# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_202405181
_database_code_depnum_ccdc_archive 'CCDC 2360825'
loop_
_audit_author_name
_audit_author_address
'Liwen Shen'
;Zunyi Normal College
China
;
_audit_update_record             
;
2024-06-05 deposited with the CCDC.	2024-09-04 downloaded from the CCDC.
;
_audit_creation_date             2024-05-25
_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         'C26 H28 N2 O6'
_chemical_formula_sum            'C26 H28 N2 O6'
_chemical_formula_weight         464.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N3O1
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.2639(3)
_cell_length_b                   23.4915(6)
_cell_length_c                   13.1699(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.953(3)
_cell_angle_gamma                90
_cell_volume                     2458.23(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3957
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9840
_cell_measurement_theta_min      3.7540
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.904
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
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    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9520
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.070
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_min         3.763
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  33.00   1.00    1.10    --  -33.50  57.00   0.00   31
  2  ω    -73.00 -35.00   1.00    1.10    --  -33.50 178.00-120.00   38
  3  ω    -41.00 -11.00   1.00    1.10    --  -33.50 -37.00-150.00   30
  4  ω    -99.00 -73.00   1.00    1.10    --  -33.50 -37.00-150.00   26
  5  ω     61.00  87.00   1.00    1.10    --   36.47 178.00 -90.00   26
  6  ω    -10.00  46.00   1.00    1.10    --   36.47 -77.00 -90.00   56
  7  ω     64.00  90.00   1.00    1.10    --   36.47  57.00  30.00   26
  8  ω     63.00 103.00   1.00    1.10    --   36.47  57.00 150.00   40
  9  ω     27.00  53.00   1.00    1.10    --   36.47  57.00 150.00   26
 10  ω    -35.00  57.00   1.00    1.10    --   36.47 -19.00  30.00   92
 11  ω     19.00  52.00   1.00    1.10    --   36.47  57.00  30.00   33
 12  ω     44.00 125.00   1.00    5.50    --  108.00 -61.00  60.00   81
 13  ω     83.00 170.00   1.00    5.50    --  108.00  30.00 -60.00   87
 14  ω    103.00 158.00   1.00    5.50    --  108.00  77.00 150.00   55
 15  ω     86.00 128.00   1.00    5.50    --  108.00 -45.00 -60.00   42
 16  ω     40.00  65.00   1.00    5.50    --  108.00 -45.00 -60.00   25
 17  ω     40.00  98.00   1.00    5.50    --  108.00-111.00 -30.00   58
 18  ω    121.00 152.00   1.00    5.50    --  108.00 111.00 150.00   31
 19  ω     44.00 101.00   1.00    5.50    --  108.00 -77.00  30.00   57
 20  ω     62.00 136.00   1.00    5.50    --  108.00 178.00 -30.00   74
;
_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      -0.1831588000
_diffrn_orient_matrix_UB_12      0.0093898000
_diffrn_orient_matrix_UB_13      0.0030278000
_diffrn_orient_matrix_UB_21      0.0327779000
_diffrn_orient_matrix_UB_22      -0.0366823000
_diffrn_orient_matrix_UB_23      0.1006263000
_diffrn_orient_matrix_UB_31      0.0545529000
_diffrn_orient_matrix_UB_32      0.0535017000
_diffrn_orient_matrix_UB_33      0.0683796000
_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                3455
_reflns_number_total             4370
_reflns_odcompleteness_completeness 99.54
_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 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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         0.483
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4370
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0585
_refine_ls_restrained_S_all      1.061
_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)+(0.0933P)²+0.4004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1695
_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. Restrained distances
 C11-C12
 1.54 with sigma of 0.02
 O2-C11
 1.43 with sigma of 0.02
 O2-C11A
 1.43 with sigma of 0.02
 C11A-C12A
 1.54 with sigma of 0.02
3. Rigid bond restraints
 O2, C9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(C9) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C11) = Uanis(C11A)
Uanis(C12) = Uanis(C12A)
5. Others
 Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C7(H7)
6.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C11A(H11C,H11D)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C22(H22), C23(H23), C24(H24), C25(H25)
6.d X=CH2 refined with riding coordinates:
 C10(H10A,H10B)
6.e Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C12A(H12D,H12E,H12F), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C17(H17A,H17B,H17C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_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 0.3192(3) 0.17477(10) 0.9575(2) 0.0966(8) Uani 1 1 d . . . . .
O2 O 0.2891(3) 0.25922(9) 1.02625(16) 0.0718(5) Uani 1 1 d D U . . .
