# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_201809391
_database_code_depnum_ccdc_archive 'CCDC 1873946'
_audit_update_record             
;
2018-10-18 deposited with the CCDC.
2018-12-25 downloaded from the CCDC.
;
_audit_creation_date             2018-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H17 N S'
_chemical_formula_sum            'C12 H17 N S'
_chemical_formula_weight         207.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         C15H15O3N2S1
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                   6.3585(5)
_cell_length_b                   10.9450(11)
_cell_length_c                   17.5672(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.051(7)
_cell_angle_gamma                90
_cell_volume                     1221.78(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1344
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4750
_cell_measurement_theta_min      4.7510
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.723
_exptl_absorpt_coefficient_mu    2.041
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.17
_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  0.0282
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4465
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.026
_diffrn_reflns_theta_max         67.026
_diffrn_reflns_theta_min         4.761
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -104.00  -11.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000   30.0000 93

#__ type_ start__ end____ width___ exp.time_
  2 omega  -11.00   15.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000    0.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -93.00  -38.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000    0.0000  120.0000 55

#__ type_ start__ end____ width___ exp.time_
  4 omega   64.00  100.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   60.0000 36

#__ type_ start__ end____ width___ exp.time_
  5 omega   64.00   94.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   90.0000 30

#__ type_ start__ end____ width___ exp.time_
  6 omega   68.00   98.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
  7 omega   59.00  108.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000 -120.0000 49

#__ type_ start__ end____ width___ exp.time_
  8 omega   12.00   38.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega   63.00  109.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
 10 omega   41.00   81.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 40

#__ type_ start__ end____ width___ exp.time_
 11 omega  150.00  176.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega   96.00  178.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 82

#__ type_ start__ end____ width___ exp.time_
 13 omega   92.00  176.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 84

#__ type_ start__ end____ width___ exp.time_
 14 omega  103.00  128.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 15 omega  105.00  135.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
 16 omega   45.00   98.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 17 omega   41.00   99.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
 18 omega   72.00   97.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 19 omega   39.00   68.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000    0.0000 29

