# 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_ckf
_database_code_depnum_ccdc_archive 'CCDC 2072717'
loop_
_audit_author_name
_audit_author_address
'Zhi Zhou'
;Guangzhou Medical University
China
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-06-11 downloaded from the CCDC.
;
_audit_creation_date             2021-01-21
_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         'C18 H15 N O4'
_chemical_formula_sum            'C18 H15 N O4'
_chemical_formula_weight         309.31
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   10.0306(6)
_cell_length_b                   12.3755(8)
_cell_length_c                   13.4817(10)
_cell_angle_alpha                110.230(7)
_cell_angle_beta                 99.614(5)
_cell_angle_gamma                101.993(5)
_cell_volume                     1483.09(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3816
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      28.8280
_cell_measurement_theta_min      2.8280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50856
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10482
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.150
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(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 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  85.00   1.00    2.00    --   11.90  57.00   0.00   98
  2  ω     76.00 101.00   1.00    2.00    --   11.90 178.00-180.00   25
  3  ω    -13.00  77.00   1.00    2.00    --   11.90  77.00 120.00   90
  4  ω    -54.00  39.00   1.00    2.00    --   11.90 -57.00-150.00   93
;
_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      -0.0018726000
_diffrn_orient_matrix_UB_12      -0.0600374000
_diffrn_orient_matrix_UB_13      -0.0077636000
_diffrn_orient_matrix_UB_21      -0.0034260000
_diffrn_orient_matrix_UB_22      -0.0141418000
_diffrn_orient_matrix_UB_23      -0.0562072000
_diffrn_orient_matrix_UB_31      0.0747698000
_diffrn_orient_matrix_UB_32      0.0161768000
_diffrn_orient_matrix_UB_33      0.0123641000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3968
_reflns_number_total             5209
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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         0.262
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0045(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         5209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1192
_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:
 C10(H10A,H10B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), N2(H2A), C24(H24), C25(H25), C26(H26), C27(H27), C32(H32),
 C33(H33), C34(H34), C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_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 0.41767(12) 0.89246(11) 0.53031(9) 0.0302(3) Uani 1 1 d . . . . .
O2 O 0.46882(15) 0.98758(13) 0.75509(10) 0.0437(4) Uani 1 1 d . . . . .
O3 O 0.68267(14) 0.66944(12) 0.54707(10) 0.0367(3) Uani 1 1 d . . . . .
O4 O 0.56450(13) 0.56555(11) 0.36936(9) 0.0320(3) Uani 1 1 d . . . . .
N1 N 0.59336(15) 0.87636(14) 0.65831(11) 0.0312(4) Uani 1 1 d . . . . .
H1 H 0.668592 0.853730 0.665592 0.037 Uiso 1 1 calc R U . . .
C1 C 0.35325(18) 0.83157(16) 0.41859(14) 0.0276(4) Uani 1 1 d . . . . .
C2 C 0.25133(18) 0.86202(17) 0.36055(15) 0.0317(4) Uani 1 1 d . . . . .
H2 H 0.219052 0.927433 0.393350 0.038 Uiso 1 1 calc R U . . .
C3 C 0.20004(19) 0.78893(18) 0.25019(15) 0.0359(5) Uani 1 1 d . . . . .
H3 H 0.131299 0.805569 0.206990 0.043 Uiso 1 1 calc R U . . .
C4 C 0.2488(2) 0.69173(18) 0.20282(15) 0.0355(5) Uani 1 1 d . . . . .
H4 H 0.211210 0.644281 0.128545 0.043 Uiso 1 1 calc R U . . .
C5 C 0.35160(19) 0.66283(17) 0.26234(14) 0.0323(5) Uani 1 1 d . . . . .
H5 H 0.384042 0.597588 0.229343 0.039 Uiso 1 1 calc R U . . .
C6 C 0.40495(17) 0.73527(16) 0.37389(14) 0.0262(4) Uani 1 1 d . . . . .
C7 C 0.50777(18) 0.73682(16) 0.46425(14) 0.0266(4) Uani 1 1 d . . . . .
C8 C 0.50943(18) 0.83285(16) 0.55360(14) 0.0269(4) Uani 1 1 d . . . . .
C9 C 0.59395(19) 0.65678(17) 0.46688(14) 0.0283(4) Uani 1 1 d . . . . .
C10 C 0.6457(2) 0.48057(17) 0.36032(14) 0.0323(4) Uani 1 1 d . . . . .
