# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_203
_database_code_depnum_ccdc_archive 'CCDC 2491378'
loop_
_audit_author_name
_audit_author_address
'Hiromichi Egami'
;University of Shizuoka
Japan
;
_audit_update_record             
;
2025-09-25 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_audit_creation_date             2019-05-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H23 N3'
_chemical_formula_sum            'C21 H23 N3'
_chemical_formula_weight         317.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C21 H23 N3'
_chemical_oxdiff_usercomment     Hamashima
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                   8.86670(10)
_cell_length_b                   12.73410(10)
_cell_length_c                   16.78800(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.8920(10)
_cell_angle_gamma                90
_cell_volume                     1893.11(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    26930
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.4380
_cell_measurement_theta_min      4.3510
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.512
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
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    1.114
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34612
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.868
_diffrn_reflns_theta_min         4.360
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  60.00   0.50    0.07    --   47.95 -38.00  30.00  170
  2  ω     15.00  96.00   0.50    0.07    --   47.95-126.00 -81.00  162
  3  ω     34.00 118.00   0.50    0.27    --  106.49-126.00 -81.00  168
  4  ω     35.00  75.00   0.50    0.27    --  106.49 -45.00-150.00   80
  5  ω     31.00 120.00   0.50    0.27    --  106.49 -15.00 -90.00  178
  6  ω     25.00 120.00   0.50    0.07    --   47.95  77.00-180.00  190
  7  ω     73.00 120.00   0.50    0.07    --   47.95 125.00-150.00   94
  8  ω     73.00 120.00   0.50    0.07    --   47.95 125.00-120.00   94
  9  ω     73.00 120.00   0.50    0.07    --   47.95 126.00  -4.00   94
 10  ω     73.00 174.00   0.50    0.27    --  106.49 126.00  -4.00  202
 11  ω     94.00 174.00   0.50    0.27    --  106.49  45.00 150.00  160
 12  ω     60.00 120.00   0.50    0.07    --   47.95 144.00 163.00  120
 13  ω     60.00 129.00   0.50    0.27    --  106.49 144.00 163.00  138
 14  ω     32.00  61.00   0.50    0.27    --  106.49 -30.00 120.00   58
 15  ω     32.00  61.00   0.50    0.27    --  106.49 -30.00  90.00   58
 16  ω     35.00  75.00   0.50    0.27    --  106.49 -45.00  90.00   80
 17  ω     34.00 108.00   0.50    0.27    --  106.49 -94.00 120.00  148
 18  ω     34.00 130.00   0.50    0.27    --  106.49-144.00 110.00  192
 19  ω     35.00  75.00   0.50    0.27    --  106.49 -45.00  60.00   80
 20  ω     32.00  61.00   0.50    0.27    --  106.49 -30.00  30.00   58
 21  ω     35.00  75.00   0.50    0.27    --  106.49 -45.00  30.00   80
 22  ω     34.00 108.00   0.50    0.27    --  106.49 -94.00  60.00  148
 23  ω     34.00 117.00   0.50    0.27    --  106.49-125.00 120.00  166
 24  ω     24.00 106.00   0.50    0.07    --   47.95-144.00 110.00  164
 25  ω     35.00  75.00   0.50    0.27    --  106.49 -45.00 -60.00   80
 26  ω     34.00 123.00   0.50    0.27    --  106.49 -61.00-120.00  178
 27  ω     32.00  61.00   0.50    0.27    --  106.49 -30.00-150.00   58
 28  ω     35.00  75.00   0.50    0.27    --  106.49 -45.00-120.00   80
 29  ω    -60.00  25.00   0.50    0.07    --  -47.95  38.00  60.00  170
 30  ω    -67.00 -25.00   0.50    0.27    -- -100.00  30.00  60.00   84
 31  ω    -67.00 -25.00   0.50    0.27    -- -100.00  30.00  30.00   84
 32  ω    -96.00 -21.00   0.50    0.07    --  -47.95 126.00  -4.00  150
 33  ω    -67.00 -25.00   0.50    0.27    -- -100.00  30.00-150.00   84
