# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_mtf303
_database_code_depnum_ccdc_archive 'CCDC 2042663'
loop_
_audit_author_name
_audit_author_address
'Michel Giorgi'
;Spectropole University Aix Marseille
France
;
_audit_update_record             
;
2020-11-05 deposited with the CCDC.	2021-05-26 downloaded from the CCDC.
;
_audit_creation_date             2020-06-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H15 N5 S'
_chemical_formula_sum            'C13 H15 N5 S'
_chemical_formula_weight         273.36
_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 0.0181 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      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                   9.8884(4)
_cell_length_b                   10.9455(5)
_cell_length_c                   12.6252(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.519(4)
_cell_angle_gamma                90
_cell_volume                     1365.98(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4566
_cell_measurement_temperature    295
_cell_measurement_theta_max      72.3470
_cell_measurement_theta_min      4.4220
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.735
_exptl_absorpt_coefficient_mu    2.054
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92169
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12086
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.626
_diffrn_reflns_theta_min         4.473
_diffrn_ambient_temperature      295
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -48.00   1.00    1.00    --  -40.16 -37.00  40.00   67
  2  ω    -60.00  31.00   1.00    1.00    --  -40.16  37.00-163.00   91
  3  ω     -9.00  16.00   1.00    1.00    --   40.16 -37.00  40.00   25
  4  ω     70.00 115.00   1.00    1.00    --   40.16  37.00-163.00   45
  5  ω    129.00 174.00   1.00   20.00    --  105.59  37.00-163.00   45
  6  ω     62.00 122.00   1.00   20.00    --  105.59 -37.00  40.00   60
  7  ω    -82.00 -51.00   1.00    1.00    --  -40.16 -38.00-150.00   31
  8  ω    -59.00 -22.00   1.00    1.00    --  -40.16 -38.00 -60.00   37
  9  ω    -63.00 -35.00   1.00    1.00    --  -40.16 -19.00 -90.00   28
 10  ω   -111.00 -13.00   1.00    1.00    --  -40.16 -57.00 -90.00   98
 11  ω     35.00  60.00   1.00    1.00    --   40.16  38.00 -30.00   25
 12  ω     23.00  86.00   1.00    1.00    --   40.16-125.00 -90.00   63
 13  ω     27.00  94.00   1.00    1.00    --   40.16-125.00-180.00   67
 14  ω     74.00 102.00   1.00   20.00    --  105.59  77.00 -60.00   28
 15  ω    146.00 177.00   1.00   20.00    --  105.59  61.00-120.00   31
 16  ω     25.00 109.00   1.00   20.00    --  105.59 -94.00  90.00   84
 17  ω    110.00 137.00   1.00   20.00    --  105.59 125.00-180.00   27
 18  ω     96.00 124.00   1.00   20.00    --  105.59 125.00  90.00   28
 19  ω     76.00 103.00   1.00   20.00    --  105.59  61.00 -90.00   27
 20  ω     77.00 105.00   1.00   20.00    --  105.59  61.00 -60.00   28
 21  ω     76.00 104.00   1.00   20.00    --  105.59  61.00 -30.00   28
 22  ω     74.00 100.00   1.00   20.00    --  105.59  77.00 -90.00   26
 23  ω     76.00 145.00   1.00   20.00    --  105.59  61.00-120.00   69
 24  ω     77.00 105.00   1.00   20.00    --  105.59  58.00 -78.99   28
 25  ω     75.00 100.00   1.00   20.00    --  105.59  77.00-150.00   25
 26  ω    118.00 143.00   1.00   20.00    --  105.59  77.00-150.00   25
 27  ω     75.00 103.00   1.00   20.00    --  105.59  75.00 -67.53   28
 28  ω     80.00 130.00   1.00   20.00    --  105.59  45.00   0.00   50
