# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 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_201909249
_database_code_depnum_ccdc_archive 'CCDC 2032505'
loop_
_audit_author_name
_audit_author_address
Yanyan
;zhengzhoudaxue
China
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2019-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N O3'
_chemical_formula_sum            'C24 H19 N O3'
_chemical_formula_weight         369.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20O4N1S
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0990(6)
_cell_length_b                   12.6543(9)
_cell_length_c                   17.4953(14)
_cell_angle_alpha                69.761(7)
_cell_angle_beta                 87.356(6)
_cell_angle_gamma                78.198(6)
_cell_volume                     1849.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3203
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.2790
_cell_measurement_theta_min      3.8080
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.890
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90406
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12884
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.070
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_min         3.801
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  36.00   1.00    1.50    --  -33.50  77.00-120.00   98
  2  ω   -102.00 -24.00   1.00    1.50    --  -33.50 -57.00 120.00   78
  3  ω     73.00  99.00   1.00    1.50    --   36.47  57.00  90.00   26
  4  ω    -33.00  57.00   1.00    1.50    --   36.47 -37.00-180.00   90
  5  ω     -4.00  77.00   1.00    1.50    --   36.47 -99.00 -30.00   81
  6  ω      8.00  67.00   1.00    1.50    --   36.47  77.00  90.00   59
  7  ω     31.00  59.00   1.00    1.50    --   36.47  57.00  90.00   28
  8  ω     10.00  39.00   1.00    1.50    --   36.47 -99.00 150.00   29
  9  ω     72.00  97.00   1.00    1.50    --   36.47  77.00  90.00   25
 10  ω     62.00  90.00   1.00    1.50    --   36.47 178.00 150.00   28
 11  ω     41.00  67.00   1.00    1.50    --   36.47 -99.00 150.00   26
 12  ω     59.00 103.00   1.00    1.50    --   36.47  57.00   0.00   44
 13  ω    -19.00   7.00   1.00    1.50    --   36.47 -37.00 -60.00   26
 14  ω     12.00  52.00   1.00    1.50    --   36.47 -57.00 150.00   40
 15  ω      5.00  31.00   1.00    1.50    --   36.47 -37.00   0.00   26
 16  ω    111.00 137.00   1.00    7.50    --  108.00  77.00 -90.00   26
 17  ω     79.00 108.00   1.00    7.50    --  108.00-111.00 -90.00   29
 18  ω    105.00 177.00   1.00    7.50    --  108.00  30.00-150.00   72
 19  ω     65.00 128.00   1.00    7.50    --  108.00 -45.00  60.00   63
 20  ω    147.00 173.00   1.00    7.50    --  108.00 105.00 100.00   26
 21  ω     89.00 176.00   1.00    7.50    --  108.00  61.00 150.00   87
 22  ω    101.00 132.00   1.00    7.50    --  108.00 105.00 100.00   31
 23  ω    103.00 162.00   1.00    7.50    --  108.00  45.00  90.00   59
 24  ω     45.00 128.00   1.00    7.50    --  108.00 -45.00   0.00   83
 25  ω     39.00 124.00   1.00    7.50    --  108.00 -45.00-120.00   85
 26  ω     67.00 122.00   1.00    7.50    --  108.00 -61.00 150.00   55
 27  ω     54.00 102.00   1.00    7.50    --  108.00 -94.00-180.00   48
 28  ω     37.00 111.00   1.00    7.50    --  108.00-111.00  60.00   74
 29  ω     57.00 110.00   1.00    7.50    --  108.00 -94.00 -60.00   53
 30  ω     50.00 109.00   1.00    7.50    --  108.00 -94.00  90.00   59
 31  ω     37.00 115.00   1.00    7.50    --  108.00 -30.00 150.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1130120000
_diffrn_orient_matrix_UB_12      0.1013137000
_diffrn_orient_matrix_UB_13      -0.0573328000
_diffrn_orient_matrix_UB_21      0.0422770000
_diffrn_orient_matrix_UB_22      -0.0470612000
_diffrn_orient_matrix_UB_23      -0.0700700000
_diffrn_orient_matrix_UB_31      -0.1240184000
_diffrn_orient_matrix_UB_32      -0.0711826000
_diffrn_orient_matrix_UB_33      0.0248474000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\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                4920
_reflns_number_total             6584
_reflns_odcompleteness_completeness 99.85
_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 1.171.40.53 (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         6584
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.022
_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)+(0.0763P)²+0.1160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1504
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 H3'A-O3'
 0.9 with sigma of 0.02
 H3A-O3
 0.9 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C10(H10), C10'(H10')
3.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C17'(H17C,H17D), C18'(H18C,H18D)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C1'(H1'), C2'(H2'), C3'(H3'),
  C4'(H4'), C12'(H12'), C13'(H13'), C14'(H14'), C15'(H15'), C20'(H20'),
 C21'(H21'), C22'(H22'), C23'(H23'), C24'(H24')
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
C1 C 1.1822(3) 0.4341(2) 0.09824(16) 0.0517(5) Uani 1 1 d . . . . .
H1 H 1.1994 0.3607 0.1372 0.062 Uiso 1 1 calc R . . . .
C2 C 1.2569(3) 0.4554(2) 0.02586(18) 0.0656(7) Uani 1 1 d . . . . .
H2 H 1.3249 0.3958 0.0164 0.079 Uiso 1 1 calc R . . . .
C3 C 1.2323(3) 0.5641(3) -0.03315(18) 0.0691(7) Uani 1 1 d . . . . .
H3 H 1.2841 0.5769 -0.0816 0.083 Uiso 1 1 calc R . . . .
C4 C 1.1309(3) 0.6540(2) -0.02030(16) 0.0588(6) Uani 1 1 d . . . . .
H4 H 1.1140 0.7272 -0.0596 0.071 Uiso 1 1 calc R . . . .
C5 C 1.0551(2) 0.63199(19) 0.05278(13) 0.0443(5) Uani 1 1 d . . . . .
C6 C 1.0802(2) 0.52402(18) 0.11266(13) 0.0419(4) Uani 1 1 d . . . . .
C7 C 0.9973(2) 0.51021(17) 0.18761(13) 0.0392(4) Uani 1 1 d . . . . .
C8 C 0.8939(2) 0.60213(17) 0.19462(12) 0.0385(4) Uani 1 1 d . . . . .
