# Supplementary Information (SI) for RSC Medicinal Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_rk-j1
_database_code_depnum_ccdc_archive 'CCDC 2305521'
loop_
_audit_author_name
_audit_author_address
'Dr. Jayant Sindhu'
;CCS Haryana Agricultural University, Hisar
India
;
_audit_update_record             
;
2023-11-03 deposited with the CCDC.	2025-03-17 downloaded from the CCDC.
;
_audit_creation_date             2023-11-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H15 N3 S'
_chemical_formula_sum            'C16 H15 N3 S'
_chemical_formula_weight         281.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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                   11.7569(10)
_cell_length_b                   9.4089(9)
_cell_length_c                   26.936(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2979.6(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3973
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.5840
_cell_measurement_theta_min      3.5390
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.31d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method Synthesized
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2698
_diffrn_reflns_av_unetI/netI     0.1505
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11829
_diffrn_reflns_point_group_measured_fraction_full 0.813
_diffrn_reflns_point_group_measured_fraction_max 0.797
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.373
_diffrn_reflns_theta_min         3.159
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00 -28.00   0.50   50.49    --   -9.95 164.00 -72.00  102
  2  ω    -34.00   5.00   0.50   50.49    --   10.22 -86.00 -59.00   78
  3  ω     25.00  69.00   0.50   50.49    --   10.22  38.00 -81.00   88
  4  ω    -47.00  -3.00   0.50   50.49    --   -9.95 125.00 -90.00   88
  5  ω    -49.00 -12.00   0.50   50.49    --   10.22 -19.00 150.00   74
  6  ω     -6.00  20.00   0.50   50.49    --   10.22 -19.00 150.00   52
  7  ω      6.00  31.00   0.50   50.49    --   10.22-125.00-180.00   50
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0528883000
_diffrn_orient_matrix_UB_12      0.0059248000
_diffrn_orient_matrix_UB_13      -0.0319399000
_diffrn_orient_matrix_UB_21      0.0077644000
_diffrn_orient_matrix_UB_22      -0.0253252000
_diffrn_orient_matrix_UB_23      -0.0183913000
_diffrn_orient_matrix_UB_31      -0.0279016000
_diffrn_orient_matrix_UB_32      0.0041774000
_diffrn_orient_matrix_UB_33      -0.0657745000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.600
_reflns_Friedel_fraction_full    0.639
_reflns_Friedel_fraction_max     0.611
_reflns_number_gt                2393
_reflns_number_total             4866
_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       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 
;
 Flack x determined using 612 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         4866
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1829
_refine_ls_R_factor_gt           0.0949
_refine_ls_restrained_S_all      0.983
_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)+(0.1979P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2448
_refine_ls_wR_factor_ref         0.3321
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
C13 \\sim C12: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
2.a Rotating group:
 N3(H3A,H3B), N3A(H3AA,H3AB)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C2A(H2A), C6A(H6A), C14(H14), C11A(H11A), C13(H13), C4(H4), C2(H2),
 C12A(H12A), C5A(H5A), C5(H5), C3A(H3AC), C12(H12), C3(H3), C13A(H13A),
 C4A(H4A), C11(H11), C6(H6), C15A(H15A), C14A(H14A)
2.c Idealised Me refined as rotating group:
 C16A(H16D,H16E,H16F), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.1092(3) 0.4707(4) 0.68175(13) 0.0723(11) Uani 1 1 d . . . . .
S1A S 0.6425(3) 0.9621(4) 0.31480(15) 0.0824(13) Uani 1 1 d . . . . .
N2 N 0.3318(9) 0.2408(11) 0.6066(5) 0.056(3) Uani 1 1 d . . . . .
C1A C 0.5091(8) 0.6972(14) 0.4731(5) 0.050(3) Uani 1 1 d . . . . .
C15 C 0.2568(11) 0.6920(19) 0.6539(6) 0.075(5) Uani 1 1 d . . . . .
H15 H 0.302286 0.625300 0.637891 0.090 Uiso 1 1 calc R U . . .