 29  ω     74.00 102.00   1.00   20.00    --  105.59  77.00-120.00   28
 30  ω    149.00 178.00   1.00   20.00    --  105.59 125.00  30.00   29
 31  ω     23.00  95.00   1.00   20.00    --  105.59 -94.00-150.00   72
 32  ω     73.00 100.00   1.00   20.00    --  105.59  77.00 -30.00   27
 33  ω     79.00 107.00   1.00   20.00    --  105.59  30.00 -30.00   28
 34  ω     81.00 176.00   1.00   20.00    --  105.59  45.00 -90.00   95
 35  ω     83.00 116.00   1.00   20.00    --  105.59  45.00 -30.00   33
 36  ω    122.00 163.00   1.00   20.00    --  105.59  45.00 -30.00   41
 37  ω     81.00 106.00   1.00   20.00    --  105.59  45.00 -36.04   25
 38  ω    113.00 138.00   1.00   20.00    --  105.59  77.00 -60.00   25
 39  ω    115.00 178.00   1.00   20.00    --  105.59  61.00   0.00   63
 40  ω     33.00 111.00   1.00   20.00    --  105.59 -45.00-150.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0680615000
_diffrn_orient_matrix_UB_12      -0.0301162000
_diffrn_orient_matrix_UB_13      0.1053017000
_diffrn_orient_matrix_UB_21      -0.1321597000
_diffrn_orient_matrix_UB_22      0.0594253000
_diffrn_orient_matrix_UB_23      -0.0418839000
_diffrn_orient_matrix_UB_31      -0.0468496000
_diffrn_orient_matrix_UB_32      -0.1238932000
_diffrn_orient_matrix_UB_33      -0.0455128000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2062
_reflns_number_total             2689
_reflns_odcompleteness_completeness 99.77
_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 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_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         0.246
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2689
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.025
_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)+(0.0723P)²+0.2669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1294
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H,H,H,H) groups
2. Others
 Fixed Sof: H12A(0.5) H12B(0.5) H12C(0.5) H12D(0.5) H12E(0.5) H12F(0.5)
 H13A(0.5) H13B(0.5) H13C(0.5) H13D(0.5) H13E(0.5) H13F(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5)
3.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N3(H3A,H3B)
3.c Disordered Me refined as rotating group:
 C12(H12A,H12B,H12C,H12D,H12E,H12F), C13(H13A,H13B,H13C,H13D,H13E,H13F)
;
_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 0.43282(5) 0.29672(5) 0.42103(4) 0.05153(19) Uani 1 1 d . . . . .
N1 N 0.7105(2) 0.3329(2) 0.70907(16) 0.0663(6) Uani 1 1 d . . . . .
H1A H 0.649911 0.327541 0.659126 0.080 Uiso 1 1 calc R . . . .
H1B H 0.695587 0.302022 0.770309 0.080 Uiso 1 1 calc R . . . .
N2 N 0.86280(17) 0.43967(16) 0.60248(12) 0.0426(4) Uani 1 1 d . . . . .
N3 N 0.82886(19) 0.50137(18) 0.43216(13) 0.0482(4) Uani 1 1 d . . . . .
H3A H 0.784050 0.505831 0.372975 0.058 Uiso 1 1 calc R . . . .
H3B H 0.906638 0.536071 0.438929 0.058 Uiso 1 1 calc R . . . .
N4 N 0.65845(18) 0.38433(17) 0.51002(13) 0.0452(4) Uani 1 1 d . . . . .
N5 N 0.60247(19) 0.43084(17) 0.32579(14) 0.0481(4) Uani 1 1 d . . . . .
C1 C 0.9365(3) 0.3043(2) 0.85865(18) 0.0569(6) Uani 1 1 d . . . . .
H1 H 0.876862 0.238546 0.855939 0.068 Uiso 1 1 calc R . . . .
C2 C 1.0335(3) 0.3114(3) 0.9391(2) 0.0712(8) Uani 1 1 d . . . . .
H2 H 1.039620 0.249894 0.989800 0.085 Uiso 1 1 calc R . . . .
C3 C 1.1212(3) 0.4087(3) 0.94459(19) 0.0680(7) Uani 1 1 d . . . . .
H3 H 1.187111 0.412397 0.998413 0.082 Uiso 1 1 calc R . . . .
C4 C 1.1114(3) 0.5010(3) 0.87043(18) 0.0592(6) Uani 1 1 d . . . . .
