# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_9469
_database_code_depnum_ccdc_archive 'CCDC 2089535'
loop_
_audit_author_name
_audit_author_address
'Li-Ming Zhao'
;Jiangsu Normal University
China
;
_audit_update_record             
;
2021-06-12 deposited with the CCDC.	2021-09-13 downloaded from the CCDC.
;
_audit_creation_date             2021-05-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 N2 O'
_chemical_formula_sum            'C18 H16 N2 O'
_chemical_formula_weight         276.33
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 '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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   5.8988(4)
_cell_length_b                   11.1914(8)
_cell_length_c                   11.6421(8)
_cell_angle_alpha                106.781(6)
_cell_angle_beta                 101.292(6)
_cell_angle_gamma                96.496(6)
_cell_volume                     709.71(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2446
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5010
_cell_measurement_theta_min      4.5300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5511
_diffrn_reflns_point_group_measured_fraction_full 0.659
_diffrn_reflns_point_group_measured_fraction_max 0.533
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         29.095
_diffrn_reflns_theta_min         3.577
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00  31.00   1.00    1.41    --   15.65 -57.00  90.00   81
  2  ω    -19.00  16.00   1.00    1.41    --  -16.59 -99.00   0.00   35
  3  ω    -25.00  16.00   1.00    1.41    --  -16.59 -99.00 120.00   41
  4  ω    -10.00  83.00   1.00    1.41    --   15.65  77.00 -30.00   93
  5  ω    -27.00  10.00   1.00    1.41    --   15.65 -57.00-150.00   37
  6  ω     16.00  42.00   1.00    1.41    --   15.65 -77.00-150.00   26
  7  ω    -50.00  -9.00   1.00    1.41    --   15.65 -77.00-150.00   41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0447702000
_diffrn_orient_matrix_UB_12      0.0571824000
_diffrn_orient_matrix_UB_13      0.0065050000
_diffrn_orient_matrix_UB_21      0.0020746000
_diffrn_orient_matrix_UB_22      0.0063561000
_diffrn_orient_matrix_UB_23      0.0626229000
_diffrn_orient_matrix_UB_31      0.1163361000
_diffrn_orient_matrix_UB_32      0.0349273000
_diffrn_orient_matrix_UB_33      0.0182595000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.710
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.271
_reflns_Friedel_fraction_full    0.323
_reflns_Friedel_fraction_max     0.227
_reflns_number_gt                3550
_reflns_number_total             4066
_reflns_odcompleteness_completeness 99.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 711 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4066
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.045
_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)+(0.0561P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1046
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C36(H36A,H36B), C35(H35A,H35B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C25(H25), C22(H22), C4(H4), C2(H2), C11(H11), C20(H20), C5(H5),
 C33(H33), C30(H30), C12(H12), C31(H31), C29(H29), C15(H15), C23(H23), C13(H13),
  C14(H14), C32(H32)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_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
O2 O 0.1319(4) 0.7056(2) 0.7972(2) 0.0529(6) Uani 1 1 d . . . . .
O1 O 0.6530(4) 0.4290(2) 0.4495(2) 0.0541(6) Uani 1 1 d . . . . .
N1 N 0.8192(4) 0.25928(19) 0.4718(2) 0.0313(5) Uani 1 1 d . . . . .
N2 N 0.9547(4) 0.1746(2) 0.4077(2) 0.0321(5) Uani 1 1 d . . . . .
N4 N 0.4401(4) 0.7861(2) 0.5936(2) 0.0319(5) Uani 1 1 d . . . . .
N3 N 0.3001(4) 0.8114(2) 0.68431(19) 0.0316(5) Uani 1 1 d . . . . .
C8 C 0.7991(4) 0.0716(2) 0.3108(2) 0.0282(6) Uani 1 1 d . . . . .
C16 C 0.7873(5) 0.3572(3) 0.4246(3) 0.0360(7) Uani 1 1 d . . . . .
C34 C 0.2621(5) 0.7126(3) 0.7305(3) 0.0375(7) Uani 1 1 d . . . . .