N1 N 0.2452(8) 0.2588(10) 0.5735(4) 0.047(3) Uani 1 1 d . . . . .
N1A N 0.5134(9) 0.7572(12) 0.4271(5) 0.063(3) Uani 1 1 d . . . . .
C2A C 0.5351(12) 0.7674(15) 0.5164(6) 0.061(4) Uani 1 1 d . . . . .
H2A H 0.554684 0.863076 0.515167 0.073 Uiso 1 1 calc R U . . .
C10A C 0.5979(10) 1.1405(15) 0.3207(5) 0.061(3) Uani 1 1 d . . . . .
N3 N 0.0629(8) 0.3754(14) 0.5659(5) 0.080(4) Uani 1 1 d . . . . .
H3A H 0.062244 0.328380 0.538253 0.095 Uiso 1 1 d R U . . .
H3B H 0.002482 0.353095 0.582663 0.095 Uiso 1 1 d R U . . .
C9A C 0.4562(11) 0.8047(16) 0.3521(5) 0.066(4) Uani 1 1 d . . . . .
N3A N 0.6939(8) 0.8726(13) 0.4315(4) 0.071(3) Uani 1 1 d . . . . .
H3AA H 0.748687 0.896264 0.411357 0.085 Uiso 1 1 d R U . . .
H3AB H 0.679867 0.945870 0.450270 0.085 Uiso 1 1 d R U . . .
C9 C 0.2999(10) 0.3111(15) 0.6465(5) 0.061(3) Uani 1 1 d . . . . .
C6A C 0.4714(9) 0.5571(18) 0.4778(5) 0.074(5) Uani 1 1 d . . . . .
H6A H 0.449759 0.507674 0.449410 0.088 Uiso 1 1 calc R U . . .
C14 C 0.2873(15) 0.832(2) 0.6531(7) 0.091(5) Uani 1 1 d . . . . .
H14 H 0.350539 0.861001 0.635084 0.110 Uiso 1 1 calc R U . . .
C8A C 0.5620(10) 0.8679(15) 0.3583(5) 0.060(3) Uani 1 1 d . . . . .
C7 C 0.1612(9) 0.3399(15) 0.5925(5) 0.059(3) Uani 1 1 d . . . . .
C11A C 0.6669(13) 1.2417(17) 0.2978(7) 0.077(5) Uani 1 1 d . . . . .
H11A H 0.733325 1.215872 0.281444 0.092 Uiso 1 1 calc R U . . .
C10 C 0.1572(9) 0.6470(14) 0.6786(5) 0.055(3) Uani 1 1 d . . . . .
C8 C 0.1918(10) 0.3723(13) 0.6401(5) 0.055(3) Uani 1 1 d . . . . .
C16A C 0.3819(12) 0.8023(19) 0.3067(6) 0.089(5) Uani 1 1 d . . . . .
H16D H 0.405769 0.875639 0.284238 0.133 Uiso 1 1 calc R U . . .
H16E H 0.304282 0.818382 0.316255 0.133 Uiso 1 1 calc R U . . .
H16F H 0.388231 0.711521 0.290734 0.133 Uiso 1 1 calc R U . . .
C13 C 0.2232(16) 0.9292(19) 0.6793(7) 0.097(5) Uani 1 1 d . U . . .
H13 H 0.247092 1.023368 0.680539 0.116 Uiso 1 1 calc R U . . .
N2A N 0.4240(10) 0.7359(12) 0.3920(5) 0.058(3) Uani 1 1 d . . . . .
C4 C 0.2613(14) 0.058(3) 0.4357(7) 0.103(6) Uani 1 1 d . . . . .
H4 H 0.262164 0.010331 0.405402 0.124 Uiso 1 1 calc R U . . .
C2 C 0.2870(9) 0.0508(17) 0.5236(5) 0.072(4) Uani 1 1 d . . . . .
H2 H 0.306041 0.001145 0.552279 0.086 Uiso 1 1 calc R U . . .
C16 C 0.3707(13) 0.3188(17) 0.6926(6) 0.085(4) Uani 1 1 d . . . . .
