# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_20220117_auto
_database_code_depnum_ccdc_archive 'CCDC 2237743'
loop_
_audit_author_name
_audit_author_address
zhuzq
;East China University of Technology
China
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-11-23 downloaded from the CCDC.
;
_audit_creation_date             2022-01-18
_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         'C20 H19 N O4'
_chemical_formula_sum            'C19 H17 N2 O3'
_chemical_formula_weight         321.34
_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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   11.6169(4)
_cell_length_b                   15.6243(6)
_cell_length_c                   23.3222(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.169(4)
_cell_angle_gamma                90
_cell_volume                     4221.9(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6128
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.8360
_cell_measurement_theta_min      3.3880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.564
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.011
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17596
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.723
_diffrn_reflns_theta_min         3.408
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     90.00 128.00   0.50    0.50    --   42.30  54.00  30.00   76
  2  ω     83.00 130.00   0.50    0.50    --   42.30  77.00-150.00   94
  3  ω    -25.00  56.00   0.50    0.50    --   42.30 -65.00 -60.00  162
  4  ω     -6.00  68.00   0.50    0.50    --   42.30 -82.00  60.00  148
  5  ω    -47.00  17.00   0.50    0.50    --   42.30 -65.00 120.00  128
  6  ω    -10.00  15.00   0.50    0.50    --   42.30 -82.00 -30.00   50
  7  ω     32.00  63.00   0.50    0.50    --   42.30  54.00-180.00   62
  8  ω     36.00  61.00   0.50    0.50    --   42.30 -77.00-180.00   50
  9  ω     19.00  56.00   0.50    0.50    --   42.30  77.00-150.00   74
 10  ω    -25.00  56.00   0.50    0.50    --   42.30 -65.00 -90.00  162
 11  ω    -46.00  -9.00   0.50    0.50    --   42.30 -82.00  60.00   74
 12  ω     34.00  76.00   0.50    0.50    --   42.30  54.00  30.00   84
 13  ω     70.00 132.00   0.50    0.50    --   42.30  54.00-180.00  124
 14  ω     45.00  70.00   0.50    0.50    --   42.30 -82.00 -30.00   50
 15  ω    -39.00  27.00   0.50    0.50    --   42.30 -77.00-180.00  132
 16  ω     20.00  59.00   0.50    0.50    --   42.30  77.00 -90.00   78
 17  ω     13.00  70.00   0.50    0.50    --   42.30 -82.00 150.00  114
 18  ω    100.00 126.00   0.50    0.50    --   42.30  77.00 -90.00   52
 19  ω     12.00  58.00   0.50    0.50    --   93.70 -33.00-150.00   92
 20  ω     48.00 101.00   0.50    0.50    --   93.70 -82.00-180.00  106
 21  ω      4.00  83.00   0.50    0.50    --   93.70 -82.00   0.00  158
 22  ω     73.00 114.00   0.50    0.50    --   93.70 -82.00 -30.00   82
 23  ω    108.00 157.00   0.50    0.50    --   93.70  59.00 150.00   98
 24  ω     71.00  97.00   0.50    0.50    --   93.70 -82.00-150.00   52
 25  ω     33.00  73.00   0.50    0.50    --   93.70 -82.00 -90.00   80
 26  ω     17.00  54.00   0.50    0.50    --   93.70   8.00 120.00   74
 27  ω      9.00 101.00   0.50    0.50    --   93.70 -82.00-120.00  184
 28  ω    115.00 182.00   0.50    0.50    --   93.70  68.00-120.00  134
 29  ω      5.00  96.00   0.50    0.50    --   93.70 -82.00  60.00  182
 30  ω     85.00 111.00   0.50    0.50    --   93.70 -33.00-150.00   52
 31  ω     51.00 120.00   0.50    0.50    --   93.70 -82.00 120.00  138
 32  ω      4.00  73.00   0.50    0.50    --   93.70 -59.00 120.00  138
 33  ω      4.00  93.00   0.50    0.50    --   93.70 -82.00  90.00  178
