# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_202311315
_database_code_depnum_ccdc_archive 'CCDC 2310471'
loop_
_audit_author_name
_audit_author_address
'Shikun Jia'
;Zhengzhou University
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2025-05-08 downloaded from the CCDC.
;
_audit_creation_date             2023-11-23
_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         'C32 H33 N3 O6'
_chemical_formula_sum            'C32 H33 N3 O6'
_chemical_formula_weight         555.61
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.75449(18)
_cell_length_b                   16.6482(4)
_cell_length_c                   19.5357(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2847.27(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4831
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.0040
_cell_measurement_theta_min      3.4750
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.891
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.81a (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    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.16
_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  0.0387
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11643
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.539
_diffrn_reflns_theta_min         3.488
_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 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  36.00   1.00    2.00    --  -33.50  77.00 150.00   95
  2  ω    -61.00 -36.00   1.00    2.00    --  -33.50 178.00 -30.00   25
  3  ω    -88.00 -39.00   1.00    2.00    --  -33.50 -57.00-150.00   49
  4  ω     73.00 105.00   1.00    2.00    --   36.47-161.00  34.00   32
  5  ω     62.00 104.00   1.00   11.00    --  108.00 -94.00-120.00   42
  6  ω    121.00 168.00   1.00   11.00    --  108.00  77.00 -90.00   47
  7  ω     38.00  88.00   1.00   11.00    --  108.00 -94.00-180.00   50
  8  ω     41.00  88.00   1.00   11.00    --  108.00-111.00  90.00   47
  9  ω     85.00 175.00   1.00   11.00    --  108.00  30.00  90.00   90
 10  ω     93.00 134.00   1.00   11.00    --  108.00 -30.00  90.00   41
 11  ω   -100.00 -60.00   1.00    4.00    --  -33.50 -57.00  90.00   40
 12  ω     65.00 109.00   1.00    4.00    --   36.47 178.00 120.00   44
 13  ω     61.00  86.00   1.00    4.00    --   36.47 178.00 -60.00   25
 14  ω    121.00 173.00   1.00   11.00    --  108.00  77.00 -30.00   52
 15  ω     54.00 119.00   1.00   11.00    --  108.00 -30.00-150.00   65
 16  ω    111.00 137.00   1.00   11.00    --  108.00  77.00-180.00   26
 17  ω    152.00 177.00   1.00   11.00    --  108.00  77.00-180.00   25
 18  ω     89.00 121.00   1.00   11.00    --  108.00 -77.00-150.00   32
 19  ω     44.00  70.00   1.00   11.00    --  108.00 -77.00-150.00   26
 20  ω   -100.00 -51.00   1.00    4.00    --  -33.50 -57.00  90.00   49
 21  ω     80.00 105.00   1.00    4.00    --   36.47  57.00-150.00   25
;
_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      0.0097041000
_diffrn_orient_matrix_UB_12      0.0703408000
_diffrn_orient_matrix_UB_13      0.0511000000
_diffrn_orient_matrix_UB_21      -0.0403271000
_diffrn_orient_matrix_UB_22      -0.0575771000
_diffrn_orient_matrix_UB_23      0.0590071000
_diffrn_orient_matrix_UB_31      0.1709732000
_diffrn_orient_matrix_UB_32      -0.0175543000
_diffrn_orient_matrix_UB_33      0.0110736000
_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         0.744
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.963
_reflns_number_gt                4576
_reflns_number_total             5327
_reflns_odcompleteness_completeness 99.93
_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 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 1584 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5327
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      1.045
_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)+(0.0895P)²+0.5206P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.1723
_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. Rigid bond restraints
 C28, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C28) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C11(H11)
4.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C26(H26A,H26B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C28(H28), C32(H32), C31(H31), C30(H30), C29(H29)
4.d Fitted hexagon refined as free rotating group:
 C28(C27,C32,C31,C30,C29)
4.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.6659(5) 0.2568(3) 0.6260(2) 0.0515(10) Uani 1 1 d . . . . .
H1 H 0.6281 0.2473 0.6698 0.062 Uiso 1 1 calc R . . . .
C2 C 0.7527(7) 0.1996(3) 0.5928(3) 0.0695(14) Uani 1 1 d . . . . .
H2 H 0.7727 0.1511 0.6147 0.083 Uiso 1 1 calc R . . . .
C3 C 0.8110(6) 0.2125(4) 0.5278(3) 0.0736(17) Uani 1 1 d . . . . .
H3 H 0.8686 0.1725 0.5069 0.088 Uiso 1 1 calc R . . . .
C4 C 0.7853(6) 0.2830(4) 0.4939(3) 0.0659(14) Uani 1 1 d . . . . .
H4 H 0.8261 0.2921 0.4506 0.079 Uiso 1 1 calc R . . . .
C5 C 0.6960(5) 0.3408(3) 0.5264(2) 0.0500(10) Uani 1 1 d . . . . .
C6 C 0.6359(4) 0.3289(3) 0.5926(2) 0.0425(9) Uani 1 1 d . . . . .
C7 C 0.5518(4) 0.4003(2) 0.60988(18) 0.0374(8) Uani 1 1 d . . . . .
C8 C 0.5625(6) 0.4503(3) 0.5541(2) 0.0514(10) Uani 1 1 d . . . . .
H8 H 0.5178 0.5008 0.5510 0.062 Uiso 1 1 calc R . . . .
C9 C 0.6781(10) 0.4503(5) 0.4373(3) 0.090(2) Uani 1 1 d . . . . .
H9A H 0.7825 0.4405 0.4248 0.135 Uiso 1 1 calc GR . . . .