H16A H 0.432754 0.252962 0.690066 0.128 Uiso 1 1 calc R U . . .
H16B H 0.324691 0.294995 0.720839 0.128 Uiso 1 1 calc R U . . .
H16C H 0.399939 0.413431 0.696406 0.128 Uiso 1 1 calc R U . . .
C7A C 0.5959(9) 0.8382(14) 0.4068(5) 0.060(3) Uani 1 1 d . . . . .
C12A C 0.6318(18) 1.385(2) 0.3006(7) 0.100(6) Uani 1 1 d . . . . .
H12A H 0.673428 1.453952 0.283899 0.120 Uiso 1 1 calc R U . . .
C5A C 0.4653(10) 0.489(2) 0.5233(7) 0.085(5) Uani 1 1 d . . . . .
H5A H 0.440360 0.395735 0.524998 0.102 Uiso 1 1 calc R U . . .
C5 C 0.2276(13) 0.199(2) 0.4380(6) 0.083(4) Uani 1 1 d . . . . .
H5 H 0.208691 0.247419 0.409074 0.099 Uiso 1 1 calc R U . . .
C3A C 0.5328(13) 0.697(3) 0.5631(7) 0.097(6) Uani 1 1 d . . . . .
H3AC H 0.556359 0.744310 0.591645 0.117 Uiso 1 1 calc R U . . .
C12 C 0.1286(16) 0.892(2) 0.7027(7) 0.093(5) Uani 1 1 d . U . . .
H12 H 0.084939 0.960043 0.719163 0.111 Uiso 1 1 calc R U . . .
C3 C 0.2931(10) -0.0107(18) 0.4778(6) 0.080(4) Uani 1 1 d . . . . .
H3 H 0.320140 -0.103337 0.475296 0.096 Uiso 1 1 calc R U . . .
C13A C 0.540(2) 1.423(2) 0.3267(8) 0.108(6) Uani 1 1 d . . . . .
H13A H 0.522861 1.519198 0.330667 0.129 Uiso 1 1 calc R U . . .
C4A C 0.4957(11) 0.559(2) 0.5658(7) 0.093(6) Uani 1 1 d . . . . .
H4A H 0.491270 0.513246 0.596344 0.112 Uiso 1 1 calc R U . . .
C11 C 0.0966(12) 0.7532(17) 0.7022(6) 0.067(5) Uani 1 1 d . . . . .
H11 H 0.030085 0.728163 0.718747 0.080 Uiso 1 1 calc R U . . .
C6 C 0.2223(13) 0.266(2) 0.4832(7) 0.084(5) Uani 1 1 d . . . . .
H6 H 0.199821 0.360920 0.485345 0.100 Uiso 1 1 calc R U . . .
C1 C 0.2510(9) 0.1907(15) 0.5253(5) 0.056(3) Uani 1 1 d . . . . .
C15A C 0.5019(12) 1.1856(19) 0.3458(6) 0.080(5) Uani 1 1 d . . . . .
H15A H 0.456776 1.119112 0.362046 0.096 Uiso 1 1 calc R U . . .
C14A C 0.4720(16) 1.325(3) 0.3472(7) 0.102(7) Uani 1 1 d . . . . .
H14A H 0.404459 1.352636 0.362350 0.123 Uiso 1 1 calc R U . . .


_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 C10 1.755(13) . ?
S1 C8 1.749(12) . ?
S1A C10A 1.766(15) . ?
S1A C8A 1.748(13) . ?
N2 N1 1.365(14) . ?
N2 C9 1.316(17) . ?
C1A N1A 1.362(17) . ?
C1A C2A 1.376(19) . ?
C1A C6A 1.40(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.36(2) . ?
C15 C10 1.413(18) . ?
N1 C7 1.349(16) . ?
N1 C1 1.449(16) . ?
N1A N2A 1.429(16) . ?
N1A C7A 1.349(16) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.42(3) . ?
C10A C11A 1.39(2) . ?
C10A C15A 1.382(19) . ?
N3 H3A 0.8664 . ?
N3 H3B 0.8673 . ?
N3 C7 1.401(15) . ?
