.523148 0.955722 0.043 Uiso 0.5 1 calc R . . . .
H8B H -0.155346 0.476852 0.955722 0.043 Uiso 0.5 1 calc R . . . .
C9 C -0.2301(6) 0.500000 0.624(3) 0.050(3) Uani 1 2 d S T P . .
H9A H -0.275647 0.496307 0.745972 0.075 Uiso 0.5 1 calc GR . . A -1
H9B H -0.227322 0.478918 0.478982 0.075 Uiso 0.5 1 calc GR . . A -1
H9C H -0.234526 0.524775 0.518780 0.075 Uiso 0.5 1 calc GR . . A -1
I1A I 0.13575(2) 0.27160(2) 0.74171(6) 0.01717(8) Uani 1 1 d . . . . .
I2A I 0.59934(2) 0.11200(2) -0.12567(6) 0.01917(8) Uani 1 1 d . . . . .
S1A S 0.24441(7) 0.19120(4) 0.6307(3) 0.0185(2) Uani 1 1 d . . . . .
S2A S 0.43355(8) 0.12430(4) 0.2587(3) 0.0201(2) Uani 1 1 d . . . . .
N1A N 0.2845(3) 0.25894(12) 0.3944(10) 0.0158(8) Uani 1 1 d . . . . .
N2A N 0.4028(2) 0.23445(12) 0.1344(9) 0.0138(8) Uani 1 1 d . . . . .
N3A N 0.4999(2) 0.18350(13) -0.0176(10) 0.0164(8) Uani 1 1 d . . . . .
C1A C 0.2318(3) 0.24171(15) 0.5640(11) 0.0183(9) Uani 1 1 d . . . . .
C2A C 0.3374(3) 0.23109(14) 0.3120(11) 0.0152(9) Uani 1 1 d . . . . .
C3A C 0.4345(3) 0.19702(15) 0.1252(11) 0.0158(9) Uani 1 1 d . . . . .
C4A C 0.5069(3) 0.14567(14) 0.0378(12) 0.0179(10) Uani 1 1 d . . . . .
C5A C 0.3902(3) 0.17059(14) 0.2910(12) 0.0167(9) Uani 1 1 d . . . . .
C6A C 0.3278(3) 0.19244(14) 0.4137(11) 0.0164(9) Uani 1 1 d . . . . .
C7A C 0.4291(3) 0.26955(14) -0.0295(11) 0.0171(8) Uani 1 1 d . . . . .
H7AA H 0.382822 0.284603 -0.095748 0.020 Uiso 1 1 calc R . . . .
H7AB H 0.456332 0.261168 -0.208875 0.020 Uiso 1 1 calc R . . . .
C8A C 0.4838(4) 0.29622(17) 0.1578(13) 0.0251(9) Uani 1 1 d . . . . .
H8AA H 0.530255 0.281399 0.224889 0.030 Uiso 1 1 calc R . . . .
H8AB H 0.456645 0.305112 0.336046 0.030 Uiso 1 1 calc R . . . .
C9A C 0.5095(4) 0.33199(17) -0.0257(12) 0.0275(9) Uani 1 1 d D . . . .
H9AA H 0.541808 0.323068 -0.190505 0.033 Uiso 1 1 calc R . . . .
H9AB H 0.462833 0.344751 -0.113656 0.033 Uiso 1 1 calc R . . . .
C10A C 0.5564(4) 0.36200(16) 0.1634(12) 0.0275(9) Uani 1 1 d D . . . .
H10A H 0.606402 0.350361 0.230178 0.033 Uiso 0.558(10) 1 calc R . . B 1
H10B H 0.526947 0.368572 0.342041 0.033 Uiso 0.558(10) 1 calc R . . B 1
H10C H 0.593894 0.348121 0.295490 0.033 Uiso 0.442(10) 1 calc R . . B 2
H10D H 0.520260 0.376358 0.290231 0.033 Uiso 0.442(10) 1 calc R . . B 2
C11A C 0.5729(6) 0.4005(3) -0.018(2) 0.0171(8) Uani 0.558(10) 1 d D . . B 1
H11A H 0.605761 0.394157 -0.187786 0.020 Uiso 0.558(10) 1 calc R . . B 1
H11B H 0.523031 0.410900 -0.098732 0.020 Uiso 0.558(10) 1 calc R . . B 1
C11B C 0.6012(8) 0.3914(3) -0.030(2) 0.0171(8) Uani 0.442(10) 1 d D . . B 2
H11C H 0.635540 0.376961 -0.163123 0.020 Uiso 0.442(10) 1 calc R . . B 2
H11D H 0.563480 0.406107 -0.155078 0.020 Uiso 0.442(10) 1 calc R . . B 2
C12A C 0.6139(7) 0.4322(3) 0.174(2) 0.0251(9) Uani 0.558(10) 1 d D . . B 1
H12A H 0.631575 0.453090 0.045615 0.038 Uiso 0.558(10) 1 calc GR . . B 1
H12B H 0.658717 0.420869 0.281472 0.038 Uiso 0.558(10) 1 calc GR . . B 1
H12C H 0.577457 0.442578 0.316734 0.038 Uiso 0.558(10) 1 calc GR . . B 1
C12B C 0.6511(8) 0.4203(4) 0.158(3) 0.0251(9) Uani 0.442(10) 1 d D . . B 2
H12D H 0.657923 0.444243 0.045807 0.038 Uiso 0.442(10) 1 calc GR . . B 2
H12E H 0.702000 0.408789 0.204851 0.038 Uiso 0.442(10) 1 calc GR . . B 2
H12F H 0.624820 0.426065 0.343142 0.038 Uiso 0.442(10) 1 calc GR . . B 2


_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
I1 C1 2.076(5) . ?
S1 C1 1.750(5) . ?
S1 C3 1.728(5) . ?
N1 C1 1.310(7) . ?
N1 C2 1.361(7) . ?
N2 C2 1.376(6) . ?
N2 C2 1.376(6) 2_565 ?
N2 C4 1.449(9) . ?
C2 C3 1.392(7) . ?
C3 C3 1.416(10) 2_565 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.538(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.531(9) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.513(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.523(11) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.531(13) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
I1A C1A 2.084(5) . ?
I2A C4A 2.078(5) . ?
S1A C1A 1.747(5) . ?
S1A C6A 1.725(5) . ?
S2A C4A 1.754(5) . ?
S2A C5A 1.737(5) . ?
N1A C1A 1.315(7) . ?
N1A C2A 1.356(6) . ?
N2A C2A 1.377(6) . ?
N2A C3A 1.376(6) . ?
N2A C7A 1.467(6) . ?
N3A C3A 1.365(7) . ?
N3A C4A 1.309(7) . ?
C2A C6A 1.394(7) . ?
C3A C5A 1.388(7) . ?
C5A C6A 1.409(7) . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.520(7) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A C9A 1.527(7) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C10A 1.522(6) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A C11A 1.560(10) . ?
C10A C11B 1.526(12) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C11A C12A 1.522(7) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C11B C12B 1.521(8) . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 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
C3 S1 C1 88.9(2) . . ?
C1 N1 C2 108.0(4) . . ?
C2 N2 C2 105.5(6) . 2_565 ?
C2 N2 C4 127.1(3) . . ?
C2 N2 C4 127.1(3) 2_565 . ?
S1 C1 I1 120.3(3) . . ?
N1 C1 I1 123.0(4) . . ?
N1 C1 S1 116.6(4) . . ?
N1 C2 N2 130.2(5) . . ?
N1 C2 C3 118.7(5) . . ?
N2 C2 C3 111.1(5) . . ?
C2 C3 S1 107.8(4) . . ?
C2 C3 C3 106.2(3) . 2_565 ?
C3 C3 S1 146.03(17) 2_565 . ?
N2 C4 H4A 109.2 . . ?
N2 C4 H4B 109.2 . . ?
N2 C4 C5 112.1(6) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 C4 112.7(6) . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 C5 112.7(6) . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C6 C7 C8 113.7(7) . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C7 C8 C9 112.8(7) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6A S1A C1A 88.8(2) . . ?
C5A S2A C4A 88.8(2) . . ?
C1A N1A C2A 107.8(4) . . ?
C2A N2A C7A 127.3(4) . . ?
C3A N2A C2A 105.0(4) . . ?
C3A N2A C7A 127.5(4) . . ?
C4A N3A C3A 108.2(4) . . ?
S1A C1A I1A 120.3(3) . . ?
N1A C1A I1A 123.0(4) . . ?
N1A C1A S1A 116.7(4) . . ?
N1A C2A N2A 129.8(4) . . ?