C7 C 0.8576(5) 0.0092(3) 0.2021(2) 0.0338(6) Uani 1 1 d . . . . .
H7 H 0.9991 0.0387 0.1871 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3529(5) 0.6537(3) 0.3749(3) 0.0347(6) Uani 1 1 d . . . . .
H25 H 0.4912 0.6220 0.3892 0.042 Uiso 1 1 calc R U . . .
C22 C -0.0556(5) 0.7504(3) 0.3313(3) 0.0392(7) Uani 1 1 d . . . . .
H22 H -0.1917 0.7836 0.3155 0.047 Uiso 1 1 calc R U . . .
C4 C 0.4401(5) -0.0803(3) 0.2485(3) 0.0390(7) Uani 1 1 d . . . . .
H4 H 0.3001 -0.1119 0.2637 0.047 Uiso 1 1 calc R U . . .
C21 C 0.0853(5) 0.7889(3) 0.4509(3) 0.0334(6) Uani 1 1 d . . . . .
C3 C 0.5896(5) 0.0251(2) 0.3368(3) 0.0320(6) Uani 1 1 d . . . . .
C2 C 0.5436(5) 0.0857(2) 0.4559(2) 0.0340(6) Uani 1 1 d . . . . .
H2 H 0.4355 0.0424 0.4850 0.041 Uiso 1 1 calc R U . . .
C26 C 0.2912(4) 0.7374(2) 0.4722(2) 0.0296(6) Uani 1 1 d . . . . .
C1 C 0.6551(5) 0.2033(3) 0.5245(2) 0.0319(6) Uani 1 1 d . . . . .
C10 C 0.6306(5) 0.2792(3) 0.6464(2) 0.0332(6) Uani 1 1 d . . . . .
C11 C 0.8068(5) 0.3802(3) 0.7222(3) 0.0392(7) Uani 1 1 d . . . . .
H11 H 0.9375 0.4021 0.6940 0.047 Uiso 1 1 calc R U . . .
C6 C 0.7074(5) -0.0972(3) 0.1149(2) 0.0363(7) Uani 1 1 d . . . . .
C18 C 1.1090(5) 0.2637(3) 0.3710(3) 0.0411(7) Uani 1 1 d . . . . .
H18A H 1.1604 0.2192 0.2987 0.049 Uiso 1 1 calc R U . . .
H18B H 1.2461 0.3071 0.4378 0.049 Uiso 1 1 calc R U . . .
C20 C 0.0377(5) 0.8843(3) 0.5536(3) 0.0365(7) Uani 1 1 d . . . . .
H20 H -0.0660 0.9376 0.5379 0.044 Uiso 1 1 calc R U . . .
C28 C 0.1114(5) 0.9876(3) 0.7839(3) 0.0340(6) Uani 1 1 d . . . . .
C36 C 0.5859(5) 0.7008(3) 0.6376(3) 0.0424(7) Uani 1 1 d . . . . .
H36A H 0.7214 0.7495 0.7032 0.051 Uiso 1 1 calc R U . . .
H36B H 0.6397 0.6471 0.5705 0.051 Uiso 1 1 calc R U . . .
C5 C 0.4968(5) -0.1389(3) 0.1385(3) 0.0398(7) Uani 1 1 d . . . . .
H5 H 0.3917 -0.2074 0.0795 0.048 Uiso 1 1 calc R U . . .
C19 C 0.1404(5) 0.8964(2) 0.6702(2) 0.0313(6) Uani 1 1 d . . . . .
C33 C 0.2822(6) 1.0190(3) 0.8930(3) 0.0414(7) Uani 1 1 d . . . . .
H33 H 0.4133 0.9800 0.8953 0.050 Uiso 1 1 calc R U . . .
C30 C -0.1067(7) 1.1349(3) 0.8884(3) 0.0510(9) Uani 1 1 d . . . . .
H30 H -0.2373 1.1743 0.8865 0.061 Uiso 1 1 calc R U . . .
C12 C 0.7896(6) 0.4481(3) 0.8384(3) 0.0464(8) Uani 1 1 d . . . . .
