# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_20220513-wy-1
_database_code_depnum_ccdc_archive 'CCDC 2192595'
loop_
_audit_author_name
_audit_author_address
'Ping-Xin Zhou'
;Xinxiang Medical University
China
;
_audit_update_record             
;
2022-07-25 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_audit_creation_date             2022-05-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H25 N O2'
_chemical_formula_sum            'C21 H25 N O2'
_chemical_formula_weight         323.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 N1 O1'
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.4334(3)
_cell_length_b                   7.2808(2)
_cell_length_c                   40.6710(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3681.75(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4027
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.1740
_cell_measurement_theta_min      4.1650
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            9601
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.490
_diffrn_reflns_theta_min         4.168
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -16.00   1.00    1.00    --  -35.62 -37.00  70.00   88
  2  ω     -2.00  23.00   1.00    1.00    --   35.62 -84.00 -89.00   25
  3  ω     66.00 100.00   1.00    2.96    --  107.12 -84.00 -89.00   34
  4  ω     49.00 124.00   1.00    2.96    --  107.12 -37.00  70.00   75
  5  ω    108.00 135.00   1.00    2.96    --  107.12  84.00  30.00   27
  6  ω     62.00 121.00   1.00    2.96    --  107.12-132.00-154.00   59
  7  ω   -100.00 -46.00   1.00    1.00    --  -35.62-178.00-150.00   54
  8  ω      8.00  41.00   1.00    1.00    --   35.62  19.00 150.00   33
  9  ω     64.00 107.00   1.00    1.00    --   35.62  19.00 150.00   43
 10  ω     42.00  85.00   1.00    2.96    --  107.12-111.00 120.00   43
 11  ω     40.00 125.00   1.00    2.96    --  107.12 -45.00 -60.00   85
 12  ω     51.00  77.00   1.00    2.96    --  107.12 -95.00-150.00   26
 13  ω    107.00 142.00   1.00    2.96    --  107.12 111.00-150.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0611400000
_diffrn_orient_matrix_UB_12      0.0858761000
_diffrn_orient_matrix_UB_13      0.0291401000
_diffrn_orient_matrix_UB_21      0.1077145000
_diffrn_orient_matrix_UB_22      -0.0544234000
_diffrn_orient_matrix_UB_23      -0.0159873000
_diffrn_orient_matrix_UB_31      0.0032625000
_diffrn_orient_matrix_UB_32      0.1855803000
_diffrn_orient_matrix_UB_33      -0.0181693000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2902
_reflns_number_total             3520
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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         0.213
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         3520
_refine_ls_number_restraints     432
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0800
_refine_ls_restrained_S_all      1.183
_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)+(0.0413P)²+7.1457P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1912
_refine_ls_wR_factor_ref         0.1971
_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. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C6 \\sim C5 \\sim C4 \\sim C21 \\sim C8 \\sim C12
\\sim C11 \\sim C9 \\sim C22 \\sim C14 \\sim C24 \\sim C23 \\sim C17 \\sim C10
\\sim C7 \\sim C16 \\sim C13 \\sim C15: within 3.9A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 3.9A
3.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C8(H8A,H8B), C12(H12A,H12B), C11(H11A,H11B), C14(H14A,H14B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C4(H4), C10(H10), C7(H7), C16(H16), C13(H13), C15(H15)
3.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_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
O13 O 0.6199(2) 0.6055(3) 0.35884(5) 0.0507(6) Uani 1 1 d . . . . .
O10 O 0.3659(2) -0.0921(3) 0.47246(7) 0.0561(7) Uani 1 1 d . . . . .
N7 N 0.46746(19) 0.1994(3) 0.43827(6) 0.0339(6) Uani 1 1 d . . . . .
C1 C 0.5428(2) 0.3426(4) 0.43055(7) 0.0332(6) Uani 1 1 d . U . . .
C2 C 0.5508(2) 0.4024(4) 0.39804(7) 0.0349(6) Uani 1 1 d . U . . .
C3 C 0.6203(2) 0.5483(4) 0.39098(7) 0.0368(6) Uani 1 1 d . U . . .
