# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_8790
_database_code_depnum_ccdc_archive 'CCDC 2304061'
loop_
_audit_author_name
_audit_author_address
Chenna
;China Three Gorges University
China
;
_audit_update_record             
;
2023-10-27 deposited with the CCDC.	2024-03-15 downloaded from the CCDC.
;
_audit_creation_date             2023-10-26
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ctgu
_chemical_formula_moiety         'C23 H26 N2 O3'
_chemical_formula_sum            'C23 H26 N2 O3'
_chemical_formula_weight         378.46
_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'
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                   11.8456(3)
_cell_length_b                   16.4853(4)
_cell_length_c                   10.8302(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.704(2)
_cell_angle_gamma                90
_cell_volume                     2107.78(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6138
_cell_measurement_temperature    293.79(13)
_cell_measurement_theta_max      74.2770
_cell_measurement_theta_min      4.8930
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11225
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.452
_diffrn_reflns_theta_min         4.607
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.79(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  11.00   0.50    0.50    --    0.00 -82.00 -60.00   52
  2  ω    -17.00  13.00   0.50    0.50    --    0.00 -82.00  90.00   60
  3  ω    -26.00  31.00   0.50    0.50    --    0.00 -82.00-120.00  114
  4  ω    -45.00   6.00   0.50    0.50    --    0.00 -77.00  30.00  102
  5  ω     79.00 122.00   0.50    0.50    --   95.80  77.00 -90.00   86
  6  ω      9.00 117.00   0.50    0.50    --   95.80 -61.00   0.00  216
  7  ω      6.00 116.00   0.50    0.50    --   95.80 -61.00 150.00  220
  8  ω    116.00 185.00   0.50    0.50    --   95.80  30.00-150.00  138
  9  ω      6.00 128.00   0.50    0.50    --   95.80 -82.00   0.00  244
 10  ω    141.00 183.00   0.50    0.50    --   95.80  82.00 -90.00   84
 11  ω     87.00 152.00   0.50    0.50    --   95.80  82.00  90.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0934996000
_diffrn_orient_matrix_UB_12      0.0507950000
_diffrn_orient_matrix_UB_13      -0.0705714000
_diffrn_orient_matrix_UB_21      0.0780413000
_diffrn_orient_matrix_UB_22      0.0748760000
_diffrn_orient_matrix_UB_23      0.0089905000
_diffrn_orient_matrix_UB_31      0.0467246000
_diffrn_orient_matrix_UB_32      -0.0234772000
_diffrn_orient_matrix_UB_33      -0.1237449000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3510
_reflns_number_total             4172
_reflns_odcompleteness_completeness 99.87
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (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         0.226
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0596
_refine_ls_restrained_S_all      1.082
_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)+(0.1086P)²+0.1179P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1656
_refine_ls_wR_factor_ref         0.1733
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C12(H12), C3(H3), C13(H13), C00I(H00I), C16(H16), C14(H14), C19(H19),
 C15(H15), C21(H21), C22(H22), C20(H20)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.50187(9) 0.66870(6) 0.09066(9) 0.0421(3) Uani 1 1 d . . . . .
O3 O 0.62598(11) 0.75626(7) 0.36410(10) 0.0496(3) Uani 1 1 d . . . . .
O1 O 0.38592(11) 0.60804(8) 0.47270(12) 0.0609(4) Uani 1 1 d . . . . .
N2 N 0.66346(11) 0.77137(7) 0.16275(11) 0.0392(3) Uani 1 1 d . . . . .
H2 H 0.648838 0.752527 0.089134 0.047 Uiso 1 1 calc R U . . .
N1 N 0.43655(11) 0.66701(7) 0.29244(12) 0.0420(3) Uani 1 1 d . . . . .
C5 C 0.61270(12) 0.73709(8) 0.25450(13) 0.0366(3) Uani 1 1 d . . . . .
C2 C 0.59257(12) 0.58537(8) 0.26440(13) 0.0378(3) Uani 1 1 d . . . . .
C1 C 0.53315(12) 0.66379(8) 0.21789(13) 0.0371(3) Uani 1 1 d . . . . .
C11 C 0.68990(12) 0.54776(9) 0.21063(14) 0.0402(3) Uani 1 1 d . . . . .