H9B H 0.6601 0.5071 0.4392 0.135 Uiso 1 1 calc GR . . . .
H9C H 0.6116 0.4265 0.4039 0.135 Uiso 1 1 calc GR . . . .
C10 C 0.4629(4) 0.4141(2) 0.67635(19) 0.0376(8) Uani 1 1 d . . . . .
C11 C 0.3945(4) 0.5013(2) 0.6771(2) 0.0397(8) Uani 1 1 d . . . . .
H11 H 0.3560 0.5109 0.6307 0.048 Uiso 1 1 calc R . . . .
C12 C 0.5657(5) 0.3973(2) 0.73852(19) 0.0397(8) Uani 1 1 d . . . . .
C13 C 0.7219(5) 0.4108(3) 0.7347(2) 0.0463(9) Uani 1 1 d . . . . .
H13 H 0.7639 0.4297 0.6941 0.056 Uiso 1 1 calc R . . . .
C14 C 0.8166(6) 0.3967(3) 0.7903(2) 0.0575(11) Uani 1 1 d . . . . .
H14 H 0.9209 0.4063 0.7870 0.069 Uiso 1 1 calc R . . . .
C15 C 0.7552(6) 0.3682(3) 0.8506(2) 0.0616(12) Uani 1 1 d . . . . .
H15 H 0.8187 0.3570 0.8875 0.074 Uiso 1 1 calc R . . . .
C16 C 0.6015(6) 0.3565(3) 0.8563(3) 0.0607(12) Uani 1 1 d . . . . .
H16 H 0.5602 0.3390 0.8975 0.073 Uiso 1 1 calc R . . . .
C17 C 0.5065(5) 0.3705(3) 0.8005(2) 0.0486(9) Uani 1 1 d . . . . .
H17 H 0.4019 0.3619 0.8047 0.058 Uiso 1 1 calc R . . . .
C18 C 0.3301(5) 0.3525(2) 0.6717(2) 0.0403(8) Uani 1 1 d . . . . .
C19 C 0.0850(5) 0.3312(4) 0.6260(3) 0.0646(13) Uani 1 1 d . . . . .
H19A H 0.0167 0.3542 0.5930 0.097 Uiso 1 1 calc GR . . . .
H19B H 0.0353 0.3289 0.6698 0.097 Uiso 1 1 calc GR . . . .
H19C H 0.1128 0.2779 0.6120 0.097 Uiso 1 1 calc GR . . . .
C20 C 0.2555(5) 0.5095(3) 0.7247(2) 0.0447(9) Uani 1 1 d . . . . .
C21 C 0.0539(6) 0.5982(3) 0.7511(3) 0.0668(13) Uani 1 1 d . . . . .
H21A H 0.0634 0.5871 0.7997 0.080 Uiso 1 1 calc R . . . .
H21B H -0.0261 0.5643 0.7325 0.080 Uiso 1 1 calc R . . . .
C22 C 0.0152(7) 0.6846(4) 0.7402(4) 0.0846(19) Uani 1 1 d . . . . .
H22A H 0.0033 0.6947 0.6921 0.127 Uiso 1 1 calc GR . . . .
H22B H 0.0960 0.7176 0.7579 0.127 Uiso 1 1 calc GR . . . .
H22C H -0.0783 0.6971 0.7635 0.127 Uiso 1 1 calc GR . . . .
C23 C 0.5061(5) 0.5688(2) 0.6914(2) 0.0431(9) Uani 1 1 d . . . . .
C24 C 0.5536(6) 0.5891(3) 0.7634(2) 0.0561(11) Uani 1 1 d . . . . .
H24A H 0.6629 0.5926 0.7657 0.084 Uiso 1 1 calc GR . . . .
H24B H 0.5186 0.5479 0.7940 0.084 Uiso 1 1 calc GR . . . .
H24C H 0.5097 0.6397 0.7764 0.084 Uiso 1 1 calc GR . . . .
C25 C 0.7000(6) 0.7038(3) 0.5847(3) 0.0643(13) Uani 1 1 d . . . . .
C26 C 0.8452(9) 0.8141(5) 0.5432(4) 0.104(3) Uani 1 1 d . . . . .
H26A H 0.9407 0.8393 0.5565 0.125 Uiso 1 1 calc R . . . .
H26B H 0.8660 0.7771 0.5060 0.125 Uiso 1 1 calc R . . . .
C28 C 0.7181(6) 0.9488(3) 0.5540(2) 0.098(2) Uani 1 1 d . U . . .
H28 H 0.7776 0.9606 0.5922 0.118 Uiso 1 1 calc R . . . .
C27 C 0.7367(5) 0.8760(2) 0.5202(2) 0.0719(15) Uani 1 1 d G . . . .
C32 C 0.6478(6) 0.8583(2) 0.4632(2) 0.0849(18) Uani 1 1 d G . . . .
H32 H 0.6602 0.8095 0.4406 0.102 Uiso 1 1 calc R . . . .
C31 C 0.5405(6) 0.9134(3) 0.4400(2) 0.107(3) Uani 1 1 d G . . . .
H31 H 0.4810 0.9016 0.4018 0.128 Uiso 1 1 calc R . . . .
C30 C 0.5219(6) 0.9863(3) 0.4738(3) 0.112(3) Uani 1 1 d G . . . .
H30 H 0.4501 1.0231 0.4582 0.134 Uiso 1 1 calc R . . . .
C29 C 0.6108(7) 1.0039(2) 0.5308(3) 0.117(3) Uani 1 1 d G U . . .
H29 H 0.5984 1.0527 0.5534 0.140 Uiso 1 1 calc R . . . .