H12 H 0.9095 0.5149 0.8884 0.056 Uiso 1 1 calc R U . . .
C31 C 0.0648(7) 1.1658(3) 0.9960(3) 0.0539(10) Uani 1 1 d . . . . .
H31 H 0.0496 1.2258 1.0670 0.065 Uiso 1 1 calc R U . . .
C29 C -0.0849(6) 1.0450(3) 0.7832(3) 0.0438(8) Uani 1 1 d . . . . .
H29 H -0.2033 1.0229 0.7110 0.053 Uiso 1 1 calc R U . . .
C15 C 0.4326(6) 0.2507(3) 0.6887(3) 0.0426(7) Uani 1 1 d . . . . .
H15 H 0.3104 0.1856 0.6381 0.051 Uiso 1 1 calc R U . . .
C23 C 0.0035(6) 0.6636(3) 0.2355(3) 0.0435(8) Uani 1 1 d . . . . .
H23 H -0.0960 0.6367 0.1568 0.052 Uiso 1 1 calc R U . . .
C13 C 0.5970(6) 0.4179(3) 0.8809(3) 0.0494(8) Uani 1 1 d . . . . .
H13 H 0.5868 0.4634 0.9597 0.059 Uiso 1 1 calc R U . . .
C24 C 0.2089(6) 0.6165(3) 0.2557(3) 0.0392(7) Uani 1 1 d . . . . .
C9 C 0.7791(7) -0.1639(3) -0.0010(3) 0.0516(9) Uani 1 1 d . . . . .
H9A H 0.7511 -0.1178 -0.0587 0.077 Uiso 1 1 calc R U . . .
H9B H 0.6886 -0.2482 -0.0371 0.077 Uiso 1 1 calc R U . . .
H9C H 0.9431 -0.1681 0.0190 0.077 Uiso 1 1 calc R U . . .
C14 C 0.4175(6) 0.3192(3) 0.8057(3) 0.0483(8) Uani 1 1 d . . . . .
H14 H 0.2862 0.2990 0.8342 0.058 Uiso 1 1 calc R U . . .
C35 C 0.4231(6) 0.6227(3) 0.6846(3) 0.0464(8) Uani 1 1 d . . . . .
H35A H 0.5096 0.5978 0.7512 0.056 Uiso 1 1 calc R U . . .
H35B H 0.3349 0.5472 0.6189 0.056 Uiso 1 1 calc R U . . .
C32 C 0.2590(7) 1.1083(3) 0.9989(3) 0.0530(9) Uani 1 1 d . . . . .
H32 H 0.3748 1.1293 1.0719 0.064 Uiso 1 1 calc R U . . .
C17 C 0.9560(6) 0.3568(3) 0.3427(3) 0.0461(8) Uani 1 1 d . . . . .
H17A H 1.0490 0.4406 0.3630 0.055 Uiso 1 1 calc R U . . .
H17B H 0.8731 0.3284 0.2562 0.055 Uiso 1 1 calc R U . . .
C27 C 0.2829(8) 0.5253(3) 0.1519(3) 0.0615(10) Uani 1 1 d . . . . .
H27A H 0.3818 0.5721 0.1173 0.092 Uiso 1 1 calc R U . . .
H27B H 0.1460 0.4771 0.0890 0.092 Uiso 1 1 calc R U . . .
H27C H 0.3679 0.4688 0.1835 0.092 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
O2 C34 1.207(4) . ?
O1 C16 1.207(4) . ?
N1 N2 1.445(3) . ?
N1 C16 1.375(3) . ?
N1 C1 1.423(3) . ?
N2 C8 1.431(3) . ?
N2 C18 1.483(4) . ?
N4 N3 1.449(3) . ?
N4 C26 1.424(3) . ?
N4 C36 1.486(3) . ?
N3 C34 1.377(3) . ?
N3 C19 1.432(3) . ?
C8 C7 1.387(4) . ?
C8 C3 1.408(4) . ?
C16 C17 1.507(4) . ?
C34 C35 1.518(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.394(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.385(4) . ?
C25 C24 1.395(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.391(4) . ?