H10A H 0.621709 0.434582 0.403541 0.039 Uiso 1 1 calc R U . . .
H10B H 0.745731 0.522879 0.387606 0.039 Uiso 1 1 calc R U . . .
C11 C 0.61286(17) 0.39792(17) 0.24204(14) 0.0281(4) Uani 1 1 d . . . . .
C12 C 0.58263(18) 0.43786(18) 0.15860(15) 0.0343(5) Uani 1 1 d . . . . .
H12 H 0.578246 0.516349 0.175668 0.041 Uiso 1 1 calc R U . . .
C13 C 0.5589(2) 0.3613(2) 0.04992(16) 0.0399(5) Uani 1 1 d . . . . .
H13 H 0.539430 0.388851 -0.005368 0.048 Uiso 1 1 calc R U . . .
C14 C 0.5642(2) 0.2451(2) 0.02404(16) 0.0398(5) Uani 1 1 d . . . . .
H14 H 0.548514 0.193895 -0.048691 0.048 Uiso 1 1 calc R U . . .
C15 C 0.59288(19) 0.20448(18) 0.10616(15) 0.0370(5) Uani 1 1 d . . . . .
H15 H 0.595655 0.125542 0.088706 0.044 Uiso 1 1 calc R U . . .
C16 C 0.61769(18) 0.28123(17) 0.21516(15) 0.0318(4) Uani 1 1 d . . . . .
H16 H 0.637671 0.253416 0.270198 0.038 Uiso 1 1 calc R U . . .
C17 C 0.5724(2) 0.95211(17) 0.75387(15) 0.0315(4) Uani 1 1 d . . . . .
C18 C 0.6880(2) 0.98306(19) 0.85400(15) 0.0403(5) Uani 1 1 d . . . . .
H18A H 0.776199 1.021458 0.845185 0.061 Uiso 1 1 calc R U . . .
H18B H 0.693974 0.910955 0.864079 0.061 Uiso 1 1 calc R U . . .
H18C H 0.667922 1.036587 0.916836 0.061 Uiso 1 1 calc R U . . .
O5 O 0.89481(12) 0.89072(11) 0.52424(10) 0.0321(3) Uani 1 1 d . . . . .
O6 O 0.94481(16) 0.98935(15) 0.74517(11) 0.0540(4) Uani 1 1 d . . . . .
O7 O 1.15383(14) 0.66670(12) 0.54374(10) 0.0377(3) Uani 1 1 d . . . . .
O8 O 1.05482(13) 0.57072(11) 0.36238(9) 0.0311(3) Uani 1 1 d . . . . .
N2 N 1.05353(16) 0.85930(14) 0.65275(11) 0.0339(4) Uani 1 1 d . . . . .
H2A H 1.117900 0.824805 0.662099 0.041 Uiso 1 1 calc R U . . .
C19 C 1.1362(2) 0.9545(2) 0.84950(15) 0.0458(6) Uani 1 1 d . . . . .
H19A H 1.231068 0.985667 0.847052 0.069 Uiso 1 1 calc R U . . .
H19B H 1.125803 0.878370 0.855722 0.069 Uiso 1 1 calc R U . . .
H19C H 1.116711 1.009775 0.911580 0.069 Uiso 1 1 calc R U . . .
C20 C 1.0352(2) 0.93827(18) 0.74689(15) 0.0355(5) Uani 1 1 d . . . . .
C21 C 0.98345(18) 0.82836(16) 0.54661(14) 0.0284(4) Uani 1 1 d . . . . .
C22 C 0.99257(18) 0.74027(16) 0.45562(14) 0.0278(4) Uani 1 1 d . . . . .
C23 C 0.90021(18) 0.74757(16) 0.36434(14) 0.0276(4) Uani 1 1 d . . . . .
C24 C 0.86206(19) 0.68749(17) 0.25035(14) 0.0321(5) Uani 1 1 d . . . . .
H24 H 0.899157 0.625903 0.216034 0.039 Uiso 1 1 calc R U . . .
C25 C 0.76670(19) 0.72318(18) 0.19024(15) 0.0350(5) Uani 1 1 d . . . . .
H25 H 0.740224 0.684734 0.114301 0.042 Uiso 1 1 calc R U . . .
C26 C 0.71001(19) 0.81416(18) 0.23999(15) 0.0355(5) Uani 1 1 d . . . . .
