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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_h1101
_database_code_depnum_ccdc_archive 'CCDC 2282784'
loop_
_audit_author_name
_audit_author_address
fengwei
;xiangtan University
France
;
_audit_update_record             
;
2023-07-19 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_audit_creation_date             2022-11-02
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H14 N2 O2'
_chemical_formula_sum            'C15 H14 N2 O2'
_chemical_formula_weight         254.28
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   7.3427(2)
_cell_length_b                   14.0964(4)
_cell_length_c                   24.0531(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.576(2)
_cell_angle_gamma                90
_cell_volume                     2487.12(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3705
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.2680
_cell_measurement_theta_min      3.6430
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89748
_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            'light colourless'
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10072
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.541
_diffrn_reflns_theta_min         3.635
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  14.00   1.00    1.21    --  -40.73  57.00 -90.00   47
  2  ω    -92.00 -18.00   1.00    1.21    --  -40.73 125.00-120.00   74
  3  ω   -111.00 -24.00   1.00    1.21    --  -40.73 -38.00 150.00   87
  4  ω     95.00 176.00   1.00    1.50    --  106.95  61.00 120.00   81
  5  ω    132.00 157.00   1.00    1.50    --  106.95 109.00  99.00   25
  6  ω    107.00 164.00   1.00    1.50    --  106.95  61.00  60.00   57
  7  ω     97.00 167.00   1.00    1.50    --  106.95 125.00 -60.00   70
  8  ω     95.00 178.00   1.00    1.50    --  106.95 125.00   0.00   83
  9  ω     74.00 140.00   1.00    1.50    --  106.95 -77.00   0.00   66
 10  ω     32.00  75.00   1.00    1.21    --   40.73 -99.00-180.00   43
 11  ω     33.00  99.00   1.00    1.50    --  106.95 -94.00 -60.00   66
;
_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      0.0320327000
_diffrn_orient_matrix_UB_12      0.0667843000
_diffrn_orient_matrix_UB_13      -0.0493148000
_diffrn_orient_matrix_UB_21      0.0340267000
_diffrn_orient_matrix_UB_22      0.0830835000
_diffrn_orient_matrix_UB_23      0.0408296000
_diffrn_orient_matrix_UB_31      0.2046270000
_diffrn_orient_matrix_UB_32      -0.0241841000
_diffrn_orient_matrix_UB_33      0.0038519000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3864
_reflns_number_total             4871
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4871
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.031
_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)+(0.0586P)²+0.2372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1097
_refine_ls_wR_factor_ref         0.1213
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C28(H28A,H28B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C11(H11), C17(H17), C18(H18),
 C19(H19), C20(H20), C24(H24), C26(H26)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C)
;
_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 0.79258(16) 0.16430(8) 0.41292(5) 0.0384(3) Uani 1 1 d . . . . .
O2 O 0.82515(17) 0.31563(9) 0.44184(5) 0.0453(3) Uani 1 1 d . . . . .
N1 N 0.57245(17) 0.36384(9) 0.19138(5) 0.0298(3) Uani 1 1 d . . . . .
N2 N 0.68173(17) 0.41300(9) 0.28189(6) 0.0322(3) Uani 1 1 d . . . . .
C1 C 0.56088(18) 0.20323(11) 0.20376(6) 0.0268(3) Uani 1 1 d . . . . .
C2 C 0.5277(2) 0.10965(11) 0.18723(7) 0.0316(3) Uani 1 1 d . . . . .
H2 H 0.548902 0.058563 0.212448 0.038 Uiso 1 1 calc R U . . .
C3 C 0.4626(2) 0.09311(12) 0.13282(7) 0.0355(4) Uani 1 1 d . . . . .
H3 H 0.439449 0.029891 0.120778 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4309(2) 0.16801(13) 0.09574(7) 0.0380(4) Uani 1 1 d . . . . .
H4 H 0.386337 0.154777 0.058871 0.046 Uiso 1 1 calc R U . . .
C5 C 0.4630(2) 0.26121(13) 0.11149(7) 0.0350(4) Uani 1 1 d . . . . .
H5 H 0.440192 0.312032 0.086188 0.042 Uiso 1 1 calc R U . . .