C22 C23 1.382(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.391(4) . ?
C4 C5 1.384(4) . ?
C21 C26 1.412(4) . ?
C21 C20 1.452(4) . ?
C3 C2 1.450(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.339(4) . ?
C1 C10 1.472(4) . ?
C10 C11 1.391(4) . ?
C10 C15 1.392(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(4) . ?
C6 C5 1.383(4) . ?
C6 C9 1.507(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.518(4) . ?
C20 H20 0.9300 . ?
C20 C19 1.334(4) . ?
C28 C19 1.473(4) . ?
C28 C33 1.383(4) . ?
C28 C29 1.387(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C35 1.510(5) . ?
C5 H5 0.9300 . ?
C33 H33 0.9300 . ?
C33 C32 1.387(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.373(5) . ?
C30 C29 1.381(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.371(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.375(5) . ?
C29 H29 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.383(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(5) . ?
C24 C27 1.512(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C14 H14 0.9300 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C32 H32 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 N1 N2 112.3(2) . . ?
C16 N1 C1 124.5(2) . . ?
C1 N1 N2 115.6(2) . . ?
N1 N2 C18 100.9(2) . . ?
C8 N2 N1 109.5(2) . . ?
C8 N2 C18 117.3(2) . . ?
N3 N4 C36 100.8(2) . . ?
C26 N4 N3 110.1(2) . . ?
C26 N4 C36 117.7(2) . . ?
C34 N3 N4 112.7(2) . . ?
C34 N3 C19 125.0(2) . . ?
C19 N3 N4 115.2(2) . . ?
C7 C8 N2 123.3(2) . . ?
C7 C8 C3 120.1(2) . . ?
C3 C8 N2 116.2(2) . . ?
O1 C16 N1 124.8(3) . . ?
O1 C16 C17 128.9(3) . . ?
N1 C16 C17 106.3(3) . . ?
O2 C34 N3 125.1(3) . . ?
O2 C34 C35 129.1(3) . . ?
N3 C34 C35 105.8(3) . . ?
C8 C7 H7 119.5 . . ?
C8 C7 C6 121.0(3) . . ?
C6 C7 H7 119.5 . . ?
C26 C25 H25 119.8 . . ?
C26 C25 C24 120.4(3) . . ?
C24 C25 H25 119.8 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C23 C22 C21 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C5 C4 C3 121.0(3) . . ?
C22 C21 C26 118.3(3) . . ?
C22 C21 C20 123.3(3) . . ?
C26 C21 C20 118.4(2) . . ?
C8 C3 C2 118.7(2) . . ?
C4 C3 C8 118.3(3) . . ?
C4 C3 C2 122.9(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 C3 120.7(3) . . ?
C1 C2 H2 119.6 . . ?
C25 C26 N4 122.7(3) . . ?
C25 C26 C21 120.3(3) . . ?
C21 C26 N4 116.7(2) . . ?
N1 C1 C10 117.1(2) . . ?
C2 C1 N1 114.7(2) . . ?
C2 C1 C10 128.2(3) . . ?
C11 C10 C1 120.4(3) . . ?
C11 C10 C15 118.7(3) . . ?
C15 C10 C1 120.9(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11 119.7 . . ?
C7 C6 C9 119.5(3) . . ?
C5 C6 C7 118.6(3) . . ?
C5 C6 C9 122.0(3) . . ?
N2 C18 H18A 110.9 . . ?
N2 C18 H18B 110.9 . . ?
N2 C18 C17 104.4(2) . . ?
H18A C18 H18B 108.9 . . ?
C17 C18 H18A 110.9 . . ?
C17 C18 H18B 110.9 . . ?
C21 C20 H20 119.5 . . ?
C19 C20 C21 120.9(3) . . ?
C19 C20 H20 119.5 . . ?
C33 C28 C19 120.4(3) . . ?
C33 C28 C29 118.8(3) . . ?
C29 C28 C19 120.8(3) . . ?
N4 C36 H36A 110.9 . . ?
N4 C36 H36B 110.9 . . ?
N4 C36 C35 104.3(2) . . ?
