# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_2405
_database_code_depnum_ccdc_archive 'CCDC 2129469'
loop_
_audit_author_name
_audit_author_address
N-heterocyclic
;Fudan University
China
;
_audit_update_record             
;
2021-12-17 deposited with the CCDC.	2022-09-01 downloaded from the CCDC.
;
_audit_creation_date             2021-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H29 N'
_chemical_formula_sum            'C23 H29 N'
_chemical_formula_weight         319.47
_chemical_absolute_configuration unk
_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 0.0181 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           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                   10.9102(3)
_cell_length_b                   6.1038(2)
_cell_length_c                   14.7452(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.500(3)
_cell_angle_gamma                90
_cell_volume                     968.47(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8288
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      73.5300
_cell_measurement_theta_min      4.6700
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    0.467
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51262
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19273
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.058
_diffrn_reflns_theta_max         67.058
_diffrn_reflns_theta_min         4.108
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00  61.00   1.00    1.00    --    0.00  37.00  30.00   26
  2  ω    -18.00  14.00   1.00    1.00    --    0.00  37.00  30.00   32
  3  ω    -18.00  51.00   1.00    1.00    --    0.00  37.00-180.00   69
  4  ω    -18.00  37.00   1.00    1.00    --    0.00  37.00 -90.00   55
  5  ω     60.00  89.00   1.00    1.00    --    0.00  37.00-180.00   29
  6  ω     12.00  62.00   1.00    1.00    --    0.00  57.00 -30.00   50
  7  ω    -23.00   8.00   1.00    1.00    --    0.00  57.00 -30.00   31
  8  ω    -15.00  80.00   1.00    1.00    --    0.00  37.00  60.00   95
  9  ω      3.00  56.00   1.00    1.00    --    0.00  82.00-150.00   53
 10  ω     42.00  85.00   1.00    1.00    --    0.00  37.00 -90.00   43
 11  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  47.14   25
 12  ω     71.00  98.00   1.00    1.00    --   95.80  61.00   0.00   27
 13  ω     75.00 185.00   1.00    1.00    --   95.80  45.00 -60.00  110
 14  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-180.00   26
 15  ω     78.00 183.00   1.00    1.00    --   95.80  45.00 120.00  105
 16  ω    131.00 184.00   1.00    1.00    --   95.80  81.00 138.63   53
 17  ω    149.00 175.00   1.00    1.00    --   95.80  56.00-132.60   26
 18  ω     55.00 106.00   1.00    1.00    --   95.80 -82.00 150.00   51
 19  ω     86.00 128.00   1.00    1.00    --   95.80 -82.00  90.00   42
 20  ω     27.00  68.00   1.00    1.00    --   95.80 -82.00  90.00   41
 21  ω     30.00  98.00   1.00    1.00    --   95.80 -82.00 -90.00   68
 22  ω     63.00  90.00   1.00    1.00    --   95.80  82.00-120.00   27
 23  ω     74.00 100.00   1.00    1.00    --   95.80  61.00  30.00   26
 24  ω    153.00 179.00   1.00    1.00    --   95.80  78.00 -34.37   26
 25  ω     71.00  97.00   1.00    1.00    --   95.80  61.00-150.00   26
 26  ω    153.00 184.00   1.00    1.00    --   95.80  61.00   0.00   31
 27  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 28  ω     65.00  93.00   1.00    1.00    --   95.80  77.00  90.00   28
 29  ω     71.00  97.00   1.00    1.00    --   95.80  61.00 -30.00   26
 30  ω    127.00 184.00   1.00    1.00    --   95.80  61.00 -30.00   57
 31  ω     63.00  89.00   1.00    1.00    --   95.80  81.00 138.63   26
 32  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 33  ω     65.00  90.00   1.00    1.00    --   95.80  77.00   0.00   25
 34  ω     50.00 126.00   1.00    1.00    --   95.80 -82.00  60.00   76