 34  ω    -67.00 -25.00   0.50    0.27    -- -100.00  30.00-120.00   84
 35  ω    -81.00 -28.00   0.50    0.27    -- -100.00  45.00-120.00  106
 36  ω   -117.00 -27.00   0.50    0.27    -- -100.00 126.00  -4.00  180
 37  ω   -106.00 -30.00   0.50    0.07    --  -47.95 144.00 163.00  152
 38  ω   -123.00 -27.00   0.50    0.27    -- -100.00  77.00   0.00  192
 39  ω   -116.00 -27.00   0.50    0.27    -- -100.00  61.00-120.00  178
 40  ω   -173.00 -79.00   0.50    0.27    -- -100.00-126.00 -81.00  188
 41  ω   -120.00 -66.00   0.50    0.07    --  -47.95-144.00 110.00  108
 42  ω   -130.00 -30.00   0.50    0.27    -- -100.00 144.00 163.00  200
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0033731000
_diffrn_orient_matrix_UB_12      0.0881138000
_diffrn_orient_matrix_UB_13      0.0629503000
_diffrn_orient_matrix_UB_21      -0.0132476000
_diffrn_orient_matrix_UB_22      -0.0825601000
_diffrn_orient_matrix_UB_23      0.0663789000
_diffrn_orient_matrix_UB_31      0.1734023000
_diffrn_orient_matrix_UB_32      -0.0079735000
_diffrn_orient_matrix_UB_33      0.0084375000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3657
_reflns_number_total             3910
_reflns_odcompleteness_completeness 99.86
_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 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_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         0.290
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3910
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.041
_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)+(0.0771P)²+0.3469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1338
_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:
 C002(H002)
2.b Secondary CH2 refined with riding coordinates:
 C003(H00A,H00B), C00L(H00N,H00O)
2.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C008(H008), C00A(H00C), C00D(H00D), C00G(H00G), C00H(H00H),
 C00J(H00J), C00N(H00S), C00O(H00T)
2.d Idealised Me refined as rotating group:
 C00I(H00E,H00F,H00I), C00K(H00K,H00L,H00M), C00M(H00P,H00Q,H00R)
;
_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
N001 N 0.85487(10) 0.80184(7) 0.59316(6) 0.0352(2) Uani 1 1 d . . . . .
C002 C 0.74311(11) 0.75296(8) 0.53811(6) 0.0312(2) Uani 1 1 d . . . . .
H002 H 0.699180 0.691932 0.566409 0.037 Uiso 1 1 calc R . . . .
C003 C 0.61249(12) 0.82828(8) 0.51484(6) 0.0326(2) Uani 1 1 d . . . . .
H00A H 0.638445 0.867458 0.466475 0.039 Uiso 1 1 calc R . . . .
H00B H 0.602862 0.879982 0.558330 0.039 Uiso 1 1 calc R . . . .
C004 C 0.41127(11) 0.71772(8) 0.57401(6) 0.0315(2) Uani 1 1 d . . . . .
C005 C 0.45819(12) 0.77423(9) 0.49847(6) 0.0347(3) Uani 1 1 d . . . . .
C006 C 0.40201(12) 0.77463(9) 0.64491(6) 0.0347(2) Uani 1 1 d . . . . .
H006 H 0.426610 0.847242 0.645352 0.042 Uiso 1 1 calc R . . . .
C007 C 0.32182(12) 0.62156(9) 0.71409(7) 0.0367(3) Uani 1 1 d . . . . .
C008 C 0.35798(13) 0.72786(9) 0.71431(7) 0.0368(3) Uani 1 1 d . . . . .
H008 H 0.352452 0.767986 0.761777 0.044 Uiso 1 1 calc R . . . .
C009 C 0.89162(12) 0.63831(9) 0.67122(7) 0.0373(3) Uani 1 1 d . . . . .
C00A C 0.37447(14) 0.61151(9) 0.57573(7) 0.0395(3) Uani 1 1 d . . . . .
H00C H 0.380042 0.571038 0.528426 0.047 Uiso 1 1 calc R . . . .
N00B N 0.23807(18) 0.53280(10) 0.84320(8) 0.0641(4) Uani 1 1 d . . . . .
N00C N 0.87710(17) 0.68045(11) 0.41308(8) 0.0649(4) Uani 1 1 d . . . . .
C00D C 0.32996(14) 0.56338(9) 0.64467(7) 0.0419(3) Uani 1 1 d . . . . .
H00D H 0.305114 0.490803 0.644397 0.050 Uiso 1 1 calc R . . . .
C00E C 0.81507(14) 0.71104(9) 0.46633(7) 0.0429(3) Uani 1 1 d . . . . .
C00F C 0.27449(15) 0.57228(10) 0.78610(8) 0.0461(3) Uani 1 1 d . . . . .
C00G C 0.92473(14) 0.53405(10) 0.65540(8) 0.0436(3) Uani 1 1 d . . . . .
H00G H 0.992848 0.517506 0.615336 0.052 Uiso 1 1 calc R . . . .