N1 N 0.6478(5) 0.4151(3) 0.50391(18) 0.0598(10) Uani 1 1 d . . . . .
N2 N 0.5500(4) 0.6057(2) 0.6377(2) 0.0509(8) Uani 1 1 d . . . . .
N3 N 0.6478(5) 0.6696(3) 0.6447(2) 0.0589(10) Uani 1 1 d . . . . .
H3A H 0.654(6) 0.697(3) 0.684(2) 0.040(11) Uiso 1 1 d . . . . .
O1 O 0.3297(4) 0.28681(18) 0.69740(17) 0.0537(7) Uani 1 1 d . . . . .
O2 O 0.2197(3) 0.3800(2) 0.63114(16) 0.0527(7) Uani 1 1 d . . . . .
O3 O 0.2049(4) 0.4593(2) 0.76188(19) 0.0658(9) Uani 1 1 d . . . . .
O4 O 0.1967(4) 0.58215(19) 0.7169(2) 0.0620(9) Uani 1 1 d . . . . .
O5 O 0.6783(6) 0.6783(3) 0.5279(2) 0.0806(11) Uani 1 1 d . . . . .
O6 O 0.7812(5) 0.7697(3) 0.6021(2) 0.0875(13) Uani 1 1 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 1.380(7) . ?
C1 C6 1.392(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(7) . ?
C5 C6 1.410(6) . ?
C5 N1 1.380(7) . ?
C6 C7 1.438(6) . ?
C7 C8 1.374(6) . ?
C7 C10 1.531(5) . ?
C8 H8 0.9300 . ?
C8 N1 1.364(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 N1 1.451(6) . ?
C10 C11 1.571(5) . ?
C10 C12 1.537(5) . ?
C10 C18 1.553(5) . ?
C11 H11 0.9800 . ?
C11 C20 1.537(6) . ?
C11 C23 1.515(5) . ?
C12 C13 1.388(6) . ?
C12 C17 1.390(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.364(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(7) . ?
C17 H17 0.9300 . ?
C18 O1 1.203(5) . ?
C18 O2 1.330(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 O2 1.436(5) . ?
C20 O3 1.193(6) . ?
C20 O4 1.323(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.493(8) . ?
C21 O4 1.443(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.505(6) . ?
C23 N2 1.276(6) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 N3 1.381(7) . ?
C25 O5 1.203(7) . ?
C25 O6 1.351(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.471(9) . ?
C26 O6 1.478(7) . ?
C28 H28 0.9300 . ?
C28 C27 1.3900 . ?
C28 C29 1.3900 . ?
C27 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C31 1.3900 . ?
C31 H31 0.9300 . ?
C31 C30 1.3900 . ?
C30 H30 0.9300 . ?
C30 C29 1.3900 . ?
C29 H29 0.9300 . ?
N2 N3 1.373(5) . ?
N3 H3A 0.89(5) . ?

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 120.7 . . ?
C2 C1 C6 118.6(5) . . ?
C6 C1 H1 120.7 . . ?
C1 C2 H2 119.1 . . ?
C1 C2 C3 121.8(5) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.1(5) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.6(5) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 C6 122.1(5) . . ?
N1 C5 C4 130.2(5) . . ?
N1 C5 C6 107.7(4) . . ?
C1 C6 C5 118.7(4) . . ?
C1 C6 C7 134.4(4) . . ?
C5 C6 C7 106.9(4) . . ?
C6 C7 C10 125.6(3) . . ?
C8 C7 C6 106.2(4) . . ?
C8 C7 C10 128.1(4) . . ?
C7 C8 H8 124.8 . . ?
N1 C8 C7 110.4(4) . . ?
N1 C8 H8 124.8 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
C7 C10 C11 109.9(3) . . ?
C7 C10 C12 110.2(3) . . ?
C7 C10 C18 103.4(3) . . ?
C12 C10 C11 112.6(3) . . ?
C12 C10 C18 111.4(3) . . ?
C18 C10 C11 109.0(3) . . ?
C10 C11 H11 105.8 . . ?
C20 C11 C10 112.9(3) . . ?
C20 C11 H11 105.8 . . ?
C23 C11 C10 116.2(3) . . ?
C23 C11 H11 105.8 . . ?
C23 C11 C20 109.5(3) . . ?
C13 C12 C10 120.3(4) . . ?
C13 C12 C17 117.8(4) . . ?
C17 C12 C10 121.9(4) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.3(4) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.1(5) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 C16 120.9(4) . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
O1 C18 C10 125.3(4) . . ?
O1 C18 O2 124.0(4) . . ?
O2 C18 C10 110.6(3) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
O3 C20 C11 126.9(4) . . ?
O3 C20 O4 124.4(4) . . ?
O4 C20 C11 108.7(4) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.1 . . ?
C22 C21 H21B 110.1 . . ?
O4 C21 H21A 110.1 . . ?
O4 C21 H21B 110.1 . . ?
O4 C21 C22 108.0(5) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C11 121.2(4) . . ?
N2 C23 C11 113.5(4) . . ?
N2 C23 C24 125.3(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O5 C25 N3 125.9(5) . . ?
O5 C25 O6 126.9(5) . . ?
O6 C25 N3 107.2(5) . . ?
H26A C26 H26B 108.2 . . ?
C27 C26 H26A 109.6 . . ?
C27 C26 H26B 109.6 . . ?
C27 C26 O6 110.1(6) . . ?
O6 C26 H26A 109.6 . . ?
O6 C26 H26B 109.6 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C27 C26 122.7(5) . . ?
C28 C27 C32 120.0 . . ?
C32 C27 C26 117.3(5) . . ?
C27 C32 H32 120.0 . . ?
