# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_oy-z
_database_code_depnum_ccdc_archive 'CCDC 2051926'
loop_
_audit_author_name
_audit_author_address
'cai qian  zhou wei  ouyang yifan'
;Jinan University
China
;
_audit_update_record             
;
2020-12-22 deposited with the CCDC.	2021-03-10 downloaded from the CCDC.
;
_audit_creation_date             2020-11-26
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H23 N O3'
_chemical_formula_sum            'C24 H23 N O3'
_chemical_formula_weight         373.43
_chemical_absolute_configuration ?
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   5.11410(10)
_cell_length_b                   14.1929(3)
_cell_length_c                   26.0409(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1890.15(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6539
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.7860
_cell_measurement_theta_min      3.3590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.13
_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  0.0382
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            9280
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.929
_diffrn_reflns_theta_min         3.394
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     73.00 102.00   1.00    1.00    --   40.73  57.00 120.00   29
  2  ω     35.00 136.00   1.00    1.00    --  107.58 -30.00  90.00  101
  3  ω     66.00 126.00   1.00    1.00    --  107.58 -61.00  30.00   60
  4  ω      1.00  27.00   1.00    1.00    --   40.73 -99.00-120.00   26
  5  ω   -114.00 -18.00   1.00    1.00    --  -40.73 -38.00   0.00   96
  6  ω    126.00 158.00   1.00    1.00    --  107.58 125.00  60.00   32
  7  ω    134.00 174.00   1.00    1.00    --  107.58 125.00-180.00   40
  8  ω    100.00 130.00   1.00    1.00    --  107.58 125.00-180.00   30
  9  ω     37.00  73.00   1.00    1.00    --   40.98-125.00-180.00   36
 10  ω     31.00  57.00   1.00    1.00    --   40.98-125.00-120.00   26
 11  ω     53.00  78.00   1.00    1.00    --  107.58-125.00 -90.00   25
 12  ω     47.00  73.00   1.00    1.00    --  107.58-125.00 120.00   26
 13  ω     89.00 121.00   1.00    1.00    --  107.58-125.00 120.00   32
 14  ω    140.00 166.00   1.00    1.00    --  107.58  61.00  90.00   26
 15  ω     78.00 122.00   1.00    1.00    --  107.58  61.00  90.00   44
 16  ω   -117.00  -8.00   1.00    1.00    --  -40.98 -77.00 -30.00  109
 17  ω   -116.00 -16.00   1.00    1.00    --  -40.98 -34.00 131.00  100
 18  ω   -117.00 -57.00   1.00    2.00    --  -40.98 -77.00 -90.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1166255000
_diffrn_orient_matrix_UB_12      0.0525702000
_diffrn_orient_matrix_UB_13      0.0464274000
_diffrn_orient_matrix_UB_21      -0.0655512000
_diffrn_orient_matrix_UB_22      0.0845326000
_diffrn_orient_matrix_UB_23      -0.0347769000
_diffrn_orient_matrix_UB_31      -0.2700080000
_diffrn_orient_matrix_UB_32      -0.0431958000
_diffrn_orient_matrix_UB_33      -0.0116058000
_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         0.675
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.949
_reflns_number_gt                3572
_reflns_number_total             3728
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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         0.147
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 1359 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.067
_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)+(0.0521P)²+0.1688P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.0970
_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:
 C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C8(H8), C9(H9), C10(H10), C11(H11), C21(H21), C22(H22), C23(H23),
 C24(H24)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C20(H20A,H20B,H20C)
;
_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 0.5534(4) 0.56312(10) 0.30682(6) 0.0284(4) Uani 1 1 d . . . . .
O2 O 0.6726(3) 0.30404(10) 0.51285(5) 0.0215(3) Uani 1 1 d . . . . .
O3 O 0.9430(3) 0.42504(10) 0.49364(6) 0.0244(4) Uani 1 1 d . . . . .
N1 N 0.4557(4) 0.31855(12) 0.41331(6) 0.0175(4) Uani 1 1 d . . . . .
H1 H 0.385095 0.273644 0.430617 0.021 Uiso 1 1 calc R U . . .
C1 C 0.3662(4) 0.34450(15) 0.24432(8) 0.0188(4) Uani 1 1 d . . . . .
C2 C 0.4999(4) 0.42944(15) 0.25406(8) 0.0196(4) Uani 1 1 d . . . . .