C6 C 0.52988(19) 0.27786(11) 0.16572(6) 0.0289(3) Uani 1 1 d . . . . .
C7 C 0.62741(18) 0.24664(10) 0.25523(6) 0.0260(3) Uani 1 1 d . . . . .
C8 C 0.63144(18) 0.34586(11) 0.24518(6) 0.0273(3) Uani 1 1 d . . . . .
C9 C 0.68089(19) 0.21545(11) 0.30779(6) 0.0275(3) Uani 1 1 d . . . . .
H9 H 0.682077 0.149803 0.316746 0.033 Uiso 1 1 calc R U . . .
C10 C 0.73317(19) 0.28368(11) 0.34735(6) 0.0291(3) Uani 1 1 d . . . . .
C11 C 0.7316(2) 0.37966(11) 0.33240(7) 0.0330(3) Uani 1 1 d . . . . .
H11 H 0.768611 0.424452 0.360175 0.040 Uiso 1 1 calc R U . . .
C12 C 0.7893(2) 0.25911(12) 0.40538(7) 0.0322(3) Uani 1 1 d . . . . .
C13 C 0.8378(2) 0.13101(13) 0.46878(7) 0.0390(4) Uani 1 1 d . . . . .
H13A H 0.775665 0.069800 0.474899 0.047 Uiso 1 1 calc R U . . .
H13B H 0.793631 0.177316 0.496037 0.047 Uiso 1 1 calc R U . . .
C14 C 1.0398(2) 0.11825(13) 0.47795(8) 0.0428(4) Uani 1 1 d . . . . .
H14A H 1.084403 0.074380 0.450022 0.064 Uiso 1 1 calc R U . . .
H14B H 1.066315 0.092318 0.515239 0.064 Uiso 1 1 calc R U . . .
H14C H 1.100696 0.179715 0.474560 0.064 Uiso 1 1 calc R U . . .
C15 C 0.5657(2) 0.45679(12) 0.16546(7) 0.0371(4) Uani 1 1 d . . . . .
H15A H 0.560020 0.505714 0.194281 0.056 Uiso 1 1 calc R U . . .
H15B H 0.457209 0.461162 0.140316 0.056 Uiso 1 1 calc R U . . .
H15C H 0.675134 0.466272 0.144285 0.056 Uiso 1 1 calc R U . . .
O3 O 1.35934(15) 0.24801(8) 0.42188(5) 0.0404(3) Uani 1 1 d . . . . .
O4 O 1.31167(15) 0.40119(8) 0.39920(5) 0.0359(3) Uani 1 1 d . . . . .
N3 N 1.11968(17) 0.16133(9) 0.27022(6) 0.0331(3) Uani 1 1 d . . . . .
N4 N 1.02866(17) 0.21393(9) 0.17877(6) 0.0317(3) Uani 1 1 d . . . . .
C16 C 1.08176(19) 0.37283(11) 0.18738(6) 0.0289(3) Uani 1 1 d . . . . .
C17 C 1.0887(2) 0.46628(11) 0.16816(7) 0.0332(3) Uani 1 1 d . . . . .
H17 H 1.126875 0.516249 0.192489 0.040 Uiso 1 1 calc R U . . .
C18 C 1.0387(2) 0.48474(13) 0.11279(7) 0.0378(4) Uani 1 1 d . . . . .
H18 H 1.042853 0.547900 0.099122 0.045 Uiso 1 1 calc R U . . .
C19 C 0.9824(2) 0.41123(13) 0.07708(7) 0.0394(4) Uani 1 1 d . . . . .
H19 H 0.950657 0.425448 0.039275 0.047 Uiso 1 1 calc R U . . .
C20 C 0.9716(2) 0.31804(13) 0.09520(7) 0.0363(4) Uani 1 1 d . . . . .
H20 H 0.930936 0.268631 0.070809 0.044 Uiso 1 1 calc R U . . .
C21 C 1.02279(19) 0.29993(11) 0.15076(7) 0.0301(3) Uani 1 1 d . . . . .
C22 C 1.09426(19) 0.22950(11) 0.23227(6) 0.0285(3) Uani 1 1 d . . . . .
C23 C 1.12885(19) 0.32785(11) 0.23995(6) 0.0276(3) Uani 1 1 d . . . . .