C31 C32 C27 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C31 H31 120.0 . . ?
C32 C31 C30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C29 C30 H30 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C5 N1 C9 126.3(5) . . ?
C8 N1 C5 108.8(4) . . ?
C8 N1 C9 124.8(5) . . ?
C23 N2 N3 118.5(4) . . ?
C25 N3 H3A 120(3) . . ?
N2 N3 C25 116.1(4) . . ?
N2 N3 H3A 121(3) . . ?
C18 O2 C19 116.3(4) . . ?
C20 O4 C21 117.0(4) . . ?
C25 O6 C26 114.3(6) . . ?

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 0.4(8) . . . . ?
C1 C6 C7 C8 -178.7(5) . . . . ?
C1 C6 C7 C10 -1.3(7) . . . . ?
C2 C1 C6 C5 -0.2(6) . . . . ?
C2 C1 C6 C7 179.5(4) . . . . ?
C2 C3 C4 C5 -1.3(8) . . . . ?
C3 C4 C5 C6 1.4(7) . . . . ?
C3 C4 C5 N1 -177.6(5) . . . . ?
C4 C5 C6 C1 -0.7(6) . . . . ?
C4 C5 C6 C7 179.5(4) . . . . ?
C4 C5 N1 C8 -179.8(5) . . . . ?
C4 C5 N1 C9 1.8(9) . . . . ?
C5 C6 C7 C8 1.0(4) . . . . ?
C5 C6 C7 C10 178.3(3) . . . . ?
C6 C1 C2 C3 0.4(8) . . . . ?
C6 C5 N1 C8 1.0(5) . . . . ?
C6 C5 N1 C9 -177.4(5) . . . . ?
C6 C7 C8 N1 -0.4(5) . . . . ?
C6 C7 C10 C11 176.9(3) . . . . ?
C6 C7 C10 C12 52.3(5) . . . . ?
C6 C7 C10 C18 -66.8(4) . . . . ?
C7 C8 N1 C5 -0.4(5) . . . . ?
C7 C8 N1 C9 178.0(5) . . . . ?
C7 C10 C11 C20 156.7(3) . . . . ?
C7 C10 C11 C23 -75.6(4) . . . . ?
C7 C10 C12 C13 30.7(5) . . . . ?
C7 C10 C12 C17 -151.1(4) . . . . ?
C7 C10 C18 O1 96.2(4) . . . . ?
C7 C10 C18 O2 -79.5(4) . . . . ?
C8 C7 C10 C11 -6.3(5) . . . . ?
C8 C7 C10 C12 -130.9(4) . . . . ?
C8 C7 C10 C18 109.9(4) . . . . ?
C10 C7 C8 N1 -177.7(4) . . . . ?
C10 C11 C20 O3 4.9(6) . . . . ?
C10 C11 C20 O4 -173.8(3) . . . . ?
C10 C11 C23 C24 -81.2(5) . . . . ?
C10 C11 C23 N2 100.2(4) . . . . ?
C10 C12 C13 C14 179.5(4) . . . . ?
C10 C12 C17 C16 -179.4(4) . . . . ?
C10 C18 O2 C19 -175.8(4) . . . . ?
C11 C10 C12 C13 -92.3(4) . . . . ?
C11 C10 C12 C17 85.8(4) . . . . ?
C11 C10 C18 O1 -146.9(4) . . . . ?
C11 C10 C18 O2 37.3(4) . . . . ?
C11 C20 O4 C21 172.7(4) . . . . ?
C11 C23 N2 N3 178.1(4) . . . . ?
C12 C10 C11 C20 -80.0(4) . . . . ?
C12 C10 C11 C23 47.7(5) . . . . ?
C12 C10 C18 O1 -22.1(5) . . . . ?
C12 C10 C18 O2 162.2(3) . . . . ?
C12 C13 C14 C15 0.4(7) . . . . ?
C13 C12 C17 C16 -1.2(6) . . . . ?
C13 C14 C15 C16 -2.1(8) . . . . ?
C14 C15 C16 C17 2.2(8) . . . . ?
C15 C16 C17 C12 -0.5(8) . . . . ?
C17 C12 C13 C14 1.2(6) . . . . ?
C18 C10 C11 C20 44.1(4) . . . . ?
C18 C10 C11 C23 171.8(3) . . . . ?
C18 C10 C12 C13 144.9(4) . . . . ?
C18 C10 C12 C17 -37.0(5) . . . . ?
C20 C11 C23 C24 48.2(5) . . . . ?
C20 C11 C23 N2 -130.4(4) . . . . ?
C22 C21 O4 C20 175.5(5) . . . . ?
C23 C11 C20 O3 -126.3(5) . . . . ?
C23 C11 C20 O4 55.0(4) . . . . ?
C23 N2 N3 C25 175.6(4) . . . . ?
C24 C23 N2 N3 -0.4(7) . . . . ?
C26 C27 C32 C31 178.4(4) . . . . ?
C28 C27 C32 C31 0.0 . . . . ?
C27 C26 O6 C25 90.7(8) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C27 C32 C31 C30 0.0 . . . . ?
C32 C31 C30 C29 0.0 . . . . ?
C31 C30 C29 C28 0.0 . . . . ?
C29 C28 C27 C26 -178.3(5) . . . . ?
C29 C28 C27 C32 0.0 . . . . ?
N1 C5 C6 C1 178.5(4) . . . . ?
N1 C5 C6 C7 -1.2(4) . . . . ?
N3 C25 O6 C26 -179.7(5) . . . . ?
O1 C18 O2 C19 8.3(6) . . . . ?
O3 C20 O4 C21 -6.0(7) . . . . ?