C9 C 0.8720(2) 0.71248(18) 0.13190(13) 0.0412(4) Uani 1 1 d . . . . .
C10 C 0.7969(2) 0.58834(18) 0.26879(13) 0.0401(4) Uani 1 1 d . . . . .
H10 H 0.7535 0.6644 0.2716 0.048 Uiso 1 1 calc R . . . .
C11 C 0.6700(2) 0.52720(18) 0.26521(14) 0.0427(5) Uani 1 1 d . . . . .
C12 C 0.5814(2) 0.5691(2) 0.19402(15) 0.0507(5) Uani 1 1 d . . . . .
H12 H 0.6008 0.6320 0.1508 0.061 Uiso 1 1 calc R . . . .
C13 C 0.4648(3) 0.5175(2) 0.18729(16) 0.0568(6) Uani 1 1 d . . . . .
H13 H 0.4063 0.5459 0.1395 0.068 Uiso 1 1 calc R . . . .
C14 C 0.4346(2) 0.4244(2) 0.25085(17) 0.0563(6) Uani 1 1 d . . . . .
H14 H 0.3569 0.3893 0.2459 0.068 Uiso 1 1 calc R . . . .
C15 C 0.5202(3) 0.3837(2) 0.32177(17) 0.0542(6) Uani 1 1 d . . . . .
H15 H 0.4988 0.3214 0.3648 0.065 Uiso 1 1 calc R . . . .
C16 C 0.6385(2) 0.43404(19) 0.33028(15) 0.0469(5) Uani 1 1 d . . . . .
C17 C 0.7298(3) 0.3892(2) 0.40840(16) 0.0600(6) Uani 1 1 d . . . . .
H17A H 0.8032 0.3211 0.4097 0.072 Uiso 1 1 calc R . . . .
H17B H 0.6643 0.3674 0.4541 0.072 Uiso 1 1 calc R . . . .
C18 C 0.8100(3) 0.4784(2) 0.41693(14) 0.0516(5) Uani 1 1 d . . . . .
H18A H 0.7374 0.5420 0.4237 0.062 Uiso 1 1 calc R . . . .
H18B H 0.8768 0.4447 0.4646 0.062 Uiso 1 1 calc R . . . .
C19 C 1.0052(2) 0.58511(19) 0.35524(12) 0.0427(5) Uani 1 1 d . . . . .
C20 C 0.9583(3) 0.6934(2) 0.36072(16) 0.0556(6) Uani 1 1 d . . . . .
H20 H 0.8568 0.7276 0.3552 0.067 Uiso 1 1 calc R . . . .
C21 C 1.0633(3) 0.7502(2) 0.37443(16) 0.0623(6) Uani 1 1 d . . . . .
H21 H 1.0326 0.8231 0.3780 0.075 Uiso 1 1 calc R . . . .
C22 C 1.2130(3) 0.6994(3) 0.38280(15) 0.0615(7) Uani 1 1 d . . . . .
H22 H 1.2833 0.7379 0.3921 0.074 Uiso 1 1 calc R . . . .
C23 C 1.2588(3) 0.5931(3) 0.37756(18) 0.0676(7) Uani 1 1 d . . . . .
H23 H 1.3604 0.5592 0.3831 0.081 Uiso 1 1 calc R . . . .
C24 C 1.1544(3) 0.5349(2) 0.36398(16) 0.0563(6) Uani 1 1 d . . . . .
H24 H 1.1860 0.4618 0.3608 0.068 Uiso 1 1 calc R . . . .
H3A H 0.990(5) 0.428(4) 0.293(2) 0.153(19) Uiso 1 1 d D . . . .
N1 N 0.89771(19) 0.52030(15) 0.34257(11) 0.0421(4) Uani 1 1 d . . . . .
O1 O 0.95469(18) 0.72318(13) 0.06207(9) 0.0479(4) Uani 1 1 d . . . . .
O2 O 0.78669(19) 0.79943(13) 0.13306(10) 0.0548(4) Uani 1 1 d . . . . .
O3 O 1.02495(18) 0.41066(13) 0.24720(10) 0.0479(4) Uani 1 1 d D . . . .
C1' C 0.7629(3) 0.8473(2) 0.59958(16) 0.0576(6) Uani 1 1 d . . . . .
H1' H 0.7881 0.7778 0.6425 0.069 Uiso 1 1 calc R . . . .
C2' C 0.8133(4) 0.8562(3) 0.52214(19) 0.0755(8) Uani 1 1 d . . . . .
H2' H 0.8723 0.7928 0.5129 0.091 Uiso 1 1 calc R . . . .
C3' C 0.7754(4) 0.9604(3) 0.45819(18) 0.0774(8) Uani 1 1 d . . . . .
H3' H 0.8095 0.9661 0.4063 0.093 Uiso 1 1 calc R . . . .
C4' C 0.6884(3) 1.0548(3) 0.47073(16) 0.0644(7) Uani 1 1 d . . . . .
H4' H 0.6637 1.1242 0.4277 0.077 Uiso 1 1 calc R . . . .
C5' C 0.6377(2) 1.0456(2) 0.54824(14) 0.0472(5) Uani 1 1 d . . . . .
C6' C 0.6739(2) 0.94298(19) 0.61316(13) 0.0444(5) Uani 1 1 d . . . . .
C7' C 0.6177(2) 0.93876(18) 0.69326(13) 0.0403(4) Uani 1 1 d . . . . .
C8' C 0.5281(2) 1.03735(17) 0.70082(12) 0.0384(4) Uani 1 1 d . . . . .
C9' C 0.4900(2) 1.14091(19) 0.63262(13) 0.0428(5) Uani 1 1 d . . . . .
C10' C 0.4742(2) 1.03878(17) 0.78412(13) 0.0395(4) Uani 1 1 d . . . . .
H10' H 0.3834 1.0987 0.7770 0.047 Uiso 1 1 calc R . . . .
C11' C 0.5927(2) 1.06177(18) 0.83185(13) 0.0398(4) Uani 1 1 d . . . . .
C12' C 0.6386(3) 1.16638(19) 0.79902(14) 0.0473(5) Uani 1 1 d . . . . .
H12' H 0.5928 1.2206 0.7511 0.057 Uiso 1 1 calc R . . . .