 35  ω    106.00 185.00   1.00    1.00    --   95.80  82.00  60.00   79
 36  ω     65.00  91.00   1.00    1.00    --   95.80  78.00 -34.37   26
 37  ω     75.00 179.00   1.00    1.00    --   95.80  45.00-150.00  104
 38  ω     71.00 118.00   1.00    1.00    --   95.80  61.00  60.00   47
 39  ω     74.00 100.00   1.00    1.00    --   95.80  61.00 150.00   26
 40  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 41  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 42  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  60.00   25
 43  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  90.00   26
 44  ω      6.00  46.00   1.00    1.00    --   95.80 -82.00  60.00   40
 45  ω    140.00 166.00   1.00    1.00    --   95.80  81.00 -78.39   26
 46  ω     78.00 178.00   1.00    1.00    --   95.80  45.00 -90.00  100
 47  ω     76.00 112.00   1.00    1.00    --   95.80  45.00   0.00   36
 48  ω    133.00 184.00   1.00    1.00    --   95.80  45.00   0.00   51
 49  ω     64.00 100.00   1.00    1.00    --   95.80  82.00  60.00   36
 50  ω     63.00  89.00   1.00    1.00    --   95.80  81.00 -78.39   26
 51  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 120.00   26
 52  ω     66.00  92.00   1.00    1.00    --   95.80  77.00-150.00   26
 53  ω     63.00 100.00   1.00    1.00    --   95.80  82.00 150.00   37
 54  ω      7.00 127.00   1.00    1.00    --   95.80 -82.00   0.00  120
 55  ω    104.00 129.00   1.00    1.00    --   95.80  77.00-180.00   25
 56  ω    117.00 159.00   1.00    1.00    --   95.80  77.00  47.14   42
 57  ω     75.00 141.00   1.00    1.00    --   95.80  46.00  36.08   66
 58  ω     72.00  98.00   1.00    1.00    --   95.80  56.00-132.60   26
 59  ω     76.00 102.00   1.00    1.00    --   95.80  30.00-150.00   26
 60  ω     75.00 102.00   1.00    1.00    --   95.80  45.00 150.00   27
 61  ω    106.00 136.00   1.00    1.00    --   95.80  45.00 150.00   30
 62  ω     47.00 117.00   1.00    1.00    --   95.80 -82.00-120.00   70
 63  ω     75.00 100.00   1.00    1.00    --   95.80  44.00 -97.61   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1192207000
_diffrn_orient_matrix_UB_12      -0.0292136000
_diffrn_orient_matrix_UB_13      0.0711026000
_diffrn_orient_matrix_UB_21      -0.0765047000
_diffrn_orient_matrix_UB_22      -0.1061448000
_diffrn_orient_matrix_UB_23      0.0672893000
_diffrn_orient_matrix_UB_31      0.0203443000
_diffrn_orient_matrix_UB_32      -0.2272275000
_diffrn_orient_matrix_UB_33      -0.0404849000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.970
_reflns_number_gt                3177
_reflns_number_total             3408
_reflns_odcompleteness_completeness 99.95
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 1296 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3408
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.039
_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)+(0.0854P)²+0.0894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1301
_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 Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C12(H12), C13(H13), C15(H15),
 C16(H16), C18(H18), C19(H19)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), 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
N1 N -0.23564(19) -0.2705(4) -0.08773(14) 0.0372(5) Uani 1 1 d . . . . .
C1 C -0.1036(2) -0.0005(5) -0.20569(18) 0.0439(6) Uani 1 1 d . . . . .
H1 H -0.184614 0.040905 -0.201843 0.053 Uiso 1 1 calc R . . . .
C2 C -0.0275(3) 0.1427(6) -0.24344(19) 0.0513(7) Uani 1 1 d . . . . .
H2 H -0.057186 0.279592 -0.264305 0.062 Uiso 1 1 calc R . . . .
C3 C 0.0922(3) 0.0818(6) -0.2500(2) 0.0584(9) Uani 1 1 d . . . . .
H3 H 0.143247 0.176921 -0.276083 0.070 Uiso 1 1 calc R . . . .
C4 C 0.1362(3) -0.1185(7) -0.2182(2) 0.0601(9) Uani 1 1 d . . . . .
H4 H 0.217388 -0.158528 -0.222146 0.072 Uiso 1 1 calc R . . . .
C5 C 0.0603(3) -0.2625(6) -0.1801(2) 0.0489(7) Uani 1 1 d . . . . .