N1A C2A C6A 118.8(4) . . ?
N2A C2A C6A 111.3(4) . . ?
N2A C3A C5A 111.3(4) . . ?
N3A C3A N2A 129.9(4) . . ?
N3A C3A C5A 118.8(4) . . ?
S2A C4A I2A 121.1(3) . . ?
N3A C4A I2A 122.4(4) . . ?
N3A C4A S2A 116.5(4) . . ?
C3A C5A S2A 107.7(3) . . ?
C3A C5A C6A 106.5(4) . . ?
C6A C5A S2A 145.8(4) . . ?
C2A C6A S1A 107.8(4) . . ?
C2A C6A C5A 105.9(4) . . ?
C5A C6A S1A 146.3(4) . . ?
N2A C7A H7AA 108.9 . . ?
N2A C7A H7AB 108.9 . . ?
N2A C7A C8A 113.6(4) . . ?
H7AA C7A H7AB 107.7 . . ?
C8A C7A H7AA 108.9 . . ?
C8A C7A H7AB 108.9 . . ?
C7A C8A H8AA 109.4 . . ?
C7A C8A H8AB 109.4 . . ?
C7A C8A C9A 111.1(4) . . ?
H8AA C8A H8AB 108.0 . . ?
C9A C8A H8AA 109.4 . . ?
C9A C8A H8AB 109.4 . . ?
C8A C9A H9AA 109.0 . . ?
C8A C9A H9AB 109.0 . . ?
H9AA C9A H9AB 107.8 . . ?
C10A C9A C8A 112.9(4) . . ?
C10A C9A H9AA 109.0 . . ?
C10A C9A H9AB 109.0 . . ?
C9A C10A H10A 109.2 . . ?
C9A C10A H10B 109.2 . . ?
C9A C10A H10C 109.0 . . ?
C9A C10A H10D 109.0 . . ?
C9A C10A C11A 112.0(5) . . ?
C9A C10A C11B 112.8(5) . . ?
H10A C10A H10B 107.9 . . ?
H10C C10A H10D 107.8 . . ?
C11A C10A H10A 109.2 . . ?
C11A C10A H10B 109.2 . . ?
C11B C10A H10C 109.0 . . ?
C11B C10A H10D 109.0 . . ?
C10A C11A H11A 109.0 . . ?
C10A C11A H11B 109.0 . . ?
H11A C11A H11B 107.8 . . ?
C12A C11A C10A 112.8(7) . . ?
C12A C11A H11A 109.0 . . ?
C12A C11A H11B 109.0 . . ?
C10A C11B H11C 109.0 . . ?
C10A C11B H11D 109.0 . . ?
H11C C11B H11D 107.8 . . ?
C12B C11B C10A 112.9(9) . . ?
C12B C11B H11C 109.0 . . ?
C12B C11B H11D 109.0 . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?

_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 0.007 0.000 -0.508 43.6 6.0 '1 water'
2 0.297 0.095 0.727 19.1 0.0 ?
3 0.297 0.905 0.727 19.1 0.0 ?
4 0.507 0.500 -0.424 43.6 6.0 '1 water'
5 0.797 0.405 0.727 19.1 0.0 ?
6 0.797 0.595 0.727 19.1 0.0 ?

_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 1.438
_oxdiff_exptl_absorpt_empirical_full_min 0.583
####################################################################### 
# 
# 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_str0040lt100k
_database_code_depnum_ccdc_archive 'CCDC 1868490'
_audit_update_record             
;
2018-09-18 deposited with the CCDC.
2018-10-16 downloaded from the CCDC.
;
_audit_creation_date             2018-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H13 N7 S2'
_chemical_formula_sum            'C18 H13 N7 S2'
_chemical_formula_weight         391.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N8S2
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'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   15.8211(3)
_cell_length_b                   15.8245(3)
_cell_length_c                   16.6689(2)
_cell_angle_alpha                79.7400(10)
_cell_angle_beta                 66.715(2)
_cell_angle_gamma                73.107(2)
_cell_volume                     3658.41(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    21426
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.0860
_cell_measurement_theta_min      2.8850
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.767
_exptl_absorpt_coefficient_mu    2.794
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61010
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.12b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            48939
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.129
_diffrn_reflns_theta_min         2.894
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00  23.00   0.50    2.00    --  -46.12  34.00 105.00  132
  2  ω    -45.00 -19.00   0.50    3.99    --  -88.50 125.00 150.00   52
  3  ω    -74.00 -12.00   0.50    3.99    --  -88.50  34.00 105.00  124
  4  ω    -85.00 -58.00   0.50    3.99    --  -88.50 125.00 150.00   54
  5  ω    -85.00 -60.00   0.50    3.99    --  -88.50  45.00 -60.00   50
  6  ω   -121.00 -55.00   0.50    2.00    --  -46.12 -34.00 -52.00  132
  7  ω    -28.00  44.00   0.50    2.00    --   46.12 -34.00 -52.00  144
  8  ω     30.00  59.00   0.50    3.99    --  105.44 -34.00 -52.00   58
  9  ω     31.00  59.00   0.50    3.99    --  105.44 -30.00   0.00   56
 10  ω     39.00  65.00   0.50    3.99    --  105.44 -45.00  60.00   52
 11  ω     37.00  65.00   0.50    3.99    --  105.44 -45.00 120.00   56
 12  ω     36.00  61.00   0.50    3.99    --  105.44 -45.00 150.00   50
 13  ω     31.00  58.00   0.50    3.99    --  105.44 -30.00 120.00   54
 14  ω     32.00  58.00   0.50    3.99    --  105.44 -30.00 150.00   52
 15  ω     32.00  57.00   0.50    3.99    --  105.44 -45.00  90.00   50
 16  ω     30.00  55.00   0.50    3.99    --  105.44 -30.00  30.00   50
 17  ω     89.00 178.00   0.50    3.99    --  105.44  34.00 105.00  178
 18  ω    109.00 177.00   0.50    3.99    --  105.44  30.00 -30.00  136
 19  ω    149.00 178.00   0.50    3.99    --  105.44 125.00   0.00   58
 20  ω    100.00 126.00   0.50    3.99    --  105.44 125.00-150.00   52
 21  ω    139.00 170.00   0.50    3.99    --  105.44 125.00-150.00   62
 22  ω    101.00 133.00   0.50    3.99    --  105.44 125.00   0.00   64
 23  ω     88.00 172.00   0.50    3.99    --  105.44  61.00   0.00  168
 24  ω     85.00 110.00   0.50    2.00    --   46.12  77.00-150.00   50
 25  ω     30.00  57.00   0.50    3.99    --  105.44 -30.00-150.00   54
 26  ω     33.00  59.00   0.50    3.99    --  105.44 -30.00 -90.00   52
 27  ω     32.00 126.00   0.50    3.99    --  105.44 -77.00 -90.00  188
 28  ω     92.00 118.00   0.50    3.99    --  105.44-125.00 -30.00   52
 29  ω     71.00 107.00   0.50    3.99    --  105.44-125.00  30.00   72
 30  ω     74.00 118.00   0.50    3.99    --  105.44-125.00  60.00   88
 31  ω     38.00  65.00   0.50    2.00    --   46.12 -77.00  90.00   54
 32  ω     30.00  95.00   0.50    2.00    --   46.12-125.00 -30.00  130
 33  ω     41.00  85.00   0.50    3.99    --  105.44 -94.00  30.00   88
 34  ω     38.00  63.00   0.50    3.99    --  105.44-125.00  30.00   50
 35  ω     32.00 108.00   0.50    3.99    --  105.44 -94.00  60.00  152
 36  ω     33.00 107.00   0.50    3.99    --  105.44 -94.00 -90.00  148
 37  ω     67.00 115.00   0.50    3.99    --  105.44-125.00-120.00   96
 38  ω     33.00  62.00   0.50    3.99    --  105.44-125.00 -30.00   58
 39  ω     -6.00  24.00   0.50    2.00    --   46.12 -77.00  90.00   60
 40  ω     36.00  82.00   0.50    3.99    --  105.44 -94.00 150.00   92
 41  ω     30.00 120.00   0.50    2.00    --   46.12  34.00 105.00  180
 42  ω     31.00  57.00   0.50    3.99    --  105.44 -30.00-180.00   52
 43  ω     38.00  63.00   0.50    3.99    --  105.44 -45.00-180.00   50
 44  ω     38.00 116.00   0.50    3.99    --  105.44-125.00-180.00  156
 45  ω   -118.00 -92.00   0.50    2.00    --  -46.12-125.00 120.00   52
 46  ω   -156.00 -95.00   0.50    3.99    --  -88.50 -34.00 -52.00  122
 47  ω   -119.00 -94.00   0.50    2.00    --  -46.12 -77.00-150.00   50
 48  ω   -113.00 -87.00   0.50    2.00    --  -46.12 -77.00-180.00   52
 49  ω   -103.00 -78.00   0.50    2.00    --  -46.12-125.00 -60.00   50
;
_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      0.0261447000
_diffrn_orient_matrix_UB_12      -0.0951531000
_diffrn_orient_matrix_UB_13      0.0395691000
_diffrn_orient_matrix_UB_21      -0.1005092000
_diffrn_orient_matrix_UB_22      -0.0097466000
_diffrn_orient_matrix_UB_23      0.0195687000
_diffrn_orient_matrix_UB_31      0.0340756000
_diffrn_orient_matrix_UB_32      -0.0354475000
_diffrn_orient_matrix_UB_33      -0.0907069000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12073
_reflns_number_total             14247
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_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    ?