C13' C 0.7509(3) 1.1910(2) 0.83627(16) 0.0554(6) Uani 1 1 d . . . . .
H13' H 0.7799 1.2615 0.8136 0.067 Uiso 1 1 calc R . . . .
C14' C 0.8205(3) 1.1111(2) 0.90736(15) 0.0543(6) Uani 1 1 d . . . . .
H14' H 0.8984 1.1265 0.9318 0.065 Uiso 1 1 calc R . . . .
C15' C 0.7732(3) 1.0083(2) 0.94163(14) 0.0509(5) Uani 1 1 d . . . . .
H15' H 0.8188 0.9549 0.9899 0.061 Uiso 1 1 calc R . . . .
C16' C 0.6583(2) 0.98329(19) 0.90524(14) 0.0456(5) Uani 1 1 d . . . . .
C17' C 0.6002(3) 0.8745(2) 0.94667(16) 0.0605(6) Uani 1 1 d . . . . .
H17C H 0.6629 0.8114 0.9337 0.073 Uiso 1 1 calc R . . . .
H17D H 0.6046 0.8558 1.0053 0.073 Uiso 1 1 calc R . . . .
C18' C 0.4404(3) 0.8895(2) 0.91900(14) 0.0553(6) Uani 1 1 d . . . . .
H18C H 0.4049 0.8184 0.9443 0.066 Uiso 1 1 calc R . . . .
H18D H 0.3761 0.9490 0.9351 0.066 Uiso 1 1 calc R . . . .
C19' C 0.2926(2) 0.90893(18) 0.79994(12) 0.0410(4) Uani 1 1 d . . . . .
C20' C 0.1582(3) 0.9808(2) 0.80336(16) 0.0537(6) Uani 1 1 d . . . . .
H20' H 0.1559 1.0431 0.8203 0.064 Uiso 1 1 calc R . . . .
C21' C 0.0264(3) 0.9587(2) 0.78111(17) 0.0600(6) Uani 1 1 d . . . . .
H21' H -0.0647 1.0070 0.7828 0.072 Uiso 1 1 calc R . . . .
C22' C 0.0293(3) 0.8661(2) 0.75661(17) 0.0606(6) Uani 1 1 d . . . . .
H22' H -0.0598 0.8515 0.7424 0.073 Uiso 1 1 calc R . . . .
C23' C 0.1637(3) 0.7953(2) 0.75309(18) 0.0617(7) Uani 1 1 d . . . . .
H23' H 0.1657 0.7330 0.7361 0.074 Uiso 1 1 calc R . . . .
C24' C 0.2963(2) 0.8165(2) 0.77483(15) 0.0502(5) Uani 1 1 d . . . . .
H24' H 0.3874 0.7686 0.7725 0.060 Uiso 1 1 calc R . . . .
H3'A H 0.582(5) 0.854(5) 0.795(3) 0.19(2) Uiso 1 1 d D . . . .
N1' N 0.43455(19) 0.92207(15) 0.82856(11) 0.0408(4) Uani 1 1 d . . . . .
O1' O 0.54886(18) 1.14164(13) 0.55738(9) 0.0499(4) Uani 1 1 d . . . . .
O2' O 0.41308(19) 1.23140(14) 0.63256(10) 0.0547(4) Uani 1 1 d . . . . .
O3' O 0.65057(17) 0.84299(13) 0.75407(10) 0.0475(4) Uani 1 1 d 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
C1 H1 0.9300 . ?
C1 C2 1.377(4) . ?
C1 C6 1.402(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(3) . ?
C5 C6 1.386(3) . ?
C5 O1 1.370(3) . ?
C6 C7 1.457(3) . ?
C7 C8 1.376(3) . ?
C7 O3 1.313(3) . ?
C8 C9 1.428(3) . ?
C8 C10 1.515(3) . ?
C9 O1 1.385(3) . ?
C9 O2 1.216(3) . ?
C10 H10 0.9800 . ?
C10 C11 1.530(3) . ?
C10 N1 1.505(3) . ?
C11 C12 1.394(3) . ?
C11 C16 1.395(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.396(3) . ?
C16 C17 1.502(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.513(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 N1 1.487(3) . ?
C19 C20 1.385(3) . ?
C19 C24 1.367(3) . ?
C19 N1 1.467(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.357(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.389(4) . ?
C24 H24 0.9300 . ?
O3 H3A 0.931(19) . ?
C1' H1' 0.9300 . ?
C1' C2' 1.384(4) . ?
C1' C6' 1.400(3) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.393(5) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.371(4) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.386(3) . ?
C5' C6' 1.387(3) . ?
C5' O1' 1.370(3) . ?
C6' C7' 1.457(3) . ?
C7' C8' 1.388(3) . ?
C7' O3' 1.296(3) . ?
C8' C9' 1.425(3) . ?
C8' C10' 1.521(3) . ?
C9' O1' 1.396(3) . ?
C9' O2' 1.213(3) . ?
C10' H10' 0.9800 . ?
C10' C11' 1.524(3) . ?
C10' N1' 1.521(2) . ?
C11' C12' 1.391(3) . ?
C11' C16' 1.392(3) . ?
C12' H12' 0.9300 . ?
C12' C13' 1.377(3) . ?
C13' H13' 0.9300 . ?
C13' C14' 1.382(4) . ?
C14' H14' 0.9300 . ?
C14' C15' 1.379(3) . ?
C15' H15' 0.9300 . ?
C15' C16' 1.391(3) . ?
C16' C17' 1.508(3) . ?
C17' H17C 0.9700 . ?
C17' H17D 0.9700 . ?
C17' C18' 1.507(3) . ?
C18' H18C 0.9700 . ?
C18' H18D 0.9700 . ?
C18' N1' 1.491(3) . ?
C19' C20' 1.379(3) . ?
C19' C24' 1.379(3) . ?
C19' N1' 1.467(3) . ?
C20' H20' 0.9300 . ?
C20' C21' 1.386(3) . ?
C21' H21' 0.9300 . ?
C21' C22' 1.375(4) . ?
C22' H22' 0.9300 . ?
C22' C23' 1.373(4) . ?
C23' H23' 0.9300 . ?
C23' C24' 1.385(3) . ?
C24' H24' 0.9300 . ?