O5 C25 N3 N2 -7.0(8) . . . . ?
O5 C25 O6 C26 1.3(9) . . . . ?
O6 C25 N3 N2 174.0(4) . . . . ?
O6 C26 C27 C28 78.2(7) . . . . ?
O6 C26 C27 C32 -100.2(7) . . . . ?

_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 1.455
_oxdiff_exptl_absorpt_empirical_full_min 0.838
####################################################################### 
# 
# 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_202311316
_database_code_depnum_ccdc_archive 'CCDC 2310472'
loop_
_audit_author_name
_audit_author_address
'Shikun Jia'
;Zhengzhou University
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2025-05-08 downloaded from the CCDC.
;
_audit_creation_date             2023-11-23
_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         'C29 H35 N3 O6, 2(C H Cl3)'
_chemical_formula_sum            'C31 H37 Cl6 N3 O6'
_chemical_formula_weight         760.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4
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'
Cl Cl 0.3639 0.7018 '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                   12.7618(5)
_cell_length_b                   13.0621(6)
_cell_length_c                   13.4282(7)
_cell_angle_alpha                113.796(5)
_cell_angle_beta                 90.707(4)
_cell_angle_gamma                110.206(4)
_cell_volume                     1891.85(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8617
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.2730
_cell_measurement_theta_min      3.9840
_shelx_estimated_absorpt_T_max   0.662
_shelx_estimated_absorpt_T_min   0.515
_exptl_absorpt_coefficient_mu    4.503
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.81a (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    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26449
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.655
_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 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  16.00   1.00    1.00    --    0.00 -57.00 -90.00   47
  2  ω    -63.00 -36.00   1.00    1.00    --    0.00 -57.00 -90.00   27
  3  ω    -17.00  19.00   1.00    1.00    --    0.00 -77.00-180.00   36
  4  ω   -102.00 -62.00   1.00    2.25    --  -33.50 -57.00  60.00   40
  5  ω    -58.00 -23.00   1.00    2.25    --  -33.50 -57.00  60.00   35
  6  ω    -56.00  36.00   1.00    2.25    --  -33.50  37.00  60.00   92
  7  ω     65.00  99.00   1.00    2.25    --   36.47 178.00  60.00   34
  8  ω     10.00  37.00   1.00    2.25    --   36.47 -99.00 150.00   27
  9  ω     25.00  84.00   1.00    2.25    --   36.47-125.00  46.00   59
 10  ω     -1.00  24.00   1.00    2.25    --   36.47  93.00 -42.33   25
 11  ω     44.00  72.00   1.00    2.25    --   36.47 -99.00 150.00   28
 12  ω     61.00 108.00   1.00    2.25    --   36.47 178.00-180.00   47
 13  ω     61.00 110.00   1.00    2.25    --   36.47 178.00   0.00   49
 14  ω     -1.00  24.00   1.00    2.25    --   36.47  94.00  46.67   25
 15  ω     62.00 103.00   1.00    2.25    --   36.47 178.00 -90.00   41
 16  ω     -1.00  24.00   1.00    2.25    --   36.47  93.00 156.42   25
 17  ω      9.00  34.00   1.00    2.25    --   44.00  89.00-111.83   25
 18  ω      9.00  34.00   1.00    2.25    --   44.00  88.00 120.38   25
 19  ω     16.00  42.00   1.00    2.25    --   48.00  84.00-152.84   26
 20  ω     16.00  41.00   1.00    2.25    --   48.00  83.00 114.50   25
 21  ω     17.00  42.00   1.00    2.25    --   48.00  81.00 -79.73   25
 22  ω     17.00  42.00   1.00    2.25    --   48.00  82.00  41.67   25
 23  ω     16.00  41.00   1.00    2.25    --   48.00  84.00 -32.04   25
 24  ω     17.00  42.00   1.00    2.25    --   48.00  81.00 172.72   25
 25  ω     30.00  58.00   1.00    2.25    --   52.00  73.00  16.35   28
 26  ω     83.00 124.00   1.00    2.25    --   56.00  73.00 -30.24   41
 27  ω     32.00  80.00   1.00    2.25    --   56.00  69.00 104.31   48
 28  ω     68.00  94.00   1.00    2.25    --   56.00  73.00 157.18   26
 29  ω     31.00  64.00   1.00    2.25    --   56.00  71.00 -81.73   33
 30  ω     37.00  63.00   1.00    2.25    --   56.00  69.00  48.34   26
 31  ω     30.00  58.00   1.00    2.25    --   56.00  73.00 157.18   28
 32  ω     96.00 122.00   1.00    2.25    --   56.00  71.00 -81.73   26
 33  ω     30.00  68.00   1.00    2.25    --   56.00  73.00 -30.24   38
 34  ω     93.00 124.00   1.00    2.25    --   56.00  69.00 104.31   31
 35  ω     32.00  88.00   1.00    2.25    --   56.00  72.00-167.50   56
 36  ω     98.00 126.00   1.00    2.25    --   60.00  67.00  72.53   28
 37  ω     39.00  79.00   1.00    2.25    --   60.00  67.00  72.53   40
 38  ω     41.00 120.00   1.00    2.25    --   60.00  55.00 -96.20   79
 39  ω    124.00 158.00   1.00   11.00    --   88.00  39.00  -6.85   34
 40  ω     66.00  92.00   1.00   11.00    --   88.00  39.00  -6.85   26
