# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2023

####################################################################### 
# 
# 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_50
_database_code_depnum_ccdc_archive 'CCDC 2258215'
loop_
_audit_author_name
_audit_author_address
'Asit Kumar Pradhan'
;NA
India
;
_audit_update_record             
;
2023-04-22 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H12 N2 S'
_chemical_formula_weight         312.38

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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                   11.3392(6)
_cell_length_b                   5.6836(2)
_cell_length_c                   24.2274(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.381(2)
_cell_angle_gamma                90
_cell_volume                     1558.68(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4666
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      26.03

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.208
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10153
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.684
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2748
_reflns_number_gt                2079
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²+0.8153P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2748
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1432
_refine_ls_wR_factor_gt          0.1226
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.2405(2) 0.6950(6) 0.94044(12) 0.0716(8) Uani 1 1 d . . . . .
H1 H 0.2351 0.8066 0.9123 0.086 Uiso 1 1 calc R U . . .
C2 C 0.1556(3) 0.6970(7) 0.98169(15) 0.0852(10) Uani 1 1 d . . . . .
H2 H 0.0967 0.8109 0.9797 0.102 Uiso 1 1 calc R U . . .
C3 C 0.1580(3) 0.5407(7) 1.02316(13) 0.0806(10) Uani 1 1 d . . . . .
H3 H 0.1015 0.5458 1.0495 0.097 Uiso 1 1 calc R U . . .
C4 C 0.2469(2) 0.3699(5) 1.02609(10) 0.0624(7) Uani 1 1 d . . . . .
C5 C 0.3336(2) 0.3637(5) 0.98555(9) 0.0505(6) Uani 1 1 d . . . . .
C6 C 0.3299(2) 0.5319(4) 0.94138(9) 0.0523(6) Uani 1 1 d . . . . .
C7 C 0.4162(2) 0.5233(4) 0.90092(9) 0.0530(6) Uani 1 1 d . . . . .
C8 C 0.4893(2) 0.5148(4) 0.86748(9) 0.0540(6) Uani 1 1 d . . . . .
C9 C 0.5769(2) 0.5125(4) 0.82706(9) 0.0491(6) Uani 1 1 d . . . . .
C10 C 0.6588(3) 0.3363(6) 0.82471(12) 0.0838(10) Uani 1 1 d . . . . .
H10 H 0.6580 0.2138 0.8501 0.101 Uiso 1 1 calc R U . . .
C11 C 0.7421(3) 0.3358(5) 0.78574(12) 0.0788(9) Uani 1 1 d . . . . .
H11 H 0.7961 0.2126 0.7856 0.095 Uiso 1 1 calc R U . . .
C12 C 0.74824(19) 0.5118(4) 0.74701(8) 0.0425(5) Uani 1 1 d . . . . .
C13 C 0.6647(2) 0.6863(5) 0.74940(11) 0.0693(8) Uani 1 1 d . . . . .
H13 H 0.6649 0.8081 0.7238 0.083 Uiso 1 1 calc R U . . .
C14 C 0.5805(2) 0.6877(5) 0.78839(11) 0.0694(8) Uani 1 1 d . . . . .
H14 H 0.5256 0.8093 0.7884 0.083 Uiso 1 1 calc R U . . .
C15 C 0.84009(18) 0.5146(4) 0.70568(9) 0.0431(5) Uani 1 1 d . . . . .
C16 C 0.9266(2) 0.3440(5) 0.70490(11) 0.0610(7) Uani 1 1 d . . . . .
H16 H 0.9265 0.2214 0.7303 0.073 Uiso 1 1 calc R U . . .
C17 C 1.0138(2) 0.3515(5) 0.66697(12) 0.0675(7) Uani 1 1 d . . . . .
H17 H 1.0712 0.2347 0.6675 0.081 Uiso 1 1 calc R U . . .
C18 C 1.0159(2) 0.5267(5) 0.62940(12) 0.0641(7) Uani 1 1 d . . . . .
H18 H 1.0744 0.5314 0.6041 0.077 Uiso 1 1 calc R U . . .
C19 C 0.9311(3) 0.6960(5) 0.62908(13) 0.0806(9) Uani 1 1 d . . . . .
H19 H 0.9315 0.8165 0.6031 0.097 Uiso 1 1 calc R U . . .
C20 C 0.8443(2) 0.6916(5) 0.66690(12) 0.0690(8) Uani 1 1 d . . . . .
H20 H 0.7877 0.8102 0.6662 0.083 Uiso 1 1 calc R U . . .
N1 N 0.2638(2) 0.1975(5) 1.06415(9) 0.0767(7) Uani 1 1 d . . . . .
N2 N 0.41232(18) 0.1913(4) 0.99327(8) 0.0563(5) Uani 1 1 d . . . . .
S1 S 0.37777(7) 0.05221(15) 1.04810(3) 0.0757(3) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.372(4) . ?
C1 C2 1.428(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.340(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(4) . ?
C3 H3 0.9300 . ?
C4 N1 1.351(4) . ?
C4 C5 1.431(3) . ?
C5 N2 1.331(3) . ?
C5 C6 1.434(3) . ?
C6 C7 1.426(3) . ?
C7 C8 1.194(3) . ?
C8 C9 1.435(3) . ?
C9 C14 1.369(3) . ?
C9 C10 1.369(4) . ?
C10 C11 1.375(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.376(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(3) . ?
C12 C15 1.487(3) . ?
C13 C14 1.382(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.379(3) . ?
C15 C16 1.380(3) . ?
C16 C17 1.389(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.350(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.360(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
N1 S1 1.601(3) . ?
N2 S1 1.614(2) . ?