O3' H3'A 0.95(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
C2 C1 H1 120.3 . . ?
C2 C1 C6 119.5(2) . . ?
C6 C1 H1 120.3 . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.1(2) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.3(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.4(2) . . ?
C5 C4 H4 120.8 . . ?
C6 C5 C4 121.8(2) . . ?
O1 C5 C4 116.2(2) . . ?
O1 C5 C6 122.04(19) . . ?
C1 C6 C7 123.4(2) . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 C7 117.64(19) . . ?
C8 C7 C6 119.28(19) . . ?
O3 C7 C6 119.02(18) . . ?
O3 C7 C8 121.70(19) . . ?
C7 C8 C9 121.44(19) . . ?
C7 C8 C10 120.70(18) . . ?
C9 C8 C10 117.85(18) . . ?
O1 C9 C8 117.73(18) . . ?
O2 C9 C8 126.5(2) . . ?
O2 C9 O1 115.75(19) . . ?
C8 C10 H10 109.2 . . ?
C8 C10 C11 111.36(16) . . ?
C11 C10 H10 109.2 . . ?
N1 C10 C8 107.23(16) . . ?
N1 C10 H10 109.2 . . ?
N1 C10 C11 110.69(17) . . ?
C12 C11 C10 117.7(2) . . ?
C12 C11 C16 119.5(2) . . ?
C16 C11 C10 122.78(19) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
C11 C16 C15 118.9(2) . . ?
C11 C16 C17 120.5(2) . . ?
C15 C16 C17 120.5(2) . . ?
C16 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
C16 C17 C18 111.5(2) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
N1 C18 C17 108.97(19) . . ?
N1 C18 H18A 109.9 . . ?
N1 C18 H18B 109.9 . . ?
C20 C19 N1 121.5(2) . . ?
C24 C19 C20 120.0(2) . . ?
C24 C19 N1 118.5(2) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.5(2) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(2) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 119.9(2) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C18 N1 C10 111.72(16) . . ?
C19 N1 C10 111.98(16) . . ?
C19 N1 C18 111.19(16) . . ?
C5 O1 C9 121.79(17) . . ?
C7 O3 H3A 104(3) . . ?
C2' C1' H1' 120.1 . . ?
C2' C1' C6' 119.8(3) . . ?
C6' C1' H1' 120.1 . . ?
C1' C2' H2' 120.1 . . ?
C1' C2' C3' 119.8(3) . . ?
C3' C2' H2' 120.1 . . ?
C2' C3' H3' 119.6 . . ?
C4' C3' C2' 120.9(3) . . ?
C4' C3' H3' 119.6 . . ?
C3' C4' H4' 120.4 . . ?
C3' C4' C5' 119.2(3) . . ?
C5' C4' H4' 120.4 . . ?
C4' C5' C6' 121.2(2) . . ?
O1' C5' C4' 117.0(2) . . ?
O1' C5' C6' 121.8(2) . . ?
C1' C6' C7' 122.3(2) . . ?
C5' C6' C1' 119.0(2) . . ?
C5' C6' C7' 118.7(2) . . ?
C8' C7' C6' 118.37(19) . . ?
O3' C7' C6' 118.93(19) . . ?
O3' C7' C8' 122.69(19) . . ?
C7' C8' C9' 121.75(19) . . ?
C7' C8' C10' 120.11(18) . . ?
C9' C8' C10' 118.07(18) . . ?
O1' C9' C8' 117.88(18) . . ?
O2' C9' C8' 127.0(2) . . ?
O2' C9' O1' 115.08(19) . . ?
C8' C10' H10' 109.0 . . ?
C8' C10' C11' 112.11(16) . . ?
C11' C10' H10' 109.0 . . ?
N1' C10' C8' 106.28(15) . . ?
N1' C10' H10' 109.0 . . ?
N1' C10' C11' 111.24(17) . . ?
C12' C11' C10' 117.69(19) . . ?
C12' C11' C16' 118.7(2) . . ?
C16' C11' C10' 123.57(19) . . ?
C11' C12' H12' 119.4 . . ?
C13' C12' C11' 121.1(2) . . ?
C13' C12' H12' 119.4 . . ?
C12' C13' H13' 119.9 . . ?
C12' C13' C14' 120.1(2) . . ?
C14' C13' H13' 119.9 . . ?
C13' C14' H14' 120.4 . . ?
C15' C14' C13' 119.3(2) . . ?
C15' C14' H14' 120.4 . . ?
C14' C15' H15' 119.5 . . ?
C14' C15' C16' 121.1(2) . . ?
C16' C15' H15' 119.5 . . ?
C11' C16' C17' 120.0(2) . . ?
C15' C16' C11' 119.6(2) . . ?
C15' C16' C17' 120.4(2) . . ?
C16' C17' H17C 109.6 . . ?
C16' C17' H17D 109.6 . . ?
H17C C17' H17D 108.1 . . ?
C18' C17' C16' 110.3(2) . . ?
C18' C17' H17C 109.6 . . ?
C18' C17' H17D 109.6 . . ?
C17' C18' H18C 109.9 . . ?
C17' C18' H18D 109.9 . . ?
H18C C18' H18D 108.3 . . ?
N1' C18' C17' 109.00(19) . . ?
N1' C18' H18C 109.9 . . ?
N1' C18' H18D 109.9 . . ?
C20' C19' N1' 121.72(19) . . ?
C24' C19' C20' 120.7(2) . . ?
C24' C19' N1' 117.44(19) . . ?
C19' C20' H20' 120.5 . . ?
C19' C20' C21' 119.0(2) . . ?
C21' C20' H20' 120.5 . . ?
C20' C21' H21' 119.7 . . ?
C22' C21' C20' 120.6(2) . . ?
C22' C21' H21' 119.7 . . ?
C21' C22' H22' 120.0 . . ?
C23' C22' C21' 120.0(2) . . ?
C23' C22' H22' 120.0 . . ?
C22' C23' H23' 120.0 . . ?
C22' C23' C24' 120.0(2) . . ?
C24' C23' H23' 120.0 . . ?
C19' C24' C23' 119.7(2) . . ?
C19' C24' H24' 120.2 . . ?
C23' C24' H24' 120.2 . . ?
C18' N1' C10' 113.10(16) . . ?
C19' N1' C10' 113.72(16) . . ?