C6 C 0.6059(2) 0.4242(4) 0.45503(8) 0.0370(6) Uani 1 1 d . U . . .
H6 H 0.600522 0.383887 0.476660 0.044 Uiso 1 1 calc R U . . .
C5 C 0.6760(2) 0.5642(4) 0.44714(8) 0.0389(7) Uani 1 1 d . U . . .
H5 H 0.718327 0.616698 0.463498 0.047 Uiso 1 1 calc R U . . .
C4 C 0.6841(2) 0.6274(4) 0.41519(8) 0.0396(7) Uani 1 1 d . U . . .
H4 H 0.731546 0.721692 0.409968 0.048 Uiso 1 1 calc R U . . .
C21 C 0.4871(3) 0.3128(4) 0.37051(8) 0.0431(7) Uani 1 1 d . U . . .
H21A H 0.534146 0.297822 0.351666 0.052 Uiso 1 1 calc R U . . .
H21B H 0.465457 0.191207 0.377634 0.052 Uiso 1 1 calc R U . . .
C8 C 0.4056(3) 0.2306(4) 0.46832(9) 0.0447(7) Uani 1 1 d . U . . .
H8A H 0.372841 0.351475 0.467703 0.054 Uiso 1 1 calc R U . . .
H8B H 0.452747 0.224756 0.487295 0.054 Uiso 1 1 calc R U . . .
C12 C 0.5165(3) 0.0167(4) 0.43986(9) 0.0451(8) Uani 1 1 d . U . . .
H12A H 0.565911 0.010542 0.458297 0.054 Uiso 1 1 calc R U . . .
H12B H 0.556696 -0.007163 0.419868 0.054 Uiso 1 1 calc R U . . .
C11 C 0.4287(3) -0.1256(4) 0.44393(10) 0.0538(9) Uani 1 1 d . U . . .
H11A H 0.382530 -0.124034 0.424716 0.065 Uiso 1 1 calc R U . . .
H11B H 0.460982 -0.246632 0.445489 0.065 Uiso 1 1 calc R U . . .
C9 C 0.3196(3) 0.0852(5) 0.47096(11) 0.0512(8) Uani 1 1 d . U . . .
C22 C 0.3885(3) 0.4160(5) 0.35969(9) 0.0519(8) Uani 1 1 d . U . . .
C14 C 0.6707(4) 0.7759(5) 0.35110(9) 0.0632(10) Uani 1 1 d . U . . .
H14A H 0.747536 0.757566 0.348493 0.076 Uiso 1 1 calc R U . . .
H14B H 0.659420 0.863048 0.368810 0.076 Uiso 1 1 calc R U . . .
C24 C 0.3302(4) 0.5189(8) 0.38093(15) 0.0833(15) Uani 1 1 d . U . . .
C23 C 0.3557(5) 0.3903(9) 0.32617(12) 0.1067(19) Uani 1 1 d . U . . .
H23A H 0.412852 0.427112 0.311746 0.160 Uiso 1 1 calc R U . . .
H23B H 0.293025 0.463477 0.321818 0.160 Uiso 1 1 calc R U . . .
H23C H 0.339138 0.263117 0.322518 0.160 Uiso 1 1 calc R U . . .
H24A H 0.353(4) 0.547(7) 0.4021(13) 0.102(18) Uiso 1 1 d . . . . .
H24B H 0.269(5) 0.592(8) 0.3735(13) 0.12(2) Uiso 1 1 d . . . . .
C17 C 0.6239(4) 0.8491(6) 0.31991(9) 0.0647(10) Uani 1 1 d . U . . .
C10 C 0.4699(5) 0.9311(8) 0.28712(13) 0.0961(14) Uani 1 1 d . U . . .
H10 H 0.395728 0.932198 0.284168 0.115 Uiso 1 1 calc R U . . .
C7 C 0.5139(5) 0.8545(7) 0.31524(11) 0.0840(13) Uani 1 1 d . U . . .
H7 H 0.468683 0.805824 0.331236 0.101 Uiso 1 1 calc R U . . .