H5 H 0.090932 -0.398558 -0.158836 0.059 Uiso 1 1 calc R . . . .
C6 C -0.0611(2) -0.2047(5) -0.17353(16) 0.0369(6) Uani 1 1 d . . . . .
C7 C -0.1443(2) -0.3693(5) -0.13656(18) 0.0403(6) Uani 1 1 d . . . . .
H7A H -0.187397 -0.454979 -0.187433 0.048 Uiso 1 1 calc R . . . .
H7B H -0.092882 -0.468858 -0.095317 0.048 Uiso 1 1 calc R . . . .
C8 C -0.3238(2) -0.4339(5) -0.06294(17) 0.0401(6) Uani 1 1 d . . . . .
H8 H -0.277667 -0.562124 -0.035639 0.048 Uiso 1 1 calc R . . . .
C9 C -0.3832(3) -0.3157(6) 0.0111(2) 0.0523(8) Uani 1 1 d . . . . .
H9A H -0.463260 -0.254879 -0.015427 0.063 Uiso 1 1 calc R . . . .
H9B H -0.394931 -0.416401 0.059797 0.063 Uiso 1 1 calc R . . . .
C10 C -0.2931(3) -0.1339(6) 0.04832(18) 0.0491(7) Uani 1 1 d . . . . .
H10A H -0.269303 -0.145984 0.114470 0.059 Uiso 1 1 calc R . . . .
H10B H -0.329917 0.009138 0.033690 0.059 Uiso 1 1 calc R . . . .
C11 C -0.1808(2) -0.1696(5) -0.00031(17) 0.0436(7) Uani 1 1 d . . . . .
H11A H -0.140971 -0.031645 -0.010268 0.052 Uiso 1 1 calc R . . . .
H11B H -0.120376 -0.266178 0.035033 0.052 Uiso 1 1 calc R . . . .
C12 C -0.4139(2) -0.5037(5) -0.14515(17) 0.0406(6) Uani 1 1 d . . . . .
H12 H -0.464867 -0.395598 -0.175780 0.049 Uiso 1 1 calc R . . . .
C13 C -0.4282(2) -0.7045(5) -0.17850(17) 0.0392(6) Uani 1 1 d . . . . .
H13 H -0.379148 -0.812875 -0.146399 0.047 Uiso 1 1 calc R . . . .
C14 C -0.5135(2) -0.7743(5) -0.26098(16) 0.0379(6) Uani 1 1 d . . . . .
C15 C -0.4983(3) -0.9783(5) -0.3001(2) 0.0510(7) Uani 1 1 d . . . . .
H15 H -0.437416 -1.073032 -0.271093 0.061 Uiso 1 1 calc R . . . .
C16 C -0.5721(3) -1.0427(5) -0.3813(2) 0.0545(8) Uani 1 1 d . . . . .
H16 H -0.558871 -1.179562 -0.405727 0.065 Uiso 1 1 calc R . . . .
C17 C -0.6654(3) -0.9096(5) -0.42758(18) 0.0432(6) Uani 1 1 d . . . . .
C18 C -0.6816(2) -0.7082(5) -0.38699(18) 0.0454(7) Uani 1 1 d . . . . .
H18 H -0.743854 -0.615001 -0.415228 0.054 Uiso 1 1 calc R . . . .
C19 C -0.6082(2) -0.6418(5) -0.30596(18) 0.0435(6) Uani 1 1 d . . . . .
H19 H -0.622424 -0.505950 -0.281123 0.052 Uiso 1 1 calc R . . . .
C20 C -0.7480(3) -0.9827(6) -0.51681(19) 0.0499(7) Uani 1 1 d . . . . .
C21 C -0.7972(7) -0.7898(10) -0.5759(3) 0.129(3) Uani 1 1 d . . . . .
H21A H -0.728987 -0.711161 -0.594080 0.194 Uiso 1 1 calc GR . . . .
H21B H -0.842324 -0.694324 -0.541483 0.194 Uiso 1 1 calc GR . . . .
H21C H -0.851445 -0.841143 -0.629577 0.194 Uiso 1 1 calc GR . . . .
C22 C -0.8591(4) -1.1062(9) -0.4922(3) 0.0840(13) Uani 1 1 d . . . . .