 34  ω     75.00 145.00   0.50    0.50    --   93.70  33.00-150.00  140
 35  ω      7.00  96.00   0.50    0.50    --   93.70 -82.00 -60.00  178
 36  ω     69.00 183.00   0.50    0.50    --   93.70   8.00 120.00  228
 37  ω     18.00  66.00   0.50    0.50    --   93.70 -82.00  30.00   96
 38  ω     75.00 101.00   0.50    0.50    --   93.70 -82.00  30.00   52
 39  ω     13.00  40.00   0.50    0.50    --   93.70 -42.00 120.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II 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      0.0746867000
_diffrn_orient_matrix_UB_12      -0.0778286000
_diffrn_orient_matrix_UB_13      0.0189513000
_diffrn_orient_matrix_UB_21      0.0501581000
_diffrn_orient_matrix_UB_22      0.0500879000
_diffrn_orient_matrix_UB_23      0.0529666000
_diffrn_orient_matrix_UB_31      -0.0979280000
_diffrn_orient_matrix_UB_32      -0.0337833000
_diffrn_orient_matrix_UB_33      0.0350340000
_diffrn_oxdiff_digest_frames     
;
01c68e6de2693625d43b8bc894860a3930000309c47
;
_diffrn_oxdiff_digest_hkl        
;
01159673d3759cf470d77b807392e3c5cd5141
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2759
_reflns_number_total             3844
_reflns_odcompleteness_completeness 99.90
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_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         0.896
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.272
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3844
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1281
_refine_ls_R_factor_gt           0.1168
_refine_ls_restrained_S_all      1.272
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3166
_refine_ls_wR_factor_ref         0.3320
_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 Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 N16(H16), C10(H10), C23(H23), C22(H22), C4(H4), C19(H19), C7(H7), C20(H20),
 C6(H6), C5(H5)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O17 O 0.22179(15) 0.53455(11) 0.75066(10) 0.0830(7) Uani 1 1 d . . . . .
O9 O 0.51252(16) 0.67318(13) 0.79339(10) 0.0823(7) Uani 1 1 d . . . . .
O13 O 0.4102(2) 0.38414(14) 0.79636(12) 0.0972(8) Uani 1 1 d . . . . .
O15 O 0.3025(2) 0.35083(13) 0.71592(13) 0.1026(8) Uani 1 1 d . . . . .
N16 N 0.3939(2) 0.47385(16) 0.65611(11) 0.0804(8) Uani 1 1 d . . . . .
H16 H 0.335400 0.442906 0.644688 0.097 Uiso 1 1 calc R . . . .
C1 C 0.4236(2) 0.55004(15) 0.74932(12) 0.0645(7) Uani 1 1 d . . . . .
C2 C 0.3093(2) 0.57648(15) 0.76437(12) 0.0656(7) Uani 1 1 d . . . . .
C3 C 0.3068(2) 0.65664(16) 0.79724(12) 0.0673(7) Uani 1 1 d . . . . .
C11 C 0.4359(2) 0.46803(15) 0.71569(13) 0.0686(7) Uani 1 1 d . . . . .
H11 H 0.518163 0.453695 0.716987 0.082 Uiso 1 1 calc R . . . .
C18 C 0.4419(2) 0.52652(16) 0.61573(13) 0.0691(7) Uani 1 1 d . . . . .
C12 C 0.3740(3) 0.39437(17) 0.74163(16) 0.0775(8) Uani 1 1 d . . . . .
C10 C 0.5156(2) 0.59819(17) 0.76476(14) 0.0740(8) Uani 1 1 d . . . . .
H10 H 0.587221 0.578599 0.755075 0.089 Uiso 1 1 calc R . . . .
C8 C 0.4075(2) 0.70197(16) 0.80988(13) 0.0703(7) Uani 1 1 d . . . . .
C23 C 0.5529(2) 0.55963(19) 0.62365(14) 0.0752(8) Uani 1 1 d . . . . .
H23 H 0.598102 0.547367 0.657199 0.090 Uiso 1 1 calc R . . . .
C22 C 0.5968(3) 0.6109(2) 0.58182(14) 0.0825(9) Uani 1 1 d . . . . .
H22 H 0.671267 0.632488 0.588193 0.099 Uiso 1 1 calc R . . . .
C4 C 0.2040(3) 0.6903(2) 0.81591(14) 0.0815(9) Uani 1 1 d . . . . .
H4 H 0.134821 0.661289 0.807889 0.098 Uiso 1 1 calc R . . . .
C19 C 0.3779(3) 0.5457(2) 0.56472(14) 0.0832(9) Uani 1 1 d . . . . .
H19 H 0.303622 0.523866 0.558442 0.100 Uiso 1 1 calc R . . . .
C7 C 0.4094(3) 0.77895(18) 0.83967(13) 0.0829(9) Uani 1 1 d . . . . .