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     977
_refine_ls_number_reflns         14247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.023
_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)+(0.0698P)²+1.0624P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1199
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13C(H13G,H13H), C14C(H14G,H14H), C15C(H15G,H15H), C16C(H16G,H16H), C17C(H17G,
 H17H), C13(H13A,H13B), C13A(H13C,H13D), C13B(H13E,H13F), C14(H14A,H14B),
 C14A(H14C,H14D), C14B(H14E,H14F), C15(H15A,H15B), C15A(H15C,H15D), C15B(H15E,
 H15F), C16(H16A,H16B), C16A(H16C,H16D), C16B(H16E,H16F), C17(H17A,H17B),
 C17A(H17C,H17D), C17B(H17E,H17F)
2.b Idealised Me refined as rotating group:
 C18C(H18J,H18K,H18L), C18(H18A,H18B,H18C), C18A(H18D,H18E,H18F), C18B(H18G,
 H18H,H18I)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.98230(3) 0.58688(3) 0.29603(3) 0.01586(10) Uani 1 1 d . . . . .
S1A S 0.88671(3) 0.44272(3) 0.01437(3) 0.01623(10) Uani 1 1 d . . . . .
S1B S 0.45885(3) 0.43507(3) 0.71397(3) 0.01502(10) Uani 1 1 d . . . . .
S1C S 0.40857(3) 0.61972(3) 1.05014(3) 0.01581(10) Uani 1 1 d . . . . .
S2C S 0.55332(3) 0.56705(3) 0.78721(3) 0.01513(10) Uani 1 1 d . . . . .
N1C N 0.50228(11) 0.73895(10) 1.04611(10) 0.0162(3) Uani 1 1 d . . . . .
N2C N 0.59904(10) 0.73763(10) 0.89161(9) 0.0154(3) Uani 1 1 d . . . . .
N3C N 0.65712(10) 0.68745(10) 0.74570(9) 0.0146(3) Uani 1 1 d . . . . .
N4C N 0.26449(12) 0.62778(12) 1.29367(11) 0.0291(4) Uani 1 1 d . . . . .
N5C N 0.44210(12) 0.81226(12) 1.25345(11) 0.0266(4) Uani 1 1 d . . . . .
N6C N 0.61891(11) 0.49997(11) 0.57244(10) 0.0199(3) Uani 1 1 d . . . . .
N7C N 0.79354(11) 0.69230(11) 0.50696(10) 0.0219(3) Uani 1 1 d . . . . .
C1C C 0.43417(13) 0.69517(12) 1.10014(12) 0.0164(3) Uani 1 1 d . . . . .
C2C C 0.53235(12) 0.71263(12) 0.96808(11) 0.0154(3) Uani 1 1 d . . . . .
C3C C 0.60542(12) 0.68808(11) 0.82903(11) 0.0140(3) Uani 1 1 d . . . . .
C4C C 0.63681(12) 0.62632(11) 0.71145(11) 0.0150(3) Uani 1 1 d . . . . .
C5C C 0.54059(12) 0.62942(11) 0.86761(11) 0.0152(3) Uani 1 1 d . . . . .
C6C C 0.49401(12) 0.64590(12) 0.95279(11) 0.0150(3) Uani 1 1 d . . . . .
C7C C 0.39013(13) 0.70922(12) 1.18773(11) 0.0168(4) Uani 1 1 d . . . . .
C8C C 0.32013(13) 0.66405(12) 1.24625(11) 0.0191(4) Uani 1 1 d . . . . .
C9C C 0.41833(13) 0.76774(12) 1.22330(11) 0.0194(4) Uani 1 1 d . . . . .
C10C C 0.67436(12) 0.61121(12) 0.62456(11) 0.0152(3) Uani 1 1 d . . . . .
C11C C 0.64544(12) 0.54888(12) 0.59471(11) 0.0163(4) Uani 1 1 d . . . . .
C12C C 0.74019(13) 0.65724(11) 0.56072(11) 0.0156(3) Uani 1 1 d . . . . .
C13C C 0.64712(13) 0.80849(12) 0.87974(11) 0.0166(4) Uani 1 1 d . . . . .
H13G H 0.690921 0.812182 0.819651 0.020 Uiso 1 1 calc R . . . .
H13H H 0.683538 0.794002 0.917560 0.020 Uiso 1 1 calc R . . . .
C14C C 0.57663(13) 0.89783(12) 0.90084(12) 0.0203(4) Uani 1 1 d . . . . .
H14G H 0.535110 0.894919 0.961861 0.024 Uiso 1 1 calc R . . . .
H14H H 0.537731 0.910545 0.865420 0.024 Uiso 1 1 calc R . . . .
C15C C 0.62559(14) 0.97291(13) 0.88391(13) 0.0239(4) Uani 1 1 d . . . . .
H15G H 0.677342 0.966867 0.827529 0.029 Uiso 1 1 calc R . . . .
H15H H 0.580582 1.028798 0.880440 0.029 Uiso 1 1 calc R . . . .
C16C C 0.66477(14) 0.97609(12) 0.95320(13) 0.0231(4) Uani 1 1 d . . . . .
H16G H 0.614306 0.977574 1.010340 0.028 Uiso 1 1 calc R . . . .
H16H H 0.713838 0.922469 0.953386 0.028 Uiso 1 1 calc R . . . .
C17C C 0.70590(17) 1.05589(14) 0.93813(15) 0.0318(5) Uani 1 1 d . . . . .
H17G H 0.764367 1.047864 0.887253 0.038 Uiso 1 1 calc R . . . .
H17H H 0.661720 1.108283 0.925221 0.038 Uiso 1 1 calc R . . . .
C18C C 0.72628(18) 1.07134(16) 1.01531(17) 0.0388(5) Uani 1 1 d . . . . .
H18J H 0.755750 1.120055 0.999990 0.058 Uiso 1 1 calc GR . . . .
H18K H 0.768053 1.018999 1.030106 0.058 Uiso 1 1 calc GR . . . .
H18L H 0.667920 1.084728 1.064635 0.058 Uiso 1 1 calc GR . . . .
S2 S 1.10930(3) 0.54501(3) 0.48034(3) 0.01469(10) Uani 1 1 d . . . . .
S2A S 1.02945(3) 0.40429(3) 0.18593(3) 0.01623(10) Uani 1 1 d . . . . .
S2B S 0.59875(3) 0.38838(3) 0.44950(3) 0.01534(10) Uani 1 1 d . . . . .
N1 N 0.92121(11) 0.76421(10) 0.30242(10) 0.0168(3) Uani 1 1 d . . . . .
N1A N 0.92875(11) 0.27018(10) -0.01398(10) 0.0175(3) Uani 1 1 d . . . . .
N1B N 0.34775(10) 0.32180(9) 0.75210(9) 0.0143(3) Uani 1 1 d . . . . .
N2 N 0.97926(11) 0.77489(10) 0.41348(10) 0.0164(3) Uani 1 1 d . . . . .
N2A N 1.01674(11) 0.21335(10) 0.08244(10) 0.0170(3) Uani 1 1 d . . . . .
N2B N 0.40425(10) 0.27420(10) 0.60563(9) 0.0144(3) Uani 1 1 d . . . . .
N3 N 1.05888(11) 0.71600(10) 0.51666(10) 0.0165(3) Uani 1 1 d . . . . .
N3A N 1.08472(10) 0.22641(10) 0.18515(9) 0.0158(3) Uani 1 1 d . . . . .
N3B N 0.50214(11) 0.27257(10) 0.45098(10) 0.0161(3) Uani 1 1 d . . . . .
