# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_gsh-20190612
_database_code_depnum_ccdc_archive 'CCDC 2025448'
loop_
_audit_author_name
_audit_author_address
'Bin Li'
;Henan Normal University
China
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-10-13 downloaded from the CCDC.
;
_audit_creation_date             2020-07-13
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H18 N2 O2'
_chemical_formula_sum            'C22 H18 N2 O2'
_chemical_formula_weight         342.38
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
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'
O O 0.0492 0.0322 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.1925(3)
_cell_length_b                   12.0017(6)
_cell_length_c                   11.9195(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.588(4)
_cell_angle_gamma                90
_cell_volume                     878.11(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1935
_cell_measurement_temperature    299.03(10)
_cell_measurement_theta_max      71.1770
_cell_measurement_theta_min      7.2180
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.878
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.42a (Rigaku Oxford Diffraction, 2019)
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    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4154
_diffrn_reflns_point_group_measured_fraction_full 0.784
_diffrn_reflns_point_group_measured_fraction_max 0.754
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.814
_diffrn_reflns_theta_min         3.741
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.03(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00 -25.00   1.00    1.00    --  -40.64 119.00 -82.00   40
  2  ω   -116.00 -53.00   1.00    1.00    --  -40.64-156.00  36.00   63
  3  ω     57.00  83.00   1.00    1.00    --   40.64-119.00-167.00   26
  4  ω     71.00 113.00   1.00    1.00    --  103.55-119.00-167.00   42
  5  ω    113.00 138.00   1.00    1.00    --  103.55 119.00 -82.00   25
  6  ω     96.00 121.00   1.00    1.00    --  103.55 156.00  73.00   25
  7  ω     82.00 134.00   1.00    1.00    --  103.55-156.00  36.00   52
  8  ω   -111.00 -12.00   1.00    1.00    --  -40.64 -57.00   0.00   99
  9  ω     18.00  46.00   1.00    1.00    --   40.64  38.00 -90.00   28
 10  ω     75.00 141.00   1.00    1.00    --  103.55  61.00 -60.00   66
 11  ω    142.00 168.00   1.00    1.00    --  103.55 111.00   0.00   26
 12  ω     58.00  94.00   1.00    1.00    --  103.55 178.00 150.00   36
 13  ω    149.00 174.00   1.00    1.00    --  103.55  61.00 -60.00   25
 14  ω    111.00 174.00   1.00    1.00    --  103.55 111.00-120.00   63
 15  ω    124.00 149.00   1.00    1.00    --  103.55 178.00 150.00   25
 16  ω    102.00 170.00   1.00    1.00    --  103.55 111.00 150.00   68
 17  ω     64.00 127.00   1.00    1.00    --  103.55 -45.00 -30.00   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1227715000
_diffrn_orient_matrix_UB_12      0.0730400000
_diffrn_orient_matrix_UB_13      0.0939506000
_diffrn_orient_matrix_UB_21      -0.0536139000
_diffrn_orient_matrix_UB_22      0.1044251000
_diffrn_orient_matrix_UB_23      -0.0735499000
_diffrn_orient_matrix_UB_31      -0.2121806000
_diffrn_orient_matrix_UB_32      0.0157170000
_diffrn_orient_matrix_UB_33      0.0525511000
_diffrn_oxdiff_digest_frames     
;
01e68dcea181a2b82f3292c6a2ec57cfc9000314333
;
_diffrn_oxdiff_digest_hkl        
;
019ae65a52af30ae2e4de1178e0967051286d8
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.473
_reflns_Friedel_fraction_full    0.544
_reflns_Friedel_fraction_max     0.510
_reflns_number_gt                2323
_reflns_number_total             2613
_reflns_odcompleteness_completeness 99.94
_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 1.171.40.42a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.42a (Rigaku OD, 2019)'
_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         0.138
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 686 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         2613
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      1.156
_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)+(0.0407P)²+0.1885P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1074
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_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 -0.0153(5) 0.6795(3) 0.5735(3) 0.0470(8) Uani 1 1 d . . . . .
N1 N 0.1078(4) 0.6564(3) 0.4861(3) 0.0527(8) Uani 1 1 d . . . . .