C00H C 0.78872(14) 0.66049(10) 0.72893(7) 0.0426(3) Uani 1 1 d . . . . .
H00H H 0.764353 0.731451 0.740119 0.051 Uiso 1 1 calc R . . . .
C00I C 0.46428(16) 0.70006(11) 0.42678(7) 0.0471(3) Uani 1 1 d . . . . .
H00E H 0.498543 0.738948 0.380673 0.071 Uiso 1 1 calc GR . . . .
H00F H 0.363419 0.671258 0.414094 0.071 Uiso 1 1 calc GR . . . .
H00I H 0.534761 0.642557 0.439744 0.071 Uiso 1 1 calc GR . . . .
C00J C 0.72171(15) 0.58065(11) 0.77007(7) 0.0464(3) Uani 1 1 d . . . . .
H00J H 0.650617 0.596781 0.808745 0.056 Uiso 1 1 calc R . . . .
C00K C 0.93061(14) 0.89138(10) 0.55744(9) 0.0493(3) Uani 1 1 d . . . . .
H00K H 0.983733 0.867558 0.510945 0.074 Uiso 1 1 calc GR . . . .
H00L H 1.003321 0.922011 0.596756 0.074 Uiso 1 1 calc GR . . . .
H00M H 0.855379 0.944407 0.540769 0.074 Uiso 1 1 calc GR . . . .
C00L C 0.96526(13) 0.72584(10) 0.62667(8) 0.0446(3) Uani 1 1 d . . . . .
H00N H 1.038260 0.762773 0.663396 0.053 Uiso 1 1 calc R . . . .
H00O H 1.022051 0.695436 0.582924 0.053 Uiso 1 1 calc R . . . .
C00M C 0.34230(14) 0.86134(11) 0.47741(8) 0.0471(3) Uani 1 1 d . . . . .
H00P H 0.336685 0.909623 0.522619 0.071 Uiso 1 1 calc GR . . . .
H00Q H 0.242882 0.829738 0.465648 0.071 Uiso 1 1 calc GR . . . .
H00R H 0.373629 0.900042 0.430574 0.071 Uiso 1 1 calc GR . . . .
C00N C 0.85929(16) 0.45391(10) 0.69753(9) 0.0506(3) Uani 1 1 d . . . . .
H00S H 0.884101 0.382883 0.686868 0.061 Uiso 1 1 calc R . . . .
C00O C 0.75817(16) 0.47690(10) 0.75494(8) 0.0497(3) Uani 1 1 d . . . . .
H00T H 0.713748 0.421889 0.783951 0.060 Uiso 1 1 calc R . . . .


_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
N001 C002 1.4599(14) . ?
N001 C00K 1.4667(15) . ?
N001 C00L 1.4681(15) . ?
C002 C003 1.5388(14) . ?
C002 C00E 1.4904(15) . ?
C003 C005 1.5437(15) . ?
C004 C005 1.5338(14) . ?
C004 C006 1.3995(14) . ?
C004 C00A 1.3920(16) . ?
C005 C00I 1.5329(15) . ?
C005 C00M 1.5410(16) . ?
C006 C008 1.3822(15) . ?
C007 C008 1.3910(17) . ?
C007 C00D 1.3860(16) . ?
C007 C00F 1.4432(16) . ?
C009 C00G 1.3883(17) . ?
C009 C00H 1.3929(17) . ?
C009 C00L 1.5091(17) . ?
C00A C00D 1.3847(17) . ?
N00B C00F 1.1433(17) . ?
N00C C00E 1.1416(17) . ?
C00G C00N 1.3855(19) . ?
C00H C00J 1.3801(18) . ?
C00J C00O 1.3866(19) . ?
C00N C00O 1.380(2) . ?

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
C002 N001 C00K 112.51(9) . . ?
C002 N001 C00L 112.31(9) . . ?
C00K N001 C00L 111.04(9) . . ?
N001 C002 C003 111.90(8) . . ?
N001 C002 C00E 111.09(9) . . ?
C00E C002 C003 111.43(9) . . ?
C002 C003 C005 114.60(9) . . ?
C006 C004 C005 119.36(9) . . ?
C00A C004 C005 123.14(10) . . ?
C00A C004 C006 117.49(10) . . ?
C004 C005 C003 109.69(8) . . ?
C004 C005 C00M 108.77(9) . . ?
C00I C005 C003 110.40(9) . . ?
C00I C005 C004 112.45(9) . . ?
C00I C005 C00M 108.23(9) . . ?
C00M C005 C003 107.14(9) . . ?