C3 C 0.5239(4) 0.47745(15) 0.30459(8) 0.0200(4) Uani 1 1 d . . . . .
C4 C 0.5424(4) 0.42046(14) 0.35131(7) 0.0168(4) Uani 1 1 d . . . . .
C5 C 0.3959(4) 0.34061(14) 0.36377(7) 0.0173(4) Uani 1 1 d . . . . .
C6 C 0.2021(4) 0.28829(14) 0.33394(8) 0.0170(4) Uani 1 1 d . . . . .
C7 C 0.1850(4) 0.29381(14) 0.27965(8) 0.0181(4) Uani 1 1 d . . . . .
C8 C -0.0199(4) 0.24263(15) 0.25620(8) 0.0218(5) Uani 1 1 d . . . . .
H8 H -0.043295 0.248717 0.220937 0.026 Uiso 1 1 calc R U . . .
C9 C -0.1864(4) 0.18432(15) 0.28282(8) 0.0239(5) Uani 1 1 d . . . . .
H9 H -0.315971 0.150787 0.265669 0.029 Uiso 1 1 calc R U . . .
C10 C -0.1583(4) 0.17622(15) 0.33567(8) 0.0238(5) Uani 1 1 d . . . . .
H10 H -0.266010 0.135778 0.354175 0.029 Uiso 1 1 calc R U . . .
C11 C 0.0303(4) 0.22851(15) 0.36053(8) 0.0202(4) Uani 1 1 d . . . . .
H11 H 0.044132 0.224051 0.396052 0.024 Uiso 1 1 calc R U . . .
C12 C 0.7061(4) 0.44346(14) 0.39349(8) 0.0174(4) Uani 1 1 d . . . . .
C13 C 0.6458(4) 0.37866(14) 0.43167(8) 0.0181(4) Uani 1 1 d . . . . .
C14 C 0.7511(4) 0.36394(14) 0.48289(8) 0.0180(4) Uani 1 1 d . . . . .
C15 C 1.0696(5) 0.41564(16) 0.54299(8) 0.0248(5) Uani 1 1 d . . . . .
H15A H 1.173192 0.358434 0.544184 0.030 Uiso 1 1 calc R U . . .
H15B H 0.940765 0.413426 0.570301 0.030 Uiso 1 1 calc R U . . .
C16 C 1.2412(5) 0.50059(17) 0.54876(9) 0.0332(6) Uani 1 1 d . . . . .
H16A H 1.369878 0.501008 0.521918 0.050 Uiso 1 1 calc R U . . .
H16B H 1.327157 0.498590 0.581517 0.050 Uiso 1 1 calc R U . . .
H16C H 1.136520 0.556586 0.546541 0.050 Uiso 1 1 calc R U . . .
C17 C 0.9159(4) 0.51723(14) 0.39410(8) 0.0193(4) Uani 1 1 d . . . . .
H17A H 0.965898 0.530933 0.358952 0.023 Uiso 1 1 calc R U . . .
H17B H 1.068197 0.491699 0.411402 0.023 Uiso 1 1 calc R U . . .
C18 C 0.8388(4) 0.60962(15) 0.42043(8) 0.0218(4) Uani 1 1 d . . . . .
H18A H 0.696243 0.638734 0.401679 0.026 Uiso 1 1 calc R U . . .
H18B H 0.778464 0.596485 0.455004 0.026 Uiso 1 1 calc R U . . .
C19 C 1.0688(5) 0.67702(15) 0.42261(9) 0.0269(5) Uani 1 1 d . . . . .
H19A H 1.136818 0.685758 0.388171 0.032 Uiso 1 1 calc R U . . .
H19B H 1.206243 0.648987 0.443239 0.032 Uiso 1 1 calc R U . . .
C20 C 0.9991(5) 0.77282(17) 0.44500(10) 0.0350(6) Uani 1 1 d . . . . .
H20A H 0.876006 0.803823 0.422894 0.052 Uiso 1 1 calc R U . . .
H20B H 1.154391 0.810482 0.447833 0.052 Uiso 1 1 calc R U . . .
H20C H 0.923062 0.764592 0.478405 0.052 Uiso 1 1 calc R U . . .
C21 C 0.6470(5) 0.47265(16) 0.21501(8) 0.0260(5) Uani 1 1 d . . . . .
H21 H 0.731506 0.529320 0.221796 0.031 Uiso 1 1 calc R U . . .