C7 C 0.74387(14) 0.84025(9) 0.17984(14) 0.0437(4) Uani 1 1 d . . . . .
C18 C 0.24477(14) 0.71606(10) 0.22251(16) 0.0465(4) Uani 1 1 d . . . . .
C12 C 0.72251(14) 0.56762(10) 0.09346(15) 0.0471(4) Uani 1 1 d . . . . .
H12 H 0.684599 0.608371 0.047432 0.057 Uiso 1 1 calc R U . . .
C4 C 0.44682(14) 0.61212(9) 0.38692(15) 0.0455(4) Uani 1 1 d . . . . .
C3 C 0.54255(13) 0.55918(9) 0.36282(14) 0.0442(4) Uani 1 1 d . . . . .
H3 H 0.565015 0.513828 0.409647 0.053 Uiso 1 1 calc R U . . .
C17 C 0.35831(14) 0.73535(9) 0.28930(17) 0.0476(4) Uani 1 1 d . . . . .
H17A H 0.391692 0.780815 0.248612 0.057 Uiso 1 1 calc R U . . .
H17B H 0.347280 0.751580 0.373555 0.057 Uiso 1 1 calc R U . . .
C6 C 0.43104(15) 0.60403(10) 0.04193(17) 0.0527(4) Uani 1 1 d . . . . .
H6A H 0.427686 0.604910 -0.046927 0.079 Uiso 1 1 calc R U . . .
H6B H 0.356180 0.610665 0.068315 0.079 Uiso 1 1 calc R U . . .
H6C H 0.461735 0.553106 0.071700 0.079 Uiso 1 1 calc R U . . .
C13 C 0.81128(15) 0.52671(12) 0.04565(17) 0.0560(4) Uani 1 1 d . . . . .
H13 H 0.831497 0.539778 -0.033113 0.067 Uiso 1 1 calc R U . . .
C00I C 0.20648(17) 0.75619(12) 0.11531(19) 0.0591(5) Uani 1 1 d . . . . .
H00I H 0.251943 0.795270 0.082252 0.071 Uiso 1 1 calc R U . . .
C16 C 0.74997(16) 0.48732(12) 0.27652(17) 0.0600(5) Uani 1 1 d . . . . .
H16 H 0.729874 0.473377 0.354990 0.072 Uiso 1 1 calc R U . . .
C8 C 0.83949(15) 0.81863(13) 0.27722(17) 0.0593(5) Uani 1 1 d . . . . .
H8A H 0.809664 0.813400 0.356622 0.089 Uiso 1 1 calc R U . . .
H8B H 0.895745 0.860673 0.280858 0.089 Uiso 1 1 calc R U . . .
H8C H 0.873255 0.768217 0.255474 0.089 Uiso 1 1 calc R U . . .
C14 C 0.86970(16) 0.46752(12) 0.11202(19) 0.0628(5) Uani 1 1 d . . . . .
H14 H 0.929730 0.440986 0.079197 0.075 Uiso 1 1 calc R U . . .
C19 C 0.17475(17) 0.65772(12) 0.2690(2) 0.0617(5) Uani 1 1 d . . . . .
H19 H 0.198485 0.630078 0.341385 0.074 Uiso 1 1 calc R U . . .
C10 C 0.6792(2) 0.91510(11) 0.2169(2) 0.0666(5) Uani 1 1 d . . . . .
H10A H 0.616740 0.924924 0.156631 0.100 Uiso 1 1 calc R U . . .
H10B H 0.728946 0.961186 0.220971 0.100 Uiso 1 1 calc R U . . .
H10C H 0.651289 0.906365 0.296610 0.100 Uiso 1 1 calc R U . . .
C9 C 0.79260(18) 0.85349(14) 0.05537(18) 0.0661(6) Uani 1 1 d . . . . .
H9A H 0.830971 0.805200 0.032264 0.099 Uiso 1 1 calc R U . . .
H9B H 0.845196 0.897880 0.061999 0.099 Uiso 1 1 calc R U . . .
H9C H 0.732295 0.865720 -0.006522 0.099 Uiso 1 1 calc R U . . .
C15 C 0.83868(19) 0.44749(13) 0.2284(2) 0.0718(6) Uani 1 1 d . . . . .
H15 H 0.877691 0.407126 0.274216 0.086 Uiso 1 1 calc R U . . .