H1 H 0.0837 0.6829 0.4185 0.063 Uiso 1 1 calc R . . . .
O1 O 0.8842(4) 0.3227(2) 0.6966(2) 0.0587(7) Uani 1 1 d . . . . .
C2 C -0.1963(6) 0.7463(3) 0.5720(3) 0.0576(10) Uani 1 1 d . . . . .
H2 H -0.2540 0.7844 0.5070 0.069 Uiso 1 1 calc R . . . .
N2 N 0.6460(4) 0.3810(3) 0.8218(2) 0.0489(7) Uani 1 1 d . . . . .
O2 O 0.3655(4) 0.4777(3) 0.8890(2) 0.0686(8) Uani 1 1 d . . . . .
C3 C -0.2879(6) 0.7545(4) 0.6701(4) 0.0632(10) Uani 1 1 d . . . . .
H3 H -0.4101 0.7992 0.6719 0.076 Uiso 1 1 calc R . . . .
C4 C -0.2010(6) 0.6968(4) 0.7677(4) 0.0590(10) Uani 1 1 d . . . . .
H4 H -0.2671 0.7041 0.8330 0.071 Uiso 1 1 calc R . . . .
C5 C -0.0204(5) 0.6296(3) 0.7698(3) 0.0526(9) Uani 1 1 d . . . . .
H5 H 0.0359 0.5919 0.8353 0.063 Uiso 1 1 calc R . . . .
C6 C 0.0760(5) 0.6196(3) 0.6703(3) 0.0450(8) Uani 1 1 d . . . . .
C7 C 0.2596(5) 0.5595(3) 0.6387(3) 0.0425(8) Uani 1 1 d . . . . .
C8 C 0.2725(5) 0.5851(3) 0.5249(3) 0.0422(7) Uani 1 1 d . . . . .
C9 C 0.4376(6) 0.5423(3) 0.4630(3) 0.0475(8) Uani 1 1 d . . . . .
C10 C 0.4497(7) 0.5717(4) 0.3497(3) 0.0619(10) Uani 1 1 d . . . . .
H10 H 0.3446 0.6185 0.3117 0.074 Uiso 1 1 calc R . . . .
C11 C 0.6157(8) 0.5318(4) 0.2947(4) 0.0739(13) Uani 1 1 d . . . . .
H11 H 0.6211 0.5509 0.2195 0.089 Uiso 1 1 calc R . . . .
C12 C 0.7765(7) 0.4626(4) 0.3513(3) 0.0643(11) Uani 1 1 d . . . . .
H12 H 0.8889 0.4364 0.3138 0.077 Uiso 1 1 calc R . . . .
C13 C 0.7687(6) 0.4335(3) 0.4617(3) 0.0513(9) Uani 1 1 d . . . . .
H13 H 0.8766 0.3878 0.4988 0.062 Uiso 1 1 calc R . . . .
C14 C 0.5990(5) 0.4720(3) 0.5202(3) 0.0445(8) Uani 1 1 d . . . . .
C15 C 0.5818(5) 0.4455(3) 0.6361(3) 0.0431(8) Uani 1 1 d . . . . .
C16 C 0.4219(5) 0.4874(3) 0.6917(3) 0.0417(7) Uani 1 1 d . . . . .
C17 C 0.4638(5) 0.4511(3) 0.8120(3) 0.0504(9) Uani 1 1 d . . . . .
C18 C 0.7267(5) 0.3753(3) 0.7164(3) 0.0445(8) Uani 1 1 d . . . . .
C19 C 0.7410(6) 0.3284(4) 0.9323(3) 0.0534(9) Uani 1 1 d . . . . .
C20 C 0.9256(8) 0.2484(6) 0.9154(4) 0.0982(19) Uani 1 1 d . . . . .
H20A H 0.8703 0.1896 0.8651 0.147 Uiso 1 1 calc GR . . . .
H20B H 0.9851 0.2174 0.9871 0.147 Uiso 1 1 calc GR . . . .
H20C H 1.0376 0.2880 0.8835 0.147 Uiso 1 1 calc GR . . . .
C21 C 0.8376(9) 0.4212(5) 1.0105(4) 0.1004(18) Uani 1 1 d . . . . .