C24 C 1.19824(19) 0.35665(10) 0.29174(6) 0.0272(3) Uani 1 1 d . . . . .
H24 H 1.224369 0.421482 0.299363 0.033 Uiso 1 1 calc R U . . .
C25 C 1.22828(19) 0.28713(11) 0.33220(7) 0.0291(3) Uani 1 1 d . . . . .
C26 C 1.1867(2) 0.19261(11) 0.31960(7) 0.0319(3) Uani 1 1 d . . . . .
H26 H 1.207457 0.147009 0.348268 0.038 Uiso 1 1 calc R U . . .
C27 C 1.30638(19) 0.30743(11) 0.38863(7) 0.0308(3) Uani 1 1 d . . . . .
C28 C 1.3770(2) 0.42898(13) 0.45455(7) 0.0394(4) Uani 1 1 d . . . . .
H28A H 1.418005 0.495852 0.453919 0.047 Uiso 1 1 calc R U . . .
H28B H 1.482818 0.389116 0.466295 0.047 Uiso 1 1 calc R U . . .
C29 C 1.2303(2) 0.41841(15) 0.49576(8) 0.0470(4) Uani 1 1 d . . . . .
H29A H 1.118004 0.448464 0.480936 0.071 Uiso 1 1 calc R U . . .
H29B H 1.269559 0.448992 0.530874 0.071 Uiso 1 1 calc R U . . .
H29C H 1.207856 0.350895 0.502324 0.071 Uiso 1 1 calc R U . . .
C30 C 0.9810(2) 0.12183(12) 0.15524(8) 0.0400(4) Uani 1 1 d . . . . .
H30A H 1.077608 0.100603 0.131330 0.060 Uiso 1 1 calc R U . . .
H30B H 0.865919 0.126850 0.133166 0.060 Uiso 1 1 calc R U . . .
H30C H 0.967246 0.075906 0.185354 0.060 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 C12 1.3488(19) . ?
O1 C13 1.4475(19) . ?
O2 C12 1.205(2) . ?
N1 C6 1.389(2) . ?
N1 C8 1.3697(19) . ?
N1 C15 1.4509(19) . ?
N2 C8 1.335(2) . ?
N2 C11 1.338(2) . ?
C1 C2 1.396(2) . ?
C1 C6 1.406(2) . ?
C1 C7 1.446(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(2) . ?
C7 C8 1.420(2) . ?
C7 C9 1.379(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(2) . ?
C10 C11 1.400(2) . ?
C10 C12 1.479(2) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.501(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
O3 C27 1.2101(19) . ?
O4 C27 1.3461(18) . ?
O4 C28 1.4484(19) . ?
N3 C22 1.333(2) . ?
N3 C26 1.340(2) . ?
N4 C21 1.387(2) . ?
N4 C22 1.371(2) . ?
N4 C30 1.4528(19) . ?
C16 C17 1.398(2) . ?
C16 C21 1.409(2) . ?
C16 C23 1.443(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.395(2) . ?
C22 C23 1.420(2) . ?
C23 C24 1.385(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.392(2) . ?
C25 C26 1.397(2) . ?
C25 C27 1.478(2) . ?
C26 H26 0.9500 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.503(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C12 O1 C13 116.62(13) . . ?
C6 N1 C15 126.45(14) . . ?
C8 N1 C6 108.28(12) . . ?
C8 N1 C15 125.19(14) . . ?
C8 N2 C11 114.06(13) . . ?
C2 C1 C6 120.03(14) . . ?
C2 C1 C7 133.76(14) . . ?
C6 C1 C7 106.20(13) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.30(15) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.96(16) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.46(15) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 121.2 . . ?
C4 C5 C6 117.68(16) . . ?
C6 C5 H5 121.2 . . ?
N1 C6 C1 109.69(13) . . ?
N1 C6 C5 128.75(15) . . ?
C5 C6 C1 121.55(15) . . ?
C8 C7 C1 106.26(13) . . ?
C9 C7 C1 136.16(14) . . ?
C9 C7 C8 117.58(14) . . ?
N1 C8 C7 109.57(13) . . ?
N2 C8 N1 124.06(14) . . ?