C008 C006 C004 121.67(10) . . ?
C008 C007 C00F 119.85(11) . . ?
C00D C007 C008 120.04(10) . . ?
C00D C007 C00F 120.10(11) . . ?
C006 C008 C007 119.47(10) . . ?
C00G C009 C00H 118.64(11) . . ?
C00G C009 C00L 120.70(11) . . ?
C00H C009 C00L 120.66(11) . . ?
C00D C00A C004 121.63(10) . . ?
C00A C00D C007 119.70(11) . . ?
N00C C00E C002 176.53(15) . . ?
N00B C00F C007 179.44(16) . . ?
C00N C00G C009 120.57(12) . . ?
C00J C00H C009 120.81(11) . . ?
C00H C00J C00O 120.00(12) . . ?
N001 C00L C009 112.34(9) . . ?
C00O C00N C00G 120.24(12) . . ?
C00N C00O C00J 119.71(12) . . ?

_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 3.143
_oxdiff_exptl_absorpt_empirical_full_min 0.372
####################################################################### 
# 
# 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_kw-1-251225a_auto
_database_code_depnum_ccdc_archive 'CCDC 2518799'
loop_
_audit_author_name
_audit_author_address
'Hiromichi Egami'
;University of Shizuoka
Japan
;
_audit_update_record             
;
2025-12-25 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_audit_creation_date             2025-12-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H32 N2 O2'
_chemical_formula_sum            'C28 H32 N2 O2'
_chemical_formula_weight         428.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         C60H40N2O4
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           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                   18.8823(2)
_cell_length_b                   6.60270(10)
_cell_length_c                   19.4825(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.5510(10)
_cell_angle_gamma                90
_cell_volume                     2395.29(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12174
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      77.0620
_cell_measurement_theta_min      2.3650
_cell_oxdiff_angle_alpha         90.097(2)
_cell_oxdiff_angle_beta          99.505(2)
_cell_oxdiff_angle_gamma         89.973(2)
_cell_oxdiff_length_a            18.8880(6)
_cell_oxdiff_length_b            6.60212(15)
_cell_oxdiff_length_c            19.4757(5)
_cell_oxdiff_measurement_reflns_used 12174
_cell_oxdiff_volume              2395.29(11)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69673
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.98a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16328
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.855
_diffrn_reflns_theta_min         2.373
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     67.00  92.00   0.50    0.20    --   47.43-144.00-147.00   50
  2  ω     39.00  84.00   0.50    0.20    --  107.14 -99.00-150.00   90
  3  ω     35.00 125.00   0.50    0.20    --  107.14-144.00-147.00  180
  4  ω     75.00 100.00   0.50    0.20    --  107.14-127.00  21.00   50
  5  ω     60.00 105.00   0.50    0.20    --  107.14 -99.00  30.00   90
  6  ω     58.00 103.00   0.50    0.20    --  107.14 -99.00   0.00   90
  7  ω     38.00  63.00   0.50    0.20    --  107.14 -57.00  30.00   50
  8  ω     37.00  69.00   0.50    0.20    --  107.14 -57.00 -30.00   64
  9  ω     39.00  64.00   0.50    0.20    --  107.14 -57.00-180.00   50
 10  ω     67.00  93.00   0.50    0.20    --  107.14 144.00 -94.00   52
 11  ω     79.00 106.00   0.50    0.20    --   47.43 144.00 -94.00   54
 12  ω     25.00 118.00   0.50    0.20    --   47.43  77.00  90.00  186
 13  ω    -19.00  26.00   0.50    0.20    --  -47.43  19.00-120.00   90
 14  ω     -8.00  25.00   0.50    0.20    --  -47.43  19.00 -90.00   66
 15  ω    -58.00 -33.00   0.50    0.20    -- -104.50  57.00 -90.00   50
 16  ω    -62.00 -34.00   0.50    0.20    -- -104.50  57.00  90.00   56
