# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_w037
_database_code_depnum_ccdc_archive 'CCDC 2288426'
loop_
_audit_author_name
_audit_author_address
'Joshua Barham'
;University of Regensburg
Germany
;
_audit_update_record             
;
2023-08-13 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_audit_creation_date             2023-05-10
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
daria.corsi@ur.de
?
Sabine.Stempfhuber@chemie.uni-regensburg.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 N2'
_chemical_formula_sum            'C16 H16 N2'
_chemical_formula_weight         236.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H16 N2'
_chemical_oxdiff_usercomment     Corsi_Barham_JS-Model_product
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.58810(10)
_cell_length_b                   7.38790(10)
_cell_length_c                   14.8464(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.5220(10)
_cell_angle_gamma                90
_cell_volume                     1260.09(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11814
_cell_measurement_temperature    126.06(10)
_cell_measurement_theta_max      73.9120
_cell_measurement_theta_min      3.8610
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.865
_exptl_absorpt_coefficient_mu    0.570
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 0 7 0.0286
-5 0 -7 0.0459
7 1 -3 0.0935
7 1 -5 0.1042
5 2 -8 0.1205
2 -5 -1 0.0941
0 -5 3 0.0842
6 1 -6 0.1086
0 -5 3 0.0858
-6 -1 6 0.1315
-3 4 1 0.0831
0 3 7 0.0512
4 -3 5 0.0657
3 -3 6 0.0677
6 -1 5 0.0544

_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.075
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.7067 0.2683 6.6426 -0.1287 -0.9888 0.0758
-4.7240 -0.2722 -6.6215 0.1287 0.9885 -0.0788
7.1667 1.2370 -2.7337 -0.0577 -0.4144 0.9083
6.6106 0.9810 -5.2276 0.0429 -0.1586 0.9864
4.5667 1.6763 -7.5839 -0.0763 0.2415 0.9674
2.0293 -4.6175 -0.5056 0.9723 -0.2315 -0.0314
-0.0604 -4.6043 2.6829 0.8576 -0.3040 -0.4148
6.1038 0.8976 -6.3136 0.0765 -0.0221 0.9968
-0.3222 -4.5715 2.9131 0.8410 -0.2984 -0.4513
-6.2477 -0.5529 6.2538 -0.1466 0.0468 -0.9881
-3.1706 4.3494 0.5334 -0.9392 0.3303 -0.0934
0.4690 3.2704 6.8828 -0.8098 -0.5596 -0.1761
3.9915 -2.9956 5.0041 0.5513 -0.8453 -0.0763
2.9912 -2.9954 6.0050 0.5100 -0.8362 -0.2296
5.9882 -0.9955 5.0038 0.1856 -0.9940 0.2235

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_unetI/netI     0.0087
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16836
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.812
_diffrn_reflns_theta_min         4.562
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      126.06(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     71.00 103.00   0.50    0.10    --   76.31-125.00  60.00   64
  2  ω     35.00  99.00   0.50    0.10    --   71.85-125.00  90.00  128
  3  ω     35.00  61.00   0.50    0.10    --   76.31-125.00  60.00   52
  4  ω     35.00  61.00   0.50    0.10    --   76.31-125.00 120.00   52
  5  ω     78.00 103.00   0.50    0.10    --   76.31-125.00 120.00   50
  6  ω     37.00  63.00   0.50    0.10    --   76.31-125.00  30.00   52
  7  ω     70.00 102.00   0.50    0.10    --   76.31-125.00  30.00   64
  8  ω     78.00 103.00   0.50    0.10    --   76.31-125.00 -30.00   50
  9  ω     45.00  71.00   0.50    0.10    --   76.31-125.00 -30.00   52
 10  ω     32.00  87.00   0.50    0.10    --   71.85-105.00 -55.00  110
 11  ω     66.00  91.00   0.50    0.10    --   76.31-105.00 -55.00   50
 12  ω     29.00  68.00   0.50    0.10    --   64.17 -95.00   0.00   78
 13  ω     27.00  56.00   0.50    0.10    --   64.17 -95.00  30.00   58
 14  ω     26.00  58.00   0.50    0.10    --   64.17 -95.00 -30.00   64
 15  ω     24.00  74.00   0.50    0.10    --   64.17-105.00 -55.00  100