H4 H 1.169403 0.567788 0.875165 0.071 Uiso 1 1 calc R . . . .
C5 C 1.0159(2) 0.4941(2) 0.78939(16) 0.0476(5) Uani 1 1 d . . . . .
H5 H 1.010260 0.556304 0.739246 0.057 Uiso 1 1 calc R . . . .
C6 C 0.9275(2) 0.39518(19) 0.78156(15) 0.0434(4) Uani 1 1 d . . . . .
C7 C 0.8275(2) 0.38906(19) 0.69154(15) 0.0435(4) Uani 1 1 d . . . . .
C8 C 0.7776(2) 0.44046(18) 0.51369(15) 0.0409(4) Uani 1 1 d . . . . .
C9 C 0.5814(2) 0.38138(18) 0.41846(16) 0.0425(4) Uani 1 1 d . . . . .
C10 C 0.5005(2) 0.4012(2) 0.25287(17) 0.0459(4) Uani 1 1 d . . . . .
C11 C 0.4013(2) 0.3292(2) 0.28839(17) 0.0476(5) Uani 1 1 d . . . . .
C12 C 0.2804(3) 0.2784(3) 0.2290(2) 0.0673(7) Uani 1 1 d . . . . .
H12A H 0.222585 0.237565 0.277579 0.101 Uiso 0.5 1 calc GR . P . .
H12B H 0.309826 0.221330 0.176656 0.101 Uiso 0.5 1 calc GR . P . .
H12C H 0.231560 0.343799 0.194781 0.101 Uiso 0.5 1 calc GR . P . .
H12D H 0.286730 0.297565 0.155099 0.101 Uiso 0.5 1 calc GR . P . .
H12E H 0.199488 0.313799 0.256022 0.101 Uiso 0.5 1 calc GR . P . .
H12F H 0.277754 0.191330 0.237897 0.101 Uiso 0.5 1 calc GR . P . .
C13 C 0.5095(3) 0.4500(3) 0.14251(19) 0.0667(7) Uani 1 1 d . . . . .
H13A H 0.602595 0.464429 0.126710 0.100 Uiso 0.5 1 calc GR . P . .
H13B H 0.459956 0.525208 0.136764 0.100 Uiso 0.5 1 calc GR . P . .
H13C H 0.471800 0.391580 0.093295 0.100 Uiso 0.5 1 calc GR . P . .
H13D H 0.420306 0.456382 0.111136 0.100 Uiso 0.5 1 calc GR . P . .
H13E H 0.562945 0.395603 0.101082 0.100 Uiso 0.5 1 calc GR . P . .
H13F H 0.551100 0.529232 0.144551 0.100 Uiso 0.5 1 calc GR . P . .


_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 C9 1.738(2) . ?
S1 C11 1.732(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C7 1.334(3) . ?
N2 C7 1.309(3) . ?
N2 C8 1.384(3) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N3 C8 1.337(3) . ?
N4 C8 1.328(3) . ?
N4 C9 1.368(3) . ?
N5 C9 1.311(3) . ?
N5 C10 1.386(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.381(4) . ?
C1 C6 1.393(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.374(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(3) . ?
C6 C7 1.488(3) . ?
C10 C11 1.345(3) . ?
C10 C13 1.497(3) . ?
C11 C12 1.500(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 H12D 0.9600 . ?
C12 H12E 0.9600 . ?
C12 H12F 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 H13D 0.9600 . ?
C13 H13E 0.9600 . ?
C13 H13F 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
C11 S1 C9 90.19(10) . . ?
H1A N1 H1B 120.0 . . ?
C7 N1 H1A 120.0 . . ?
C7 N1 H1B 120.0 . . ?
C7 N2 C8 121.86(17) . . ?
H3A N3 H3B 120.0 . . ?
C8 N3 H3A 120.0 . . ?
C8 N3 H3B 120.0 . . ?
C8 N4 C9 120.93(17) . . ?
C9 N5 C10 111.48(18) . . ?
C2 C1 H1 119.9 . . ?
C2 C1 C6 120.2(3) . . ?
C6 C1 H1 119.9 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.1(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 118.5(2) . . ?