H36A C36 H36B 108.9 . . ?
C35 C36 H36A 110.9 . . ?
C35 C36 H36B 110.9 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
N3 C19 C28 117.2(2) . . ?
C20 C19 N3 115.2(2) . . ?
C20 C19 C28 127.7(3) . . ?
C28 C33 H33 119.8 . . ?
C28 C33 C32 120.4(3) . . ?
C32 C33 H33 119.8 . . ?
C31 C30 H30 120.1 . . ?
C31 C30 C29 119.9(3) . . ?
C29 C30 H30 120.1 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.7(3) . . ?
C30 C29 H29 119.6 . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.1(3) . . ?
C14 C15 H15 120.0 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 H23 119.7 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.7(3) . . ?
C14 C13 H13 120.1 . . ?
C25 C24 C27 118.8(3) . . ?
C23 C24 C25 119.3(3) . . ?
C23 C24 C27 121.8(3) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C14 C13 120.3(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C34 C35 H35A 111.2 . . ?
C34 C35 H35B 111.2 . . ?
C36 C35 C34 103.1(2) . . ?
C36 C35 H35A 111.2 . . ?
C36 C35 H35B 111.2 . . ?
H35A C35 H35B 109.1 . . ?
C33 C32 H32 120.0 . . ?
C31 C32 C33 120.0(3) . . ?
C31 C32 H32 120.0 . . ?
C16 C17 C18 103.2(2) . . ?
C16 C17 H17A 111.1 . . ?
C16 C17 H17B 111.1 . . ?
C18 C17 H17A 111.1 . . ?
C18 C17 H17B 111.1 . . ?
H17A C17 H17B 109.1 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C34 C35 C36 -164.2(3) . . . . ?
O1 C16 C17 C18 168.1(3) . . . . ?
N1 N2 C8 C7 149.8(2) . . . . ?
N1 N2 C8 C3 -37.6(3) . . . . ?
N1 N2 C18 C17 -35.3(3) . . . . ?
N1 C16 C17 C18 -9.9(3) . . . . ?
N1 C1 C10 C11 -19.7(4) . . . . ?
N1 C1 C10 C15 160.9(2) . . . . ?
N2 N1 C16 O1 168.6(2) . . . . ?
N2 N1 C16 C17 -13.3(3) . . . . ?
N2 N1 C1 C2 -38.4(3) . . . . ?
N2 N1 C1 C10 140.8(2) . . . . ?
N2 C8 C7 C6 174.7(2) . . . . ?
N2 C8 C3 C4 -175.8(2) . . . . ?
N2 C8 C3 C2 1.7(3) . . . . ?
N2 C18 C17 C16 28.5(3) . . . . ?
N4 N3 C34 O2 -172.1(3) . . . . ?
N4 N3 C34 C35 10.4(3) . . . . ?
N4 N3 C19 C20 37.5(3) . . . . ?
N4 N3 C19 C28 -141.5(2) . . . . ?
N4 C36 C35 C34 -30.9(3) . . . . ?
N3 N4 C26 C25 -149.7(2) . . . . ?
N3 N4 C26 C21 37.0(3) . . . . ?
N3 N4 C36 C35 36.1(3) . . . . ?
N3 C34 C35 C36 13.2(3) . . . . ?
C8 N2 C18 C17 83.6(3) . . . . ?
C8 C7 C6 C5 0.6(4) . . . . ?
C8 C7 C6 C9 -178.9(3) . . . . ?
C8 C3 C2 C1 19.8(4) . . . . ?
C16 N1 N2 C8 -93.3(2) . . . . ?
C16 N1 N2 C18 31.1(3) . . . . ?
C16 N1 C1 C2 108.9(3) . . . . ?
C16 N1 C1 C10 -72.0(3) . . . . ?
C34 N3 C19 C20 -110.7(3) . . . . ?
C34 N3 C19 C28 70.3(3) . . . . ?
C7 C8 C3 C4 -3.0(4) . . . . ?
C7 C8 C3 C2 174.6(3) . . . . ?