H7 H 0.478402 0.808252 0.847732 0.099 Uiso 1 1 calc R . . . .
C21 C 0.5336(3) 0.6311(2) 0.53082(14) 0.0883(9) Uani 1 1 d . . . . .
C20 C 0.4216(3) 0.5958(2) 0.52369(15) 0.0937(10) Uani 1 1 d . . . . .
H20 H 0.376261 0.606996 0.490005 0.112 Uiso 1 1 calc R . . . .
C6 C 0.3073(3) 0.8110(2) 0.85703(14) 0.0905(10) Uani 1 1 d . . . . .
H6 H 0.306802 0.863061 0.876291 0.109 Uiso 1 1 calc R . . . .
C5 C 0.2049(3) 0.7659(2) 0.84594(16) 0.0929(10) Uani 1 1 d . . . . .
H5 H 0.136655 0.787117 0.858940 0.111 Uiso 1 1 calc R . . . .
C24 C 0.5794(4) 0.6843(3) 0.48532(19) 0.1217(14) Uani 1 1 d . . . . .
H24A H 0.593345 0.741292 0.499589 0.183 Uiso 1 1 calc GR . . . .
H24B H 0.524246 0.686181 0.452626 0.183 Uiso 1 1 calc GR . . . .
H24C H 0.650337 0.660062 0.474171 0.183 Uiso 1 1 calc GR . . . .
C14 C 0.3579(5) 0.3153(3) 0.8277(2) 0.1295(16) Uani 1 1 d . . . . .
H14A H 0.302824 0.284911 0.801906 0.155 Uiso 1 1 calc R . . . .
H14B H 0.417268 0.275123 0.841445 0.155 Uiso 1 1 calc R . . . .
C9 C 0.3022(9) 0.3468(5) 0.8740(4) 0.223(4) Uani 1 1 d . . . . .
H9A H 0.268413 0.401384 0.864189 0.334 Uiso 1 1 calc GR . . . .
H9B H 0.356911 0.353117 0.906634 0.334 Uiso 1 1 calc GR . . . .
H9C H 0.242718 0.307538 0.883323 0.334 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
O17 C2 1.232(3) . ?
O9 C10 1.350(3) . ?
O9 C8 1.381(3) . ?
O13 C12 1.324(4) . ?
O13 C14 1.457(5) . ?
O15 C12 1.201(4) . ?
N16 H16 0.8600 . ?
N16 C11 1.442(4) . ?
N16 C18 1.397(4) . ?
C1 C2 1.458(4) . ?
C1 C11 1.514(3) . ?
C1 C10 1.334(4) . ?
C2 C3 1.470(4) . ?
C3 C8 1.381(4) . ?
C3 C4 1.403(4) . ?
C11 H11 0.9800 . ?
C11 C12 1.507(4) . ?
C18 C23 1.389(4) . ?
C18 C19 1.389(4) . ?
C10 H10 0.9300 . ?
C8 C7 1.388(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.388(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.388(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.362(5) . ?
C7 H7 0.9300 . ?
C7 C6 1.375(5) . ?
C21 C20 1.413(5) . ?
C21 C24 1.477(5) . ?
C20 H20 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.391(5) . ?
C5 H5 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C9 1.390(8) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
C10 O9 C8 118.4(2) . . ?
C12 O13 C14 117.2(3) . . ?
C11 N16 H16 117.9 . . ?
C18 N16 H16 117.9 . . ?
C18 N16 C11 124.2(2) . . ?
C2 C1 C11 119.1(2) . . ?
C10 C1 C2 120.0(2) . . ?
C10 C1 C11 120.9(2) . . ?
O17 C2 C1 122.4(2) . . ?
O17 C2 C3 122.7(2) . . ?
C1 C2 C3 114.8(2) . . ?
C8 C3 C2 120.0(2) . . ?
C8 C3 C4 117.9(3) . . ?
C4 C3 C2 122.1(2) . . ?
N16 C11 C1 114.1(2) . . ?
N16 C11 H11 107.8 . . ?
N16 C11 C12 107.3(2) . . ?
C1 C11 H11 107.8 . . ?
C12 C11 C1 111.9(2) . . ?
C12 C11 H11 107.8 . . ?
C23 C18 N16 122.9(3) . . ?
C23 C18 C19 117.9(3) . . ?
C19 C18 N16 119.3(3) . . ?
O13 C12 C11 110.6(2) . . ?
O15 C12 O13 124.9(3) . . ?
O15 C12 C11 124.4(3) . . ?