H26 H 0.645209 0.834392 0.196889 0.043 Uiso 1 1 calc R U . . .
C27 C 0.74764(19) 0.87576(17) 0.35253(15) 0.0334(5) Uani 1 1 d . . . . .
H27 H 0.710882 0.937616 0.386766 0.040 Uiso 1 1 calc R U . . .
C28 C 0.84277(18) 0.83974(16) 0.41050(14) 0.0276(4) Uani 1 1 d . . . . .
C29 C 1.07568(18) 0.65866(17) 0.46025(14) 0.0282(4) Uani 1 1 d . . . . .
C30 C 1.1286(2) 0.48108(17) 0.35938(14) 0.0316(4) Uani 1 1 d . . . . .
H30A H 1.093821 0.435539 0.400279 0.038 Uiso 1 1 calc R U . . .
H30B H 1.228924 0.519633 0.391965 0.038 Uiso 1 1 calc R U . . .
C31 C 1.10297(18) 0.39935(16) 0.24202(14) 0.0272(4) Uani 1 1 d . . . . .
C32 C 1.20876(19) 0.35191(17) 0.20759(15) 0.0338(5) Uani 1 1 d . . . . .
H32 H 1.294371 0.370278 0.257745 0.041 Uiso 1 1 calc R U . . .
C33 C 1.1880(2) 0.27728(18) 0.09898(15) 0.0372(5) Uani 1 1 d . . . . .
H33 H 1.259816 0.246266 0.076553 0.045 Uiso 1 1 calc R U . . .
C34 C 1.0611(2) 0.24898(18) 0.02419(15) 0.0369(5) Uani 1 1 d . . . . .
H34 H 1.047114 0.198986 -0.048672 0.044 Uiso 1 1 calc R U . . .
C35 C 0.9554(2) 0.29504(18) 0.05789(15) 0.0370(5) Uani 1 1 d . . . . .
H35 H 0.869662 0.275757 0.007569 0.044 Uiso 1 1 calc R U . . .
C36 C 0.97543(19) 0.36971(17) 0.16582(14) 0.0323(4) Uani 1 1 d . . . . .
H36 H 0.903123 0.400351 0.187653 0.039 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 C1 1.393(2) . ?
O1 C8 1.355(2) . ?
O2 C17 1.210(2) . ?
O3 C9 1.220(2) . ?
O4 C9 1.340(2) . ?
O4 C10 1.444(2) . ?
N1 H1 0.8600 . ?
N1 C8 1.371(2) . ?
N1 C17 1.386(2) . ?
C1 C2 1.377(2) . ?
C1 C6 1.384(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(2) . ?
C6 C7 1.450(2) . ?
C7 C8 1.363(2) . ?
C7 C9 1.449(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.501(2) . ?
C11 C12 1.391(3) . ?
C11 C16 1.376(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.390(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.373(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.392(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.500(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O5 C21 1.354(2) . ?
O5 C28 1.396(2) . ?
O6 C20 1.210(2) . ?
O7 C29 1.219(2) . ?
O8 C29 1.338(2) . ?
O8 C30 1.449(2) . ?
N2 H2A 0.8600 . ?
N2 C20 1.377(2) . ?
N2 C21 1.364(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 C20 1.496(3) . ?
C21 C22 1.362(2) . ?
C22 C23 1.453(2) . ?
C22 C29 1.447(3) . ?
C23 C24 1.399(2) . ?
C23 C28 1.386(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.390(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.383(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.384(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.374(2) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.497(2) . ?
C31 C32 1.386(3) . ?
C31 C36 1.390(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.387(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.379(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.374(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.381(2) . ?
C36 H36 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
C8 O1 C1 105.48(14) . . ?
C9 O4 C10 117.07(13) . . ?
C8 N1 H1 115.9 . . ?
C8 N1 C17 128.28(16) . . ?
C17 N1 H1 115.9 . . ?
C2 C1 O1 124.85(17) . . ?
C2 C1 C6 124.53(17) . . ?
C6 C1 O1 110.62(16) . . ?
C1 C2 H2 122.2 . . ?
C1 C2 C3 115.65(18) . . ?
C3 C2 H2 122.2 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.43(18) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 119.0 . . ?
C5 C4 C3 122.09(18) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 H5 121.2 . . ?
C4 C5 C6 117.52(18) . . ?