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 C1 C2 121.4(3) . . ?
C6 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 122.4(3) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 118.7(3) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
N1 C4 C3 127.7(2) . . ?
N1 C4 C5 112.0(3) . . ?
C3 C4 C5 120.3(3) . . ?
N2 C5 C4 113.8(2) . . ?
N2 C5 C6 125.9(2) . . ?
C4 C5 C6 120.3(2) . . ?
C1 C6 C7 123.2(2) . . ?
C1 C6 C5 116.9(2) . . ?
C7 C6 C5 119.9(2) . . ?
C8 C7 C6 179.3(3) . . ?
C7 C8 C9 178.2(3) . . ?
C14 C9 C10 117.1(2) . . ?
C14 C9 C8 120.7(2) . . ?
C10 C9 C8 122.2(2) . . ?
C9 C10 C11 121.7(2) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C12 C11 C10 122.1(2) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C13 C12 C11 115.7(2) . . ?
C13 C12 C15 122.2(2) . . ?
C11 C12 C15 122.2(2) . . ?
C12 C13 C14 122.6(2) . . ?
C12 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
C9 C14 C13 120.9(2) . . ?
C9 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C20 C15 C16 116.7(2) . . ?
C20 C15 C12 121.4(2) . . ?
C16 C15 C12 121.9(2) . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 120.7(2) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 119.0(2) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C18 C19 C20 120.9(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C15 C20 C19 121.3(2) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C4 N1 S1 107.00(17) . . ?
C5 N2 S1 106.44(16) . . ?
N1 S1 N2 100.71(13) . . ?

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
C6 C1 C2 C3 -0.3(5) . . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?
C2 C3 C4 N1 -179.6(3) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
N1 C4 C5 N2 0.2(3) . . . . ?
C3 C4 C5 N2 -179.6(2) . . . . ?
N1 C4 C5 C6 179.5(2) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C2 C1 C6 C7 179.8(3) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
N2 C5 C6 C1 179.3(2) . . . . ?
C4 C5 C6 C1 0.1(3) . . . . ?
N2 C5 C6 C7 -0.3(4) . . . . ?
C4 C5 C6 C7 -179.5(2) . . . . ?
C14 C9 C10 C11 0.7(5) . . . . ?
C8 C9 C10 C11 179.9(3) . . . . ?
C9 C10 C11 C12 0.1(5) . . . . ?
C10 C11 C12 C13 -0.8(5) . . . . ?
C10 C11 C12 C15 178.5(3) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C15 C12 C13 C14 -178.6(3) . . . . ?
C10 C9 C14 C13 -0.9(4) . . . . ?
C8 C9 C14 C13 180.0(3) . . . . ?
C12 C13 C14 C9 0.1(5) . . . . ?
C13 C12 C15 C20 -1.2(4) . . . . ?
C11 C12 C15 C20 179.5(3) . . . . ?
C13 C12 C15 C16 177.3(3) . . . . ?
C11 C12 C15 C16 -1.9(4) . . . . ?
C20 C15 C16 C17 0.2(4) . . . . ?
C12 C15 C16 C17 -178.4(2) . . . . ?
C15 C16 C17 C18 -0.3(4) . . . . ?
C16 C17 C18 C19 -0.1(5) . . . . ?
C17 C18 C19 C20 0.6(5) . . . . ?
C16 C15 C20 C19 0.2(4) . . . . ?
C12 C15 C20 C19 178.9(3) . . . . ?
C18 C19 C20 C15 -0.7(5) . . . . ?
C3 C4 N1 S1 180.0(2) . . . . ?
C5 C4 N1 S1 0.2(3) . . . . ?
C4 C5 N2 S1 -0.4(2) . . . . ?
C6 C5 N2 S1 -179.71(19) . . . . ?
C4 N1 S1 N2 -0.4(2) . . . . ?
C5 N2 S1 N1 0.50(19) . . . . ?