C1 C6 C7 122.0(2) . . ?
C5 C6 C7 119.47(18) . . ?
N1 C7 C6 117.13(18) . . ?
N2 C7 N1 126.1(2) . . ?
N2 C7 C6 116.74(18) . . ?
N3 C8 N2 113.04(17) . . ?
N4 C8 N2 123.06(18) . . ?
N4 C8 N3 123.89(18) . . ?
N4 C9 S1 116.68(15) . . ?
N5 C9 S1 113.04(15) . . ?
N5 C9 N4 130.26(19) . . ?
N5 C10 C13 118.3(2) . . ?
C11 C10 N5 116.11(19) . . ?
C11 C10 C13 125.5(2) . . ?
C10 C11 S1 109.16(16) . . ?
C10 C11 C12 129.0(2) . . ?
C12 C11 S1 121.86(18) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12D 109.5 . . ?
C11 C12 H12E 109.5 . . ?
C11 C12 H12F 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12A C12 H12D 141.1 . . ?
H12A C12 H12E 56.3 . . ?
H12A C12 H12F 56.3 . . ?
H12B C12 H12C 109.5 . . ?
H12B C12 H12D 56.3 . . ?
H12B C12 H12E 141.1 . . ?
H12B C12 H12F 56.3 . . ?
H12C C12 H12D 56.3 . . ?
H12C C12 H12E 56.3 . . ?
H12C C12 H12F 141.1 . . ?
H12D C12 H12E 109.5 . . ?
H12D C12 H12F 109.5 . . ?
H12E C12 H12F 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
C10 C13 H13D 109.5 . . ?
C10 C13 H13E 109.5 . . ?
C10 C13 H13F 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13A C13 H13D 141.1 . . ?
H13A C13 H13E 56.3 . . ?
H13A C13 H13F 56.3 . . ?
H13B C13 H13C 109.5 . . ?
H13B C13 H13D 56.3 . . ?
H13B C13 H13E 141.1 . . ?
H13B C13 H13F 56.3 . . ?
H13C C13 H13D 56.3 . . ?
H13C C13 H13E 56.3 . . ?
H13C C13 H13F 141.1 . . ?
H13D C13 H13E 109.5 . . ?
H13D C13 H13F 109.5 . . ?
H13E C13 H13F 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
N5 C10 C11 S1 0.9(3) . . . . ?
N5 C10 C11 C12 -178.0(2) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C1 C6 C7 N1 30.9(3) . . . . ?
C1 C6 C7 N2 -149.2(2) . . . . ?
C2 C1 C6 C5 -1.7(3) . . . . ?
C2 C1 C6 C7 177.9(2) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
C4 C5 C6 C7 -178.6(2) . . . . ?
C5 C6 C7 N1 -149.4(2) . . . . ?
C5 C6 C7 N2 30.4(3) . . . . ?
C6 C1 C2 C3 0.7(4) . . . . ?
C7 N2 C8 N3 177.00(19) . . . . ?
C7 N2 C8 N4 -4.1(3) . . . . ?
C8 N2 C7 N1 0.4(3) . . . . ?
C8 N2 C7 C6 -179.47(18) . . . . ?
C8 N4 C9 S1 175.87(16) . . . . ?
C8 N4 C9 N5 -2.5(3) . . . . ?
C9 S1 C11 C10 -1.09(18) . . . . ?
C9 S1 C11 C12 177.9(2) . . . . ?
C9 N4 C8 N2 -175.99(19) . . . . ?
C9 N4 C8 N3 2.7(3) . . . . ?
C9 N5 C10 C11 -0.2(3) . . . . ?
C9 N5 C10 C13 -179.7(2) . . . . ?
C10 N5 C9 S1 -0.7(2) . . . . ?
C10 N5 C9 N4 177.7(2) . . . . ?
C11 S1 C9 N4 -177.56(17) . . . . ?
C11 S1 C9 N5 1.06(17) . . . . ?
C13 C10 C11 S1 -179.6(2) . . . . ?
C13 C10 C11 C12 1.5(4) . . . . ?

_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 1.204
_oxdiff_exptl_absorpt_empirical_full_min 0.823