O3 O -0.0520(2) 0.48824(7) 0.72396(14) 0.0560(4) Uani 1 1 d . . . . .
O4 O -0.1725(2) 0.47870(6) 0.85839(12) 0.0505(4) Uani 1 1 d . . . . .
O5 O 0.0315(2) 0.31888(6) 0.73373(12) 0.0461(4) Uani 1 1 d . . . . .
O6 O 0.2811(2) 0.41590(8) 0.79888(14) 0.0596(5) Uani 1 1 d . . . . .
N1 N -0.0898(2) 0.40129(7) 0.78654(13) 0.0402(4) Uani 1 1 d . . . . .
N2 N 0.1716(2) 0.41881(8) 0.61800(15) 0.0478(4) Uani 1 1 d . . . . .
C1 C -0.1418(3) 0.27476(10) 0.9385(2) 0.0552(6) Uani 1 1 d . . . . .
H1 H -0.0835 0.2414 0.9628 0.066 Uiso 1 1 calc R . . . .
C2 C -0.2929(4) 0.28516(12) 0.9594(3) 0.0694(8) Uani 1 1 d . . . . .
H2 H -0.3348 0.2594 0.9995 0.083 Uiso 1 1 calc R . . . .
C3 C -0.3825(3) 0.33363(12) 0.9210(3) 0.0667(7) Uani 1 1 d . . . . .
H3 H -0.4856 0.3402 0.9345 0.080 Uiso 1 1 calc R . . . .
C4 C -0.3205(3) 0.37279(10) 0.86238(19) 0.0492(5) Uani 1 1 d . . . . .
H4 H -0.3826 0.4050 0.8350 0.059 Uiso 1 1 calc R . . . .
C5 C -0.1646(3) 0.36317(9) 0.84517(15) 0.0392(4) Uani 1 1 d . . . . .
C6 C -0.0756(3) 0.31352(9) 0.88188(16) 0.0404(4) Uani 1 1 d . . . . .
C7 C 0.0800(3) 0.30470(9) 0.84524(17) 0.0437(5) Uani 1 1 d . . . . .
H7 H 0.1710 0.3297 0.8841 0.052 Uiso 1 1 calc R . . . .
C8 C 0.1392(3) 0.24340(10) 0.8521(2) 0.0550(6) Uani 1 1 d . . . . .
C9 C 0.2576(3) 0.22145(11) 0.9486(2) 0.0614(6) Uani 1 1 d . U . . .
C10 C 0.0828(5) 0.20673(12) 0.7745(3) 0.0871(10) Uani 1 1 d . . . . .
H10A H 0.1183 0.1690 0.7826 0.104 Uiso 1 1 calc R . . . .
H10B H 0.0076 0.2186 0.7118 0.104 Uiso 1 1 calc R . . . .
C11 C 0.369(2) 0.2625(11) 1.1457(12) 0.0743(12) Uani 0.174(8) 1 d D . P A 1
H11A H 0.3491 0.2267 1.1769 0.089 Uiso 0.174(8) 1 calc R . P A 1
H11B H 0.3116 0.2920 1.1742 0.089 Uiso 0.174(8) 1 calc R . P A 1
C11A C 0.3965(6) 0.2372(2) 1.1261(3) 0.0743(12) Uani 0.826(8) 1 d D . P A 2
H11C H 0.4807 0.2116 1.1133 0.089 Uiso 0.826(8) 1 calc R . P A 2
H11D H 0.3298 0.2168 1.1644 0.089 Uiso 0.826(8) 1 calc R . P A 2
C12 C 0.560(3) 0.2750(14) 1.180(2) 0.0946(16) Uani 0.174(8) 1 d D . P A 1
H12A H 0.6169 0.2492 1.1454 0.142 Uiso 0.174(8) 1 calc GR . P A 1
H12B H 0.6022 0.2702 1.2554 0.142 Uiso 0.174(8) 1 calc GR . P A 1
H12C H 0.5796 0.3134 1.1618 0.142 Uiso 0.174(8) 1 calc GR . P A 1
C12A C 0.4775(9) 0.2873(2) 1.1870(4) 0.0946(16) Uani 0.826(8) 1 d D . P A 2
H12D H 0.5368 0.3085 1.1462 0.142 Uiso 0.826(8) 1 calc GR . P A 2
H12E H 0.5552 0.2749 1.2516 0.142 Uiso 0.826(8) 1 calc GR . P A 2
H12F H 0.3930 0.3111 1.2028 0.142 Uiso 0.826(8) 1 calc GR . P A 2
C13 C -0.1031(3) 0.45988(9) 0.78516(15) 0.0417(5) Uani 1 1 d . . . . .