_refine_diff_density_max         0.210
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_511
_database_code_depnum_ccdc_archive 'CCDC 2260324'
loop_
_audit_author_name
_audit_author_address
'Asit Kumar Pradhan'
;Indian institute of Technology, Madras
India
;
_audit_update_record             
;
2023-05-03 deposited with the CCDC.	2023-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 N2 S'
_chemical_formula_weight         292.39

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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                   18.867(5)
_cell_length_b                   10.278(3)
_cell_length_c                   8.239(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.057(11)
_cell_angle_gamma                90
_cell_volume                     1596.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1906
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      22.47

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.197
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10898
_diffrn_reflns_av_unetI/netI     0.0933
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         24.421
_diffrn_reflns_theta_full        24.421
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             10898
_reflns_number_gt                6784
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0136P)²+6.4492P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10898
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1407
_refine_ls_R_factor_gt           0.1005
_refine_ls_wR_factor_ref         0.2919
_refine_ls_wR_factor_gt          0.2729
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.162
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.4322(5) 0.1362(8) 0.4840(13) 0.065(3) Uani 1 1 d . . . . .
H1 H 0.4410 0.1952 0.5679 0.078 Uiso 1 1 calc R U . . .
C2 C 0.4776(5) 0.1356(10) 0.3514(16) 0.077(3) Uani 1 1 d . . . . .
H2 H 0.5155 0.1933 0.3520 0.092 Uiso 1 1 calc R U . . .
C3 C 0.4679(5) 0.0550(10) 0.2247(14) 0.073(3) Uani 1 1 d . . . . .
H3 H 0.4981 0.0567 0.1379 0.088 Uiso 1 1 calc R U . . .
C4 C 0.4099(4) -0.0333(8) 0.2275(12) 0.051(2) Uani 1 1 d . . . . .
C5 C 0.3655(4) -0.0341(7) 0.3614(11) 0.045(2) Uani 1 1 d . . . . .
C6 C 0.3751(4) 0.0523(7) 0.4941(11) 0.048(2) Uani 1 1 d . . . . .
C7 C 0.3315(5) 0.0497(8) 0.6303(12) 0.055(2) Uani 1 1 d . . . . .
C8 C 0.2946(5) 0.0472(8) 0.7444(13) 0.057(2) Uani 1 1 d . . . . .
C9 C 0.2486(4) 0.0440(8) 0.8799(12) 0.053(2) Uani 1 1 d . . . . .
C10 C 0.1901(5) -0.0387(9) 0.8776(12) 0.064(3) Uani 1 1 d . . . . .
H10 H 0.1806 -0.0907 0.7870 0.077 Uiso 1 1 calc R U . . .
C11 C 0.1461(5) -0.0447(9) 1.0062(12) 0.066(3) Uani 1 1 d . . . . .
H11 H 0.1081 -0.1025 1.0023 0.079 Uiso 1 1 calc R U . . .
C12 C 0.1570(4) 0.0339(8) 1.1430(11) 0.054(2) Uani 1 1 d . . . . .
C13 C 0.2147(4) 0.1161(8) 1.1435(12) 0.057(2) Uani 1 1 d . . . . .