C19' N1' C18' 111.47(16) . . ?
C5' O1' C9' 121.56(17) . . ?
C7' O3' H3'A 104(3) . . ?

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
C1 C2 C3 C4 -0.2(5) . . . . ?
C1 C6 C7 C8 -176.77(19) . . . . ?
C1 C6 C7 O3 4.2(3) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
C2 C1 C6 C7 -179.3(2) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C3 C4 C5 O1 -179.2(2) . . . . ?
C4 C5 C6 C1 -1.5(3) . . . . ?
C4 C5 C6 C7 178.9(2) . . . . ?
C4 C5 O1 C9 179.92(19) . . . . ?
C5 C6 C7 C8 2.8(3) . . . . ?
C5 C6 C7 O3 -176.25(17) . . . . ?
C6 C1 C2 C3 -0.3(4) . . . . ?
C6 C5 O1 C9 -0.3(3) . . . . ?
C6 C7 C8 C9 -3.5(3) . . . . ?
C6 C7 C8 C10 175.07(17) . . . . ?
C7 C8 C9 O1 2.3(3) . . . . ?
C7 C8 C9 O2 -178.1(2) . . . . ?
C7 C8 C10 C11 -76.3(2) . . . . ?
C7 C8 C10 N1 45.0(2) . . . . ?
C8 C9 O1 C5 -0.4(3) . . . . ?
C8 C10 C11 C12 -50.6(3) . . . . ?
C8 C10 C11 C16 130.8(2) . . . . ?
C8 C10 N1 C18 -166.75(17) . . . . ?
C8 C10 N1 C19 67.8(2) . . . . ?
C9 C8 C10 C11 102.4(2) . . . . ?
C9 C8 C10 N1 -136.40(18) . . . . ?
C10 C8 C9 O1 -176.32(16) . . . . ?
C10 C8 C9 O2 3.3(3) . . . . ?
C10 C11 C12 C13 -179.8(2) . . . . ?
C10 C11 C16 C15 179.8(2) . . . . ?
C10 C11 C16 C17 0.2(3) . . . . ?
C11 C10 N1 C18 -45.1(2) . . . . ?
C11 C10 N1 C19 -170.57(16) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C11 C16 C17 C18 20.6(3) . . . . ?
C12 C11 C16 C15 1.1(3) . . . . ?
C12 C11 C16 C17 -178.4(2) . . . . ?
C12 C13 C14 C15 0.8(4) . . . . ?
C13 C14 C15 C16 -0.8(4) . . . . ?
C14 C15 C16 C11 -0.2(4) . . . . ?
C14 C15 C16 C17 179.4(2) . . . . ?
C15 C16 C17 C18 -159.0(2) . . . . ?
C16 C11 C12 C13 -1.1(3) . . . . ?
C16 C17 C18 N1 -53.2(3) . . . . ?
C17 C18 N1 C10 67.8(2) . . . . ?
C17 C18 N1 C19 -166.3(2) . . . . ?
C19 C20 C21 C22 -0.2(4) . . . . ?
C20 C19 C24 C23 -0.6(4) . . . . ?
C20 C19 N1 C10 54.3(3) . . . . ?
C20 C19 N1 C18 -71.5(3) . . . . ?
C20 C21 C22 C23 0.1(4) . . . . ?
C21 C22 C23 C24 -0.2(4) . . . . ?
C22 C23 C24 C19 0.5(4) . . . . ?
C24 C19 C20 C21 0.5(4) . . . . ?
C24 C19 N1 C10 -127.5(2) . . . . ?
C24 C19 N1 C18 106.7(2) . . . . ?
N1 C10 C11 C12 -169.77(18) . . . . ?
N1 C10 C11 C16 11.6(3) . . . . ?
N1 C19 C20 C21 178.6(2) . . . . ?
N1 C19 C24 C23 -178.8(2) . . . . ?
O1 C5 C6 C1 178.65(19) . . . . ?
O1 C5 C6 C7 -0.9(3) . . . . ?
O2 C9 O1 C5 179.96(18) . . . . ?
O3 C7 C8 C9 175.49(17) . . . . ?
O3 C7 C8 C10 -5.9(3) . . . . ?
C1' C2' C3' C4' -0.1(5) . . . . ?
C1' C6' C7' C8' -179.0(2) . . . . ?
C1' C6' C7' O3' -0.3(3) . . . . ?
C2' C1' C6' C5' 0.0(4) . . . . ?
C2' C1' C6' C7' 180.0(2) . . . . ?
C2' C3' C4' C5' -0.1(5) . . . . ?
C3' C4' C5' C6' 0.3(4) . . . . ?
C3' C4' C5' O1' -178.8(3) . . . . ?
C4' C5' C6' C1' -0.2(3) . . . . ?
C4' C5' C6' C7' 179.8(2) . . . . ?
C4' C5' O1' C9' 178.9(2) . . . . ?
C5' C6' C7' C8' 1.0(3) . . . . ?
C5' C6' C7' O3' 179.71(19) . . . . ?
C6' C1' C2' C3' 0.1(5) . . . . ?
C6' C5' O1' C9' -0.1(3) . . . . ?
C6' C7' C8' C9' 0.4(3) . . . . ?
C6' C7' C8' C10' -176.59(16) . . . . ?
C7' C8' C9' O1' -1.6(3) . . . . ?
C7' C8' C9' O2' -179.9(2) . . . . ?
C7' C8' C10' C11' 82.2(2) . . . . ?
C7' C8' C10' N1' -39.5(2) . . . . ?
C8' C9' O1' C5' 1.5(3) . . . . ?
C8' C10' C11' C12' 62.0(2) . . . . ?
C8' C10' C11' C16' -116.9(2) . . . . ?
C8' C10' N1' C18' 156.32(18) . . . . ?
C8' C10' N1' C19' -75.21(19) . . . . ?
C9' C8' C10' C11' -94.9(2) . . . . ?
C9' C8' C10' N1' 143.41(17) . . . . ?
C10' C8' C9' O1' 175.40(16) . . . . ?
C10' C8' C9' O2' -2.9(3) . . . . ?
C10' C11' C12' C13' -176.5(2) . . . . ?
C10' C11' C16' C15' 175.5(2) . . . . ?
C10' C11' C16' C17' -7.3(3) . . . . ?