O9 C10 H10 117.5 . . ?
C1 C10 O9 125.0(3) . . ?
C1 C10 H10 117.5 . . ?
O9 C8 C7 116.0(3) . . ?
C3 C8 O9 121.7(2) . . ?
C3 C8 C7 122.3(3) . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C23 C22 H22 118.8 . . ?
C23 C22 C21 122.3(3) . . ?
C21 C22 H22 118.8 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.5(3) . . ?
C20 C19 H19 119.3 . . ?
C8 C7 H7 120.7 . . ?
C6 C7 C8 118.6(3) . . ?
C6 C7 H7 120.7 . . ?
C22 C21 C20 115.9(3) . . ?
C22 C21 C24 123.2(3) . . ?
C20 C21 C24 120.8(3) . . ?
C19 C20 C21 121.9(3) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C7 C6 H6 119.8 . . ?
C7 C6 C5 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O13 C14 H14A 109.4 . . ?
O13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C9 C14 O13 111.4(5) . . ?
C9 C14 H14A 109.4 . . ?
C9 C14 H14B 109.4 . . ?
C14 C9 H9A 109.5 . . ?
C14 C9 H9B 109.5 . . ?
C14 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
O17 C2 C3 C8 -178.2(3) . . . . ?
O17 C2 C3 C4 0.8(4) . . . . ?
O9 C8 C7 C6 179.8(3) . . . . ?
N16 C11 C12 O13 178.8(2) . . . . ?
N16 C11 C12 O15 -0.8(4) . . . . ?
N16 C18 C23 C22 179.3(3) . . . . ?
N16 C18 C19 C20 -179.1(3) . . . . ?
C1 C2 C3 C8 2.1(4) . . . . ?
C1 C2 C3 C4 -179.0(3) . . . . ?
C1 C11 C12 O13 -55.4(3) . . . . ?
C1 C11 C12 O15 125.0(3) . . . . ?
C2 C1 C11 N16 72.9(3) . . . . ?
C2 C1 C11 C12 -49.1(3) . . . . ?
C2 C1 C10 O9 -1.3(5) . . . . ?
C2 C3 C8 O9 -1.3(4) . . . . ?
C2 C3 C8 C7 178.5(2) . . . . ?
C2 C3 C4 C5 -179.2(3) . . . . ?
C3 C8 C7 C6 -0.1(4) . . . . ?
C3 C4 C5 C6 1.5(5) . . . . ?
C11 N16 C18 C23 19.2(4) . . . . ?
C11 N16 C18 C19 -162.2(2) . . . . ?
C11 C1 C2 O17 -0.1(4) . . . . ?
C11 C1 C2 C3 179.7(2) . . . . ?
C11 C1 C10 O9 178.2(3) . . . . ?
C18 N16 C11 C1 64.8(3) . . . . ?
C18 N16 C11 C12 -170.7(2) . . . . ?
C18 C23 C22 C21 -0.2(5) . . . . ?
C18 C19 C20 C21 -0.3(5) . . . . ?
C12 O13 C14 C9 -119.5(6) . . . . ?
C10 O9 C8 C3 -0.8(4) . . . . ?
C10 O9 C8 C7 179.4(3) . . . . ?
C10 C1 C2 O17 179.4(3) . . . . ?
C10 C1 C2 C3 -0.8(4) . . . . ?
C10 C1 C11 N16 -106.6(3) . . . . ?
C10 C1 C11 C12 131.4(3) . . . . ?
C8 O9 C10 C1 2.2(4) . . . . ?
C8 C3 C4 C5 -0.2(5) . . . . ?
C8 C7 C6 C5 1.4(5) . . . . ?
C23 C18 C19 C20 -0.4(4) . . . . ?
C23 C22 C21 C20 -0.4(5) . . . . ?
C23 C22 C21 C24 -178.9(3) . . . . ?
C22 C21 C20 C19 0.7(5) . . . . ?
C4 C3 C8 O9 179.7(3) . . . . ?
C4 C3 C8 C7 -0.5(4) . . . . ?
C19 C18 C23 C22 0.7(4) . . . . ?
C7 C6 C5 C4 -2.1(5) . . . . ?
C24 C21 C20 C19 179.2(4) . . . . ?
C14 O13 C12 O15 -0.7(5) . . . . ?
C14 O13 C12 C11 179.7(3) . . . . ?

_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 6.752
_oxdiff_exptl_absorpt_empirical_full_min 0.422