C9A C8A 1.389(18) . ?
C9A C16A 1.502(19) . ?
C9A N2A 1.310(17) . ?
N3A H3AA 0.8716 . ?
N3A H3AB 0.8705 . ?
N3A C7A 1.370(15) . ?
C9 C8 1.405(17) . ?
C9 C16 1.496(18) . ?
C6A H6A 0.9300 . ?
C6A C5A 1.38(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.38(3) . ?
C8A C7A 1.393(18) . ?
C7 C8 1.366(17) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.41(2) . ?
C10 C11 1.382(19) . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C13 H13 0.9300 . ?
C13 C12 1.32(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.39(2) . ?
C4 C3 1.36(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.37(2) . ?
C2 C1 1.383(18) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C12A H12A 0.9300 . ?
C12A C13A 1.34(3) . ?
C5A H5A 0.9300 . ?
C5A C4A 1.37(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.38(2) . ?
C3A H3AC 0.9300 . ?
C3A C4A 1.37(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.36(2) . ?
C3 H3 0.9300 . ?
C13A H13A 0.9300 . ?
C13A C14A 1.34(3) . ?
C4A H4A 0.9300 . ?
C11 H11 0.9300 . ?
C6 H6 0.9300 . ?
C6 C1 1.38(2) . ?
C15A H15A 0.9300 . ?
C15A C14A 1.36(3) . ?
C14A H14A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C10 106.9(6) . . ?
C8A S1A C10A 105.1(7) . . ?
C9 N2 N1 105.0(10) . . ?
N1A C1A C2A 124.3(13) . . ?
N1A C1A C6A 119.1(11) . . ?
C2A C1A C6A 116.5(12) . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C10 120.9(16) . . ?
C10 C15 H15 119.5 . . ?
N2 N1 C1 119.7(9) . . ?
C7 N1 N2 111.6(10) . . ?
C7 N1 C1 128.7(10) . . ?
C1A N1A N2A 121.1(10) . . ?
C7A N1A C1A 129.0(11) . . ?
C7A N1A N2A 109.8(11) . . ?
C1A C2A H2A 119.2 . . ?
C1A C2A C3A 121.5(15) . . ?
C3A C2A H2A 119.2 . . ?
C11A C10A S1A 115.9(12) . . ?
C15A C10A S1A 125.4(12) . . ?
C15A C10A C11A 118.7(15) . . ?
H3A N3 H3B 108.5 . . ?
C7 N3 H3A 109.0 . . ?
C7 N3 H3B 110.6 . . ?
C8A C9A C16A 128.7(13) . . ?
N2A C9A C8A 111.8(12) . . ?
N2A C9A C16A 119.5(13) . . ?
H3AA N3A H3AB 107.4 . . ?
C7A N3A H3AA 112.3 . . ?
C7A N3A H3AB 108.0 . . ?
N2 C9 C8 111.3(11) . . ?
N2 C9 C16 122.8(12) . . ?
C8 C9 C16 125.8(12) . . ?
C1A C6A H6A 119.0 . . ?
C5A C6A C1A 122.1(15) . . ?
C5A C6A H6A 119.0 . . ?
C15 C14 H14 120.3 . . ?
C15 C14 C13 119.3(17) . . ?
C13 C14 H14 120.3 . . ?
C9A C8A S1A 128.4(11) . . ?
C9A C8A C7A 106.5(11) . . ?
C7A C8A S1A 125.1(9) . . ?
N1 C7 N3 123.0(12) . . ?
N1 C7 C8 106.9(10) . . ?
C8 C7 N3 130.1(12) . . ?
C10A C11A H11A 121.3 . . ?
C10A C11A C12A 117.3(16) . . ?
C12A C11A H11A 121.3 . . ?
C15 C10 S1 124.9(11) . . ?
C11 C10 S1 119.7(10) . . ?
C11 C10 C15 115.3(13) . . ?
C9 C8 S1 129.8(10) . . ?
C7 C8 S1 125.0(10) . . ?
C7 C8 C9 105.2(10) . . ?
C9A C16A H16D 109.5 . . ?