H22A H -0.905029 -1.011720 -0.457932 0.126 Uiso 1 1 calc GR . . . .
H22B H -0.830671 -1.231974 -0.455637 0.126 Uiso 1 1 calc GR . . . .
H22C H -0.911870 -1.152692 -0.547498 0.126 Uiso 1 1 calc GR . . . .
C23 C -0.6775(4) -1.1352(13) -0.5713(3) 0.119(2) Uani 1 1 d . . . . .
H23A H -0.654590 -1.265723 -0.536249 0.178 Uiso 1 1 calc GR . . . .
H23B H -0.603888 -1.063002 -0.583838 0.178 Uiso 1 1 calc GR . . . .
H23C H -0.729327 -1.173170 -0.628207 0.178 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
N1 C7 1.453(3) . ?
N1 C8 1.473(3) . ?
N1 C11 1.464(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.384(4) . ?
C1 C6 1.386(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(4) . ?
C6 C7 1.515(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8 0.9800 . ?
C8 C9 1.538(4) . ?
C8 C12 1.492(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.523(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.534(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12 0.9300 . ?
C12 C13 1.320(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.467(4) . ?
C14 C15 1.394(4) . ?
C14 C19 1.390(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.390(4) . ?
C17 C18 1.391(4) . ?
C17 C20 1.533(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.385(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.509(6) . ?
C20 C22 1.522(5) . ?
C20 C23 1.519(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
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
C7 N1 C8 111.8(2) . . ?
C7 N1 C11 113.4(2) . . ?
C11 N1 C8 104.77(19) . . ?
C2 C1 H1 119.5 . . ?
C2 C1 C6 121.1(3) . . ?
C6 C1 H1 119.5 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.3(3) . . ?
C1 C6 C7 122.2(2) . . ?
C5 C6 C7 119.4(3) . . ?
N1 C7 C6 113.8(2) . . ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N1 C8 H8 109.3 . . ?
N1 C8 C9 103.1(2) . . ?
N1 C8 C12 111.2(2) . . ?
C9 C8 H8 109.3 . . ?
C12 C8 H8 109.3 . . ?
C12 C8 C9 114.3(2) . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 C8 106.0(2) . . ?
C10 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C9 C10 H10A 110.9 . . ?
C9 C10 H10B 110.9 . . ?
C9 C10 C11 104.2(2) . . ?
H10A C10 H10B 108.9 . . ?
C11 C10 H10A 110.9 . . ?
C11 C10 H10B 110.9 . . ?
N1 C11 C10 103.28(19) . . ?
N1 C11 H11A 111.1 . . ?
N1 C11 H11B 111.1 . . ?
C10 C11 H11A 111.1 . . ?
C10 C11 H11B 111.1 . . ?
H11A C11 H11B 109.1 . . ?
C8 C12 H12 117.0 . . ?
C13 C12 C8 126.1(3) . . ?
C13 C12 H12 117.0 . . ?
C12 C13 H13 116.6 . . ?
C12 C13 C14 126.7(3) . . ?
C14 C13 H13 116.6 . . ?
C15 C14 C13 120.0(3) . . ?
C19 C14 C13 123.1(3) . . ?
C19 C14 C15 116.9(2) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.3(3) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 118.9 . . ?
C15 C16 C17 122.1(3) . . ?
C17 C16 H16 118.9 . . ?
C16 C17 C18 116.1(2) . . ?
C16 C17 C20 122.0(3) . . ?
C18 C17 C20 121.8(3) . . ?
C17 C18 H18 118.9 . . ?
C19 C18 C17 122.2(3) . . ?
C19 C18 H18 118.9 . . ?
C14 C19 H19 119.3 . . ?
C18 C19 C14 121.3(3) . . ?
C18 C19 H19 119.3 . . ?
C21 C20 C17 111.8(3) . . ?
C21 C20 C22 107.6(4) . . ?
C21 C20 C23 109.6(4) . . ?
C22 C20 C17 108.6(2) . . ?
C23 C20 C17 110.8(3) . . ?
C23 C20 C22 108.4(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_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 1.814
_oxdiff_exptl_absorpt_empirical_full_min 0.608