N4 N 0.89354(12) 0.56151(11) 0.13752(10) 0.0218(3) Uani 1 1 d . . . . .
N4A N 0.75632(12) 0.52717(12) -0.13621(11) 0.0257(4) Uani 1 1 d . . . . .
N4B N 0.38463(11) 0.50597(11) 0.92888(10) 0.0214(3) Uani 1 1 d . . . . .
N5 N 0.82207(13) 0.85383(12) 0.13025(11) 0.0271(4) Uani 1 1 d . . . . .
N5A N 0.84412(14) 0.23798(13) -0.17112(12) 0.0318(4) Uani 1 1 d . . . . .
N5B N 0.21684(12) 0.30676(11) 0.98943(10) 0.0235(3) Uani 1 1 d . . . . .
N6 N 1.24013(12) 0.45897(11) 0.63057(11) 0.0238(4) Uani 1 1 d . . . . .
N6A N 1.10763(11) 0.42909(11) 0.35318(10) 0.0206(3) Uani 1 1 d . . . . .
N6B N 0.74125(13) 0.39070(12) 0.21316(11) 0.0296(4) Uani 1 1 d . . . . .
N7 N 1.13056(12) 0.74224(11) 0.68647(11) 0.0240(4) Uani 1 1 d . . . . .
N7A N 1.18095(12) 0.13583(12) 0.35570(11) 0.0268(4) Uani 1 1 d . . . . .
N7B N 0.57214(13) 0.20858(11) 0.22945(11) 0.0252(4) Uani 1 1 d . . . . .
C1 C 0.92367(12) 0.69376(12) 0.26279(11) 0.0163(3) Uani 1 1 d . . . . .
C1A C 0.88373(12) 0.35431(12) -0.03616(11) 0.0179(4) Uani 1 1 d . . . . .
C1B C 0.37063(12) 0.37963(11) 0.78781(11) 0.0151(3) Uani 1 1 d . . . . .
C2 C 0.96444(12) 0.73236(12) 0.35734(11) 0.0152(3) Uani 1 1 d . . . . .
C2A C 0.96504(12) 0.27739(12) 0.04115(11) 0.0162(4) Uani 1 1 d . . . . .
C2B C 0.40002(12) 0.32120(11) 0.66919(11) 0.0130(3) Uani 1 1 d . . . . .
C3 C 1.02878(12) 0.71011(12) 0.45661(11) 0.0157(3) Uani 1 1 d . . . . .
C3A C 1.03826(12) 0.25722(12) 0.13275(11) 0.0155(3) Uani 1 1 d . . . . .
C3B C 0.47220(12) 0.29778(11) 0.52979(11) 0.0139(3) Uani 1 1 d . . . . .
C4 C 1.10567(12) 0.63169(12) 0.53713(11) 0.0159(3) Uani 1 1 d . . . . .
C4A C 1.08492(12) 0.29743(12) 0.22221(11) 0.0162(3) Uani 1 1 d . . . . .
C4B C 0.57089(12) 0.31577(11) 0.39795(11) 0.0160(3) Uani 1 1 d . . . . .
C5 C 1.04672(12) 0.62333(11) 0.42527(11) 0.0148(3) Uani 1 1 d . . . . .
C5A C 0.99891(12) 0.35253(12) 0.12275(11) 0.0160(3) Uani 1 1 d . . . . .
C5B C 0.51328(12) 0.36174(11) 0.54641(11) 0.0142(3) Uani 1 1 d . . . . .
C6 C 1.00594(12) 0.63715(11) 0.36497(11) 0.0151(3) Uani 1 1 d . . . . .
C6A C 0.95285(12) 0.36531(12) 0.06735(11) 0.0162(3) Uani 1 1 d . . . . .
C6B C 0.46835(12) 0.37671(11) 0.63194(11) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.88592(13) 0.70235(12) 0.19970(11) 0.0181(4) Uani 1 1 d . . . . .
C7A C 0.83992(13) 0.36876(13) -0.09573(12) 0.0188(4) Uani 1 1 d . . . . .
C7B C 0.33219(12) 0.39400(12) 0.87517(11) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.88858(13) 0.62505(12) 0.16509(11) 0.0179(4) Uani 1 1 d . . . . .
C8A C 0.79347(13) 0.45618(13) -0.11900(11) 0.0190(4) Uani 1 1 d . . . . .
C8B C 0.35983(12) 0.45619(12) 0.90622(11) 0.0175(4) Uani 1 1 d . . . . .
C9 C 0.84936(13) 0.78705(13) 0.16310(11) 0.0191(4) Uani 1 1 d . . . . .
C9A C 0.84195(13) 0.29564(14) -0.13694(12) 0.0220(4) Uani 1 1 d . . . . .
C9B C 0.26800(13) 0.34521(12) 0.93740(11) 0.0174(4) Uani 1 1 d . . . . .
C10 C 1.14705(12) 0.61580(12) 0.59852(11) 0.0163(3) Uani 1 1 d . . . . .
C10A C 1.11986(12) 0.28906(12) 0.28688(11) 0.0166(3) Uani 1 1 d . . . . .
C10B C 0.61508(13) 0.30540(12) 0.31005(11) 0.0174(4) Uani 1 1 d . . . . .
C11 C 1.19842(13) 0.52893(12) 0.61720(11) 0.0168(4) Uani 1 1 d . . . . .
C11A C 1.11490(12) 0.36572(12) 0.32384(11) 0.0167(4) Uani 1 1 d . . . . .
C11B C 0.68548(13) 0.35219(13) 0.25591(11) 0.0198(4) Uani 1 1 d . . . . .
C12 C 1.13815(13) 0.68670(12) 0.64641(11) 0.0182(4) Uani 1 1 d . . . . .
C12A C 1.15464(13) 0.20353(12) 0.32422(11) 0.0179(4) Uani 1 1 d . . . . .
C12B C 0.59074(13) 0.25002(12) 0.26752(12) 0.0196(4) Uani 1 1 d . . . . .
C13 C 0.95054(13) 0.87109(12) 0.42231(12) 0.0196(4) Uani 1 1 d . . . . .
H13A H 0.949196 0.882453 0.478143 0.024 Uiso 1 1 calc R . . . .
H13B H 0.887100 0.894577 0.421224 0.024 Uiso 1 1 calc R . . . .
C13A C 1.04181(14) 0.11652(12) 0.07768(12) 0.0198(4) Uani 1 1 d . . . . .
H13C H 1.106097 0.092334 0.076409 0.024 Uiso 1 1 calc R . . . .
H13D H 1.039942 0.103602 0.023744 0.024 Uiso 1 1 calc R . . . .
C13B C 0.34680(12) 0.21138(12) 0.61801(11) 0.0161(3) Uani 1 1 d . . . . .
H13E H 0.358930 0.191860 0.561662 0.019 Uiso 1 1 calc R . . . .
H13F H 0.280045 0.240857 0.642757 0.019 Uiso 1 1 calc R . . . .
C14 C 1.01901(15) 0.91772(13) 0.34845(13) 0.0247(4) Uani 1 1 d . . . . .
H14A H 0.993589 0.981184 0.351833 0.030 Uiso 1 1 calc R . . . .
H14B H 1.022600 0.903004 0.292952 0.030 Uiso 1 1 calc R . . . .
C14A C 0.97460(14) 0.07182(13) 0.15514(13) 0.0228(4) Uani 1 1 d . . . . .
H14C H 0.970569 0.090863 0.208994 0.027 Uiso 1 1 calc R . . . .
H14D H 1.000680 0.008247 0.155285 0.027 Uiso 1 1 calc R . . . .
C14B C 0.36946(13) 0.13178(12) 0.67811(12) 0.0188(4) Uani 1 1 d . . . . .
H14E H 0.324112 0.096370 0.691524 0.023 Uiso 1 1 calc R . . . .
H14F H 0.361935 0.152153 0.732642 0.023 Uiso 1 1 calc R . . . .
C15 C 1.11900(15) 0.89410(13) 0.34973(12) 0.0239(4) Uani 1 1 d . . . . .
H15A H 1.142054 0.830165 0.352534 0.029 Uiso 1 1 calc R . . . .
H15B H 1.160346 0.917649 0.295352 0.029 Uiso 1 1 calc R . . . .
C15A C 0.87484(15) 0.09248(15) 0.15334(14) 0.0297(5) Uani 1 1 d . . . . .
H15C H 0.879202 0.074244 0.098990 0.036 Uiso 1 1 calc R . . . .
H15D H 0.848711 0.156032 0.153786 0.036 Uiso 1 1 calc R . . . .
C15B C 0.46936(13) 0.07356(12) 0.63956(12) 0.0189(4) Uani 1 1 d . . . . .