 17  ω    -79.00 -54.00   0.50    0.20    --  -47.43 127.00  96.00   50
 18  ω   -105.00 -64.00   0.50    0.20    --  -47.43 144.00 -94.00   82
 19  ω    -85.00 -33.00   0.50    0.20    -- -104.50 144.00 -94.00  104
 20  ω   -136.00-101.00   0.50    0.20    -- -104.50 -19.00-120.00   70
 21  ω   -148.00-123.00   0.50    0.20    -- -104.50-127.00  21.00   50
 22  ω   -145.00 -92.00   0.50    0.20    -- -104.50 -77.00 120.00  106
 23  ω   -172.00 -90.00   0.50    0.20    -- -104.50 -57.00  30.00  164
 24  ω   -119.00 -61.00   0.50    0.20    --  -47.43-144.00-147.00  116
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0670467000
_diffrn_orient_matrix_UB_12      -0.1208725000
_diffrn_orient_matrix_UB_13      0.0107421000
_diffrn_orient_matrix_UB_21      0.0423809000
_diffrn_orient_matrix_UB_22      -0.1990988000
_diffrn_orient_matrix_UB_23      -0.0010468000
_diffrn_orient_matrix_UB_31      0.0234016000
_diffrn_orient_matrix_UB_32      0.0140987000
_diffrn_orient_matrix_UB_33      0.0794734000
_diffrn_oxdiff_digest_hkl        
;
011756d27c2a811ea1edb4ef6172eddb21f95a
;
_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              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4421
_reflns_number_total             4789
_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 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4789
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.064
_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)+(0.0548P)²+0.5423P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1039
_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:
 C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C25(H25), C21(H21), C22(H22), C2(H2), C6(H6), C8(H8), C12(H12),
 C5(H5), C4(H4), C3(H3), C10(H10), C9(H9), C11(H11)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C28(H28A,H28B,
 H28C), 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
O1 O 0.75540(4) 0.67229(11) 0.30123(4) 0.02971(18) Uani 1 1 d . . . . .
O2 O 0.41953(4) 0.64597(13) 0.05522(5) 0.0415(2) Uani 1 1 d . . . . .
N1 N 0.85290(5) 0.65685(14) 0.39636(5) 0.0309(2) Uani 1 1 d . . . . .
N2 N 0.44229(5) 0.97798(15) 0.07482(5) 0.0362(2) Uani 1 1 d . . . . .
C1 C 0.84106(5) 0.82617(17) 0.43645(5) 0.0287(2) Uani 1 1 d . . . . .
C7 C 0.92171(5) 0.63066(17) 0.37567(5) 0.0289(2) Uani 1 1 d . . . . .
C13 C 0.79120(5) 0.55175(16) 0.35914(5) 0.0286(2) Uani 1 1 d . . . . .
H13 H 0.756477 0.531564 0.392110 0.034 Uiso 1 1 calc R U . . .
C20 C 0.66558(5) 0.61244(16) 0.20007(5) 0.0271(2) Uani 1 1 d . . . . .
C26 C 0.45953(6) 0.78030(17) 0.08323(5) 0.0308(2) Uani 1 1 d . . . . .
C23 C 0.53047(6) 0.72543(16) 0.12630(6) 0.0291(2) Uani 1 1 d . . . . .
C14 C 0.73906(5) 0.55025(15) 0.23892(5) 0.0270(2) Uani 1 1 d . . . . .
C24 C 0.57648(6) 0.60448(16) 0.09514(5) 0.0300(2) Uani 1 1 d . . . . .
H24 H 0.561977 0.558355 0.048751 0.036 Uiso 1 1 calc R U . . .
C25 C 0.64328(6) 0.55090(16) 0.13134(5) 0.0301(2) Uani 1 1 d . . . . .
H25 H 0.674506 0.470788 0.108973 0.036 Uiso 1 1 calc R U . . .
C21 C 0.61810(6) 0.72785(17) 0.23171(5) 0.0308(2) Uani 1 1 d . . . . .
H21 H 0.631472 0.767943 0.278914 0.037 Uiso 1 1 calc R U . . .
C16 C 0.74092(6) 0.32846(16) 0.26768(6) 0.0303(2) Uani 1 1 d . . . . .
C22 C 0.55156(6) 0.78497(17) 0.19518(6) 0.0328(2) Uani 1 1 d . . . . .
H22 H 0.520237 0.865239 0.217378 0.039 Uiso 1 1 calc R U . . .
C15 C 0.79695(6) 0.59354(18) 0.19404(6) 0.0340(2) Uani 1 1 d . . . . .
H15A H 0.796828 0.738211 0.182791 0.051 Uiso 1 1 calc R U . . .
H15B H 0.786831 0.514657 0.150919 0.051 Uiso 1 1 calc R U . . .
H15C H 0.844128 0.555362 0.219783 0.051 Uiso 1 1 calc R U . . .
C2 C 0.77194(6) 0.89987(18) 0.43872(5) 0.0313(2) Uani 1 1 d . . . . .
H2 H 0.731756 0.838536 0.410565 0.038 Uiso 1 1 calc R U . . .