C11' C10' N1' C18' 34.0(2) . . . . ?
C11' C10' N1' C19' 162.50(16) . . . . ?
C11' C12' C13' C14' 0.2(4) . . . . ?
C11' C16' C17' C18' -22.7(3) . . . . ?
C12' C11' C16' C15' -3.4(3) . . . . ?
C12' C11' C16' C17' 173.8(2) . . . . ?
C12' C13' C14' C15' -1.9(4) . . . . ?
C13' C14' C15' C16' 0.9(4) . . . . ?
C14' C15' C16' C11' 1.8(4) . . . . ?
C14' C15' C16' C17' -175.4(2) . . . . ?
C15' C16' C17' C18' 154.5(2) . . . . ?
C16' C11' C12' C13' 2.4(3) . . . . ?
C16' C17' C18' N1' 57.4(3) . . . . ?
C17' C18' N1' C10' -65.1(2) . . . . ?
C17' C18' N1' C19' 165.27(19) . . . . ?
C19' C20' C21' C22' 0.5(4) . . . . ?
C20' C19' C24' C23' -0.2(4) . . . . ?
C20' C19' N1' C10' -59.5(3) . . . . ?
C20' C19' N1' C18' 69.8(3) . . . . ?
C20' C21' C22' C23' -0.8(4) . . . . ?
C21' C22' C23' C24' 0.5(4) . . . . ?
C22' C23' C24' C19' 0.0(4) . . . . ?
C24' C19' C20' C21' 0.0(4) . . . . ?
C24' C19' N1' C10' 125.1(2) . . . . ?
C24' C19' N1' C18' -105.6(2) . . . . ?
N1' C10' C11' C12' -179.15(17) . . . . ?
N1' C10' C11' C16' 2.0(3) . . . . ?
N1' C19' C20' C21' -175.2(2) . . . . ?
N1' C19' C24' C23' 175.2(2) . . . . ?
O1' C5' C6' C1' 178.8(2) . . . . ?
O1' C5' C6' C7' -1.2(3) . . . . ?
O2' C9' O1' C5' -179.99(19) . . . . ?
O3' C7' C8' C9' -178.26(18) . . . . ?
O3' C7' C8' C10' 4.8(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 1.367
_oxdiff_exptl_absorpt_empirical_full_min 0.860
####################################################################### 
# 
# 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_201912314
_database_code_depnum_ccdc_archive 'CCDC 2032506'
loop_
_audit_author_name
_audit_author_address
Yanyan
;zhengzhoudaxue
China
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2021-01-08 downloaded from the CCDC.
;
_audit_creation_date             2019-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H20 N2 O2'
_chemical_formula_sum            'C24 H20 N2 O2'
_chemical_formula_weight         368.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         C40H40O2N4
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/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                   8.6666(5)
_cell_length_b                   23.4805(11)
_cell_length_c                   9.5853(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.461(6)
_cell_angle_gamma                90
_cell_volume                     1904.62(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1862
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4740
_cell_measurement_theta_min      3.7500
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.891
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94649
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7573
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.044
_diffrn_reflns_theta_max         67.043
_diffrn_reflns_theta_min         3.765
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      3.00  35.00   1.00    1.15    --  -33.50  77.00 -90.00   32
  2  ω   -102.00 -59.00   1.00    1.15    --  -33.50 -57.00 120.00   43
  3  ω    -63.00 -37.00   1.00    1.15    --  -33.50 178.00 120.00   26
  4  ω    -58.00 -15.00   1.00    1.15    --  -33.50  77.00 -90.00   43
  5  ω    -47.00 -17.00   1.00    1.15    --  -33.50 -57.00 120.00   30
  6  ω     42.00  75.00   1.00    1.15    --   36.47 -99.00 -30.00   33
  7  ω     -2.00  25.00   1.00    1.15    --   36.47 -99.00 -30.00   27
  8  ω     75.00 101.00   1.00    1.15    --   36.47 178.00  30.00   26
  9  ω     57.00 110.00   1.00    1.15    --   36.47 178.00 -60.00   53
 10  ω     41.00 103.00   1.00    1.15    --   36.47  57.00  30.00   62
 11  ω    109.00 151.00   1.00    5.50    --  108.00  61.00 -30.00   42
 12  ω     79.00 176.00   1.00    5.50    --  108.00  77.00-180.00   97
 13  ω     79.00 177.00   1.00    5.50    --  108.00  77.00 -90.00   98
 14  ω     57.00 110.00   1.00    5.50    --  108.00 -94.00   0.00   53
 15  ω     40.00  96.00   1.00    5.50    --  108.00 -94.00  90.00   56
 16  ω     88.00 150.00   1.00    5.50    --  108.00  61.00-120.00   62
 17  ω     37.00 111.00   1.00    5.50    --  108.00-111.00-120.00   74
 18  ω    103.00 178.00   1.00    5.50    --  108.00 111.00 150.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1791100000
_diffrn_orient_matrix_UB_12      -0.0031407000
_diffrn_orient_matrix_UB_13      -0.0074470000
_diffrn_orient_matrix_UB_21      -0.0057909000
_diffrn_orient_matrix_UB_22      0.0652730000
_diffrn_orient_matrix_UB_23      0.0139101000
_diffrn_orient_matrix_UB_31      -0.0321006000
_diffrn_orient_matrix_UB_32      0.0056968000
_diffrn_orient_matrix_UB_33      -0.1639258000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\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                2558
_reflns_number_total             3403
_reflns_odcompleteness_completeness 99.97
_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 1.171.40.53 (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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      1.032
_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)+(0.0723P)²+0.2939P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1502
_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 O(H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C15(H15), C16(H16), C17(H17), C18(H18),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.53255(19) 0.57286(7) 0.0534(2) 0.0651(5) Uani 1 1 d . . . . .
O2 O 0.04005(18) 0.66209(7) 0.03420(16) 0.0523(4) Uani 1 1 d . . . . .
H2 H 0.0926 0.6821 0.0969 0.078 Uiso 1 1 calc GR . . . .
N1 N 0.3060(2) 0.53218(8) -0.0695(2) 0.0503(4) Uani 1 1 d . . . . .
H1 H 0.363(3) 0.5017(14) -0.069(3) 0.064(8) Uiso 1 1 d . . . . .