N2 C8 C7 126.37(14) . . ?
C7 C9 H9 121.2 . . ?
C7 C9 C10 117.64(14) . . ?
C10 C9 H9 121.2 . . ?
C9 C10 C11 119.51(15) . . ?
C9 C10 C12 122.61(14) . . ?
C11 C10 C12 117.87(14) . . ?
N2 C11 C10 124.84(15) . . ?
N2 C11 H11 117.6 . . ?
C10 C11 H11 117.6 . . ?
O1 C12 C10 111.20(13) . . ?
O2 C12 O1 123.71(15) . . ?
O2 C12 C10 125.08(16) . . ?
O1 C13 H13A 109.4 . . ?
O1 C13 H13B 109.4 . . ?
O1 C13 C14 111.04(14) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C27 O4 C28 116.40(13) . . ?
C22 N3 C26 113.86(13) . . ?
C21 N4 C30 126.17(14) . . ?
C22 N4 C21 108.54(12) . . ?
C22 N4 C30 125.24(14) . . ?
C17 C16 C21 119.70(15) . . ?
C17 C16 C23 133.88(15) . . ?
C21 C16 C23 106.40(13) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.77(16) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.56(16) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 119.0 . . ?
C20 C19 C18 121.94(16) . . ?
C20 C19 H19 119.0 . . ?
C19 C20 H20 121.4 . . ?
C19 C20 C21 117.20(16) . . ?
C21 C20 H20 121.4 . . ?
N4 C21 C16 109.38(14) . . ?
N4 C21 C20 128.79(15) . . ?
C20 C21 C16 121.82(15) . . ?
N3 C22 N4 124.04(14) . . ?
N3 C22 C23 126.59(14) . . ?
N4 C22 C23 109.37(14) . . ?
C22 C23 C16 106.29(13) . . ?
C24 C23 C16 136.34(14) . . ?
C24 C23 C22 117.36(14) . . ?
C23 C24 H24 121.2 . . ?
C23 C24 C25 117.57(14) . . ?
C25 C24 H24 121.2 . . ?
C24 C25 C26 119.58(15) . . ?
C24 C25 C27 123.28(14) . . ?
C26 C25 C27 117.13(14) . . ?
N3 C26 C25 125.04(15) . . ?
N3 C26 H26 117.5 . . ?
C25 C26 H26 117.5 . . ?
O3 C27 O4 123.31(15) . . ?
O3 C27 C25 124.96(15) . . ?
O4 C27 C25 111.74(13) . . ?
O4 C28 H28A 109.4 . . ?
O4 C28 H28B 109.4 . . ?
O4 C28 C29 111.22(13) . . ?
H28A C28 H28B 108.0 . . ?
C29 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N4 C30 H30A 109.5 . . ?
N4 C30 H30B 109.5 . . ?
N4 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C1 C2 C3 C4 -0.1(2) . . . . ?
C1 C7 C8 N1 -0.17(16) . . . . ?
C1 C7 C8 N2 178.93(13) . . . . ?
C1 C7 C9 C10 -178.21(15) . . . . ?
C2 C1 C6 N1 -179.91(13) . . . . ?
C2 C1 C6 C5 1.2(2) . . . . ?
C2 C1 C7 C8 179.71(15) . . . . ?
C2 C1 C7 C9 -1.4(3) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C3 C4 C5 C6 0.6(2) . . . . ?
C4 C5 C6 N1 -179.90(14) . . . . ?
C4 C5 C6 C1 -1.2(2) . . . . ?
C6 N1 C8 N2 -179.25(13) . . . . ?
C6 N1 C8 C7 -0.12(16) . . . . ?
C6 C1 C2 C3 -0.5(2) . . . . ?
C6 C1 C7 C8 0.39(15) . . . . ?
C6 C1 C7 C9 179.33(16) . . . . ?
C7 C1 C2 C3 -179.71(15) . . . . ?
C7 C1 C6 N1 -0.48(15) . . . . ?
C7 C1 C6 C5 -179.41(13) . . . . ?
C7 C9 C10 C11 -0.7(2) . . . . ?
C7 C9 C10 C12 178.62(13) . . . . ?
C8 N1 C6 C1 0.38(16) . . . . ?