C9A C16A H16E 109.5 . . ?
C9A C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C14 C13 H13 119.1 . . ?
C12 C13 C14 121.8(18) . . ?
C12 C13 H13 119.1 . . ?
C9A N2A N1A 105.2(11) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(16) . . ?
C3 C2 H2 121.6 . . ?
C3 C2 C1 116.7(14) . . ?
C1 C2 H2 121.6 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1A C7A N3A 122.8(12) . . ?
N1A C7A C8A 106.7(11) . . ?
N3A C7A C8A 130.4(12) . . ?
C11A C12A H12A 119.3 . . ?
C13A C12A C11A 121.4(18) . . ?
C13A C12A H12A 119.3 . . ?
C6A C5A H5A 119.7 . . ?
C4A C5A C6A 120.5(17) . . ?
C4A C5A H5A 119.7 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.7(16) . . ?
C6 C5 H5 120.2 . . ?
C2A C3A H3AC 120.2 . . ?
C4A C3A C2A 119.6(16) . . ?
C4A C3A H3AC 120.2 . . ?
C13 C12 H12 120.7 . . ?
C13 C12 C11 118.6(17) . . ?
C11 C12 H12 120.7 . . ?
C4 C3 C2 122.6(16) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C12A C13A H13A 119.7 . . ?
C14A C13A C12A 120.7(19) . . ?
C14A C13A H13A 119.7 . . ?
C5A C4A C3A 119.5(16) . . ?
C5A C4A H4A 120.2 . . ?
C3A C4A H4A 120.2 . . ?
C10 C11 H11 118.1 . . ?
C12 C11 C10 123.8(15) . . ?
C12 C11 H11 118.1 . . ?
C5 C6 H6 120.7 . . ?
C5 C6 C1 118.5(17) . . ?
C1 C6 H6 120.7 . . ?
C2 C1 N1 117.7(11) . . ?
C6 C1 N1 119.7(14) . . ?
C6 C1 C2 122.5(13) . . ?
C10A C15A H15A 119.3 . . ?
C14A C15A C10A 121.4(17) . . ?
C14A C15A H15A 119.3 . . ?
C13A C14A C15A 120.1(18) . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A H14A 120.0 . . ?

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 C10 C11 C12 178.5(12) . . . . ?
S1A C10A C11A C12A 178.1(11) . . . . ?
S1A C10A C15A C14A -178.0(12) . . . . ?
S1A C8A C7A N1A -176.5(10) . . . . ?
S1A C8A C7A N3A 0(2) . . . . ?
N2 N1 C7 N3 179.5(12) . . . . ?
N2 N1 C7 C8 -1.9(14) . . . . ?
N2 N1 C1 C2 43.8(15) . . . . ?
N2 N1 C1 C6 -135.5(12) . . . . ?
N2 C9 C8 S1 177.8(10) . . . . ?
N2 C9 C8 C7 -2.5(15) . . . . ?
C1A N1A N2A C9A -178.6(12) . . . . ?
C1A N1A C7A N3A 0(2) . . . . ?
C1A N1A C7A C8A 177.5(13) . . . . ?
C1A C2A C3A C4A -5(2) . . . . ?
C1A C6A C5A C4A 0(2) . . . . ?
C15 C14 C13 C12 -4(3) . . . . ?
C15 C10 C11 C12 0(2) . . . . ?
N1 N2 C9 C8 1.4(14) . . . . ?
N1 N2 C9 C16 179.7(14) . . . . ?
N1 C7 C8 S1 -177.7(9) . . . . ?
N1 C7 C8 C9 2.6(14) . . . . ?
N1A C1A C2A C3A -177.7(13) . . . . ?
N1A C1A C6A C5A 179.8(12) . . . . ?
C2A C1A N1A N2A -135.2(13) . . . . ?
C2A C1A N1A C7A 46(2) . . . . ?
C2A C1A C6A C5A -2.9(17) . . . . ?
C2A C3A C4A C5A 2(2) . . . . ?
C10A S1A C8A C9A 89.3(14) . . . . ?
C10A S1A C8A C7A -93.0(12) . . . . ?
