# 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_148
_database_code_depnum_ccdc_archive 'CCDC 2046530'
loop_
_audit_author_name
_audit_author_address
'Dan Song'
;GUANG DONG YAO KE DA XUE
China
;
_audit_update_record             
;
2020-11-26 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_audit_creation_date             2020-09-25
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            
6,8-dimethyl-N,2-diphenylindolizine-3-carboxamide
_chemical_name_systematic        
6,8-dimethyl-N,2-diphenylindolizine-3-carboxamide
_chemical_formula_moiety         'C23 H20 N2 O'
_chemical_formula_sum            'C23 H20 N2 O'
_chemical_formula_weight         340.41
_chemical_melting_point          175.6-180.1
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      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                   7.6733(7)
_cell_length_b                   23.983(2)
_cell_length_c                   9.7058(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.517(7)
_cell_angle_gamma                90
_cell_volume                     1756.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2787
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      28.8460
_cell_measurement_theta_min      2.7060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       solid
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7750
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.297
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  30.00   1.00    5.00    --  -11.27 -99.00  90.00   44
  2  ω     -3.00  32.00   1.00    5.00    --   11.90 -57.00-180.00   35
  3  ω    -26.00  91.00   1.00    5.00    --   11.90  19.00   0.00  117
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0775393000
_diffrn_orient_matrix_UB_12      0.0125724000
_diffrn_orient_matrix_UB_13      0.0160047000
_diffrn_orient_matrix_UB_21      0.0407438000
_diffrn_orient_matrix_UB_22      0.0265760000
_diffrn_orient_matrix_UB_23      0.0010898000
_diffrn_orient_matrix_UB_31      -0.0340905000
_diffrn_orient_matrix_UB_32      0.0031559000
_diffrn_orient_matrix_UB_33      -0.0726208000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2494
_reflns_number_total             3089
_reflns_odcompleteness_completeness 99.95
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-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         0.185
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3089
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.013
_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)+(0.0543P)²+0.4967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1177
_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:
 N2(H2), C3(H3), C6(H6), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_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
O1 O 0.69544(16) 0.75168(5) 0.13738(11) 0.0205(3) Uani 1 1 d . . . . .
N1 N 0.75669(19) 0.63948(6) 0.25548(14) 0.0175(4) Uani 1 1 d . . . . .
N2 N 0.63868(18) 0.77586(6) 0.35143(14) 0.0172(4) Uani 1 1 d . . . . .
H2 H 0.622031 0.762625 0.430358 0.021 Uiso 1 1 calc R U . . .
C1 C 0.5273(2) 0.65241(8) 0.36729(16) 0.0179(4) Uani 1 1 d . . . . .
C2 C 0.6417(2) 0.67941(8) 0.29148(16) 0.0176(4) Uani 1 1 d . . . . .
C3 C 0.5775(2) 0.59611(8) 0.37941(17) 0.0197(4) Uani 1 1 d . . . . .
H3 H 0.523954 0.568642 0.424988 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7200(2) 0.58824(8) 0.31226(17) 0.0192(4) Uani 1 1 d . . . . .
C5 C 0.8265(2) 0.54123(8) 0.29228(18) 0.0225(4) Uani 1 1 d . . . . .
C6 C 0.9564(2) 0.54815(8) 0.21592(18) 0.0251(5) Uani 1 1 d . . . . .
H6 H 1.024698 0.517531 0.200448 0.030 Uiso 1 1 calc R U . . .
C7 C 0.9918(2) 0.60062(8) 0.15881(18) 0.0217(4) Uani 1 1 d . . . . .
C8 C 0.8923(2) 0.64513(8) 0.18015(17) 0.0195(4) Uani 1 1 d . . . . .
H8 H 0.915120 0.679752 0.144049 0.023 Uiso 1 1 calc R U . . .
C9 C 0.6597(2) 0.73807(8) 0.25241(16) 0.0166(4) Uani 1 1 d . . . . .
C10 C 0.6409(2) 0.83475(8) 0.34020(16) 0.0176(4) Uani 1 1 d . . . . .
C11 C 0.5507(2) 0.86505(8) 0.42786(18) 0.0212(4) Uani 1 1 d . . . . .
H11 H 0.487311 0.846384 0.486696 0.025 Uiso 1 1 calc R U . . .
C12 C 0.5551(2) 0.92236(8) 0.42780(19) 0.0251(5) Uani 1 1 d . . . . .
H12 H 0.496000 0.942201 0.487596 0.030 Uiso 1 1 calc R U . . .
C13 C 0.6468(2) 0.95072(9) 0.33935(19) 0.0273(5) Uani 1 1 d . . . . .