C6 C5 H5 121.2 . . ?
C1 C6 C5 118.77(17) . . ?
C1 C6 C7 105.47(15) . . ?
C5 C6 C7 135.75(17) . . ?
C8 C7 C6 105.64(16) . . ?
C8 C7 C9 124.05(16) . . ?
C9 C7 C6 130.31(16) . . ?
O1 C8 N1 118.53(16) . . ?
O1 C8 C7 112.80(15) . . ?
C7 C8 N1 128.62(17) . . ?
O3 C9 O4 123.43(17) . . ?
O3 C9 C7 125.02(17) . . ?
O4 C9 C7 111.55(15) . . ?
O4 C10 H10A 110.0 . . ?
O4 C10 H10B 110.0 . . ?
O4 C10 C11 108.56(14) . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
C12 C11 C10 121.45(17) . . ?
C16 C11 C10 119.56(16) . . ?
C16 C11 C12 118.94(17) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.46(19) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.11(19) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.80(18) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.21(19) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 120.47(18) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
O2 C17 N1 122.31(17) . . ?
O2 C17 C18 123.98(17) . . ?
N1 C17 C18 113.70(17) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 O5 C28 105.22(14) . . ?
C29 O8 C30 116.51(13) . . ?
C20 N2 H2A 115.6 . . ?
C21 N2 H2A 115.6 . . ?
C21 N2 C20 128.77(17) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
O6 C20 N2 122.12(18) . . ?
O6 C20 C19 123.83(18) . . ?
N2 C20 C19 114.05(17) . . ?
O5 C21 N2 119.05(16) . . ?
O5 C21 C22 113.40(15) . . ?
C22 C21 N2 127.54(17) . . ?
C21 C22 C23 105.18(16) . . ?
C21 C22 C29 123.00(16) . . ?
C29 C22 C23 131.77(16) . . ?
C24 C23 C22 135.83(17) . . ?
C28 C23 C22 105.69(15) . . ?
C28 C23 C24 118.47(17) . . ?
C23 C24 H24 121.2 . . ?
C25 C24 C23 117.57(18) . . ?
C25 C24 H24 121.2 . . ?
C24 C25 H25 119.0 . . ?
C26 C25 C24 121.96(18) . . ?
C26 C25 H25 119.0 . . ?
C25 C26 H26 119.3 . . ?
C25 C26 C27 121.41(19) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 H27 122.1 . . ?
C28 C27 C26 115.77(18) . . ?
C28 C27 H27 122.1 . . ?
C23 C28 O5 110.50(15) . . ?
C27 C28 O5 124.70(17) . . ?
C27 C28 C23 124.81(17) . . ?
O7 C29 O8 123.27(18) . . ?
O7 C29 C22 124.38(17) . . ?
O8 C29 C22 112.33(15) . . ?
O8 C30 H30A 110.1 . . ?
O8 C30 H30B 110.1 . . ?
O8 C30 C31 107.84(14) . . ?
H30A C30 H30B 108.5 . . ?
C31 C30 H30A 110.1 . . ?
C31 C30 H30B 110.1 . . ?
C32 C31 C30 119.56(16) . . ?
C32 C31 C36 118.70(16) . . ?
C36 C31 C30 121.74(16) . . ?
C31 C32 H32 119.7 . . ?
C31 C32 C33 120.55(17) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.12(18) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 120.2 . . ?
C35 C34 C33 119.64(17) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.58(18) . . ?
C36 C35 H35 119.7 . . ?
C31 C36 H36 119.8 . . ?
C35 C36 C31 120.41(17) . . ?
C35 C36 H36 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -179.42(15) . . . . ?
O1 C1 C6 C5 179.52(14) . . . . ?
O1 C1 C6 C7 0.17(18) . . . . ?
O4 C10 C11 C12 33.5(2) . . . . ?
O4 C10 C11 C16 -148.94(15) . . . . ?
C1 O1 C8 N1 177.23(14) . . . . ?
C1 O1 C8 C7 -0.43(18) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C1 C6 C7 C8 -0.41(17) . . . . ?
C1 C6 C7 C9 179.04(17) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C2 C1 C6 C7 -179.29(16) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 -0.3(2) . . . . ?
C4 C5 C6 C7 178.79(18) . . . . ?
C5 C6 C7 C8 -179.59(18) . . . . ?
C5 C6 C7 C9 -0.1(3) . . . . ?