C14 C -0.2185(3) 0.53961(10) 0.86149(19) 0.0546(6) Uani 1 1 d . . . . .
C15 C -0.3022(6) 0.53995(16) 0.9503(3) 0.1024(13) Uani 1 1 d . . . . .
H15A H -0.4033 0.5176 0.9304 0.154 Uiso 1 1 calc GR . . . .
H15B H -0.3296 0.5784 0.9642 0.154 Uiso 1 1 calc GR . . . .
H15C H -0.2268 0.5241 1.0128 0.154 Uiso 1 1 calc GR . . . .
C16 C -0.0610(5) 0.57550(12) 0.8899(2) 0.0772(9) Uani 1 1 d . . . . .
H16A H 0.0185 0.5595 0.9504 0.116 Uiso 1 1 calc GR . . . .
H16B H -0.0886 0.6136 0.9057 0.116 Uiso 1 1 calc GR . . . .
H16C H -0.0126 0.5763 0.8314 0.116 Uiso 1 1 calc GR . . . .
C17 C -0.3365(4) 0.55674(13) 0.7569(2) 0.0754(8) Uani 1 1 d . . . . .
H17A H -0.2782 0.5551 0.7031 0.113 Uiso 1 1 calc GR . . . .
H17B H -0.3756 0.5949 0.7617 0.113 Uiso 1 1 calc GR . . . .
H17C H -0.4308 0.5312 0.7391 0.113 Uiso 1 1 calc GR . . . .
C18 C 0.1685(3) 0.40787(9) 0.71921(17) 0.0444(5) Uani 1 1 d . . . . .
C19 C -0.0022(3) 0.37732(9) 0.71258(16) 0.0398(4) Uani 1 1 d . . . . .
C20 C -0.0938(3) 0.38293(9) 0.59737(16) 0.0407(4) Uani 1 1 d . . . . .
C21 C 0.0157(3) 0.40676(9) 0.54581(17) 0.0443(5) Uani 1 1 d . . . . .
C22 C -0.0342(4) 0.41668(11) 0.43857(19) 0.0578(6) Uani 1 1 d . . . . .
H22 H 0.0386 0.4329 0.4040 0.069 Uiso 1 1 calc R . . . .
C23 C -0.1980(4) 0.40154(12) 0.3839(2) 0.0654(7) Uani 1 1 d . . . . .
H23 H -0.2343 0.4071 0.3112 0.078 Uiso 1 1 calc R . . . .
C24 C -0.3077(3) 0.37846(12) 0.4351(2) 0.0619(7) Uani 1 1 d . . . . .
H24 H -0.4168 0.3691 0.3970 0.074 Uiso 1 1 calc R . . . .
C25 C -0.2555(3) 0.36926(10) 0.54347(18) 0.0492(5) Uani 1 1 d . . . . .
H25 H -0.3290 0.3541 0.5786 0.059 Uiso 1 1 calc R . . . .
C26 C 0.3118(4) 0.44507(12) 0.5899(2) 0.0645(7) Uani 1 1 d . . . . .
H26A H 0.3440 0.4218 0.5387 0.097 Uiso 1 1 calc GR . . . .
H26B H 0.4051 0.4487 0.6518 0.097 Uiso 1 1 calc GR . . . .
H26C H 0.2792 0.4821 0.5605 0.097 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.201(3) . ?
O2 C9 1.324(4) . ?
O2 C11 1.532(15) . ?
O2 C11A 1.464(4) . ?
O3 C13 1.208(3) . ?
O4 C13 1.326(3) . ?
O4 C14 1.484(2) . ?
O5 C7 1.451(3) . ?
O5 C19 1.413(2) . ?
O6 C18 1.211(3) . ?
N1 C5 1.429(3) . ?
N1 C13 1.380(3) . ?
N1 C19 1.475(3) . ?
N2 C18 1.365(3) . ?
N2 C21 1.404(3) . ?
N2 C26 1.448(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.372(4) . ?
C1 C6 1.382(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(3) . ?
C5 C6 1.393(3) . ?
C6 C7 1.507(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.516(3) . ?
C8 C9 1.468(4) . ?
C8 C10 1.320(4) . ?
C10 H10A 0.9300 . ?
C10 H10B 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.548(19) . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C11A C12A 1.476(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12A H12D 0.9600 . ?
C12A H12E 0.9600 . ?
C12A H12F 0.9600 . ?
C14 C15 1.514(4) . ?
C14 C16 1.509(4) . ?
C14 C17 1.507(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.564(3) . ?
C19 C20 1.504(3) . ?