N2 N 0.3048(2) 0.69510(8) 0.22394(19) 0.0501(4) Uani 1 1 d . . . . .
C1 C 0.3868(3) 0.57580(9) 0.0089(2) 0.0477(5) Uani 1 1 d . . . . .
C2 C 0.2925(2) 0.62357(8) 0.0364(2) 0.0425(4) Uani 1 1 d . . . . .
C3 C 0.1319(2) 0.62097(8) -0.00153(19) 0.0419(4) Uani 1 1 d . . . . .
C4 C 0.0520(3) 0.57447(9) -0.0856(2) 0.0455(5) Uani 1 1 d . . . . .
C5 C 0.1453(3) 0.53071(9) -0.1209(2) 0.0471(5) Uani 1 1 d . . . . .
C6 C 0.0754(4) 0.48529(11) -0.2069(2) 0.0628(6) Uani 1 1 d . . . . .
H6 H 0.1376 0.4562 -0.2310 0.075 Uiso 1 1 calc R . . . .
C7 C -0.0856(4) 0.48408(12) -0.2551(3) 0.0714(8) Uani 1 1 d . . . . .
H7 H -0.1319 0.4543 -0.3134 0.086 Uiso 1 1 calc R . . . .
C8 C -0.1802(3) 0.52676(12) -0.2180(3) 0.0712(8) Uani 1 1 d . . . . .
H8 H -0.2893 0.5251 -0.2504 0.085 Uiso 1 1 calc R . . . .
C9 C -0.1134(3) 0.57156(11) -0.1333(2) 0.0566(6) Uani 1 1 d . . . . .
H9 H -0.1772 0.5998 -0.1077 0.068 Uiso 1 1 calc R . . . .
C10 C 0.3748(3) 0.67732(9) 0.1034(2) 0.0455(5) Uani 1 1 d . . . . .
H10 H 0.4871 0.6690 0.1397 0.055 Uiso 1 1 calc R . . . .
C11 C 0.3610(4) 0.75280(10) 0.2748(3) 0.0629(7) Uani 1 1 d . . . . .
H11A H 0.4756 0.7539 0.2941 0.076 Uiso 1 1 calc R . . . .
H11B H 0.3279 0.7613 0.3629 0.076 Uiso 1 1 calc R . . . .
C12 C 0.2953(4) 0.79649(11) 0.1644(3) 0.0731(8) Uani 1 1 d . . . . .
H12A H 0.3454 0.8329 0.1924 0.088 Uiso 1 1 calc R . . . .
H12B H 0.1829 0.8007 0.1596 0.088 Uiso 1 1 calc R . . . .
C13 C 0.3210(3) 0.78047(10) 0.0195(3) 0.0550(5) Uani 1 1 d . . . . .
C14 C 0.3593(2) 0.72505(9) -0.0080(2) 0.0471(5) Uani 1 1 d . . . . .
C15 C 0.3853(3) 0.71195(11) -0.1433(3) 0.0617(6) Uani 1 1 d . . . . .
H15 H 0.4142 0.6751 -0.1627 0.074 Uiso 1 1 calc R . . . .
C16 C 0.3684(4) 0.75340(13) -0.2492(3) 0.0707(7) Uani 1 1 d . . . . .
H16 H 0.3850 0.7440 -0.3391 0.085 Uiso 1 1 calc R . . . .
C17 C 0.3272(3) 0.80816(13) -0.2216(3) 0.0706(7) Uani 1 1 d . . . . .
H17 H 0.3133 0.8357 -0.2929 0.085 Uiso 1 1 calc R . . . .
C18 C 0.3067(3) 0.82168(11) -0.0870(3) 0.0650(7) Uani 1 1 d . . . . .
H18 H 0.2830 0.8590 -0.0669 0.078 Uiso 1 1 calc R . . . .
C19 C 0.3280(3) 0.65463(9) 0.3415(2) 0.0488(5) Uani 1 1 d . . . . .
C20 C 0.4418(3) 0.61256(11) 0.3625(3) 0.0595(6) Uani 1 1 d . . . . .
H20 H 0.5071 0.6081 0.2980 0.071 Uiso 1 1 calc R . . . .
C21 C 0.4586(4) 0.57684(13) 0.4806(3) 0.0741(8) Uani 1 1 d . . . . .
H21 H 0.5367 0.5490 0.4954 0.089 Uiso 1 1 calc R . . . .
C22 C 0.3623(4) 0.58216(14) 0.5748(3) 0.0801(9) Uani 1 1 d . . . . .
H22 H 0.3747 0.5580 0.6534 0.096 Uiso 1 1 calc R . . . .
C23 C 0.2474(4) 0.62294(15) 0.5536(3) 0.0773(8) Uani 1 1 d . . . . .
H23 H 0.1810 0.6263 0.6175 0.093 Uiso 1 1 calc R . . . .
C24 C 0.2289(3) 0.65967(12) 0.4368(2) 0.0642(6) Uani 1 1 d . . . . .
H24 H 0.1505 0.6874 0.4229 0.077 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
O1 C1 1.245(3) . ?
O2 H2 0.8200 . ?
O2 C3 1.342(3) . ?
N1 H1 0.87(3) . ?
N1 C1 1.370(3) . ?
N1 C5 1.373(3) . ?
N2 C10 1.476(3) . ?
N2 C11 1.486(3) . ?
N2 C19 1.454(3) . ?
C1 C2 1.445(3) . ?
C2 C3 1.362(3) . ?
C2 C10 1.522(3) . ?
C3 C4 1.443(3) . ?
C4 C5 1.394(3) . ?
C4 C9 1.408(3) . ?
C5 C6 1.403(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.372(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.389(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9800 . ?
C10 C14 1.534(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.495(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.502(4) . ?
C13 C14 1.382(3) . ?
C13 C18 1.393(4) . ?
C14 C15 1.398(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.391(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(4) . ?
C19 C24 1.387(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.391(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.361(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.365(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.394(4) . ?
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
C3 O2 H2 109.5 . . ?
C1 N1 H1 113.1(19) . . ?
C1 N1 C5 125.06(19) . . ?
C5 N1 H1 120.7(19) . . ?
C10 N2 C11 110.70(19) . . ?
C19 N2 C10 114.21(17) . . ?
C19 N2 C11 111.17(17) . . ?