H15E H 0.476555 0.050938 0.586232 0.023 Uiso 1 1 calc R . . . .
H15F H 0.515067 0.108923 0.624537 0.023 Uiso 1 1 calc R . . . .
C16 C 1.12521(14) 0.92918(13) 0.42591(13) 0.0259(4) Uani 1 1 d . . . . .
H16A H 1.087723 0.902106 0.480267 0.031 Uiso 1 1 calc R . . . .
H16B H 1.097738 0.992542 0.425722 0.031 Uiso 1 1 calc R . . . .
C16A C 0.80645(15) 0.04726(14) 0.22999(13) 0.0287(4) Uani 1 1 d . . . . .
H16C H 0.749446 0.054082 0.218122 0.034 Uiso 1 1 calc R . . . .
H16D H 0.835801 -0.015582 0.233711 0.034 Uiso 1 1 calc R . . . .
C16B C 0.48978(14) -0.00375(13) 0.70363(12) 0.0229(4) Uani 1 1 d . . . . .
H16E H 0.481124 0.019423 0.757187 0.028 Uiso 1 1 calc R . . . .
H16F H 0.443917 -0.038839 0.718135 0.028 Uiso 1 1 calc R . . . .
C17 C 1.22635(15) 0.91136(14) 0.42317(14) 0.0286(4) Uani 1 1 d . . . . .
H17A H 1.267119 0.925087 0.363877 0.034 Uiso 1 1 calc R . . . .
H17B H 1.227611 0.950935 0.460706 0.034 Uiso 1 1 calc R . . . .
C17A C 0.77857(14) 0.08358(13) 0.31800(13) 0.0262(4) Uani 1 1 d . . . . .
H17C H 0.833756 0.068347 0.334542 0.031 Uiso 1 1 calc R . . . .
H17D H 0.758283 0.147649 0.312045 0.031 Uiso 1 1 calc R . . . .
C17B C 0.58910(15) -0.06371(13) 0.66910(13) 0.0256(4) Uani 1 1 d . . . . .
H17E H 0.634885 -0.028680 0.655244 0.031 Uiso 1 1 calc R . . . .
H17F H 0.597772 -0.108406 0.715112 0.031 Uiso 1 1 calc R . . . .
C18 C 1.26630(16) 0.81689(15) 0.45177(14) 0.0315(5) Uani 1 1 d . . . . .
H18A H 1.263987 0.777000 0.415929 0.047 Uiso 1 1 calc GR . . . .
H18B H 1.229319 0.804039 0.511916 0.047 Uiso 1 1 calc GR . . . .
H18C H 1.330891 0.809778 0.445574 0.047 Uiso 1 1 calc GR . . . .
C18A C 0.69953(16) 0.04812(16) 0.39020(14) 0.0336(5) Uani 1 1 d . . . . .
H18D H 0.645176 0.061660 0.373616 0.050 Uiso 1 1 calc GR . . . .
H18E H 0.682698 0.075153 0.443367 0.050 Uiso 1 1 calc GR . . . .
H18F H 0.720734 -0.014892 0.399281 0.050 Uiso 1 1 calc GR . . . .
C18B C 0.60991(15) -0.10961(13) 0.58849(13) 0.0272(4) Uani 1 1 d . . . . .
H18G H 0.603735 -0.065996 0.541782 0.041 Uiso 1 1 calc GR . . . .
H18H H 0.565797 -0.145474 0.601739 0.041 Uiso 1 1 calc GR . . . .
H18I H 0.673375 -0.146421 0.570924 0.041 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7858(18) . ?
S1 C6 1.7124(18) . ?
S1A C1A 1.7772(19) . ?
S1A C6A 1.7250(18) . ?
S1B C1B 1.7893(18) . ?
S1B C6B 1.7180(18) . ?
S1C C1C 1.7853(18) . ?
S1C C6C 1.7274(18) . ?
S2C C4C 1.7885(18) . ?
S2C C5C 1.7183(18) . ?
N1C C1C 1.377(2) . ?
N1C C2C 1.296(2) . ?
N2C C2C 1.376(2) . ?
N2C C3C 1.369(2) . ?
N2C C13C 1.474(2) . ?
N3C C3C 1.304(2) . ?
N3C C4C 1.374(2) . ?
N4C C8C 1.145(3) . ?
N5C C9C 1.149(3) . ?
N6C C11C 1.152(2) . ?
N7C C12C 1.149(2) . ?
C1C C7C 1.374(3) . ?
C2C C6C 1.462(2) . ?
C3C C5C 1.465(2) . ?
C4C C10C 1.367(2) . ?
C5C C6C 1.349(3) . ?
C7C C8C 1.431(3) . ?
C7C C9C 1.433(3) . ?
C10C C11C 1.431(2) . ?
C10C C12C 1.427(2) . ?
C13C H13G 0.9700 . ?
C13C H13H 0.9700 . ?
C13C C14C 1.522(2) . ?
C14C H14G 0.9700 . ?
C14C H14H 0.9700 . ?
C14C C15C 1.528(3) . ?
C15C H15G 0.9700 . ?
C15C H15H 0.9700 . ?
C15C C16C 1.525(3) . ?
C16C H16G 0.9700 . ?
C16C H16H 0.9700 . ?
C16C C17C 1.522(3) . ?
C17C H17G 0.9700 . ?
C17C H17H 0.9700 . ?
C17C C18C 1.518(3) . ?
C18C H18J 0.9600 . ?
C18C H18K 0.9600 . ?
C18C H18L 0.9600 . ?
S2 C4 1.7762(18) . ?
S2 C5 1.7202(18) . ?
S2A C4A 1.7855(18) . ?
S2A C5A 1.7184(18) . ?
S2B C4B 1.7882(18) . ?
S2B C5B 1.7255(17) . ?
N1 C1 1.378(2) . ?
N1 C2 1.300(2) . ?
N1A C1A 1.378(2) . ?
N1A C2A 1.296(2) . ?
N1B C1B 1.371(2) . ?
N1B C2B 1.300(2) . ?
N2 C2 1.369(2) . ?
N2 C3 1.377(2) . ?
N2 C13 1.473(2) . ?
N2A C2A 1.373(2) . ?
N2A C3A 1.368(2) . ?
N2A C13A 1.475(2) . ?
N2B C2B 1.370(2) . ?
N2B C3B 1.372(2) . ?
N2B C13B 1.470(2) . ?
N3 C3 1.294(2) . ?
N3 C4 1.381(2) . ?
N3A C3A 1.299(2) . ?
N3A C4A 1.377(2) . ?
N3B C3B 1.302(2) . ?
N3B C4B 1.374(2) . ?
N4 C8 1.148(2) . ?
N4A C8A 1.151(3) . ?
N4B C8B 1.149(2) . ?
N5 C9 1.148(3) . ?
N5A C9A 1.144(3) . ?
N5B C9B 1.149(2) . ?
N6 C11 1.146(2) . ?
N6A C11A 1.149(2) . ?
N6B C11B 1.148(3) . ?
N7 C12 1.148(3) . ?
N7A C12A 1.144(3) . ?
N7B C12B 1.152(3) . ?
C1 C7 1.371(3) . ?
C1A C7A 1.375(3) . ?
C1B C7B 1.371(2) . ?
C2 C6 1.463(2) . ?
C2A C6A 1.469(2) . ?
C2B C6B 1.467(2) . ?
C3 C5 1.467(2) . ?
C3A C5A 1.462(2) . ?
C3B C5B 1.466(2) . ?
C4 C10 1.372(3) . ?
C4A C10A 1.365(3) . ?
C4B C10B 1.368(3) . ?
C5 C6 1.352(3) . ?
C5A C6A 1.343(3) . ?
C5B C6B 1.347(2) . ?
C7 C8 1.426(3) . ?
C7 C9 1.428(3) . ?
C7A C8A 1.431(3) . ?
C7A C9A 1.434(3) . ?
C7B C8B 1.428(3) . ?
C7B C9B 1.429(3) . ?
C10 C11 1.430(3) . ?
C10 C12 1.433(3) . ?
C10A C11A 1.425(3) . ?
C10A C12A 1.435(3) . ?
C10B C11B 1.432(3) . ?
C10B C12B 1.432(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.523(3) . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C13A C14A 1.525(3) . ?
C13B H13E 0.9700 . ?
C13B H13F 0.9700 . ?
C13B C14B 1.514(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.524(3) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C14A C15A 1.527(3) . ?
C14B H14E 0.9700 . ?
C14B H14F 0.9700 . ?
C14B C15B 1.524(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.520(3) . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.532(3) . ?