C10A C11A C12A C13A 4(2) . . . . ?
C10A C15A C14A C13A -4(3) . . . . ?
N3 C7 C8 S1 1(2) . . . . ?
N3 C7 C8 C9 -178.9(14) . . . . ?
C9A C8A C7A N1A 1.6(15) . . . . ?
C9A C8A C7A N3A 178.3(13) . . . . ?
C9 N2 N1 C7 0.3(14) . . . . ?
C9 N2 N1 C1 -178.1(11) . . . . ?
C6A C1A N1A N2A 41.9(16) . . . . ?
C6A C1A N1A C7A -136.4(14) . . . . ?
C6A C1A C2A C3A 5.1(18) . . . . ?
C6A C5A C4A C3A 0(2) . . . . ?
C14 C15 C10 S1 179.6(11) . . . . ?
C14 C15 C10 C11 -1(2) . . . . ?
C14 C13 C12 C11 2(3) . . . . ?
C8A S1A C10A C11A 166.2(11) . . . . ?
C8A S1A C10A C15A -13.7(14) . . . . ?
C8A C9A N2A N1A 1.1(15) . . . . ?
C7 N1 C1 C2 -134.4(13) . . . . ?
C7 N1 C1 C6 46.3(18) . . . . ?
C11A C10A C15A C14A 2(2) . . . . ?
C11A C12A C13A C14A -6(3) . . . . ?
C10 S1 C8 C9 83.5(14) . . . . ?
C10 S1 C8 C7 -96.2(12) . . . . ?
C10 C15 C14 C13 4(2) . . . . ?
C8 S1 C10 C15 -10.4(14) . . . . ?
C8 S1 C10 C11 170.6(11) . . . . ?
C16A C9A C8A S1A -1(2) . . . . ?
C16A C9A C8A C7A -179.2(15) . . . . ?
C16A C9A N2A N1A 178.9(13) . . . . ?
C13 C12 C11 C10 0(3) . . . . ?
N2A N1A C7A N3A -178.0(11) . . . . ?
N2A N1A C7A C8A -1.0(14) . . . . ?
N2A C9A C8A S1A 176.3(10) . . . . ?
N2A C9A C8A C7A -1.7(16) . . . . ?
C4 C5 C6 C1 0(2) . . . . ?
C16 C9 C8 S1 -1(2) . . . . ?
C16 C9 C8 C7 179.2(15) . . . . ?
C7A N1A N2A C9A 0.0(14) . . . . ?
C12A C13A C14A C15A 6(3) . . . . ?
C5 C4 C3 C2 4(2) . . . . ?
C5 C6 C1 N1 -179.5(12) . . . . ?
C5 C6 C1 C2 1(2) . . . . ?
C3 C4 C5 C6 -3(2) . . . . ?
C3 C2 C1 N1 -179.2(10) . . . . ?
C3 C2 C1 C6 0.0(18) . . . . ?
C1 N1 C7 N3 -2(2) . . . . ?
C1 N1 C7 C8 176.4(11) . . . . ?
C1 C2 C3 C4 -3(2) . . . . ?
C15A C10A C11A C12A -2(2) . . . . ?


# end Validation Reply Form
_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 2.539
_oxdiff_exptl_absorpt_empirical_full_min 0.477
_vrf_PLAT020_rk-j1               
;
PROBLEM: The Value of Rint is Greater Than 0.12 ......... 0.270 Report
RESPONSE:The investigated single crystal was a small-sized and poorly
diffracting.Numerous datasets were collected on single crystals from 
different batches,whereof the one of the highest quality is reported. 
;
_vrf_PLAT340_rk-j1               
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0237 Ang.
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts
were made to grow better diffracting crystals with best selected 
crystal, however, all yielded serious problems due to weak 
diffraction and disorder in the atom positions. 
;
# start Validation Reply Form
_vrf_RINTA01_rk-j1               
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: The investigated single crystal was a small-sized and poorly
diffracting.Numerous datasets were collected on single crystals from 
different batches,whereof the one of the highest quality is reported.
;