C16 C 0.6887(5) 0.9228(8) 0.29618(12) 0.0935(14) Uani 1 1 d . U . . .
H16 H 0.763076 0.920747 0.298637 0.112 Uiso 1 1 calc R U . . .
C13 C 0.5349(6) 1.0038(8) 0.26410(14) 0.1023(15) Uani 1 1 d . U . . .
H13 H 0.505020 1.055895 0.245321 0.123 Uiso 1 1 calc R U . . .
C15 C 0.6416(6) 1.0024(8) 0.26778(13) 0.1026(15) Uani 1 1 d . U . . .
H15 H 0.685250 1.053869 0.251654 0.123 Uiso 1 1 calc R U . . .
H9A H 0.277(3) 0.100(5) 0.4930(9) 0.058(11) Uiso 1 1 d . . . . .
H9B H 0.273(3) 0.089(5) 0.4505(9) 0.056(11) Uiso 1 1 d . . . . .


_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
O13 C3 1.372(4) . ?
O13 C14 1.428(4) . ?
O10 C11 1.420(4) . ?
O10 C9 1.414(4) . ?
N7 C1 1.437(4) . ?
N7 C8 1.462(4) . ?
N7 C12 1.465(4) . ?
C1 C2 1.396(4) . ?
C1 C6 1.400(4) . ?
C2 C3 1.399(4) . ?
C2 C21 1.519(4) . ?
C3 C4 1.389(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.379(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.382(4) . ?
C4 H4 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.504(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.509(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.515(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C9 H9A 1.05(4) . ?
C9 H9B 1.02(4) . ?
C22 C24 1.354(6) . ?
C22 C23 1.435(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C17 1.494(5) . ?
C24 H24A 0.93(5) . ?
C24 H24B 0.97(6) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C17 C7 1.381(7) . ?
C17 C16 1.367(6) . ?
C10 H10 0.9300 . ?
C10 C7 1.385(7) . ?
C10 C13 1.346(8) . ?
C7 H7 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.419(7) . ?
C13 H13 0.9300 . ?
C13 C15 1.335(8) . ?
C15 H15 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
C3 O13 C14 118.2(3) . . ?
C9 O10 C11 110.2(3) . . ?
C1 N7 C8 114.4(2) . . ?
C1 N7 C12 113.4(2) . . ?
C8 N7 C12 108.9(2) . . ?
C2 C1 N7 118.7(3) . . ?
C2 C1 C6 120.1(3) . . ?
C6 C1 N7 121.2(3) . . ?
C1 C2 C3 118.4(3) . . ?
C1 C2 C21 121.8(3) . . ?
C3 C2 C21 119.8(3) . . ?
O13 C3 C2 115.1(3) . . ?
O13 C3 C4 123.5(3) . . ?
C4 C3 C2 121.4(3) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C6 C5 H5 119.7 . . ?
C6 C5 C4 120.7(3) . . ?
C4 C5 H5 119.7 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C2 C21 H21A 108.5 . . ?
C2 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C22 C21 C2 115.2(3) . . ?
C22 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
N7 C8 H8A 109.9 . . ?
N7 C8 H8B 109.9 . . ?
N7 C8 C9 108.9(3) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.9 . . ?
C9 C8 H8B 109.9 . . ?
N7 C12 H12A 109.9 . . ?
N7 C12 H12B 109.9 . . ?
N7 C12 C11 109.0(3) . . ?
H12A C12 H12B 108.3 . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
O10 C11 C12 111.6(3) . . ?
O10 C11 H11A 109.3 . . ?
O10 C11 H11B 109.3 . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
O10 C9 C8 110.8(3) . . ?
O10 C9 H9A 105(2) . . ?
O10 C9 H9B 107(2) . . ?
C8 C9 H9A 110(2) . . ?
C8 C9 H9B 109(2) . . ?
H9A C9 H9B 114(3) . . ?
C24 C22 C21 121.8(4) . . ?
C24 C22 C23 121.7(4) . . ?
C23 C22 C21 116.4(4) . . ?