H13 H 0.2235 0.1702 1.2324 0.068 Uiso 1 1 calc R U . . .
C14 C 0.2603(4) 0.1202(8) 1.0137(12) 0.059(2) Uani 1 1 d . . . . .
H14 H 0.2992 0.1758 1.0186 0.071 Uiso 1 1 calc R U . . .
C15 C 0.1067(4) 0.0288(10) 1.2842(13) 0.063(3) Uani 1 1 d . . . . .
C16 C 0.0312(9) 0.054(3) 1.228(3) 0.102(11) Uani 0.60(3) 1 d . . P A 1
H16A H 0.0285 0.1358 1.1715 0.153 Uiso 0.60(3) 1 calc R U P A 1
H16B H 0.0017 0.0577 1.3208 0.153 Uiso 0.60(3) 1 calc R U P A 1
H16C H 0.0151 -0.0143 1.1570 0.153 Uiso 0.60(3) 1 calc R U P A 1
C17 C 0.1133(13) -0.1110(19) 1.359(3) 0.095(10) Uani 0.60(3) 1 d . . P A 1
H17A H 0.1030 -0.1747 1.2767 0.142 Uiso 0.60(3) 1 calc R U P A 1
H17B H 0.0803 -0.1199 1.4447 0.142 Uiso 0.60(3) 1 calc R U P A 1
H17C H 0.1607 -0.1239 1.4029 0.142 Uiso 0.60(3) 1 calc R U P A 1
C18 C 0.1265(13) 0.123(3) 1.424(3) 0.101(10) Uani 0.60(3) 1 d . . P A 1
H18A H 0.1749 0.1081 1.4593 0.151 Uiso 0.60(3) 1 calc R U P A 1
H18B H 0.0959 0.1074 1.5126 0.151 Uiso 0.60(3) 1 calc R U P A 1
H18C H 0.1210 0.2106 1.3869 0.151 Uiso 0.60(3) 1 calc R U P A 1
C17A C 0.066(2) 0.162(4) 1.278(5) 0.118(19) Uani 0.40(3) 1 d . . P A 2
H17D H 0.0994 0.2324 1.2718 0.177 Uiso 0.40(3) 1 calc R U P A 2
H17E H 0.0393 0.1720 1.3746 0.177 Uiso 0.40(3) 1 calc R U P A 2
H17F H 0.0342 0.1643 1.1845 0.177 Uiso 0.40(3) 1 calc R U P A 2
C16A C 0.1447(15) 0.016(5) 1.441(4) 0.099(15) Uani 0.40(3) 1 d . . P A 2
H16D H 0.1702 -0.0648 1.4447 0.148 Uiso 0.40(3) 1 calc R U P A 2
H16E H 0.1113 0.0176 1.5266 0.148 Uiso 0.40(3) 1 calc R U P A 2
H16F H 0.1774 0.0870 1.4556 0.148 Uiso 0.40(3) 1 calc R U P A 2
C18A C 0.051(2) -0.077(4) 1.264(5) 0.12(2) Uani 0.40(3) 1 d . . P A 2
H18D H 0.0128 -0.0467 1.1944 0.187 Uiso 0.40(3) 1 calc R U P A 2
H18E H 0.0336 -0.0997 1.3681 0.187 Uiso 0.40(3) 1 calc R U P A 2
H18F H 0.0722 -0.1527 1.2161 0.187 Uiso 0.40(3) 1 calc R U P A 2
N1 N 0.3924(4) -0.1198(8) 0.1125(10) 0.071(2) Uani 1 1 d . . . . .
N2 N 0.3141(3) -0.1248(6) 0.3478(9) 0.0541(19) Uani 1 1 d . . . . .
S1 S 0.32322(14) -0.1948(2) 0.1766(4) 0.0755(10) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.384(11) . ?
C1 C2 1.412(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.340(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.423(12) . ?
C3 H3 0.9300 . ?
C4 N1 1.332(10) . ?
C4 C5 1.409(12) . ?
C5 N2 1.347(9) . ?
C5 C6 1.415(11) . ?
C6 C7 1.415(13) . ?
C7 C8 1.190(13) . ?
C8 C9 1.438(13) . ?
C9 C14 1.364(12) . ?
C9 C10 1.393(11) . ?
C10 C11 1.370(13) . ?
C10 H10 0.9300 . ?
C11 C12 1.396(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(11) . ?
C12 C15 1.528(13) . ?
C13 C14 1.396(13) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16A 1.46(3) . ?
C15 C16 1.506(18) . ?
C15 C18A 1.52(3) . ?
C15 C18 1.54(2) . ?
C15 C17 1.57(2) . ?
C15 C17A 1.57(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A H17F 0.9600 . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
N1 S1 1.620(9) . ?
N2 S1 1.598(8) . ?