C15B H15E 0.9700 . ?
C15B H15F 0.9700 . ?
C15B C16B 1.523(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.525(3) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C16A C17A 1.523(3) . ?
C16B H16E 0.9700 . ?
C16B H16F 0.9700 . ?
C16B C17B 1.521(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.516(3) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.518(3) . ?
C17B H17E 0.9700 . ?
C17B H17F 0.9700 . ?
C17B C18B 1.517(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
C18B H18G 0.9600 . ?
C18B H18H 0.9600 . ?
C18B H18I 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
C6 S1 C1 88.20(8) . . ?
C6A S1A C1A 87.93(9) . . ?
C6B S1B C1B 88.28(8) . . ?
C6C S1C C1C 87.97(8) . . ?
C5C S2C C4C 88.26(8) . . ?
C2C N1C C1C 107.74(15) . . ?
C2C N2C C13C 126.10(14) . . ?
C3C N2C C2C 105.88(14) . . ?
C3C N2C C13C 127.86(14) . . ?
C3C N3C C4C 107.65(15) . . ?
N1C C1C S1C 116.33(13) . . ?
C7C C1C S1C 122.90(14) . . ?
C7C C1C N1C 120.77(16) . . ?
N1C C2C N2C 129.84(17) . . ?
N1C C2C C6C 119.66(16) . . ?
N2C C2C C6C 110.51(15) . . ?
N2C C3C C5C 110.15(15) . . ?
N3C C3C N2C 130.34(16) . . ?
N3C C3C C5C 119.50(15) . . ?
N3C C4C S2C 116.21(12) . . ?
C10C C4C S2C 119.91(14) . . ?
C10C C4C N3C 123.86(16) . . ?
C3C C5C S2C 108.31(12) . . ?
C6C C5C S2C 144.63(15) . . ?
C6C C5C C3C 107.06(15) . . ?
C2C C6C S1C 108.28(12) . . ?
C5C C6C S1C 145.37(15) . . ?
C5C C6C C2C 106.35(15) . . ?
C1C C7C C8C 122.47(17) . . ?
C1C C7C C9C 119.20(16) . . ?
C8C C7C C9C 118.26(16) . . ?
N4C C8C C7C 179.4(2) . . ?
N5C C9C C7C 177.7(2) . . ?
C4C C10C C11C 119.63(16) . . ?
C4C C10C C12C 122.59(16) . . ?
C12C C10C C11C 117.76(15) . . ?
N6C C11C C10C 177.61(19) . . ?
N7C C12C C10C 177.39(19) . . ?
N2C C13C H13G 109.3 . . ?
N2C C13C H13H 109.3 . . ?
N2C C13C C14C 111.72(15) . . ?
H13G C13C H13H 107.9 . . ?
C14C C13C H13G 109.3 . . ?
C14C C13C H13H 109.3 . . ?
C13C C14C H14G 109.1 . . ?
C13C C14C H14H 109.1 . . ?
C13C C14C C15C 112.38(15) . . ?
H14G C14C H14H 107.9 . . ?
C15C C14C H14G 109.1 . . ?
C15C C14C H14H 109.1 . . ?
C14C C15C H15G 108.6 . . ?
C14C C15C H15H 108.6 . . ?
H15G C15C H15H 107.6 . . ?
C16C C15C C14C 114.49(16) . . ?
C16C C15C H15G 108.6 . . ?
C16C C15C H15H 108.6 . . ?
C15C C16C H16G 109.0 . . ?
C15C C16C H16H 109.0 . . ?
H16G C16C H16H 107.8 . . ?
C17C C16C C15C 113.00(16) . . ?
C17C C16C H16G 109.0 . . ?
C17C C16C H16H 109.0 . . ?
C16C C17C H17G 108.8 . . ?
C16C C17C H17H 108.8 . . ?
H17G C17C H17H 107.7 . . ?
C18C C17C C16C 113.93(18) . . ?
C18C C17C H17G 108.8 . . ?
C18C C17C H17H 108.8 . . ?
C17C C18C H18J 109.5 . . ?
C17C C18C H18K 109.5 . . ?
C17C C18C H18L 109.5 . . ?
H18J C18C H18K 109.5 . . ?
H18J C18C H18L 109.5 . . ?
H18K C18C H18L 109.5 . . ?
C5 S2 C4 87.98(8) . . ?
C5A S2A C4A 88.12(8) . . ?
C5B S2B C4B 87.97(8) . . ?
C2 N1 C1 107.23(15) . . ?
C2A N1A C1A 107.29(15) . . ?
C2B N1B C1B 107.72(14) . . ?
C2 N2 C3 106.07(14) . . ?
C2 N2 C13 126.08(15) . . ?
C3 N2 C13 127.81(15) . . ?
C2A N2A C13A 128.13(15) . . ?
C3A N2A C2A 105.89(14) . . ?
C3A N2A C13A 125.94(15) . . ?
C2B N2B C3B 106.12(14) . . ?
C2B N2B C13B 126.00(14) . . ?
C3B N2B C13B 127.88(14) . . ?
C3 N3 C4 107.26(15) . . ?
C3A N3A C4A 107.41(15) . . ?
C3B N3B C4B 107.71(15) . . ?
N1 C1 S1 116.34(13) . . ?
C7 C1 S1 119.96(14) . . ?
C7 C1 N1 123.69(16) . . ?
N1A C1A S1A 116.95(13) . . ?
C7A C1A S1A 121.88(15) . . ?
C7A C1A N1A 121.16(17) . . ?
N1B C1B S1B 116.21(12) . . ?
C7B C1B S1B 120.03(14) . . ?
C7B C1B N1B 123.73(16) . . ?
N1 C2 N2 129.87(17) . . ?
N1 C2 C6 119.77(16) . . ?
N2 C2 C6 110.36(15) . . ?
N1A C2A N2A 130.09(17) . . ?
N1A C2A C6A 119.61(16) . . ?
N2A C2A C6A 110.29(15) . . ?
N1B C2B N2B 130.21(16) . . ?
N1B C2B C6B 119.62(15) . . ?
N2B C2B C6B 110.16(14) . . ?
N2 C3 C5 110.14(15) . . ?
N3 C3 N2 130.25(16) . . ?
N3 C3 C5 119.61(16) . . ?
N2A C3A C5A 110.33(15) . . ?
N3A C3A N2A 129.92(17) . . ?
N3A C3A C5A 119.75(16) . . ?
N2B C3B C5B 110.25(14) . . ?
N3B C3B N2B 130.29(16) . . ?
N3B C3B C5B 119.45(15) . . ?
N3 C4 S2 116.76(13) . . ?
C10 C4 S2 121.71(14) . . ?
C10 C4 N3 121.53(16) . . ?
N3A C4A S2A 116.30(13) . . ?
C10A C4A S2A 120.12(14) . . ?
C10A C4A N3A 123.48(16) . . ?
N3B C4B S2B 116.47(13) . . ?
C10B C4B S2B 121.27(14) . . ?
C10B C4B N3B 122.25(16) . . ?
C3 C5 S2 108.38(13) . . ?
C6 C5 S2 145.11(15) . . ?
C6 C5 C3 106.50(15) . . ?
C3A C5A S2A 108.33(13) . . ?
C6A C5A S2A 144.56(15) . . ?
C6A C5A C3A 107.12(16) . . ?
C3B C5B S2B 108.39(12) . . ?
C6B C5B S2B 144.97(14) . . ?
C6B C5B C3B 106.64(15) . . ?
C2 C6 S1 108.43(13) . . ?
C5 C6 S1 144.63(15) . . ?
C5 C6 C2 106.92(15) . . ?
C2A C6A S1A 108.21(13) . . ?
C5A C6A S1A 145.43(15) . . ?
C5A C6A C2A 106.36(16) . . ?
C2B C6B S1B 108.14(12) . . ?
C5B C6B S1B 145.04(14) . . ?
C5B C6B C2B 106.82(15) . . ?
C1 C7 C8 119.52(17) . . ?
C1 C7 C9 121.82(17) . . ?
C8 C7 C9 118.53(16) . . ?
C1A C7A C8A 121.15(17) . . ?
C1A C7A C9A 119.91(17) . . ?
C8A C7A C9A 118.93(16) . . ?
C1B C7B C8B 119.70(16) . . ?
C1B C7B C9B 121.72(16) . . ?
C8B C7B C9B 118.51(15) . . ?
N4 C8 C7 177.74(19) . . ?
N4A C8A C7A 178.5(2) . . ?
N4B C8B C7B 177.85(19) . . ?
N5 C9 C7 177.1(2) . . ?