#__ type_ start__ end____ width___ exp.time_
 20 omega   39.00   90.00   1.0000   44.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0923967000
_diffrn_orient_matrix_UB_12      0.0934857000
_diffrn_orient_matrix_UB_13      0.0576134000
_diffrn_orient_matrix_UB_21      -0.0728210000
_diffrn_orient_matrix_UB_22      -0.0800727000
_diffrn_orient_matrix_UB_23      0.0661812000
_diffrn_orient_matrix_UB_31      0.2119314000
_diffrn_orient_matrix_UB_32      -0.0683112000
_diffrn_orient_matrix_UB_33      0.0011278000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1559
_reflns_number_total             2177
_reflns_odcompleteness_completeness 99.91
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0065(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         2177
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0566
_refine_ls_restrained_S_all      1.041
_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)+(0.0886P)²+0.1650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1577
_refine_ls_wR_factor_ref         0.1751
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C5, C6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C10) = Uanis(C10A)
Uanis(C9) = Uanis(C9A)
Uanis(C8) = Uanis(C8A)
4. Others
 Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=Sof(C10A)=Sof(H10D)=
 Sof(H10E)=Sof(H10F)=1-FVAR(1)
 Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10A)=
 Sof(H10B)=Sof(H10C)=FVAR(1)
5.a Riding coordinates:
 C8(H8), C8A(H8A)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7)
5.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C9A(H9AA,H9AB,H9AC), C10(H10A,H10B,H10C), C10A(H10D,H10E,
 H10F), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
C1 C 0.9542(4) 0.7170(3) 0.48142(14) 0.0626(7) Uani 1 1 d . . . . .
C2 C 0.8769(4) 0.7985(2) 0.54214(14) 0.0588(6) Uani 1 1 d . . . . .
C3 C 0.8768(4) 0.7617(3) 0.61748(15) 0.0684(7) Uani 1 1 d . . . . .
H3 H 0.9337 0.6861 0.6309 0.082 Uiso 1 1 calc R . . . .
C4 C 0.7945(5) 0.8340(3) 0.67285(17) 0.0809(8) Uani 1 1 d . . . . .
H4 H 0.7950 0.8059 0.7228 0.097 Uiso 1 1 calc R . . . .
C5 C 0.7115(5) 0.9472(3) 0.6561(2) 0.0873(9) Uani 1 1 d . U . . .
C6 C 0.7107(5) 0.9839(3) 0.5815(2) 0.0866(8) Uani 1 1 d . U . . .
H6 H 0.6553 1.0601 0.5686 0.104 Uiso 1 1 calc R . . . .
C7 C 0.7893(5) 0.9114(3) 0.52487(17) 0.0748(8) Uani 1 1 d . . . . .
H7 H 0.7834 0.9386 0.4747 0.090 Uiso 1 1 calc R . . . .
C8 C 0.6303(10) 1.0181(5) 0.7257(3) 0.0899(15) Uani 0.677(7) 1 d . . P A 1
H8 H 0.6856 0.9805 0.7729 0.108 Uiso 0.677(7) 1 d R . P A 1
C8A C 0.598(2) 1.0546(12) 0.6919(7) 0.0899(15) Uani 0.323(7) 1 d . . P A 2
H8A H 0.5156 1.1084 0.6593 0.108 Uiso 0.323(7) 1 d R . P A 2
C9 C 0.7010(16) 1.1527(7) 0.7225(5) 0.118(2) Uani 0.677(7) 1 d . . P A 1
H9A H 0.8518 1.1564 0.7224 0.177 Uiso 0.677(7) 1 calc GR . P A 1
H9B H 0.6520 1.1955 0.7661 0.177 Uiso 0.677(7) 1 calc GR . P A 1
H9C H 0.6431 1.1899 0.6769 0.177 Uiso 0.677(7) 1 calc GR . P A 1
C9A C 0.766(4) 1.1045(16) 0.7438(12) 0.118(2) Uani 0.323(7) 1 d . . P A 2
H9AA H 0.8234 1.0401 0.7754 0.177 Uiso 0.323(7) 1 calc GR . P A 2
H9AB H 0.7085 1.1668 0.7753 0.177 Uiso 0.323(7) 1 calc GR . P A 2
H9AC H 0.8760 1.1389 0.7143 0.177 Uiso 0.323(7) 1 calc GR . P A 2
C10 C 0.386(2) 1.0109(13) 0.7225(6) 0.113(3) Uani 0.677(7) 1 d . . P A 1
H10A H 0.3329 1.0432 0.6748 0.170 Uiso 0.677(7) 1 calc GR . P A 1
H10B H 0.3316 1.0577 0.7636 0.170 Uiso 0.677(7) 1 calc GR . P A 1
H10C H 0.3432 0.9272 0.7272 0.170 Uiso 0.677(7) 1 calc GR . P A 1
C10A C 0.449(5) 0.994(3) 0.7479(15) 0.113(3) Uani 0.323(7) 1 d . . P A 2
H10D H 0.3267 0.9635 0.7203 0.170 Uiso 0.323(7) 1 calc GR . P A 2
H10E H 0.4074 1.0525 0.7849 0.170 Uiso 0.323(7) 1 calc GR . P A 2
H10F H 0.5204 0.9269 0.7732 0.170 Uiso 0.323(7) 1 calc GR . P A 2
C11 C 1.3052(4) 0.7097(3) 0.54567(19) 0.0821(9) Uani 1 1 d . . . . .
H11A H 1.2606 0.7836 0.5696 0.123 Uiso 1 1 calc GR . . . .
H11B H 1.4370 0.7234 0.5221 0.123 Uiso 1 1 calc GR . . . .
H11C H 1.3219 0.6464 0.5833 0.123 Uiso 1 1 calc GR . . . .
C12 C 1.2223(5) 0.5831(4) 0.4332(2) 0.0914(10) Uani 1 1 d . . . . .
H12A H 1.1053 0.5366 0.4128 0.137 Uiso 1 1 calc GR . . . .
H12B H 1.3216 0.5293 0.4583 0.137 Uiso 1 1 calc GR . . . .
H12C H 1.2891 0.6250 0.3925 0.137 Uiso 1 1 calc GR . . . .
N1 N 1.1473(3) 0.6725(2) 0.48792(13) 0.0668(6) Uani 1 1 d . . . . .
S1 S 0.78842(13) 0.68431(11) 0.40795(4) 0.0980(4) 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 C2 1.488(4) . ?
C1 N1 1.321(4) . ?
C1 S1 1.676(3) . ?
C2 C3 1.384(4) . ?
C2 C7 1.385(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(5) . ?
C5 C6 1.371(5) . ?
C5 C8 1.553(6) . ?
C5 C8A 1.526(12) . ?
C6 H6 0.9300 . ?
C6 C7 1.380(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9800 . ?
C8 C9 1.541(11) . ?
C8 C10 1.553(16) . ?
C8A H8A 0.9643 . ?
C8A C9A 1.48(2) . ?
C8A C10A 1.54(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 N1 1.459(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 N1 1.463(4) . ?