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 C1 C2 122.6(9) . . ?
C6 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 122.5(9) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 117.7(10) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 H3 121.2 . . ?
N1 C4 C5 114.4(8) . . ?
N1 C4 C3 125.8(10) . . ?
C5 C4 C3 119.7(9) . . ?
N2 C5 C4 112.7(8) . . ?
N2 C5 C6 124.8(8) . . ?
C4 C5 C6 122.5(8) . . ?
C1 C6 C5 115.0(9) . . ?
C1 C6 C7 122.3(9) . . ?
C5 C6 C7 122.6(7) . . ?
C8 C7 C6 179.6(11) . . ?
C7 C8 C9 178.8(10) . . ?
C14 C9 C10 117.8(9) . . ?
C14 C9 C8 122.0(8) . . ?
C10 C9 C8 120.2(9) . . ?
C11 C10 C9 121.3(9) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 121.5(9) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C13 C12 C11 116.8(9) . . ?
C13 C12 C15 122.0(8) . . ?
C11 C12 C15 121.2(8) . . ?
C12 C13 C14 121.6(9) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C9 C14 C13 121.0(8) . . ?
C9 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C16A C15 C18A 110(2) . . ?
C16A C15 C12 112.3(13) . . ?
C16 C15 C12 111.6(11) . . ?
C18A C15 C12 112.6(15) . . ?
C16 C15 C18 108.8(16) . . ?
C12 C15 C18 114.1(11) . . ?
C16 C15 C17 109.9(15) . . ?
C12 C15 C17 106.8(10) . . ?
C18 C15 C17 105.4(15) . . ?
C16A C15 C17A 109(2) . . ?
C18A C15 C17A 107(2) . . ?
C12 C15 C17A 105.2(14) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C17A H17D 109.5 . . ?
C15 C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C15 C17A H17F 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C15 C16A H16D 109.5 . . ?
C15 C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C15 C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C15 C18A H18D 109.5 . . ?
C15 C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
C15 C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C4 N1 S1 105.5(7) . . ?
C5 N2 S1 106.5(6) . . ?
N2 S1 N1 100.8(4) . . ?

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
C6 C1 C2 C3 1.0(15) . . . . ?
C1 C2 C3 C4 -0.7(14) . . . . ?
C2 C3 C4 N1 179.9(8) . . . . ?
C2 C3 C4 C5 -0.5(12) . . . . ?
N1 C4 C5 N2 1.1(9) . . . . ?
C3 C4 C5 N2 -178.6(7) . . . . ?
N1 C4 C5 C6 -178.9(6) . . . . ?
C3 C4 C5 C6 1.4(11) . . . . ?
C2 C1 C6 C5 0.0(12) . . . . ?
C2 C1 C6 C7 177.4(8) . . . . ?
N2 C5 C6 C1 178.9(7) . . . . ?
C4 C5 C6 C1 -1.1(11) . . . . ?
N2 C5 C6 C7 1.5(11) . . . . ?
C4 C5 C6 C7 -178.5(7) . . . . ?
C14 C9 C10 C11 -0.9(13) . . . . ?
C8 C9 C10 C11 179.1(8) . . . . ?
C9 C10 C11 C12 1.6(14) . . . . ?
C10 C11 C12 C13 -1.0(13) . . . . ?
C10 C11 C12 C15 178.5(9) . . . . ?
C11 C12 C13 C14 -0.3(12) . . . . ?
C15 C12 C13 C14 -179.9(8) . . . . ?
C10 C9 C14 C13 -0.4(12) . . . . ?
C8 C9 C14 C13 179.6(8) . . . . ?
C12 C13 C14 C9 1.0(13) . . . . ?
C13 C12 C15 C16A -49(2) . . . . ?
C11 C12 C15 C16A 131(2) . . . . ?
C13 C12 C15 C16 123.8(16) . . . . ?
C11 C12 C15 C16 -55.8(17) . . . . ?
C13 C12 C15 C18A -175(2) . . . . ?
C11 C12 C15 C18A 6(3) . . . . ?
C13 C12 C15 C18 0.0(18) . . . . ?
C11 C12 C15 C18 -179.6(16) . . . . ?
C13 C12 C15 C17 -116.0(14) . . . . ?
C11 C12 C15 C17 64.4(15) . . . . ?
C13 C12 C15 C17A 69(2) . . . . ?
C11 C12 C15 C17A -110(2) . . . . ?
C5 C4 N1 S1 0.1(8) . . . . ?
C3 C4 N1 S1 179.7(7) . . . . ?
C4 C5 N2 S1 -1.7(7) . . . . ?
C6 C5 N2 S1 178.3(6) . . . . ?
C5 N2 S1 N1 1.5(6) . . . . ?
C4 N1 S1 N2 -0.9(6) . . . . ?

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.091


# start Validation Reply Form
_vrf_PLAT340_511                 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01319 Ang.  
RESPONSE: The alert is generated because of disorder in the structure, 
particularly in the terminal (CH3)3 .
;
# end Validation Reply Form
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane'