H13 H 0.649939 0.989481 0.339446 0.033 Uiso 1 1 calc R U . . .
C14 C 0.7337(3) 0.92071(8) 0.25097(19) 0.0260(5) Uani 1 1 d . . . . .
H14 H 0.794093 0.939649 0.190531 0.031 Uiso 1 1 calc R U . . .
C15 C 0.7325(2) 0.86301(8) 0.25052(17) 0.0210(4) Uani 1 1 d . . . . .
H15 H 0.792417 0.843350 0.190931 0.025 Uiso 1 1 calc R U . . .
C16 C 0.3714(2) 0.67579(8) 0.41689(17) 0.0184(4) Uani 1 1 d . . . . .
C17 C 0.2697(2) 0.71899(8) 0.34722(18) 0.0203(4) Uani 1 1 d . . . . .
H17 H 0.302709 0.735057 0.268618 0.024 Uiso 1 1 calc R U . . .
C18 C 0.1203(2) 0.73827(8) 0.39357(18) 0.0224(4) Uani 1 1 d . . . . .
H18 H 0.055495 0.767674 0.347263 0.027 Uiso 1 1 calc R U . . .
C19 C 0.0669(2) 0.71395(8) 0.50870(18) 0.0239(5) Uani 1 1 d . . . . .
H19 H -0.034295 0.726603 0.539053 0.029 Uiso 1 1 calc R U . . .
C20 C 0.1652(2) 0.67081(8) 0.57779(18) 0.0230(5) Uani 1 1 d . . . . .
H20 H 0.129613 0.654240 0.654736 0.028 Uiso 1 1 calc R U . . .
C21 C 0.3161(2) 0.65204(8) 0.53363(18) 0.0211(4) Uani 1 1 d . . . . .
H21 H 0.381800 0.623255 0.582006 0.025 Uiso 1 1 calc R U . . .
C22 C 0.7915(3) 0.48692(8) 0.3596(2) 0.0294(5) Uani 1 1 d . . . . .
H22A H 0.819741 0.490672 0.459644 0.044 Uiso 1 1 calc R U . . .
H22B H 0.863803 0.458209 0.330058 0.044 Uiso 1 1 calc R U . . .
H22C H 0.668769 0.477194 0.331991 0.044 Uiso 1 1 calc R U . . .
C23 C 1.1381(2) 0.60685(9) 0.0755(2) 0.0283(5) Uani 1 1 d . . . . .
H23A H 1.136270 0.643967 0.038207 0.042 Uiso 1 1 calc R U . . .
H23B H 1.120958 0.580436 -0.000104 0.042 Uiso 1 1 calc R U . . .
H23C H 1.250315 0.600121 0.135235 0.042 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
O1 C9 1.2409(19) . ?
N1 C2 1.389(2) . ?
N1 C4 1.396(2) . ?
N1 C8 1.384(2) . ?
N2 H2 0.8600 . ?
N2 C9 1.352(2) . ?
N2 C10 1.417(2) . ?
C1 C2 1.402(2) . ?
C1 C3 1.403(3) . ?
C1 C16 1.479(2) . ?
C2 C9 1.470(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(2) . ?
C4 C5 1.426(3) . ?
C5 C6 1.357(3) . ?
C5 C22 1.503(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.421(3) . ?
C7 C8 1.350(3) . ?
C7 C23 1.506(2) . ?
C8 H8 0.9300 . ?
C10 C11 1.395(2) . ?
C10 C15 1.391(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.384(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.384(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.395(3) . ?
C16 C21 1.402(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.380(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(2) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
C2 N1 C4 108.92(14) . . ?
C8 N1 C2 129.72(16) . . ?
C8 N1 C4 121.34(15) . . ?
C9 N2 H2 116.2 . . ?
C9 N2 C10 127.50(14) . . ?
C10 N2 H2 116.2 . . ?
C2 C1 C3 107.45(15) . . ?
C2 C1 C16 128.06(17) . . ?
C3 C1 C16 124.29(16) . . ?
N1 C2 C1 107.50(16) . . ?
N1 C2 C9 120.05(15) . . ?
C1 C2 C9 132.42(16) . . ?
C1 C3 H3 125.7 . . ?
C4 C3 C1 108.66(16) . . ?
C4 C3 H3 125.7 . . ?
N1 C4 C5 118.71(16) . . ?
C3 C4 N1 107.41(16) . . ?
C3 C4 C5 133.88(18) . . ?
C4 C5 C22 118.28(16) . . ?
C6 C5 C4 118.28(18) . . ?
C6 C5 C22 123.42(17) . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.22(18) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C23 120.75(17) . . ?