C6 C1 C2 C3 0.0(2) . . . . ?
C6 C7 C8 O1 0.53(19) . . . . ?
C6 C7 C8 N1 -176.83(16) . . . . ?
C6 C7 C9 O3 176.47(16) . . . . ?
C6 C7 C9 O4 -3.5(2) . . . . ?
C8 O1 C1 C2 179.60(16) . . . . ?
C8 O1 C1 C6 0.14(17) . . . . ?
C8 N1 C17 O2 2.1(3) . . . . ?
C8 N1 C17 C18 -178.97(16) . . . . ?
C8 C7 C9 O3 -4.2(3) . . . . ?
C8 C7 C9 O4 175.83(15) . . . . ?
C9 O4 C10 C11 -171.29(14) . . . . ?
C9 C7 C8 O1 -178.97(14) . . . . ?
C9 C7 C8 N1 3.7(3) . . . . ?
C10 O4 C9 O3 -1.4(2) . . . . ?
C10 O4 C9 C7 178.60(14) . . . . ?
C10 C11 C12 C13 177.02(16) . . . . ?
C10 C11 C16 C15 -177.53(16) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C12 C11 C16 C15 0.1(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C13 C14 C15 C16 -0.6(3) . . . . ?
C14 C15 C16 C11 0.5(3) . . . . ?
C16 C11 C12 C13 -0.6(3) . . . . ?
C17 N1 C8 O1 21.1(3) . . . . ?
C17 N1 C8 C7 -161.63(18) . . . . ?
O5 C21 C22 C23 0.54(19) . . . . ?
O5 C21 C22 C29 -176.98(14) . . . . ?
O8 C30 C31 C32 145.16(16) . . . . ?
O8 C30 C31 C36 -34.6(2) . . . . ?
N2 C21 C22 C23 -178.37(16) . . . . ?
N2 C21 C22 C29 4.1(3) . . . . ?
C20 N2 C21 O5 9.1(3) . . . . ?
C20 N2 C21 C22 -172.04(18) . . . . ?
C21 O5 C28 C23 -0.34(18) . . . . ?
C21 O5 C28 C27 179.51(16) . . . . ?
C21 N2 C20 O6 2.7(3) . . . . ?
C21 N2 C20 C19 -177.24(17) . . . . ?
C21 C22 C23 C24 178.50(19) . . . . ?
C21 C22 C23 C28 -0.71(18) . . . . ?
C21 C22 C29 O7 -6.4(3) . . . . ?
C21 C22 C29 O8 172.15(15) . . . . ?
C22 C23 C24 C25 179.97(18) . . . . ?
C22 C23 C28 O5 0.65(18) . . . . ?
C22 C23 C28 C27 -179.19(16) . . . . ?
C23 C22 C29 O7 176.85(17) . . . . ?
C23 C22 C29 O8 -4.6(3) . . . . ?
C23 C24 C25 C26 -0.3(3) . . . . ?
C24 C23 C28 O5 -178.72(14) . . . . ?
C24 C23 C28 C27 1.4(3) . . . . ?
C24 C25 C26 C27 1.1(3) . . . . ?
C25 C26 C27 C28 -0.7(3) . . . . ?
C26 C27 C28 O5 179.54(15) . . . . ?
C26 C27 C28 C23 -0.6(3) . . . . ?
C28 O5 C21 N2 178.87(14) . . . . ?
C28 O5 C21 C22 -0.15(19) . . . . ?
C28 C23 C24 C25 -0.9(2) . . . . ?
C29 O8 C30 C31 -174.23(14) . . . . ?
C29 C22 C23 C24 -4.3(3) . . . . ?
C29 C22 C23 C28 176.51(17) . . . . ?
C30 O8 C29 O7 1.2(2) . . . . ?
C30 O8 C29 C22 -177.29(14) . . . . ?
C30 C31 C32 C33 -179.15(16) . . . . ?
C30 C31 C36 C35 179.34(17) . . . . ?
C31 C32 C33 C34 -0.4(3) . . . . ?
C32 C31 C36 C35 -0.4(3) . . . . ?
C32 C33 C34 C35 0.0(3) . . . . ?
C33 C34 C35 C36 0.2(3) . . . . ?
C34 C35 C36 C31 0.0(3) . . . . ?
C36 C31 C32 C33 0.6(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 2.083
_oxdiff_exptl_absorpt_empirical_full_min 0.464