 41  ω     89.00 115.00   1.00   11.00    --  108.00  61.00   0.00   26
 42  ω     88.00 122.00   1.00   11.00    --  108.00  45.00 150.00   34
 43  ω     41.00  73.00   1.00   11.00    --  108.00 -94.00-120.00   32
 44  ω     78.00 109.00   1.00   11.00    --  108.00-111.00-180.00   31
 45  ω    127.00 176.00   1.00   11.00    --  108.00  61.00  30.00   49
 46  ω     88.00 120.00   1.00   11.00    --  108.00  45.00-150.00   32
 47  ω     89.00 119.00   1.00   11.00    --  108.00  45.00  60.00   30
 48  ω     44.00 109.00   1.00   11.00    --  108.00-111.00   0.00   65
 49  ω     88.00 158.00   1.00   11.00    --  108.00  45.00 -60.00   70
 50  ω     88.00 167.00   1.00   11.00    --  108.00  61.00 150.00   79
 51  ω     88.00 123.00   1.00   11.00    --  108.00  45.00 120.00   35
 52  ω    151.00 176.00   1.00   11.00    --  108.00  61.00-180.00   25
 53  ω     88.00 113.00   1.00   11.00    --  108.00  61.00-180.00   25
 54  ω     88.00 114.00   1.00   11.00    --  108.00  61.00  30.00   26
 55  ω     88.00 174.00   1.00   11.00    --  108.00  61.00 -30.00   86
 56  ω     88.00 114.00   1.00   11.00    --  108.00  45.00   0.00   26
 57  ω    130.00 175.00   1.00   11.00    --  108.00  61.00-150.00   45
 58  ω     88.00 125.00   1.00   11.00    --  108.00  61.00-150.00   37
 59  ω     88.00 120.00   1.00   11.00    --  108.00  61.00 -90.00   32
 60  ω    135.00 174.00   1.00   11.00    --  108.00  61.00 -90.00   39
 61  ω     48.00  93.00   1.00   11.00    --  108.00 -94.00  90.00   45
 62  ω    127.00 172.00   1.00   11.00    --  108.00  61.00   0.00   45
 63  ω     42.00 109.00   1.00   11.00    --  108.00-111.00  90.00   67
 64  ω    130.00 169.00   1.00   11.00    --  108.00  61.00  60.00   39
 65  ω     89.00 126.00   1.00   11.00    --  108.00  61.00  60.00   37
 66  ω     88.00 117.00   1.00   11.00    --  108.00  45.00  30.00   29
 67  ω    133.00 176.00   1.00   11.00    --  108.00  61.00 120.00   43
 68  ω     45.00 109.00   1.00   11.00    --  108.00-111.00 -90.00   64
 69  ω     88.00 129.00   1.00   11.00    --  108.00  61.00 120.00   41
 70  ω    137.00 176.00   1.00   11.00    --  108.00  45.00-180.00   39
 71  ω    134.00 175.00   1.00   11.00    --  108.00  61.00  90.00   41
 72  ω     89.00 118.00   1.00   11.00    --  108.00  45.00 -90.00   29
 73  ω     88.00 118.00   1.00   11.00    --  108.00  61.00  90.00   30
 74  ω     88.00 176.00   1.00   11.00    --  108.00  61.00 -60.00   88
 75  ω     40.00 125.00   1.00   11.00    --  108.00 -61.00  90.00   85
 76  ω     88.00 117.00   1.00   11.00    --  108.00  45.00  90.00   29
 77  ω     88.00 114.00   1.00   11.00    --  108.00  45.00-120.00   26
 78  ω     88.00 114.00   1.00   11.00    --  108.00  45.00-180.00   26
 79  ω    129.00 175.00   1.00   11.00    --  108.00  61.00-120.00   46
 80  ω     88.00 114.00   1.00   11.00    --  108.00  61.00-120.00   26
 81  ω     38.00  48.00   1.00   11.00    --  108.00 -94.00 -60.00   10
;
_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      0.1002218000
_diffrn_orient_matrix_UB_12      0.1020007000
_diffrn_orient_matrix_UB_13      -0.0085075000
_diffrn_orient_matrix_UB_21      -0.0360892000
_diffrn_orient_matrix_UB_22      -0.0619478000
_diffrn_orient_matrix_UB_23      -0.1266882000
_diffrn_orient_matrix_UB_31      -0.0757142000
_diffrn_orient_matrix_UB_32      0.0723095000
_diffrn_orient_matrix_UB_33      0.0102798000
_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                5111
_reflns_number_total             6667
_reflns_odcompleteness_completeness 98.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         6667
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0728
_refine_ls_restrained_S_all      1.107
_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)+(0.1173P)²+1.1042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2098
_refine_ls_wR_factor_ref         0.2288
_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
 Cl1-Cl2
 2.9 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl4) = Uanis(Cl4A)
Uanis(Cl5A) = Uanis(Cl5)
Uanis(Cl6) = Uanis(Cl6A)
Uanis(Cl2A) = Uanis(Cl1A)
Uanis(Cl1) = Uanis(Cl2)
Uanis(Cl3A) = Uanis(Cl3)
4. Others
 Sof(Cl4A)=Sof(Cl5)=Sof(Cl6A)=Sof(H31A)=1-FVAR(1)
 Sof(Cl4)=Sof(Cl5A)=Sof(Cl6)=Sof(H31)=FVAR(1)
 Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=Sof(H30A)=1-FVAR(2)
 Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=Sof(H30)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C11(H11), C30(H30), C30(H30A), C31(H31A), C31(H31)
5.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C4(H4), C8(H8), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
5.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.0736(2) 0.1803(2) 0.4957(2) 0.0633(6) Uani 1 1 d . . . . .
O2 O 0.0589(2) 0.0725(2) 0.3141(2) 0.0664(6) Uani 1 1 d . . . . .