C22 C 0.6690(5) 0.43290(17) 0.16681(9) 0.0298(5) Uani 1 1 d . . . . .
H22 H 0.764403 0.462868 0.141162 0.036 Uiso 1 1 calc R U . . .
C23 C 0.5467(5) 0.34775(17) 0.15732(8) 0.0270(5) Uani 1 1 d . . . . .
H23 H 0.564257 0.319196 0.125359 0.032 Uiso 1 1 calc R U . . .
C24 C 0.3990(5) 0.30501(16) 0.19488(8) 0.0241(5) Uani 1 1 d . . . . .
H24 H 0.317803 0.247991 0.187458 0.029 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 C3 1.227(2) . ?
O2 C14 1.222(2) . ?
O3 C14 1.339(2) . ?
O3 C15 1.445(2) . ?
N1 H1 0.8600 . ?
N1 C5 1.362(2) . ?
N1 C13 1.379(3) . ?
C1 C2 1.409(3) . ?
C1 C7 1.491(3) . ?
C1 C24 1.414(3) . ?
C2 C3 1.487(3) . ?
C2 C21 1.406(3) . ?
C3 C4 1.464(3) . ?
C4 C5 1.397(3) . ?
C4 C12 1.419(3) . ?
C5 C6 1.462(3) . ?
C6 C7 1.419(3) . ?
C6 C11 1.404(3) . ?
C7 C8 1.414(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.375(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.389(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.378(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(3) . ?
C12 C17 1.499(3) . ?
C13 C14 1.454(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.499(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.531(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.517(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.522(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C22 1.381(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.376(3) . ?
C24 H24 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
C14 O3 C15 117.04(16) . . ?
C5 N1 H1 124.9 . . ?
C5 N1 C13 110.13(17) . . ?
C13 N1 H1 124.9 . . ?
C2 C1 C7 127.12(19) . . ?
C2 C1 C24 116.43(19) . . ?
C24 C1 C7 116.39(19) . . ?
C1 C2 C3 126.25(18) . . ?
C21 C2 C1 120.2(2) . . ?
C21 C2 C3 113.35(19) . . ?
O1 C3 C2 120.42(19) . . ?
O1 C3 C4 120.0(2) . . ?
C4 C3 C2 119.19(18) . . ?
C5 C4 C3 127.34(19) . . ?
C5 C4 C12 108.86(17) . . ?
C12 C4 C3 123.67(19) . . ?
N1 C5 C4 106.64(17) . . ?
N1 C5 C6 122.58(18) . . ?
C4 C5 C6 130.72(18) . . ?
C7 C6 C5 122.90(18) . . ?
C11 C6 C5 117.99(18) . . ?
C11 C6 C7 119.09(19) . . ?
C6 C7 C1 127.11(19) . . ?
C8 C7 C1 116.24(17) . . ?
C8 C7 C6 116.60(19) . . ?
C7 C8 H8 118.3 . . ?
C9 C8 C7 123.41(19) . . ?
C9 C8 H8 118.3 . . ?
C8 C9 H9 120.5 . . ?
C8 C9 C10 119.0(2) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.6(2) . . ?
C11 C10 H10 120.2 . . ?
C6 C11 H11 118.9 . . ?
C10 C11 C6 122.12(19) . . ?
C10 C11 H11 118.9 . . ?
C4 C12 C17 126.23(18) . . ?
C13 C12 C4 105.70(18) . . ?
C13 C12 C17 127.87(19) . . ?
N1 C13 C12 108.55(17) . . ?
N1 C13 C14 119.37(18) . . ?
C12 C13 C14 132.03(19) . . ?
O2 C14 O3 123.92(19) . . ?
O2 C14 C13 124.34(19) . . ?
O3 C14 C13 111.73(17) . . ?
O3 C15 H15A 110.5 . . ?
O3 C15 H15B 110.5 . . ?
O3 C15 C16 106.10(17) . . ?
H15A C15 H15B 108.7 . . ?
C16 C15 H15A 110.5 . . ?
C16 C15 H15B 110.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 108.6 . . ?
C12 C17 H17B 108.6 . . ?
C12 C17 C18 114.75(17) . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 C17 110.93(18) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
C18 C19 C20 113.4(2) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C2 C21 H21 119.2 . . ?
C22 C21 C2 121.5(2) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.9(2) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C1 C24 H24 118.7 . . ?