C6 C 0.89906(6) 0.92446(19) 0.47774(6) 0.0348(2) Uani 1 1 d . . . . .
H6 H 0.946628 0.878505 0.477104 0.042 Uiso 1 1 calc R U . . .
C19 C 0.80398(6) 0.34698(17) 0.32812(6) 0.0328(2) Uani 1 1 d . . . . .
H19A H 0.802980 0.237080 0.362512 0.039 Uiso 1 1 calc R U . . .
H19B H 0.850571 0.343687 0.311158 0.039 Uiso 1 1 calc R U . . .
C8 C 0.94601(6) 0.76392(19) 0.32972(6) 0.0359(3) Uani 1 1 d . . . . .
H8 H 0.917459 0.876888 0.312193 0.043 Uiso 1 1 calc R U . . .
C18 C 0.67147(6) 0.27733(18) 0.29543(6) 0.0358(3) Uani 1 1 d . . . . .
H18A H 0.660108 0.387190 0.325640 0.054 Uiso 1 1 calc R U . . .
H18B H 0.678030 0.150905 0.322084 0.054 Uiso 1 1 calc R U . . .
H18C H 0.631980 0.261291 0.256278 0.054 Uiso 1 1 calc R U . . .
C12 C 0.96437(6) 0.46822(19) 0.40174(6) 0.0373(3) Uani 1 1 d . . . . .
H12 H 0.948493 0.378430 0.434133 0.045 Uiso 1 1 calc R U . . .
C5 C 0.88779(7) 1.0871(2) 0.51927(6) 0.0395(3) Uani 1 1 d . . . . .
H5 H 0.927777 1.151960 0.546539 0.047 Uiso 1 1 calc R U . . .
C4 C 0.81900(7) 1.1573(2) 0.52174(6) 0.0392(3) Uani 1 1 d . . . . .
H4 H 0.811567 1.268936 0.550461 0.047 Uiso 1 1 calc R U . . .
C3 C 0.76133(6) 1.06104(19) 0.48146(6) 0.0360(3) Uani 1 1 d . . . . .
H3 H 0.713884 1.106185 0.483170 0.043 Uiso 1 1 calc R U . . .
C10 C 1.05370(6) 0.5675(2) 0.33435(7) 0.0449(3) Uani 1 1 d . . . . .
H10 H 1.098529 0.544727 0.319593 0.054 Uiso 1 1 calc R U . . .
C9 C 1.01238(7) 0.7317(2) 0.30932(6) 0.0443(3) Uani 1 1 d . . . . .
H9 H 1.029205 0.823295 0.278042 0.053 Uiso 1 1 calc R U . . .
C17 C 0.75379(7) 0.16570(18) 0.21579(7) 0.0415(3) Uani 1 1 d . . . . .
H17A H 0.712900 0.161193 0.177587 0.062 Uiso 1 1 calc R U . . .
H17B H 0.759097 0.033871 0.239200 0.062 Uiso 1 1 calc R U . . .
H17C H 0.797658 0.197237 0.197196 0.062 Uiso 1 1 calc R U . . .
C11 C 1.03026(7) 0.4362(2) 0.38067(7) 0.0446(3) Uani 1 1 d . . . . .
H11 H 1.059107 0.323817 0.398225 0.053 Uiso 1 1 calc R U . . .
C28 C 0.37443(7) 1.0285(2) 0.03043(7) 0.0476(3) Uani 1 1 d . . . . .
H28A H 0.378928 1.007139 -0.018438 0.071 Uiso 1 1 calc R U . . .
H28B H 0.362627 1.170742 0.037509 0.071 Uiso 1 1 calc R U . . .
H28C H 0.336212 0.941691 0.042431 0.071 Uiso 1 1 calc R U . . .
C27 C 0.49062(8) 1.14653(19) 0.09648(8) 0.0463(3) Uani 1 1 d . . . . .
H27A H 0.471255 1.228421 0.131012 0.069 Uiso 1 1 calc R U . . .
H27B H 0.495160 1.230503 0.055959 0.069 Uiso 1 1 calc R U . . .
H27C H 0.537952 1.094065 0.117030 0.069 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 C13 1.4526(12) . ?
O1 C14 1.4470(12) . ?
O2 C26 1.2322(14) . ?
N1 C1 1.4028(14) . ?
N1 C7 1.4333(14) . ?
N1 C13 1.4438(13) . ?
N2 C26 1.3486(15) . ?
N2 C28 1.4607(15) . ?
N2 C27 1.4565(16) . ?
C1 C2 1.4005(15) . ?
C1 C6 1.4055(15) . ?