 16  ω     39.00  74.00   0.50    0.10    --   76.31 -95.00 120.00   70
 17  ω     36.00  61.00   0.50    0.10    --   71.85 -95.00 -60.00   50
 18  ω     56.00  83.00   0.50    0.10    --   76.31 -95.00-120.00   54
 19  ω     27.00  53.00   0.50    0.10    --   64.17 -95.00-180.00   52
 20  ω     33.00 101.00   0.50    0.10    --   64.17   0.00 -60.00  136
 21  ω     72.00  97.00   0.50    0.10    --   60.00  71.00  21.55   50
 22  ω     66.00  91.00   0.50    0.10    --   60.00  73.00  10.13   50
 23  ω     59.00  84.00   0.50    0.10    --   52.00  70.00  15.04   50
 24  ω     53.00  78.00   0.50    0.10    --   44.00  63.00  23.05   50
 25  ω     41.00  66.00   0.50    0.10    --   32.00  62.00  40.19   50
 26  ω     67.00  92.00   0.50    0.10    --   60.00  71.00  -7.34   50
 27  ω     38.00 109.00   0.50    0.10    --   71.85   0.00-120.00  142
 28  ω     27.00  53.00   0.50    0.10    --   64.17   0.00-120.00   52
 29  ω     69.00  95.00   0.50    0.10    --   64.17   0.00-120.00   52
 30  ω     72.00 112.00   0.50    0.10    --   76.31  15.00 -90.00   80
 31  ω     41.00  66.00   0.50    0.10    --   76.31   0.00  90.00   50
 32  ω     74.00  99.00   0.50    0.10    --   76.31   0.00  90.00   50
 33  ω    -63.00 -37.00   0.50    0.10    --  -76.25 140.00  27.65   52
 34  ω    -62.00 -35.00   0.50    0.10    --  -65.07 105.00  44.00   54
 35  ω    -86.00 -60.00   0.50    0.10    --  -71.26 105.00  44.00   52
 36  ω   -113.00 -88.00   0.50    0.10    --  -76.25 140.00  27.65   50
 37  ω    -82.00 -38.00   0.50    0.10    --  -71.26   0.00-120.00   88
 38  ω    -93.00 -34.00   0.50    0.10    --  -65.07   0.00-150.00  118
 39  ω   -102.00 -28.00   0.50    0.10    --  -65.07   0.00 -30.00  148
 40  ω    -98.00 -47.00   0.50    0.10    --  -65.07   0.00  90.00  102
 41  ω   -102.00 -72.00   0.50    0.10    --  -68.00 -76.00 -23.81   60
 42  ω   -102.00 -77.00   0.50    0.10    --  -72.00 -75.00   5.72   50
 43  ω   -105.00 -80.00   0.50    0.10    --  -72.00 -66.00   3.78   50
 44  ω   -105.00 -80.00   0.50    0.10    --  -72.00 -66.00 -20.23   50
 45  ω   -118.00 -93.00   0.50    0.10    --  -76.25 -61.00 -10.60   50
 46  ω   -109.00 -42.00   0.50    0.10    --  -71.26 -15.00-150.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0174900000
_diffrn_orient_matrix_UB_12      -0.2002943000
_diffrn_orient_matrix_UB_13      -0.0236838000
_diffrn_orient_matrix_UB_21      -0.0929485000
_diffrn_orient_matrix_UB_22      0.0184565000
_diffrn_orient_matrix_UB_23      -0.0837391000
_diffrn_orient_matrix_UB_31      0.0950612000
_diffrn_orient_matrix_UB_32      0.0549512000
_diffrn_orient_matrix_UB_33      -0.0581701000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2351
_reflns_number_total             2468
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2468
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0538P)²+0.2444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0938
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
N1 N 0.63379(6) 0.20016(10) 0.48893(5) 0.02013(19) Uani 1 1 d . . . . .
N2 N 0.59527(6) 0.20182(10) 0.39584(5) 0.02072(19) Uani 1 1 d . . . . .
C7 C 0.55310(7) 0.22546(11) 0.53967(6) 0.0177(2) Uani 1 1 d . . . . .
C15 C 0.66232(7) 0.28324(11) 0.34641(6) 0.0178(2) Uani 1 1 d . . . . .
C14 C 0.68565(7) 0.37771(12) 0.18693(6) 0.0204(2) Uani 1 1 d . . . . .
C9 C 0.62339(7) 0.28382(11) 0.24673(6) 0.0179(2) Uani 1 1 d . . . . .
C1 C 0.58900(7) 0.21978(11) 0.63937(6) 0.0174(2) Uani 1 1 d . . . . .
C13 C 0.64616(8) 0.38283(12) 0.09421(6) 0.0224(2) Uani 1 1 d . . . . .
C5 C 0.55665(8) 0.30104(12) 0.79211(6) 0.0220(2) Uani 1 1 d . . . . .
C6 C 0.52048(8) 0.29996(12) 0.69907(6) 0.0205(2) Uani 1 1 d . . . . .
C10 C 0.52082(8) 0.19393(12) 0.21128(6) 0.0214(2) Uani 1 1 d . . . . .