C7 C6 C5 C4 -2.9(4) . . . . ?
C22 C21 C26 N4 175.4(2) . . . . ?
C22 C21 C26 C25 1.8(4) . . . . ?
C22 C21 C20 C19 163.6(3) . . . . ?
C22 C23 C24 C25 2.4(4) . . . . ?
C22 C23 C24 C27 -177.7(3) . . . . ?
C4 C3 C2 C1 -162.7(3) . . . . ?
C21 C22 C23 C24 -2.4(4) . . . . ?
C21 C20 C19 N3 1.1(4) . . . . ?
C21 C20 C19 C28 180.0(3) . . . . ?
C3 C8 C7 C6 2.4(4) . . . . ?
C3 C4 C5 C6 2.3(4) . . . . ?
C3 C2 C1 N1 -1.1(4) . . . . ?
C3 C2 C1 C10 179.9(3) . . . . ?
C2 C1 C10 C11 159.3(3) . . . . ?
C2 C1 C10 C15 -20.1(4) . . . . ?
C26 N4 N3 C34 95.4(2) . . . . ?
C26 N4 N3 C19 -56.7(3) . . . . ?
C26 N4 C36 C35 -83.6(3) . . . . ?
C26 C25 C24 C23 -0.3(4) . . . . ?
C26 C25 C24 C27 179.8(3) . . . . ?
C26 C21 C20 C19 -19.7(4) . . . . ?
C1 N1 N2 C8 57.9(3) . . . . ?
C1 N1 N2 C18 -177.7(2) . . . . ?
C1 N1 C16 O1 20.4(4) . . . . ?
C1 N1 C16 C17 -161.5(2) . . . . ?
C1 C10 C11 C12 -177.2(3) . . . . ?
C1 C10 C15 C14 177.0(3) . . . . ?
C10 C11 C12 C13 -0.7(5) . . . . ?
C10 C15 C14 C13 1.1(5) . . . . ?
C11 C10 C15 C14 -2.4(4) . . . . ?
C11 C12 C13 C14 -0.6(5) . . . . ?
C18 N2 C8 C7 35.6(4) . . . . ?
C18 N2 C8 C3 -151.8(2) . . . . ?
C20 C21 C26 N4 -1.4(3) . . . . ?
C20 C21 C26 C25 -175.0(2) . . . . ?
C28 C33 C32 C31 0.3(5) . . . . ?
C36 N4 N3 C34 -29.6(3) . . . . ?
C36 N4 N3 C19 178.2(2) . . . . ?
C36 N4 C26 C25 -34.9(4) . . . . ?
C36 N4 C26 C21 151.7(2) . . . . ?
C5 C4 C3 C8 0.7(4) . . . . ?
C5 C4 C3 C2 -176.8(3) . . . . ?
C19 N3 C34 O2 -23.2(4) . . . . ?
C19 N3 C34 C35 159.3(2) . . . . ?
C19 C28 C33 C32 177.6(3) . . . . ?
C19 C28 C29 C30 -177.0(3) . . . . ?
C33 C28 C19 N3 21.1(4) . . . . ?
C33 C28 C19 C20 -157.8(3) . . . . ?
C33 C28 C29 C30 2.0(4) . . . . ?
C30 C31 C32 C33 0.1(5) . . . . ?
C12 C13 C14 C15 0.4(5) . . . . ?
C31 C30 C29 C28 -1.6(5) . . . . ?
C29 C28 C19 N3 -160.0(2) . . . . ?
C29 C28 C19 C20 21.1(4) . . . . ?
C29 C28 C33 C32 -1.3(4) . . . . ?
C29 C30 C31 C32 0.5(5) . . . . ?
C15 C10 C11 C12 2.2(4) . . . . ?
C23 C22 C21 C26 0.2(4) . . . . ?
C23 C22 C21 C20 176.9(3) . . . . ?
C24 C25 C26 N4 -175.0(2) . . . . ?
C24 C25 C26 C21 -1.8(4) . . . . ?
C9 C6 C5 C4 176.5(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.489
_oxdiff_exptl_absorpt_empirical_full_min 0.548