O13 C14 H14A 109.9 . . ?
O13 C14 H14B 109.9 . . ?
O13 C14 C17 108.9(3) . . ?
H14A C14 H14B 108.3 . . ?
C17 C14 H14A 109.9 . . ?
C17 C14 H14B 109.9 . . ?
C22 C24 H24A 123(3) . . ?
C22 C24 H24B 121(3) . . ?
H24A C24 H24B 114(5) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 C17 C14 120.9(4) . . ?
C16 C17 C14 120.6(5) . . ?
C16 C17 C7 118.4(5) . . ?
C7 C10 H10 120.1 . . ?
C13 C10 H10 120.1 . . ?
C13 C10 C7 119.7(6) . . ?
C17 C7 C10 121.1(5) . . ?
C17 C7 H7 119.5 . . ?
C10 C7 H7 119.5 . . ?
C17 C16 H16 120.3 . . ?
C17 C16 C15 119.4(6) . . ?
C15 C16 H16 120.3 . . ?
C10 C13 H13 119.5 . . ?
C15 C13 C10 121.0(6) . . ?
C15 C13 H13 119.5 . . ?
C16 C15 H15 119.8 . . ?
C13 C15 C16 120.3(6) . . ?
C13 C15 H15 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
O13 C3 C4 C5 177.8(3) . . . . ?
O13 C14 C17 C7 47.3(6) . . . . ?
O13 C14 C17 C16 -136.7(4) . . . . ?
N7 C1 C2 C3 176.8(3) . . . . ?
N7 C1 C2 C21 -3.6(4) . . . . ?
N7 C1 C6 C5 -178.6(3) . . . . ?
N7 C8 C9 O10 60.6(4) . . . . ?
N7 C12 C11 O10 -57.7(4) . . . . ?
C1 N7 C8 C9 172.1(3) . . . . ?
C1 N7 C12 C11 -173.1(3) . . . . ?
C1 C2 C3 O13 -176.8(3) . . . . ?
C1 C2 C3 C4 3.0(4) . . . . ?
C1 C2 C21 C22 101.2(4) . . . . ?
C1 C6 C5 C4 0.8(5) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
C2 C3 C4 C5 -2.1(5) . . . . ?
C2 C21 C22 C24 -31.8(5) . . . . ?
C2 C21 C22 C23 151.9(4) . . . . ?
C3 O13 C14 C17 -156.6(3) . . . . ?
C3 C2 C21 C22 -79.2(4) . . . . ?
C6 C1 C2 C3 -2.0(4) . . . . ?
C6 C1 C2 C21 177.6(3) . . . . ?
C6 C5 C4 C3 0.1(5) . . . . ?
C21 C2 C3 O13 3.6(4) . . . . ?
C21 C2 C3 C4 -176.6(3) . . . . ?
C8 N7 C1 C2 -136.9(3) . . . . ?
C8 N7 C1 C6 41.9(4) . . . . ?
C8 N7 C12 C11 58.3(4) . . . . ?
C12 N7 C1 C2 97.5(3) . . . . ?
C12 N7 C1 C6 -83.7(4) . . . . ?
C12 N7 C8 C9 -59.9(3) . . . . ?
C11 O10 C9 C8 -59.1(4) . . . . ?
C9 O10 C11 C12 57.9(4) . . . . ?
C14 O13 C3 C2 167.2(3) . . . . ?
C14 O13 C3 C4 -12.7(5) . . . . ?
C14 C17 C7 C10 176.6(4) . . . . ?
C14 C17 C16 C15 -175.8(5) . . . . ?
C17 C16 C15 C13 -0.7(10) . . . . ?
C10 C13 C15 C16 0.3(11) . . . . ?
C7 C17 C16 C15 0.2(8) . . . . ?
C7 C10 C13 C15 0.4(10) . . . . ?
C16 C17 C7 C10 0.5(8) . . . . ?
C13 C10 C7 C17 -0.9(9) . . . . ?

_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 1.364
_oxdiff_exptl_absorpt_empirical_full_min 0.603