C2 C 0.69413(7) 0.13857(12) 0.67551(6) 0.0204(2) Uani 1 1 d . . . . .
C8 C 0.42820(8) 0.26472(13) 0.50372(6) 0.0229(2) Uani 1 1 d . . . . .
C4 C 0.66042(8) 0.21825(12) 0.82712(6) 0.0219(2) Uani 1 1 d . . . . .
C3 C 0.72879(8) 0.13652(13) 0.76840(6) 0.0229(2) Uani 1 1 d . . . . .
C16 C 0.77290(8) 0.37897(13) 0.38272(6) 0.0246(2) Uani 1 1 d . . . . .
C12 C 0.54478(8) 0.29285(13) 0.06009(6) 0.0238(2) Uani 1 1 d . . . . .
C11 C 0.48263(8) 0.19802(13) 0.11891(6) 0.0247(2) Uani 1 1 d . . . . .
H2 H 0.7425(9) 0.0817(16) 0.6347(7) 0.026(3) Uiso 1 1 d . . . . .
H6 H 0.4484(10) 0.3607(16) 0.6749(7) 0.026(3) Uiso 1 1 d . . . . .
H14 H 0.7563(10) 0.4435(17) 0.2098(7) 0.026(3) Uiso 1 1 d . . . . .
H13 H 0.6891(9) 0.4506(16) 0.0528(7) 0.027(3) Uiso 1 1 d . . . . .
H12 H 0.5168(10) 0.2950(16) -0.0047(8) 0.030(3) Uiso 1 1 d . . . . .
H10 H 0.4784(9) 0.1273(16) 0.2515(8) 0.026(3) Uiso 1 1 d . . . . .
H4 H 0.6842(9) 0.2171(15) 0.8936(8) 0.024(3) Uiso 1 1 d . . . . .
H3 H 0.8015(10) 0.0780(16) 0.7922(8) 0.029(3) Uiso 1 1 d . . . . .
H5 H 0.5093(10) 0.3621(16) 0.8336(8) 0.027(3) Uiso 1 1 d . . . . .
H11 H 0.4106(10) 0.1349(17) 0.0961(8) 0.033(3) Uiso 1 1 d . . . . .
H8A H 0.3741(11) 0.2100(17) 0.5428(8) 0.035(3) Uiso 1 1 d . . . . .
H16A H 0.7644(11) 0.5113(19) 0.3757(8) 0.043(3) Uiso 1 1 d . . . . .
H8B H 0.4122(10) 0.3953(19) 0.5020(8) 0.038(3) Uiso 1 1 d . . . . .
H8C H 0.4099(11) 0.2188(18) 0.4410(9) 0.040(3) Uiso 1 1 d . . . . .
H16B H 0.8373(11) 0.3437(19) 0.3490(9) 0.040(3) Uiso 1 1 d . . . . .
H16C H 0.7958(11) 0.349(2) 0.4462(9) 0.047(4) Uiso 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
N1 N2 1.3957(10) . ?
N1 C7 1.2888(11) . ?
N2 C15 1.2858(11) . ?
C7 C1 1.4848(11) . ?
C7 C8 1.5039(12) . ?
C15 C9 1.4896(12) . ?
C15 C16 1.5007(12) . ?
C14 C9 1.3991(12) . ?
C14 C13 1.3931(12) . ?
C14 H14 0.975(12) . ?
C9 C10 1.4025(12) . ?
C1 C6 1.3969(12) . ?
C1 C2 1.4003(12) . ?
C13 C12 1.3867(13) . ?
C13 H13 0.977(12) . ?
C5 C6 1.3900(12) . ?
C5 C4 1.3880(13) . ?
C5 H5 0.986(12) . ?
C6 H6 0.974(11) . ?
C10 C11 1.3851(12) . ?
C10 H10 0.958(11) . ?
C2 C3 1.3851(12) . ?
C2 H2 0.972(11) . ?
C8 H8A 0.994(12) . ?
C8 H8B 0.982(14) . ?
C8 H8C 0.988(13) . ?
C4 C3 1.3903(13) . ?
C4 H4 0.989(11) . ?
C3 H3 0.971(12) . ?
C16 H16A 0.986(14) . ?
C16 H16B 0.986(13) . ?
C16 H16C 0.972(14) . ?
C12 C11 1.3917(13) . ?
C12 H12 0.973(12) . ?
C11 H11 0.977(12) . ?

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
C7 N1 N2 114.52(7) . . ?
C15 N2 N1 115.49(7) . . ?
N1 C7 C1 116.65(7) . . ?
N1 C7 C8 123.97(8) . . ?
C1 C7 C8 119.36(7) . . ?