C7 C8 1.3866(15) . ?
C7 C12 1.3861(16) . ?
C13 H13 1.0000 . ?
C13 C19 1.5166(15) . ?
C20 C14 1.5224(14) . ?
C20 C25 1.3959(15) . ?
C20 C21 1.3956(15) . ?
C26 C23 1.5022(14) . ?
C23 C24 1.3913(15) . ?
C23 C22 1.3916(15) . ?
C14 C16 1.5662(15) . ?
C14 C15 1.5356(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.3851(15) . ?
C25 H25 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.3896(15) . ?
C16 C19 1.5343(15) . ?
C16 C18 1.5367(15) . ?
C16 C17 1.5222(16) . ?
C22 H22 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.3861(17) . ?
C6 H6 0.9500 . ?
C6 C5 1.3823(17) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3924(17) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C11 1.3895(17) . ?
C5 H5 0.9500 . ?
C5 C4 1.3873(18) . ?
C4 H4 0.9500 . ?
C4 C3 1.3863(17) . ?
C3 H3 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.377(2) . ?
C10 C11 1.376(2) . ?
C9 H9 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C11 H11 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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
C14 O1 C13 110.70(8) . . ?
C1 N1 C7 119.23(9) . . ?
C1 N1 C13 118.22(9) . . ?
C7 N1 C13 119.63(9) . . ?
C26 N2 C28 117.61(11) . . ?
C26 N2 C27 125.26(10) . . ?
C27 N2 C28 116.28(10) . . ?
N1 C1 C6 120.37(10) . . ?
C2 C1 N1 122.00(9) . . ?
C2 C1 C6 117.60(10) . . ?
C8 C7 N1 121.17(10) . . ?
C12 C7 N1 119.28(10) . . ?
C12 C7 C8 119.54(10) . . ?
O1 C13 H13 107.6 . . ?
O1 C13 C19 105.26(8) . . ?
N1 C13 O1 111.07(8) . . ?
N1 C13 H13 107.6 . . ?
N1 C13 C19 117.40(9) . . ?
C19 C13 H13 107.6 . . ?
C25 C20 C14 120.22(9) . . ?
C21 C20 C14 121.80(9) . . ?
C21 C20 C25 117.97(10) . . ?
O2 C26 N2 121.66(10) . . ?
O2 C26 C23 119.87(10) . . ?
N2 C26 C23 118.44(10) . . ?
C24 C23 C26 117.27(9) . . ?
C24 C23 C22 118.91(10) . . ?
C22 C23 C26 123.81(10) . . ?
O1 C14 C20 108.47(8) . . ?
O1 C14 C16 103.39(8) . . ?
O1 C14 C15 107.53(8) . . ?
C20 C14 C16 113.23(8) . . ?
C20 C14 C15 110.05(9) . . ?
C15 C14 C16 113.69(9) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.42(10) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 H25 119.4 . . ?
C24 C25 C20 121.22(10) . . ?
C24 C25 H25 119.4 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 120.97(10) . . ?
C22 C21 H21 119.5 . . ?
C19 C16 C14 99.70(8) . . ?
C19 C16 C18 110.26(9) . . ?
C18 C16 C14 111.19(9) . . ?
C17 C16 C14 114.78(9) . . ?
C17 C16 C19 112.14(9) . . ?
C17 C16 C18 108.55(9) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 C23 120.46(10) . . ?
C21 C22 H22 119.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.94(10) . . ?
C3 C2 H2 119.5 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.84(11) . . ?
C5 C6 H6 119.6 . . ?
C13 C19 C16 102.85(8) . . ?
C13 C19 H19A 111.2 . . ?
C13 C19 H19B 111.2 . . ?
C16 C19 H19A 111.2 . . ?
C16 C19 H19B 111.2 . . ?
H19A C19 H19B 109.1 . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.81(11) . . ?
C9 C8 H8 120.1 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 C12 H12 119.9 . . ?
C7 C12 C11 120.26(11) . . ?
C11 C12 H12 119.9 . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C4 121.05(11) . . ?
C4 C5 H5 119.5 . . ?
C5 C4 H4 120.7 . . ?
C3 C4 C5 118.65(11) . . ?
C3 C4 H4 120.7 . . ?
C2 C3 C4 120.91(11) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C11 C10 C9 120.21(11) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.22(12) . . ?
C10 C9 H9 119.9 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 C12 119.93(12) . . ?
C10 C11 H11 120.0 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 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
O1 C13 C19 C16 -30.21(10) . . . . ?