O1 C1 N1 120.5(2) . . ?
O1 C1 C2 123.56(19) . . ?
N1 C1 C2 116.0(2) . . ?
C1 C2 C10 119.26(18) . . ?
C3 C2 C1 120.14(18) . . ?
C3 C2 C10 120.57(18) . . ?
O2 C3 C2 121.89(18) . . ?
O2 C3 C4 116.54(19) . . ?
C2 C3 C4 121.55(19) . . ?
C5 C4 C3 117.33(19) . . ?
C5 C4 C9 119.3(2) . . ?
C9 C4 C3 123.4(2) . . ?
N1 C5 C4 119.41(18) . . ?
N1 C5 C6 120.4(2) . . ?
C4 C5 C6 120.2(2) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.8(2) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.8 . . ?
C4 C9 H9 120.1 . . ?
C8 C9 C4 119.8(3) . . ?
C8 C9 H9 120.1 . . ?
N2 C10 C2 109.31(17) . . ?
N2 C10 H10 108.9 . . ?
N2 C10 C14 110.42(17) . . ?
C2 C10 H10 108.9 . . ?
C2 C10 C14 110.43(17) . . ?
C14 C10 H10 108.9 . . ?
N2 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
N2 C11 C12 110.2(2) . . ?
H11A C11 H11B 108.1 . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C11 C12 C13 111.9(2) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 C18 120.1(2) . . ?
C18 C13 C12 119.8(2) . . ?
C13 C14 C10 122.9(2) . . ?
C13 C14 C15 118.5(2) . . ?
C15 C14 C10 118.5(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C18 119.2(2) . . ?
C18 C17 H17 120.4 . . ?
C13 C18 H18 119.4 . . ?
C17 C18 C13 121.2(3) . . ?
C17 C18 H18 119.4 . . ?
C20 C19 N2 123.8(2) . . ?
C20 C19 C24 119.3(2) . . ?
C24 C19 N2 116.9(2) . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.8(3) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.9(3) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.5(3) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C23 119.7(3) . . ?
C19 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 N2 0.82 2.00 2.715(2) 145.8 .
N1 H1 O1 0.87(3) 1.96(3) 2.824(3) 171(3) 3_665

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 C1 C2 C3 -172.5(2) . . . . ?
O1 C1 C2 C10 9.5(3) . . . . ?
O2 C3 C4 C5 -178.53(17) . . . . ?
O2 C3 C4 C9 1.8(3) . . . . ?
N1 C1 C2 C3 6.9(3) . . . . ?
N1 C1 C2 C10 -171.11(18) . . . . ?
N1 C5 C6 C7 178.9(2) . . . . ?
N2 C10 C14 C13 14.5(3) . . . . ?
N2 C10 C14 C15 -165.6(2) . . . . ?
N2 C11 C12 C13 -50.2(3) . . . . ?
N2 C19 C20 C21 178.0(2) . . . . ?
N2 C19 C24 C23 -178.6(2) . . . . ?
C1 N1 C5 C4 -4.2(3) . . . . ?
C1 N1 C5 C6 176.5(2) . . . . ?
C1 C2 C3 O2 173.54(19) . . . . ?
C1 C2 C3 C4 -8.1(3) . . . . ?
C1 C2 C10 N2 -131.4(2) . . . . ?
C1 C2 C10 C14 106.9(2) . . . . ?
C2 C3 C4 C5 3.0(3) . . . . ?
C2 C3 C4 C9 -176.7(2) . . . . ?
C2 C10 C14 C13 135.6(2) . . . . ?
C2 C10 C14 C15 -44.6(3) . . . . ?
C3 C2 C10 N2 50.6(2) . . . . ?
C3 C2 C10 C14 -71.1(2) . . . . ?
C3 C4 C5 N1 3.1(3) . . . . ?
C3 C4 C5 C6 -177.63(19) . . . . ?
C3 C4 C9 C8 177.5(2) . . . . ?
C4 C5 C6 C7 -0.5(3) . . . . ?
C5 N1 C1 O1 178.6(2) . . . . ?
C5 N1 C1 C2 -0.7(3) . . . . ?
C5 C4 C9 C8 -2.2(3) . . . . ?
C5 C6 C7 C8 -1.1(4) . . . . ?
C6 C7 C8 C9 0.9(4) . . . . ?
C7 C8 C9 C4 0.8(4) . . . . ?
C9 C4 C5 N1 -177.23(19) . . . . ?
C9 C4 C5 C6 2.1(3) . . . . ?
C10 N2 C11 C12 68.4(3) . . . . ?
C10 N2 C19 C20 18.8(3) . . . . ?
C10 N2 C19 C24 -161.48(19) . . . . ?
C10 C2 C3 O2 -8.5(3) . . . . ?
C10 C2 C3 C4 169.84(18) . . . . ?
C10 C14 C15 C16 178.2(2) . . . . ?
C11 N2 C10 C2 -169.57(18) . . . . ?
C11 N2 C10 C14 -47.9(2) . . . . ?
C11 N2 C19 C20 -107.3(3) . . . . ?
C11 N2 C19 C24 72.4(3) . . . . ?
C11 C12 C13 C14 16.8(4) . . . . ?
C11 C12 C13 C18 -163.0(3) . . . . ?
C12 C13 C14 C10 1.1(4) . . . . ?
C12 C13 C14 C15 -178.8(2) . . . . ?
C12 C13 C18 C17 -179.0(3) . . . . ?
C13 C14 C15 C16 -1.9(4) . . . . ?
C14 C13 C18 C17 1.3(4) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C15 C16 C17 C18 1.6(4) . . . . ?
C16 C17 C18 C13 -2.5(4) . . . . ?
C18 C13 C14 C10 -179.2(2) . . . . ?
C18 C13 C14 C15 1.0(3) . . . . ?
C19 N2 C10 C2 64.0(2) . . . . ?
C19 N2 C10 C14 -174.27(17) . . . . ?
C19 N2 C11 C12 -163.6(2) . . . . ?
C19 C20 C21 C22 1.1(4) . . . . ?
C20 C19 C24 C23 1.1(4) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
C22 C23 C24 C19 0.1(4) . . . . ?
C24 C19 C20 C21 -1.7(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 1.127
_oxdiff_exptl_absorpt_empirical_full_min 0.919