C21 C 0.03292(18) 0.68169(15) 0.1032(2) 0.0737(6) Uani 1 1 d . . . . .
H21 H -0.038242 0.670746 0.064017 0.088 Uiso 1 1 calc R U . . .
C22 C 0.1004(2) 0.73874(15) 0.0562(2) 0.0738(6) Uani 1 1 d . . . . .
H22 H 0.075572 0.766259 -0.015954 0.089 Uiso 1 1 calc R U . . .
C20 C 0.07007(18) 0.64046(14) 0.2085(2) 0.0730(6) Uani 1 1 d . . . . .
H20 H 0.024649 0.600571 0.239556 0.088 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C1 1.3996(16) . ?
O2 C6 1.4306(18) . ?
O3 C5 1.2259(17) . ?
O1 C4 1.2239(18) . ?
N2 H2 0.8600 . ?
N2 C5 1.3290(18) . ?
N2 C7 1.4838(18) . ?
N1 C1 1.4545(18) . ?
N1 C4 1.3640(19) . ?
N1 C17 1.4574(19) . ?
C5 C1 1.5634(19) . ?
C2 C1 1.5369(19) . ?
C2 C11 1.471(2) . ?
C2 C3 1.3331(19) . ?
C11 C12 1.395(2) . ?
C11 C16 1.387(2) . ?
C7 C8 1.525(2) . ?
C7 C10 1.523(2) . ?
C7 C9 1.525(2) . ?
C18 C17 1.508(2) . ?
C18 C00I 1.380(3) . ?
C18 C19 1.391(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.385(2) . ?
C4 C3 1.471(2) . ?
C3 H3 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C14 1.366(3) . ?
C00I H00I 0.9300 . ?
C00I C22 1.393(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.377(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.381(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.384(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C15 H15 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.360(3) . ?
C21 C20 1.368(3) . ?
C22 H22 0.9300 . ?
C20 H20 0.9300 . ?

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
C1 O2 C6 114.83(11) . . ?
C5 N2 H2 118.1 . . ?
C5 N2 C7 123.87(12) . . ?
C7 N2 H2 118.1 . . ?
C1 N1 C17 122.89(12) . . ?
C4 N1 C1 111.50(12) . . ?
C4 N1 C17 123.21(13) . . ?
O3 C5 N2 125.75(14) . . ?
O3 C5 C1 118.14(12) . . ?
N2 C5 C1 116.06(12) . . ?
C11 C2 C1 125.29(12) . . ?
C3 C2 C1 108.23(13) . . ?
C3 C2 C11 126.46(14) . . ?
O2 C1 N1 112.80(12) . . ?
O2 C1 C5 108.08(11) . . ?
O2 C1 C2 116.65(12) . . ?
N1 C1 C5 108.44(11) . . ?
N1 C1 C2 102.05(11) . . ?
C2 C1 C5 108.46(11) . . ?
C12 C11 C2 123.07(14) . . ?
C16 C11 C2 119.00(14) . . ?
C16 C11 C12 117.88(14) . . ?
N2 C7 C8 109.89(13) . . ?
N2 C7 C10 108.75(14) . . ?
N2 C7 C9 106.55(12) . . ?
C10 C7 C8 111.57(15) . . ?
C10 C7 C9 110.61(15) . . ?
C9 C7 C8 109.34(15) . . ?
C00I C18 C17 121.41(16) . . ?
C00I C18 C19 118.12(17) . . ?
C19 C18 C17 120.46(16) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.07(16) . . ?
C13 C12 H12 120.0 . . ?
O1 C4 N1 125.74(15) . . ?
O1 C4 C3 127.81(14) . . ?
N1 C4 C3 106.44(13) . . ?
C2 C3 C4 110.45(13) . . ?
C2 C3 H3 124.8 . . ?
C4 C3 H3 124.8 . . ?
N1 C17 C18 112.87(13) . . ?
N1 C17 H17A 109.0 . . ?
N1 C17 H17B 109.0 . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
O2 C6 H6A 109.5 . . ?
O2 C6 H6B 109.5 . . ?
O2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.23(16) . . ?
C14 C13 H13 119.4 . . ?
C18 C00I H00I 119.7 . . ?
C18 C00I C22 120.6(2) . . ?