H21A H 0.7277 0.4761 1.0180 0.151 Uiso 1 1 calc GR . . . .
H21B H 0.9566 0.4552 0.9793 0.151 Uiso 1 1 calc GR . . . .
H21C H 0.8892 0.3906 1.0836 0.151 Uiso 1 1 calc GR . . . .
C22 C 0.5665(7) 0.2659(6) 0.9811(5) 0.107(2) Uani 1 1 d . . . . .
H22A H 0.4558 0.3169 0.9979 0.161 Uiso 1 1 calc GR . . . .
H22B H 0.6283 0.2290 1.0494 0.161 Uiso 1 1 calc GR . . . .
H22C H 0.5034 0.2115 0.9275 0.161 Uiso 1 1 calc GR . . . .


_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 N1 1.398(4) . ?
C1 C2 1.377(5) . ?
C1 C6 1.413(5) . ?
N1 H1 0.8600 . ?
N1 C8 1.365(4) . ?
O1 C18 1.211(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(5) . ?
N2 C17 1.400(4) . ?
N2 C18 1.414(4) . ?
N2 C19 1.508(4) . ?
O2 C17 1.209(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.398(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.401(5) . ?
C6 C7 1.438(4) . ?
C7 C8 1.403(5) . ?
C7 C16 1.410(5) . ?
C8 C9 1.433(5) . ?
C9 C10 1.407(5) . ?
C9 C14 1.413(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.400(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.369(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.413(5) . ?
C14 C15 1.436(5) . ?
C15 C16 1.358(5) . ?
C15 C18 1.484(5) . ?
C16 C17 1.489(5) . ?
C19 C20 1.526(6) . ?
C19 C21 1.523(7) . ?
C19 C22 1.496(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
N1 C1 C6 108.0(3) . . ?
C2 C1 N1 129.0(3) . . ?
C2 C1 C6 123.0(3) . . ?
C1 N1 H1 125.4 . . ?
C8 N1 C1 109.1(3) . . ?
C8 N1 H1 125.4 . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.3(4) . . ?
C3 C2 H2 121.3 . . ?
C17 N2 C18 109.3(3) . . ?
C17 N2 C19 122.8(3) . . ?
C18 N2 C19 127.8(3) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.8(4) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 H5 121.0 . . ?
C4 C5 C6 118.1(4) . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C7 106.6(3) . . ?
C5 C6 C1 118.6(3) . . ?
C5 C6 C7 134.8(3) . . ?
C8 C7 C6 106.9(3) . . ?
C8 C7 C16 116.0(3) . . ?
C16 C7 C6 137.0(3) . . ?
N1 C8 C7 109.3(3) . . ?
N1 C8 C9 127.0(3) . . ?
C7 C8 C9 123.7(3) . . ?
C10 C9 C8 122.4(3) . . ?
C10 C9 C14 119.3(3) . . ?
C14 C9 C8 118.2(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.1(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.9(4) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 C13 118.9(3) . . ?
C9 C14 C15 117.3(3) . . ?
C13 C14 C15 123.8(3) . . ?
C14 C15 C18 129.1(3) . . ?
C16 C15 C14 122.6(3) . . ?
C16 C15 C18 108.3(3) . . ?
C7 C16 C17 129.4(3) . . ?
C15 C16 C7 122.1(3) . . ?
C15 C16 C17 108.4(3) . . ?
N2 C17 C16 107.0(3) . . ?
O2 C17 N2 125.2(3) . . ?
O2 C17 C16 127.8(3) . . ?
O1 C18 N2 125.9(3) . . ?
O1 C18 C15 127.2(3) . . ?
N2 C18 C15 106.9(3) . . ?
N2 C19 C20 111.1(3) . . ?
N2 C19 C21 107.8(3) . . ?
C21 C19 C20 107.5(4) . . ?
C22 C19 N2 109.3(3) . . ?
C22 C19 C20 109.1(5) . . ?
C22 C19 C21 112.0(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
C1 N1 C8 C7 0.4(4) . . . . ?
C1 N1 C8 C9 -178.8(3) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C1 C6 C7 C8 0.1(4) . . . . ?
C1 C6 C7 C16 178.5(4) . . . . ?