C23 C24 C1 122.5(2) . . ?
C23 C24 H24 118.7 . . ?

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 C3 C4 C5 143.9(2) . . . . ?
O1 C3 C4 C12 -31.5(3) . . . . ?
N1 C5 C6 C7 -163.34(19) . . . . ?
N1 C5 C6 C11 15.1(3) . . . . ?
N1 C13 C14 O2 -4.3(3) . . . . ?
N1 C13 C14 O3 176.62(17) . . . . ?
C1 C2 C3 O1 -152.5(2) . . . . ?
C1 C2 C3 C4 34.6(3) . . . . ?
C1 C2 C21 C22 -1.2(3) . . . . ?
C1 C7 C8 C9 172.9(2) . . . . ?
C2 C1 C7 C6 -34.2(3) . . . . ?
C2 C1 C7 C8 148.6(2) . . . . ?
C2 C1 C24 C23 -1.9(3) . . . . ?
C2 C3 C4 C5 -43.2(3) . . . . ?
C2 C3 C4 C12 141.5(2) . . . . ?
C2 C21 C22 C23 -1.2(4) . . . . ?
C3 C2 C21 C22 173.7(2) . . . . ?
C3 C4 C5 N1 -172.3(2) . . . . ?
C3 C4 C5 C6 4.7(4) . . . . ?
C3 C4 C12 C13 173.54(19) . . . . ?
C3 C4 C12 C17 -11.3(3) . . . . ?
C4 C5 C6 C7 20.1(3) . . . . ?
C4 C5 C6 C11 -161.4(2) . . . . ?
C4 C12 C13 N1 0.5(2) . . . . ?
C4 C12 C13 C14 178.0(2) . . . . ?
C4 C12 C17 C18 101.4(2) . . . . ?
C5 N1 C13 C12 1.8(2) . . . . ?
C5 N1 C13 C14 -176.11(18) . . . . ?
C5 C4 C12 C13 -2.5(2) . . . . ?
C5 C4 C12 C17 172.61(19) . . . . ?
C5 C6 C7 C1 5.6(3) . . . . ?
C5 C6 C7 C8 -177.19(18) . . . . ?
C5 C6 C11 C10 -179.8(2) . . . . ?
C6 C7 C8 C9 -4.6(3) . . . . ?
C7 C1 C2 C3 11.2(3) . . . . ?
C7 C1 C2 C21 -174.5(2) . . . . ?
C7 C1 C24 C23 175.6(2) . . . . ?
C7 C6 C11 C10 -1.3(3) . . . . ?
C7 C8 C9 C10 1.6(3) . . . . ?
C8 C9 C10 C11 1.8(3) . . . . ?
C9 C10 C11 C6 -1.9(3) . . . . ?
C11 C6 C7 C1 -172.90(19) . . . . ?
C11 C6 C7 C8 4.3(3) . . . . ?
C12 C4 C5 N1 3.6(2) . . . . ?
C12 C4 C5 C6 -179.4(2) . . . . ?
C12 C13 C14 O2 178.5(2) . . . . ?
C12 C13 C14 O3 -0.7(3) . . . . ?
C12 C17 C18 C19 175.85(18) . . . . ?
C13 N1 C5 C4 -3.3(2) . . . . ?
C13 N1 C5 C6 179.42(18) . . . . ?
C13 C12 C17 C18 -84.6(3) . . . . ?
C14 O3 C15 C16 -170.85(18) . . . . ?
C15 O3 C14 O2 2.8(3) . . . . ?
C15 O3 C14 C13 -178.09(18) . . . . ?
C17 C12 C13 N1 -174.52(18) . . . . ?
C17 C12 C13 C14 3.0(4) . . . . ?
C17 C18 C19 C20 175.93(19) . . . . ?
C21 C2 C3 O1 32.9(3) . . . . ?
C21 C2 C3 C4 -140.0(2) . . . . ?
C21 C22 C23 C24 2.0(4) . . . . ?
C22 C23 C24 C1 -0.4(3) . . . . ?
C24 C1 C2 C3 -171.5(2) . . . . ?
C24 C1 C2 C21 2.7(3) . . . . ?
C24 C1 C7 C6 148.6(2) . . . . ?
C24 C1 C7 C8 -28.6(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 2.114
_oxdiff_exptl_absorpt_empirical_full_min 0.426