C22 C00I H00I 119.7 . . ?
C11 C16 H16 119.2 . . ?
C15 C16 C11 121.52(16) . . ?
C15 C16 H16 119.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.32(17) . . ?
C15 C14 H14 120.3 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(2) . . ?
C20 C19 H19 119.7 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C16 C15 C14 119.97(18) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C22 C21 H21 120.1 . . ?
C22 C21 C20 119.8(2) . . ?
C20 C21 H21 120.1 . . ?
C00I C22 H22 119.8 . . ?
C21 C22 C00I 120.4(2) . . ?
C21 C22 H22 119.8 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?

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
O3 C5 C1 O2 161.42(13) . . . . ?
O3 C5 C1 N1 38.83(18) . . . . ?
O3 C5 C1 C2 -71.25(17) . . . . ?
O1 C4 C3 C2 -176.39(18) . . . . ?
N2 C5 C1 O2 -20.94(17) . . . . ?
N2 C5 C1 N1 -143.53(13) . . . . ?
N2 C5 C1 C2 106.39(14) . . . . ?
N1 C4 C3 C2 4.83(19) . . . . ?
C5 N2 C7 C8 54.8(2) . . . . ?
C5 N2 C7 C10 -67.58(19) . . . . ?
C5 N2 C7 C9 173.16(15) . . . . ?
C2 C11 C12 C13 -176.49(15) . . . . ?
C2 C11 C16 C15 177.10(19) . . . . ?
C1 N1 C4 O1 170.47(16) . . . . ?
C1 N1 C4 C3 -10.72(18) . . . . ?
C1 N1 C17 C18 107.01(16) . . . . ?
C1 C2 C11 C12 -16.1(2) . . . . ?
C1 C2 C11 C16 166.54(15) . . . . ?
C1 C2 C3 C4 2.58(18) . . . . ?
C11 C2 C1 O2 49.72(19) . . . . ?
C11 C2 C1 N1 173.12(13) . . . . ?
C11 C2 C1 C5 -72.54(17) . . . . ?
C11 C2 C3 C4 -179.01(14) . . . . ?
C11 C12 C13 C14 -1.1(3) . . . . ?
C11 C16 C15 C14 0.1(3) . . . . ?
C7 N2 C5 O3 -1.1(2) . . . . ?
C7 N2 C5 C1 -178.53(13) . . . . ?
C18 C00I C22 C21 -0.1(3) . . . . ?
C18 C19 C20 C21 -1.3(3) . . . . ?
C12 C11 C16 C15 -0.4(3) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C4 N1 C1 O2 137.78(13) . . . . ?
C4 N1 C1 C5 -102.56(14) . . . . ?
C4 N1 C1 C2 11.81(16) . . . . ?
C4 N1 C17 C18 -92.10(19) . . . . ?
C3 C2 C1 O2 -131.86(14) . . . . ?
C3 C2 C1 N1 -8.45(15) . . . . ?
C3 C2 C1 C5 105.89(14) . . . . ?
C3 C2 C11 C12 165.73(16) . . . . ?
C3 C2 C11 C16 -11.6(2) . . . . ?
C17 N1 C1 O2 -59.35(18) . . . . ?
C17 N1 C1 C5 60.32(17) . . . . ?
C17 N1 C1 C2 174.69(13) . . . . ?
C17 N1 C4 O1 7.7(3) . . . . ?
C17 N1 C4 C3 -173.53(14) . . . . ?
C17 C18 C00I C22 -178.71(17) . . . . ?
C17 C18 C19 C20 179.39(17) . . . . ?
C6 O2 C1 N1 -61.83(16) . . . . ?
C6 O2 C1 C5 178.30(12) . . . . ?
C6 O2 C1 C2 55.85(17) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C00I C18 C17 N1 -116.60(17) . . . . ?
C00I C18 C19 C20 0.4(3) . . . . ?
C16 C11 C12 C13 0.9(2) . . . . ?
C19 C18 C17 N1 64.4(2) . . . . ?
C19 C18 C00I C22 0.3(3) . . . . ?
C22 C21 C20 C19 1.5(4) . . . . ?
C20 C21 C22 C00I -0.8(4) . . . . ?


_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 2.315
_oxdiff_exptl_absorpt_empirical_full_min 0.509