C8 N1 C6 C5 179.22(15) . . . . ?
C8 N2 C11 C10 0.0(2) . . . . ?
C8 C7 C9 C10 0.6(2) . . . . ?
C9 C7 C8 N1 -179.34(12) . . . . ?
C9 C7 C8 N2 -0.2(2) . . . . ?
C9 C10 C11 N2 0.4(2) . . . . ?
C9 C10 C12 O1 3.6(2) . . . . ?
C9 C10 C12 O2 -175.38(15) . . . . ?
C11 N2 C8 N1 178.86(14) . . . . ?
C11 N2 C8 C7 -0.1(2) . . . . ?
C11 C10 C12 O1 -177.05(13) . . . . ?
C11 C10 C12 O2 4.0(2) . . . . ?
C12 O1 C13 C14 -89.27(18) . . . . ?
C12 C10 C11 N2 -178.99(14) . . . . ?
C13 O1 C12 O2 1.6(2) . . . . ?
C13 O1 C12 C10 -177.37(13) . . . . ?
C15 N1 C6 C1 177.37(13) . . . . ?
C15 N1 C6 C5 -3.8(2) . . . . ?
C15 N1 C8 N2 3.7(2) . . . . ?
C15 N1 C8 C7 -177.16(13) . . . . ?
N3 C22 C23 C16 179.68(14) . . . . ?
N3 C22 C23 C24 0.9(2) . . . . ?
N4 C22 C23 C16 -0.46(16) . . . . ?
N4 C22 C23 C24 -179.26(12) . . . . ?
C16 C17 C18 C19 0.1(2) . . . . ?
C16 C23 C24 C25 -178.45(15) . . . . ?
C17 C16 C21 N4 179.53(13) . . . . ?
C17 C16 C21 C20 0.4(2) . . . . ?
C17 C16 C23 C22 -178.49(16) . . . . ?
C17 C16 C23 C24 0.0(3) . . . . ?
C17 C18 C19 C20 0.9(2) . . . . ?
C18 C19 C20 C21 -1.2(2) . . . . ?
C19 C20 C21 N4 -178.39(14) . . . . ?
C19 C20 C21 C16 0.5(2) . . . . ?
C21 N4 C22 N3 -178.97(13) . . . . ?
C21 N4 C22 C23 1.16(16) . . . . ?
C21 C16 C17 C18 -0.7(2) . . . . ?
C21 C16 C23 C22 -0.39(15) . . . . ?
C21 C16 C23 C24 178.05(16) . . . . ?
C22 N3 C26 C25 0.0(2) . . . . ?
C22 N4 C21 C16 -1.43(16) . . . . ?
C22 N4 C21 C20 177.61(15) . . . . ?
C22 C23 C24 C25 -0.1(2) . . . . ?
C23 C16 C17 C18 177.18(15) . . . . ?
C23 C16 C21 N4 1.11(16) . . . . ?
C23 C16 C21 C20 -178.00(13) . . . . ?
C23 C24 C25 C26 -0.6(2) . . . . ?
C23 C24 C25 C27 178.26(13) . . . . ?
C24 C25 C26 N3 0.7(2) . . . . ?
C24 C25 C27 O3 -168.43(15) . . . . ?
C24 C25 C27 O4 11.8(2) . . . . ?
C26 N3 C22 N4 179.38(13) . . . . ?
C26 N3 C22 C23 -0.8(2) . . . . ?
C26 C25 C27 O3 10.4(2) . . . . ?
C26 C25 C27 O4 -169.38(12) . . . . ?
C27 O4 C28 C29 -79.71(18) . . . . ?
C27 C25 C26 N3 -178.20(14) . . . . ?
C28 O4 C27 O3 -3.0(2) . . . . ?
C28 O4 C27 C25 176.83(12) . . . . ?
C30 N4 C21 C16 -179.06(13) . . . . ?
C30 N4 C21 C20 0.0(2) . . . . ?
C30 N4 C22 N3 -1.3(2) . . . . ?
C30 N4 C22 C23 178.82(13) . . . . ?

_olex2_date_sample_data_collection 2022-11-01
_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 1.517
_oxdiff_exptl_absorpt_empirical_full_min 0.547