N2 C15 C9 116.19(8) . . ?
N2 C15 C16 124.53(8) . . ?
C9 C15 C16 119.26(7) . . ?
C9 C14 H14 120.4(6) . . ?
C13 C14 C9 120.70(8) . . ?
C13 C14 H14 118.9(6) . . ?
C14 C9 C15 121.17(8) . . ?
C14 C9 C10 118.60(8) . . ?
C10 C9 C15 120.20(8) . . ?
C6 C1 C7 120.81(8) . . ?
C6 C1 C2 118.48(8) . . ?
C2 C1 C7 120.68(8) . . ?
C14 C13 H13 120.5(6) . . ?
C12 C13 C14 120.06(8) . . ?
C12 C13 H13 119.5(6) . . ?
C6 C5 H5 120.2(7) . . ?
C4 C5 C6 120.22(8) . . ?
C4 C5 H5 119.6(7) . . ?
C1 C6 H6 119.5(6) . . ?
C5 C6 C1 120.70(8) . . ?
C5 C6 H6 119.8(6) . . ?
C9 C10 H10 119.3(7) . . ?
C11 C10 C9 120.43(8) . . ?
C11 C10 H10 120.3(7) . . ?
C1 C2 H2 119.3(6) . . ?
C3 C2 C1 120.70(8) . . ?
C3 C2 H2 120.0(6) . . ?
C7 C8 H8A 111.5(7) . . ?
C7 C8 H8B 111.6(7) . . ?
C7 C8 H8C 110.3(8) . . ?
H8A C8 H8B 106.4(10) . . ?
H8A C8 H8C 109.6(10) . . ?
H8B C8 H8C 107.3(10) . . ?
C5 C4 C3 119.57(8) . . ?
C5 C4 H4 119.5(6) . . ?
C3 C4 H4 121.0(6) . . ?
C2 C3 C4 120.31(8) . . ?
C2 C3 H3 119.4(7) . . ?
C4 C3 H3 120.2(7) . . ?
C15 C16 H16A 111.1(8) . . ?
C15 C16 H16B 111.2(8) . . ?
C15 C16 H16C 110.7(8) . . ?
H16A C16 H16B 106.2(11) . . ?
H16A C16 H16C 109.9(11) . . ?
H16B C16 H16C 107.6(11) . . ?
C13 C12 C11 119.69(8) . . ?
C13 C12 H12 120.6(7) . . ?
C11 C12 H12 119.7(7) . . ?
C10 C11 C12 120.52(9) . . ?
C10 C11 H11 118.7(7) . . ?
C12 C11 H11 120.7(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 N2 C15 C9 179.09(7) . . . . ?
N1 N2 C15 C16 -2.48(12) . . . . ?
N1 C7 C1 C6 159.45(8) . . . . ?
N1 C7 C1 C2 -18.62(11) . . . . ?
N2 N1 C7 C1 178.34(7) . . . . ?
N2 N1 C7 C8 -3.44(12) . . . . ?
N2 C15 C9 C14 176.04(8) . . . . ?
N2 C15 C9 C10 -2.01(12) . . . . ?
C7 N1 N2 C15 139.66(8) . . . . ?
C7 C1 C6 C5 -177.30(7) . . . . ?
C7 C1 C2 C3 178.66(8) . . . . ?
C15 C9 C10 C11 178.31(8) . . . . ?
C14 C9 C10 C11 0.22(13) . . . . ?
C14 C13 C12 C11 0.19(13) . . . . ?
C9 C14 C13 C12 -0.64(13) . . . . ?
C9 C10 C11 C12 -0.66(14) . . . . ?
C1 C2 C3 C4 -1.17(13) . . . . ?
C13 C14 C9 C15 -177.65(7) . . . . ?
C13 C14 C9 C10 0.43(12) . . . . ?
C13 C12 C11 C10 0.46(14) . . . . ?
C5 C4 C3 C2 0.42(13) . . . . ?
C6 C1 C2 C3 0.55(12) . . . . ?
C6 C5 C4 C3 0.93(13) . . . . ?
C2 C1 C6 C5 0.81(12) . . . . ?
C8 C7 C1 C6 -18.86(11) . . . . ?
C8 C7 C1 C2 163.07(8) . . . . ?
C4 C5 C6 C1 -1.56(13) . . . . ?
C16 C15 C9 C14 -2.48(12) . . . . ?
C16 C15 C9 C10 179.47(8) . . . . ?

_olex2_date_sample_data_collection 2023-05-08
_olex2_date_sample_submission    2023-04-28
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder inert oil'
_olex2_submission_original_sample_id JS-Model-product
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.368
_oxdiff_exptl_absorpt_empirical_full_min 0.831