O1 C14 C16 C19 -37.81(9) . . . . ?
O1 C14 C16 C18 78.50(10) . . . . ?
O1 C14 C16 C17 -157.81(9) . . . . ?
O2 C26 C23 C24 53.97(14) . . . . ?
O2 C26 C23 C22 -124.65(12) . . . . ?
N1 C1 C2 C3 176.67(10) . . . . ?
N1 C1 C6 C5 -177.77(10) . . . . ?
N1 C7 C8 C9 -178.48(10) . . . . ?
N1 C7 C12 C11 177.94(11) . . . . ?
N1 C13 C19 C16 -154.35(9) . . . . ?
N2 C26 C23 C24 -124.25(11) . . . . ?
N2 C26 C23 C22 57.14(15) . . . . ?
C1 N1 C7 C8 -66.42(14) . . . . ?
C1 N1 C7 C12 114.07(12) . . . . ?
C1 N1 C13 O1 70.77(11) . . . . ?
C1 N1 C13 C19 -168.07(9) . . . . ?
C1 C2 C3 C4 1.75(17) . . . . ?
C1 C6 C5 C4 0.41(18) . . . . ?
C7 N1 C1 C2 157.77(10) . . . . ?
C7 N1 C1 C6 -24.16(15) . . . . ?
C7 N1 C13 O1 -89.76(11) . . . . ?
C7 N1 C13 C19 31.40(14) . . . . ?
C7 C8 C9 C10 0.35(18) . . . . ?
C7 C12 C11 C10 0.74(19) . . . . ?
C13 O1 C14 C20 141.06(8) . . . . ?
C13 O1 C14 C16 20.59(10) . . . . ?
C13 O1 C14 C15 -99.96(9) . . . . ?
C13 N1 C1 C2 -2.83(15) . . . . ?
C13 N1 C1 C6 175.23(9) . . . . ?
C13 N1 C7 C8 93.90(13) . . . . ?
C13 N1 C7 C12 -85.60(13) . . . . ?
C20 C14 C16 C19 -154.98(9) . . . . ?
C20 C14 C16 C18 -38.67(12) . . . . ?
C20 C14 C16 C17 85.02(11) . . . . ?
C20 C21 C22 C23 0.93(17) . . . . ?
C26 C23 C24 C25 178.86(10) . . . . ?
C26 C23 C22 C21 179.89(10) . . . . ?
C23 C24 C25 C20 1.42(17) . . . . ?
C14 O1 C13 N1 133.78(9) . . . . ?
C14 O1 C13 C19 5.74(10) . . . . ?
C14 C20 C25 C24 179.54(10) . . . . ?
C14 C20 C21 C22 179.31(10) . . . . ?
C14 C16 C19 C13 41.11(10) . . . . ?
C24 C23 C22 C21 1.29(17) . . . . ?
C25 C20 C14 O1 166.18(9) . . . . ?
C25 C20 C14 C16 -79.67(12) . . . . ?
C25 C20 C14 C15 48.80(13) . . . . ?
C25 C20 C21 C22 -1.95(16) . . . . ?
C21 C20 C14 O1 -15.12(13) . . . . ?
C21 C20 C14 C16 99.03(12) . . . . ?
C21 C20 C14 C15 -132.49(10) . . . . ?
C21 C20 C25 C24 0.79(16) . . . . ?
C22 C23 C24 C25 -2.45(16) . . . . ?
C15 C14 C16 C19 78.46(10) . . . . ?
C15 C14 C16 C18 -165.24(9) . . . . ?
C15 C14 C16 C17 -41.54(12) . . . . ?
C2 C1 C6 C5 0.38(16) . . . . ?
C6 C1 C2 C3 -1.45(16) . . . . ?
C6 C5 C4 C3 -0.15(18) . . . . ?
C8 C7 C12 C11 -1.57(17) . . . . ?
C18 C16 C19 C13 -75.89(10) . . . . ?
C12 C7 C8 C9 1.03(17) . . . . ?
C5 C4 C3 C2 -0.92(18) . . . . ?
C9 C10 C11 C12 0.65(19) . . . . ?
C17 C16 C19 C13 163.02(9) . . . . ?
C11 C10 C9 C8 -1.19(19) . . . . ?
C28 N2 C26 O2 -0.65(16) . . . . ?
C28 N2 C26 C23 177.53(10) . . . . ?
C27 N2 C26 O2 -169.70(11) . . . . ?
C27 N2 C26 C23 8.48(17) . . . . ?

_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 1.541
_oxdiff_exptl_absorpt_empirical_full_min 0.632