C8 C7 C6 119.15(17) . . ?
C8 C7 C23 120.10(18) . . ?
N1 C8 H8 119.9 . . ?
C7 C8 N1 120.29(17) . . ?
C7 C8 H8 119.9 . . ?
O1 C9 N2 122.55(17) . . ?
O1 C9 C2 122.03(16) . . ?
N2 C9 C2 115.41(14) . . ?
C11 C10 N2 117.28(15) . . ?
C11 C10 C15 119.43(18) . . ?
C15 C10 N2 123.25(16) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.39(17) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.44(18) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.32(18) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 H15 120.4 . . ?
C14 C15 C10 119.26(17) . . ?
C14 C15 H15 120.4 . . ?
C17 C16 C1 122.53(15) . . ?
C17 C16 C21 117.93(16) . . ?
C21 C16 C1 119.44(17) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.88(16) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.34(18) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.3 . . ?
C20 C19 C18 119.39(17) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.57(17) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.87(18) . . ?
C20 C21 H21 119.6 . . ?
C5 C22 H22A 109.5 . . ?
C5 C22 H22B 109.5 . . ?
C5 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C7 C23 H23A 109.5 . . ?
C7 C23 H23B 109.5 . . ?
C7 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
N1 C2 C9 O1 39.6(2) . . . . ?
N1 C2 C9 N2 -138.96(15) . . . . ?
N1 C4 C5 C6 -1.5(2) . . . . ?
N1 C4 C5 C22 177.14(15) . . . . ?
N2 C10 C11 C12 176.59(16) . . . . ?
N2 C10 C15 C14 -177.17(16) . . . . ?
C1 C2 C9 O1 -142.72(19) . . . . ?
C1 C2 C9 N2 38.7(3) . . . . ?
C1 C3 C4 N1 -1.22(19) . . . . ?
C1 C3 C4 C5 178.89(18) . . . . ?
C1 C16 C17 C18 177.33(17) . . . . ?
C1 C16 C21 C20 -176.30(16) . . . . ?
C2 N1 C4 C3 2.10(18) . . . . ?
C2 N1 C4 C5 -177.98(15) . . . . ?
C2 N1 C8 C7 178.74(16) . . . . ?
C2 C1 C3 C4 -0.11(19) . . . . ?
C2 C1 C16 C17 29.0(3) . . . . ?
C2 C1 C16 C21 -154.69(17) . . . . ?
C3 C1 C2 N1 1.40(18) . . . . ?
C3 C1 C2 C9 -176.48(17) . . . . ?
C3 C1 C16 C17 -145.33(18) . . . . ?
C3 C1 C16 C21 31.0(2) . . . . ?
C3 C4 C5 C6 178.35(19) . . . . ?
C3 C4 C5 C22 -3.0(3) . . . . ?
C4 N1 C2 C1 -2.17(18) . . . . ?
C4 N1 C2 C9 176.02(14) . . . . ?
C4 N1 C8 C7 0.6(2) . . . . ?
C4 C5 C6 C7 1.5(3) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C5 C6 C7 C23 179.52(17) . . . . ?
C6 C7 C8 N1 -0.7(3) . . . . ?
C8 N1 C2 C1 179.52(16) . . . . ?
C8 N1 C2 C9 -2.3(3) . . . . ?
C8 N1 C4 C3 -179.42(14) . . . . ?
C8 N1 C4 C5 0.5(2) . . . . ?
C9 N2 C10 C11 155.35(16) . . . . ?
C9 N2 C10 C15 -26.9(3) . . . . ?
C10 N2 C9 O1 4.5(3) . . . . ?
C10 N2 C9 C2 -176.90(16) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C11 C10 C15 C14 0.5(3) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
C13 C14 C15 C10 0.5(3) . . . . ?
C15 C10 C11 C12 -1.3(3) . . . . ?
C16 C1 C2 N1 -173.69(15) . . . . ?
C16 C1 C2 C9 8.4(3) . . . . ?
C16 C1 C3 C4 175.21(15) . . . . ?
C16 C17 C18 C19 -1.5(3) . . . . ?
C17 C16 C21 C20 0.2(3) . . . . ?
C17 C18 C19 C20 0.8(3) . . . . ?
C18 C19 C20 C21 0.3(3) . . . . ?
C19 C20 C21 C16 -0.8(3) . . . . ?
C21 C16 C17 C18 1.0(3) . . . . ?
C22 C5 C6 C7 -177.07(17) . . . . ?
C23 C7 C8 N1 179.38(15) . . . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.596
_oxdiff_exptl_absorpt_empirical_full_min 0.466
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Petroleum ether and dichloromethane'