N5A C9A C7A 178.9(2) . . ?
N5B C9B C7B 177.95(19) . . ?
C4 C10 C11 121.34(16) . . ?
C4 C10 C12 120.06(16) . . ?
C11 C10 C12 118.60(16) . . ?
C4A C10A C11A 120.18(16) . . ?
C4A C10A C12A 121.11(17) . . ?
C11A C10A C12A 118.50(16) . . ?
C4B C10B C11B 121.22(17) . . ?
C4B C10B C12B 121.72(16) . . ?
C11B C10B C12B 117.03(16) . . ?
N6 C11 C10 178.73(18) . . ?
N6A C11A C10A 177.34(19) . . ?
N6B C11B C10B 179.1(2) . . ?
N7 C12 C10 178.45(19) . . ?
N7A C12A C10A 178.5(2) . . ?
N7B C12B C10B 176.37(19) . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 C14 110.92(15) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
N2A C13A H13C 109.2 . . ?
N2A C13A H13D 109.2 . . ?
N2A C13A C14A 112.06(15) . . ?
H13C C13A H13D 107.9 . . ?
C14A C13A H13C 109.2 . . ?
C14A C13A H13D 109.2 . . ?
N2B C13B H13E 109.4 . . ?
N2B C13B H13F 109.4 . . ?
N2B C13B C14B 111.29(14) . . ?
H13E C13B H13F 108.0 . . ?
C14B C13B H13E 109.4 . . ?
C14B C13B H13F 109.4 . . ?
C13 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
C13 C14 C15 114.35(16) . . ?
H14A C14 H14B 107.6 . . ?
C15 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
C13A C14A H14C 108.9 . . ?
C13A C14A H14D 108.9 . . ?
C13A C14A C15A 113.21(16) . . ?
H14C C14A H14D 107.7 . . ?
C15A C14A H14C 108.9 . . ?
C15A C14A H14D 108.9 . . ?
C13B C14B H14E 108.8 . . ?
C13B C14B H14F 108.8 . . ?
C13B C14B C15B 113.61(15) . . ?
H14E C14B H14F 107.7 . . ?
C15B C14B H14E 108.8 . . ?
C15B C14B H14F 108.8 . . ?
C14 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 C14 113.71(17) . . ?
C16 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C14A C15A H15C 108.7 . . ?
C14A C15A H15D 108.7 . . ?
C14A C15A C16A 114.08(17) . . ?
H15C C15A H15D 107.6 . . ?
C16A C15A H15C 108.7 . . ?
C16A C15A H15D 108.7 . . ?
C14B C15B H15E 109.3 . . ?
C14B C15B H15F 109.3 . . ?
H15E C15B H15F 108.0 . . ?
C16B C15B C14B 111.57(15) . . ?
C16B C15B H15E 109.3 . . ?
C16B C15B H15F 109.3 . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C15 C16 C17 113.53(17) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15A C16A H16C 108.8 . . ?
C15A C16A H16D 108.8 . . ?
H16C C16A H16D 107.7 . . ?
C17A C16A C15A 113.90(17) . . ?
C17A C16A H16C 108.8 . . ?
C17A C16A H16D 108.8 . . ?
C15B C16B H16E 108.8 . . ?
C15B C16B H16F 108.8 . . ?
H16E C16B H16F 107.7 . . ?
C17B C16B C15B 113.96(16) . . ?
C17B C16B H16E 108.8 . . ?
C17B C16B H16F 108.8 . . ?
C16 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 C16 114.06(17) . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C16A C17A H17C 109.0 . . ?
C16A C17A H17D 109.0 . . ?
H17C C17A H17D 107.8 . . ?
C18A C17A C16A 112.89(17) . . ?
C18A C17A H17C 109.0 . . ?
C18A C17A H17D 109.0 . . ?
C16B C17B H17E 108.7 . . ?
C16B C17B H17F 108.7 . . ?
H17E C17B H17F 107.6 . . ?
C18B C17B C16B 114.31(17) . . ?
C18B C17B H17E 108.7 . . ?
C18B C17B H17F 108.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C17B C18B H18G 109.5 . . ?
C17B C18B H18H 109.5 . . ?
C17B C18B H18I 109.5 . . ?
H18G C18B H18H 109.5 . . ?
H18G C18B H18I 109.5 . . ?
H18H C18B H18I 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 C1 C7 C8 4.0(2) . . . . ?
S1 C1 C7 C9 -171.82(13) . . . . ?
S1A C1A C7A C8A -0.8(2) . . . . ?
S1A C1A C7A C9A 177.99(14) . . . . ?
S1B C1B C7B C8B 2.7(2) . . . . ?
S1B C1B C7B C9B -174.30(13) . . . . ?
S1C C1C C7C C8C 0.2(3) . . . . ?
S1C C1C C7C C9C 176.95(14) . . . . ?
S2C C4C C10C C11C 0.9(2) . . . . ?
S2C C4C C10C C12C 179.07(13) . . . . ?
S2C C5C C6C S1C -1.4(4) . . . . ?
S2C C5C C6C C2C 178.2(2) . . . . ?
N1C C1C C7C C8C -179.02(17) . . . . ?
N1C C1C C7C C9C -2.3(3) . . . . ?
N1C C2C C6C S1C 2.1(2) . . . . ?
N1C C2C C6C C5C -177.66(16) . . . . ?
N2C C2C C6C S1C -178.29(12) . . . . ?
N2C C2C C6C C5C 2.0(2) . . . . ?
N2C C3C C5C S2C -178.61(12) . . . . ?
N2C C3C C5C C6C 1.5(2) . . . . ?
N2C C13C C14C C15C -176.76(14) . . . . ?
N3C C3C C5C S2C 2.2(2) . . . . ?
N3C C3C C5C C6C -177.74(16) . . . . ?
N3C C4C C10C C11C -177.17(16) . . . . ?
N3C C4C C10C C12C 1.0(3) . . . . ?
C1C S1C C6C C2C -1.53(13) . . . . ?
C1C S1C C6C C5C 178.0(3) . . . . ?
C1C N1C C2C N2C 179.14(18) . . . . ?
C1C N1C C2C C6C -1.3(2) . . . . ?
C2C N1C C1C S1C -0.08(19) . . . . ?
C2C N1C C1C C7C 179.22(17) . . . . ?
C2C N2C C3C N3C 178.89(18) . . . . ?
C2C N2C C3C C5C -0.24(19) . . . . ?
C2C N2C C13C C14C -59.2(2) . . . . ?
C3C N2C C2C N1C 178.58(18) . . . . ?
C3C N2C C2C C6C -1.04(19) . . . . ?
C3C N2C C13C C14C 115.45(19) . . . . ?
C3C N3C C4C S2C -1.71(18) . . . . ?
C3C N3C C4C C10C 176.44(17) . . . . ?
C3C C5C C6C S1C 178.5(2) . . . . ?
C3C C5C C6C C2C -2.02(19) . . . . ?
C4C S2C C5C C3C -2.36(13) . . . . ?
C4C S2C C5C C6C 177.5(3) . . . . ?
C4C N3C C3C N2C -179.37(17) . . . . ?
C4C N3C C3C C5C -0.3(2) . . . . ?
C5C S2C C4C N3C 2.53(14) . . . . ?
C5C S2C C4C C10C -175.70(16) . . . . ?
C6C S1C C1C N1C 1.04(14) . . . . ?
C6C S1C C1C C7C -178.24(17) . . . . ?
C13C N2C C2C N1C -5.8(3) . . . . ?
C13C N2C C2C C6C 174.60(16) . . . . ?
C13C N2C C3C N3C 3.4(3) . . . . ?
C13C N2C C3C C5C -175.77(16) . . . . ?
C13C C14C C15C C16C -76.1(2) . . . . ?
C14C C15C C16C C17C -175.38(17) . . . . ?
C15C C16C C17C C18C 167.84(19) . . . . ?
S2 C4 C10 C11 2.5(2) . . . . ?
S2 C4 C10 C12 -176.58(13) . . . . ?
S2 C5 C6 S1 1.6(4) . . . . ?
S2 C5 C6 C2 179.86(19) . . . . ?
S2A C4A C10A C11A -2.0(2) . . . . ?
S2A C4A C10A C12A 172.64(13) . . . . ?
S2A C5A C6A S1A -0.3(4) . . . . ?
S2A C5A C6A C2A 178.86(19) . . . . ?
S2B C4B C10B C11B 0.1(2) . . . . ?
S2B C4B C10B C12B -177.58(14) . . . . ?
S2B C5B C6B S1B 0.8(4) . . . . ?