C20 C21 1.390(3) . ?
C20 C25 1.368(3) . ?
C21 C22 1.378(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.393(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.390(3) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O2 C11 139.9(10) . . ?
C9 O2 C11A 113.5(3) . . ?
C13 O4 C14 120.45(17) . . ?
C19 O5 C7 114.04(15) . . ?
C5 N1 C19 118.74(16) . . ?
C13 N1 C5 125.94(17) . . ?
C13 N1 C19 115.08(16) . . ?
C18 N2 C21 111.32(18) . . ?
C18 N2 C26 124.1(2) . . ?
C21 N2 C26 124.2(2) . . ?
C2 C1 H1 119.7 . . ?
C2 C1 C6 120.5(2) . . ?
C6 C1 H1 119.7 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 N1 123.06(19) . . ?
C4 C5 C6 120.4(2) . . ?
C6 C5 N1 116.54(18) . . ?
C1 C6 C5 119.3(2) . . ?
C1 C6 C7 125.6(2) . . ?
C5 C6 C7 114.81(18) . . ?
O5 C7 C6 105.66(16) . . ?
O5 C7 H7 110.5 . . ?
O5 C7 C8 105.89(18) . . ?
C6 C7 H7 110.5 . . ?
C6 C7 C8 113.66(19) . . ?
C8 C7 H7 110.5 . . ?
C9 C8 C7 120.9(2) . . ?
C10 C8 C7 122.3(3) . . ?
C10 C8 C9 116.8(2) . . ?
O1 C9 O2 123.3(3) . . ?
O1 C9 C8 124.7(3) . . ?
O2 C9 C8 112.1(2) . . ?
C8 C10 H10A 120.0 . . ?
C8 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?
O2 C11 H11A 108.4 . . ?
O2 C11 H11B 108.4 . . ?
O2 C11 C12 115.3(16) . . ?
H11A C11 H11B 107.5 . . ?
C12 C11 H11A 108.4 . . ?
C12 C11 H11B 108.4 . . ?
O2 C11A H11C 110.5 . . ?
O2 C11A H11D 110.5 . . ?
O2 C11A C12A 106.2(4) . . ?
H11C C11A H11D 108.7 . . ?
C12A C11A H11C 110.5 . . ?
C12A C11A H11D 110.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11A C12A H12D 109.5 . . ?
C11A C12A H12E 109.5 . . ?
C11A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
O3 C13 O4 127.00(19) . . ?
O3 C13 N1 121.16(19) . . ?
O4 C13 N1 111.83(17) . . ?
O4 C14 C15 101.6(2) . . ?
O4 C14 C16 109.6(2) . . ?
O4 C14 C17 109.8(2) . . ?
C16 C14 C15 110.6(3) . . ?
C17 C14 C15 112.8(3) . . ?
C17 C14 C16 112.0(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O6 C18 N2 126.9(2) . . ?
O6 C18 C19 125.9(2) . . ?
N2 C18 C19 106.90(18) . . ?
O5 C19 N1 110.29(16) . . ?
O5 C19 C18 107.98(16) . . ?
O5 C19 C20 107.55(16) . . ?
N1 C19 C18 112.73(17) . . ?
N1 C19 C20 115.50(17) . . ?
C20 C19 C18 102.25(16) . . ?
C21 C20 C19 108.28(18) . . ?
C25 C20 C19 130.7(2) . . ?
C25 C20 C21 121.0(2) . . ?
C20 C21 N2 110.48(19) . . ?
C22 C21 N2 128.4(2) . . ?
C22 C21 C20 121.1(2) . . ?
C21 C22 H22 121.3 . . ?
C21 C22 C23 117.5(2) . . ?
C23 C22 H22 121.3 . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.5(2) . . ?
C24 C23 H23 119.2 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.2(2) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 C24 118.7(2) . . ?
C20 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O5 C7 C8 C9 155.2(2) . . . . ?
O5 C7 C8 C10 -27.6(3) . . . . ?
O5 C19 C20 C21 -107.57(19) . . . . ?
O5 C19 C20 C25 73.1(3) . . . . ?
O6 C18 C19 O5 -70.0(3) . . . . ?
O6 C18 C19 N1 52.1(3) . . . . ?
O6 C18 C19 C20 176.8(2) . . . . ?
N1 C5 C6 C1 -179.6(2) . . . . ?
N1 C5 C6 C7 -5.5(3) . . . . ?
N1 C19 C20 C21 128.80(19) . . . . ?
N1 C19 C20 C25 -50.6(3) . . . . ?