O3 O 0.0017(2) 0.2673(3) 0.3064(2) 0.0692(7) Uani 1 1 d . . . . .
O4 O 0.0711(2) 0.2849(3) 0.1604(2) 0.0715(7) Uani 1 1 d . . . . .
O5 O 0.5216(2) 0.2857(3) 0.0939(2) 0.0735(7) Uani 1 1 d . . . . .
O6 O 0.5935(2) 0.4834(3) 0.1262(2) 0.0734(7) Uani 1 1 d . . . . .
N1 N 0.4243(2) 0.1269(3) 0.3524(3) 0.0599(7) Uani 1 1 d . . . . .
N2 N 0.35647(19) 0.3323(2) 0.2101(2) 0.0465(6) Uani 1 1 d . . . . .
N3 N 0.4427(2) 0.4188(3) 0.1927(2) 0.0525(6) Uani 1 1 d . . . . .
H3 H 0.448(3) 0.488(4) 0.222(3) 0.060(11) Uiso 1 1 d . . . . .
C1 C 0.3478(3) 0.2680(3) 0.6119(3) 0.0603(8) Uani 1 1 d . . . . .
H1 H 0.2974 0.3057 0.6381 0.072 Uiso 1 1 calc R . . . .
C2 C 0.4155(4) 0.2551(4) 0.6829(4) 0.0743(10) Uani 1 1 d . . . . .
H2 H 0.4099 0.2840 0.7574 0.089 Uiso 1 1 calc R . . . .
C3 C 0.4921(4) 0.1998(4) 0.6459(4) 0.0815(12) Uani 1 1 d . . . . .
H3A H 0.5374 0.1938 0.6963 0.098 Uiso 1 1 calc R . . . .
C4 C 0.5022(3) 0.1541(3) 0.5366(4) 0.0697(10) Uani 1 1 d . . . . .
H4 H 0.5533 0.1169 0.5119 0.084 Uiso 1 1 calc R . . . .
C5 C 0.4330(3) 0.1654(3) 0.4640(3) 0.0563(8) Uani 1 1 d . . . . .
C6 C 0.3559(3) 0.2236(3) 0.4998(3) 0.0511(7) Uani 1 1 d . . . . .
C7 C 0.3020(2) 0.2209(3) 0.4030(3) 0.0465(6) Uani 1 1 d . . . . .
C8 C 0.3459(3) 0.1599(3) 0.3165(3) 0.0535(7) Uani 1 1 d . . . . .
H8 H 0.3253 0.1432 0.2432 0.064 Uiso 1 1 calc R . . . .
C9 C 0.4864(4) 0.0602(4) 0.2809(4) 0.0862(13) Uani 1 1 d . . . . .
H9A H 0.4522 -0.0236 0.2664 0.129 Uiso 1 1 calc GR . . . .
H9B H 0.5638 0.0932 0.3168 0.129 Uiso 1 1 calc GR . . . .
H9C H 0.4839 0.0670 0.2124 0.129 Uiso 1 1 calc GR . . . .
C10 C 0.2087(2) 0.2676(3) 0.3976(2) 0.0446(6) Uani 1 1 d . . . . .
C11 C 0.1904(2) 0.2688(3) 0.2824(2) 0.0449(6) Uani 1 1 d . . . . .
H11 H 0.1891 0.1913 0.2268 0.054 Uiso 1 1 calc R . . . .
C12 C 0.2348(2) 0.3940(3) 0.4917(2) 0.0457(6) Uani 1 1 d . . . . .
C13 C 0.3463(3) 0.4746(3) 0.5360(3) 0.0537(7) Uani 1 1 d . . . . .
H13 H 0.4049 0.4491 0.5124 0.064 Uiso 1 1 calc R . . . .
C14 C 0.3721(3) 0.5919(3) 0.6144(3) 0.0686(9) Uani 1 1 d . . . . .
H14 H 0.4474 0.6446 0.6429 0.082 Uiso 1 1 calc R . . . .
C15 C 0.2856(4) 0.6307(4) 0.6504(3) 0.0764(11) Uani 1 1 d . . . . .
H15 H 0.3026 0.7096 0.7034 0.092 Uiso 1 1 calc R . . . .
C16 C 0.1753(4) 0.5529(4) 0.6079(3) 0.0707(10) Uani 1 1 d . . . . .
H16 H 0.1172 0.5795 0.6315 0.085 Uiso 1 1 calc R . . . .
C17 C 0.1489(3) 0.4344(3) 0.5297(3) 0.0550(7) Uani 1 1 d . . . . .
H17 H 0.0734 0.3818 0.5025 0.066 Uiso 1 1 calc R . . . .
C18 C 0.1042(2) 0.1714(3) 0.4094(3) 0.0503(7) Uani 1 1 d . . . . .
C19 C -0.0365(4) -0.0247(4) 0.3176(4) 0.0902(14) Uani 1 1 d . . . . .
H19A H -0.0588 -0.0939 0.2470 0.135 Uiso 1 1 calc GR . . . .
H19B H -0.0988 0.0009 0.3347 0.135 Uiso 1 1 calc GR . . . .
H19C H -0.0156 -0.0458 0.3734 0.135 Uiso 1 1 calc GR . . . .
C20 C 0.0771(3) 0.2744(3) 0.2552(3) 0.0507(7) Uani 1 1 d . . . . .
C21 C -0.0329(3) 0.2916(5) 0.1235(4) 0.0812(12) Uani 1 1 d . . . . .
H21A H -0.0330 0.3718 0.1662 0.097 Uiso 1 1 calc R . . . .
H21B H -0.0983 0.2329 0.1330 0.097 Uiso 1 1 calc R . . . .