S2B C5B C6B C2B -179.8(2) . . . . ?
N1 C1 C7 C8 -177.46(16) . . . . ?
N1 C1 C7 C9 6.8(3) . . . . ?
N1 C2 C6 S1 -1.8(2) . . . . ?
N1 C2 C6 C5 179.23(16) . . . . ?
N1A C1A C7A C8A -179.76(16) . . . . ?
N1A C1A C7A C9A -1.0(3) . . . . ?
N1A C2A C6A S1A 0.7(2) . . . . ?
N1A C2A C6A C5A -178.80(16) . . . . ?
N1B C1B C7B C8B -179.46(16) . . . . ?
N1B C1B C7B C9B 3.5(3) . . . . ?
N1B C2B C6B S1B -1.5(2) . . . . ?
N1B C2B C6B C5B 178.84(16) . . . . ?
N2 C2 C6 S1 178.18(12) . . . . ?
N2 C2 C6 C5 -0.79(19) . . . . ?
N2 C3 C5 S2 179.57(12) . . . . ?
N2 C3 C5 C6 -1.22(19) . . . . ?
N2 C13 C14 C15 -65.8(2) . . . . ?
N2A C2A C6A S1A -179.47(12) . . . . ?
N2A C2A C6A C5A 1.1(2) . . . . ?
N2A C3A C5A S2A -179.15(12) . . . . ?
N2A C3A C5A C6A 0.8(2) . . . . ?
N2A C13A C14A C15A 69.6(2) . . . . ?
N2B C2B C6B S1B 179.20(12) . . . . ?
N2B C2B C6B C5B -0.4(2) . . . . ?
N2B C3B C5B S2B 179.48(12) . . . . ?
N2B C3B C5B C6B -0.9(2) . . . . ?
N2B C13B C14B C15B -66.82(19) . . . . ?
N3 C3 C5 S2 -0.5(2) . . . . ?
N3 C3 C5 C6 178.70(16) . . . . ?
N3 C4 C10 C11 -177.66(15) . . . . ?
N3 C4 C10 C12 3.3(3) . . . . ?
N3A C3A C5A S2A 1.8(2) . . . . ?
N3A C3A C5A C6A -178.28(16) . . . . ?
N3A C4A C10A C11A -178.07(16) . . . . ?
N3A C4A C10A C12A -3.5(3) . . . . ?
N3B C3B C5B S2B -0.7(2) . . . . ?
N3B C3B C5B C6B 178.90(16) . . . . ?
N3B C4B C10B C11B 179.03(16) . . . . ?
N3B C4B C10B C12B 1.3(3) . . . . ?
C1 S1 C6 C2 1.15(12) . . . . ?
C1 S1 C6 C5 179.4(2) . . . . ?
C1 N1 C2 N2 -178.61(17) . . . . ?
C1 N1 C2 C6 1.4(2) . . . . ?
C1A S1A C6A C2A -0.77(12) . . . . ?
C1A S1A C6A C5A 178.3(3) . . . . ?
C1A N1A C2A N2A -179.87(17) . . . . ?
C1A N1A C2A C6A 0.0(2) . . . . ?
C1B S1B C6B C2B 1.52(12) . . . . ?
C1B S1B C6B C5B -179.1(3) . . . . ?
C1B N1B C2B N2B 179.52(17) . . . . ?
C1B N1B C2B C6B 0.4(2) . . . . ?
C2 N1 C1 S1 -0.36(18) . . . . ?
C2 N1 C1 C7 -178.98(17) . . . . ?
C2 N2 C3 N3 -179.20(18) . . . . ?
C2 N2 C3 C5 0.71(19) . . . . ?
C2 N2 C13 C14 -78.4(2) . . . . ?
C2A N1A C1A S1A -0.63(18) . . . . ?
C2A N1A C1A C7A 178.40(16) . . . . ?
C2A N2A C3A N3A 178.84(18) . . . . ?
C2A N2A C3A C5A -0.13(18) . . . . ?
C2A N2A C13A C14A -97.7(2) . . . . ?
C2B N1B C1B S1B 0.90(18) . . . . ?
C2B N1B C1B C7B -177.00(17) . . . . ?
C2B N2B C3B N3B -179.16(18) . . . . ?
C2B N2B C3B C5B 0.59(19) . . . . ?
C2B N2B C13B C14B -64.9(2) . . . . ?
C3 N2 C2 N1 180.00(18) . . . . ?
C3 N2 C2 C6 0.02(19) . . . . ?
C3 N2 C13 C14 99.0(2) . . . . ?
C3 N3 C4 S2 -0.89(18) . . . . ?
C3 N3 C4 C10 179.27(16) . . . . ?
C3 C5 C6 S1 -177.14(19) . . . . ?
C3 C5 C6 C2 1.16(18) . . . . ?
C3A N2A C2A N1A 179.30(18) . . . . ?
C3A N2A C2A C6A -0.54(19) . . . . ?
C3A N2A C13A C14A 79.7(2) . . . . ?
C3A N3A C4A S2A -2.53(18) . . . . ?
C3A N3A C4A C10A 173.71(17) . . . . ?
C3A C5A C6A S1A 179.8(2) . . . . ?
C3A C5A C6A C2A -1.08(19) . . . . ?
C3B N2B C2B N1B -179.30(18) . . . . ?
C3B N2B C2B C6B -0.11(19) . . . . ?
C3B N2B C13B C14B 115.00(19) . . . . ?
C3B N3B C4B S2B 0.77(19) . . . . ?
C3B N3B C4B C10B -178.22(17) . . . . ?
C3B C5B C6B S1B -178.6(2) . . . . ?
C3B C5B C6B C2B 0.76(19) . . . . ?
C4 S2 C5 C3 -0.04(12) . . . . ?
C4 S2 C5 C6 -178.7(2) . . . . ?
C4 N3 C3 N2 -179.21(17) . . . . ?
C4 N3 C3 C5 0.9(2) . . . . ?
C4A S2A C5A C3A -2.45(12) . . . . ?
C4A S2A C5A C6A 177.6(2) . . . . ?
C4A N3A C3A N2A -178.43(17) . . . . ?
C4A N3A C3A C5A 0.5(2) . . . . ?
C4B S2B C5B C3B 0.89(13) . . . . ?
C4B S2B C5B C6B -178.5(3) . . . . ?
C4B N3B C3B N2B 179.72(18) . . . . ?
C4B N3B C3B C5B 0.0(2) . . . . ?
C5 S2 C4 N3 0.54(14) . . . . ?
C5 S2 C4 C10 -179.62(16) . . . . ?
C5A S2A C4A N3A 3.06(14) . . . . ?
C5A S2A C4A C10A -173.31(15) . . . . ?
C5B S2B C4B N3B -1.02(14) . . . . ?
C5B S2B C4B C10B 177.97(16) . . . . ?
C6 S1 C1 N1 -0.54(14) . . . . ?
C6 S1 C1 C7 178.14(15) . . . . ?
C6A S1A C1A N1A 0.87(14) . . . . ?
C6A S1A C1A C7A -178.15(16) . . . . ?
C6B S1B C1B N1B -1.52(14) . . . . ?
C6B S1B C1B C7B 176.46(15) . . . . ?
C13 N2 C2 N1 -2.1(3) . . . . ?
C13 N2 C2 C6 177.91(16) . . . . ?
C13 N2 C3 N3 3.0(3) . . . . ?
C13 N2 C3 C5 -177.13(16) . . . . ?
C13 C14 C15 C16 -68.9(2) . . . . ?
C13A N2A C2A N1A -2.9(3) . . . . ?
C13A N2A C2A C6A 177.24(16) . . . . ?
C13A N2A C3A N3A 1.0(3) . . . . ?
C13A N2A C3A C5A -177.98(16) . . . . ?
C13A C14A C15A C16A 179.26(17) . . . . ?
C13B N2B C2B N1B 0.6(3) . . . . ?
C13B N2B C2B C6B 179.78(15) . . . . ?
C13B N2B C3B N3B 0.9(3) . . . . ?
C13B N2B C3B C5B -179.30(16) . . . . ?
C13B C14B C15B C16B 178.08(15) . . . . ?
C14 C15 C16 C17 -175.69(17) . . . . ?
C14A C15A C16A C17A 69.6(2) . . . . ?
C14B C15B C16B C17B -179.31(16) . . . . ?
C15 C16 C17 C18 -77.0(2) . . . . ?
C15A C16A C17A C18A 171.07(19) . . . . ?
C15B C16B C17B C18B -62.5(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 1.842
_oxdiff_exptl_absorpt_empirical_full_min 0.395