N2 C18 C19 O5 104.65(19) . . . . ?
N2 C18 C19 N1 -133.26(18) . . . . ?
N2 C18 C19 C20 -8.6(2) . . . . ?
N2 C21 C22 C23 -179.0(2) . . . . ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C1 C6 C7 O5 129.7(2) . . . . ?
C1 C6 C7 C8 14.1(3) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
C2 C1 C6 C7 -173.9(3) . . . . ?
C2 C3 C4 C5 -1.6(4) . . . . ?
C3 C4 C5 N1 -179.5(2) . . . . ?
C3 C4 C5 C6 3.1(4) . . . . ?
C4 C5 C6 C1 -2.0(3) . . . . ?
C4 C5 C6 C7 172.0(2) . . . . ?
C5 N1 C13 O3 -171.3(2) . . . . ?
C5 N1 C13 O4 10.1(3) . . . . ?
C5 N1 C19 O5 -16.0(2) . . . . ?
C5 N1 C19 C18 -136.76(18) . . . . ?
C5 N1 C19 C20 106.2(2) . . . . ?
C5 C6 C7 O5 -43.9(2) . . . . ?
C5 C6 C7 C8 -159.6(2) . . . . ?
C6 C1 C2 C3 2.0(5) . . . . ?
C6 C7 C8 C9 -89.2(3) . . . . ?
C6 C7 C8 C10 88.0(3) . . . . ?
C7 O5 C19 N1 -38.2(2) . . . . ?
C7 O5 C19 C18 85.33(19) . . . . ?
C7 O5 C19 C20 -165.00(16) . . . . ?
C7 C8 C9 O1 -174.5(3) . . . . ?
C7 C8 C9 O2 5.8(3) . . . . ?
C9 O2 C11 C12 90(2) . . . . ?
C9 O2 C11A C12A 156.1(4) . . . . ?
C10 C8 C9 O1 8.1(4) . . . . ?
C10 C8 C9 O2 -171.6(3) . . . . ?
C11 O2 C9 O1 -13.3(13) . . . . ?
C11 O2 C9 C8 166.4(13) . . . . ?
C11A O2 C9 O1 -4.2(4) . . . . ?
C11A O2 C9 C8 175.6(3) . . . . ?
C13 O4 C14 C15 176.2(3) . . . . ?
C13 O4 C14 C16 -66.8(3) . . . . ?
C13 O4 C14 C17 56.6(3) . . . . ?
C13 N1 C5 C4 35.1(3) . . . . ?
C13 N1 C5 C6 -147.4(2) . . . . ?
C13 N1 C19 O5 169.32(17) . . . . ?
C13 N1 C19 C18 48.5(2) . . . . ?
C13 N1 C19 C20 -68.5(2) . . . . ?
C14 O4 C13 O3 9.4(4) . . . . ?
C14 O4 C13 N1 -172.11(18) . . . . ?
C18 N2 C21 C20 -4.6(3) . . . . ?
C18 N2 C21 C22 174.1(2) . . . . ?
C18 C19 C20 C21 6.0(2) . . . . ?
C18 C19 C20 C25 -173.4(2) . . . . ?
C19 O5 C7 C6 68.7(2) . . . . ?
C19 O5 C7 C8 -170.47(18) . . . . ?
C19 N1 C5 C4 -138.9(2) . . . . ?
C19 N1 C5 C6 38.6(3) . . . . ?
C19 N1 C13 O3 2.9(3) . . . . ?
C19 N1 C13 O4 -175.66(17) . . . . ?
C19 C20 C21 N2 -1.5(2) . . . . ?
C19 C20 C21 C22 179.7(2) . . . . ?
C19 C20 C25 C24 -179.3(2) . . . . ?
C20 C21 C22 C23 -0.4(4) . . . . ?
C21 N2 C18 O6 -177.1(2) . . . . ?
C21 N2 C18 C19 8.3(2) . . . . ?
C21 C20 C25 C24 1.5(3) . . . . ?
C21 C22 C23 C24 1.2(4) . . . . ?
C22 C23 C24 C25 -0.6(4) . . . . ?
C23 C24 C25 C20 -0.7(4) . . . . ?
C25 C20 C21 N2 177.9(2) . . . . ?
C25 C20 C21 C22 -0.9(3) . . . . ?
C26 N2 C18 O6 -3.2(4) . . . . ?
C26 N2 C18 C19 -177.7(2) . . . . ?
C26 N2 C21 C20 -178.5(2) . . . . ?
C26 N2 C21 C22 0.2(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 1.186
_oxdiff_exptl_absorpt_empirical_full_min 0.924