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
C2 C1 S1 117.72(19) . . ?
N1 C1 C2 119.3(2) . . ?
N1 C1 S1 123.0(2) . . ?
C3 C2 C1 121.5(2) . . ?
C3 C2 C7 117.1(3) . . ?
C7 C2 C1 121.3(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C8 114.7(4) . . ?
C4 C5 C8A 142.1(6) . . ?
C6 C5 C4 117.2(3) . . ?
C6 C5 C8 128.1(4) . . ?
C6 C5 C8A 100.6(6) . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.1(3) . . ?
C7 C6 H6 118.9 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.6(3) . . ?
C6 C7 H7 119.7 . . ?
C5 C8 H8 109.7 . . ?
C5 C8 C10 107.8(6) . . ?
C9 C8 C5 110.1(5) . . ?
C9 C8 H8 109.7 . . ?
C9 C8 C10 109.9(7) . . ?
C10 C8 H8 109.7 . . ?
C5 C8A H8A 118.7 . . ?
C5 C8A C10A 103.9(15) . . ?
C9A C8A C5 101.4(11) . . ?
C9A C8A H8A 120.4 . . ?
C9A C8A C10A 102.3(18) . . ?
C10A C8A H8A 108.0 . . ?
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 . . ?
C8A C9A H9AA 109.5 . . ?
C8A C9A H9AB 109.5 . . ?
C8A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8A C10A H10D 109.5 . . ?
C8A C10A H10E 109.5 . . ?
C8A C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
C1 N1 C11 124.8(2) . . ?
C1 N1 C12 120.9(3) . . ?
C11 N1 C12 114.3(2) . . ?

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
C1 C2 C3 C4 -176.3(3) . . . . ?
C1 C2 C7 C6 177.4(3) . . . . ?
C2 C1 N1 C11 -8.7(4) . . . . ?
C2 C1 N1 C12 174.2(3) . . . . ?
C2 C3 C4 C5 -1.0(5) . . . . ?
C3 C2 C7 C6 1.5(4) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C3 C4 C5 C8 -178.6(4) . . . . ?
C3 C4 C5 C8A 176.0(9) . . . . ?
C4 C5 C6 C7 0.0(5) . . . . ?
C4 C5 C8 C9 136.1(5) . . . . ?
C4 C5 C8 C10 -104.0(6) . . . . ?
C4 C5 C8A C9A 68.8(16) . . . . ?
C4 C5 C8A C10A -37.1(18) . . . . ?
C5 C6 C7 C2 -1.3(5) . . . . ?
C6 C5 C8 C9 -43.6(7) . . . . ?
C6 C5 C8 C10 76.3(7) . . . . ?
C6 C5 C8A C9A -115.9(12) . . . . ?
C6 C5 C8A C10A 138.1(13) . . . . ?
C7 C2 C3 C4 -0.4(4) . . . . ?
C8 C5 C6 C7 179.7(4) . . . . ?
C8A C5 C6 C7 -176.8(6) . . . . ?
N1 C1 C2 C3 -56.3(3) . . . . ?
N1 C1 C2 C7 128.0(3) . . . . ?
S1 C1 C2 C3 122.9(2) . . . . ?
S1 C1 C2 C7 -52.9(3) . . . . ?
S1 C1 N1 C11 172.2(2) . . . . ?
S1 C1 N1 C12 -4.9(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