N1 C1 C2 C3 179.7(4) . . . . ?
N1 C1 C6 C5 179.9(3) . . . . ?
N1 C1 C6 C7 0.1(4) . . . . ?
N1 C8 C9 C10 0.7(6) . . . . ?
N1 C8 C9 C14 177.9(3) . . . . ?
C2 C1 N1 C8 -179.6(3) . . . . ?
C2 C1 C6 C5 -0.7(5) . . . . ?
C2 C1 C6 C7 179.5(3) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C3 C4 C5 C6 -0.2(6) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C4 C5 C6 C7 -179.7(4) . . . . ?
C5 C6 C7 C8 -179.7(4) . . . . ?
C5 C6 C7 C16 -1.3(7) . . . . ?
C6 C1 N1 C8 -0.3(4) . . . . ?
C6 C1 C2 C3 0.5(5) . . . . ?
C6 C7 C8 N1 -0.3(4) . . . . ?
C6 C7 C8 C9 179.0(3) . . . . ?
C6 C7 C16 C15 -178.2(4) . . . . ?
C6 C7 C16 C17 -3.3(7) . . . . ?
C7 C8 C9 C10 -178.4(4) . . . . ?
C7 C8 C9 C14 -1.2(5) . . . . ?
C7 C16 C17 N2 -179.0(3) . . . . ?
C7 C16 C17 O2 -0.7(6) . . . . ?
C8 C7 C16 C15 0.1(5) . . . . ?
C8 C7 C16 C17 175.0(3) . . . . ?
C8 C9 C10 C11 177.6(4) . . . . ?
C8 C9 C14 C13 -177.0(3) . . . . ?
C8 C9 C14 C15 1.9(5) . . . . ?
C9 C10 C11 C12 -0.9(7) . . . . ?
C9 C14 C15 C16 -1.7(5) . . . . ?
C9 C14 C15 C18 -179.5(3) . . . . ?
C10 C9 C14 C13 0.3(5) . . . . ?
C10 C9 C14 C15 179.1(4) . . . . ?
C10 C11 C12 C13 0.5(7) . . . . ?
C11 C12 C13 C14 0.3(6) . . . . ?
C12 C13 C14 C9 -0.7(5) . . . . ?
C12 C13 C14 C15 -179.5(4) . . . . ?
C13 C14 C15 C16 177.1(3) . . . . ?
C13 C14 C15 C18 -0.7(6) . . . . ?
C14 C9 C10 C11 0.5(6) . . . . ?
C14 C15 C16 C7 0.6(5) . . . . ?
C14 C15 C16 C17 -175.2(3) . . . . ?
C14 C15 C18 O1 -3.5(6) . . . . ?
C14 C15 C18 N2 176.7(3) . . . . ?
C15 C16 C17 N2 -3.6(4) . . . . ?
C15 C16 C17 O2 174.7(4) . . . . ?
C16 C7 C8 N1 -179.1(3) . . . . ?
C16 C7 C8 C9 0.2(5) . . . . ?
C16 C15 C18 O1 178.5(4) . . . . ?
C16 C15 C18 N2 -1.4(4) . . . . ?
C17 N2 C18 O1 179.2(3) . . . . ?
C17 N2 C18 C15 -0.9(4) . . . . ?
C17 N2 C19 C20 175.0(4) . . . . ?
C17 N2 C19 C21 -67.5(5) . . . . ?
C17 N2 C19 C22 54.5(5) . . . . ?
C18 N2 C17 O2 -175.7(4) . . . . ?
C18 N2 C17 C16 2.7(4) . . . . ?
C18 N2 C19 C20 -9.3(6) . . . . ?
C18 N2 C19 C21 108.2(4) . . . . ?
C18 N2 C19 C22 -129.8(5) . . . . ?
C18 C15 C16 C7 178.8(3) . . . . ?
C18 C15 C16 C17 3.0(4) . . . . ?
C19 N2 C17 O2 0.7(6) . . . . ?
C19 N2 C17 C16 179.1(3) . . . . ?
C19 N2 C18 O1 3.0(6) . . . . ?
C19 N2 C18 C15 -177.1(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 1.282
_oxdiff_exptl_absorpt_empirical_full_min 0.574