C22 C -0.0377(5) 0.2655(10) 0.0052(6) 0.162(4) Uani 1 1 d . . . . .
H22A H -0.1150 0.2372 -0.0291 0.242 Uiso 1 1 calc GR . . . .
H22B H -0.0077 0.2043 -0.0308 0.242 Uiso 1 1 calc GR . . . .
H22C H 0.0066 0.3379 -0.0013 0.242 Uiso 1 1 calc GR . . . .
C23 C 0.2863(2) 0.3679(3) 0.2672(2) 0.0452(6) Uani 1 1 d . . . . .
C24 C 0.2901(3) 0.4950(3) 0.3130(3) 0.0608(8) Uani 1 1 d . . . . .
H24A H 0.3621 0.5501 0.3599 0.091 Uiso 1 1 calc GR . . . .
H24B H 0.2305 0.5008 0.3551 0.091 Uiso 1 1 calc GR . . . .
H24C H 0.2803 0.5153 0.2533 0.091 Uiso 1 1 calc GR . . . .
C25 C 0.5206(2) 0.3856(3) 0.1332(3) 0.0533(7) Uani 1 1 d . . . . .
C26 C 0.6866(3) 0.4790(5) 0.0642(4) 0.0818(12) Uani 1 1 d . . . . .
C27 C 0.7338(5) 0.6045(7) 0.0696(7) 0.133(2) Uani 1 1 d . . . . .
H27A H 0.6736 0.6213 0.0443 0.199 Uiso 1 1 calc GR . . . .
H27B H 0.7903 0.6093 0.0233 0.199 Uiso 1 1 calc GR . . . .
H27C H 0.7674 0.6629 0.1445 0.199 Uiso 1 1 calc GR . . . .
C28 C 0.6386(6) 0.3883(7) -0.0553(5) 0.127(2) Uani 1 1 d . . . . .
H28A H 0.6122 0.3076 -0.0606 0.190 Uiso 1 1 calc GR . . . .
H28B H 0.6967 0.3980 -0.0993 0.190 Uiso 1 1 calc GR . . . .
H28C H 0.5766 0.4016 -0.0816 0.190 Uiso 1 1 calc GR . . . .
C29 C 0.7681(4) 0.4508(8) 0.1171(7) 0.138(3) Uani 1 1 d . . . . .
H29A H 0.7860 0.5021 0.1951 0.207 Uiso 1 1 calc GR . . . .
H29B H 0.8361 0.4645 0.0860 0.207 Uiso 1 1 calc GR . . . .
H29C H 0.7352 0.3676 0.1045 0.207 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.1585(5) 0.0283(6) 1.0012(6) 0.0955(16) Uani 0.274(7) 1 d D . P A 1
Cl1A Cl 0.1576(2) 0.0524(3) 0.9711(3) 0.1049(6) Uani 0.726(7) 1 d . . P A 2
Cl2 Cl 0.3221(5) -0.0366(6) 0.9964(6) 0.0955(16) Uani 0.274(7) 1 d D . P A 1
Cl2A Cl 0.3374(2) -0.0535(3) 0.9572(3) 0.1049(6) Uani 0.726(7) 1 d . . P A 2
Cl3 Cl 0.2978(8) 0.0339(10) 0.8310(8) 0.1125(9) Uani 0.274(7) 1 d . . P A 1
Cl3A Cl 0.3311(3) 0.0916(4) 0.8435(2) 0.1125(9) Uani 0.726(7) 1 d . . P A 2
C30 C 0.2987(4) 0.0678(5) 0.9638(4) 0.0952(14) Uani 1 1 d . . . . .
H30 H 0.3500 0.1511 1.0121 0.114 Uiso 0.274(7) 1 calc R . P A 1
H30A H 0.3468 0.1412 1.0286 0.114 Uiso 0.726(7) 1 calc R . P A 2
Cl4 Cl 0.8970(4) 0.3328(4) 0.7556(3) 0.1913(14) Uani 0.855(5) 1 d . . P B 1
Cl4A Cl 0.926(2) 0.353(3) 0.7109(18) 0.1913(14) Uani 0.145(5) 1 d . . P B 2
Cl5 Cl 0.8248(15) 0.1105(19) 0.662(3) 0.205(2) Uani 0.145(5) 1 d . . P B 2
Cl5A Cl 0.7800(2) 0.0844(3) 0.5945(5) 0.205(2) Uani 0.855(5) 1 d . . P B 1
Cl6 Cl 0.82793(16) 0.2774(3) 0.5328(2) 0.1133(7) Uani 0.855(5) 1 d . . P B 1
Cl6A Cl 0.8148(11) 0.2097(17) 0.5061(14) 0.1133(7) Uani 0.145(5) 1 d . . P B 2
C31 C 0.8761(4) 0.2228(4) 0.6178(5) 0.0868(13) Uani 1 1 d . . . . .
H31A H 0.9457 0.2123 0.5947 0.104 Uiso 0.145(5) 1 calc R . P B 2
H31 H 0.9486 0.2164 0.6007 0.104 Uiso 0.855(5) 1 calc R . P B 1


_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 C18 1.201(4) . ?
O2 C18 1.331(4) . ?
O2 C19 1.442(4) . ?
O3 C20 1.189(4) . ?
O4 C20 1.337(4) . ?
O4 C21 1.455(4) . ?
O5 C25 1.198(4) . ?
O6 C25 1.336(4) . ?
O6 C26 1.464(4) . ?
N1 C5 1.363(5) . ?
N1 C8 1.368(4) . ?
N1 C9 1.460(5) . ?
N2 N3 1.379(3) . ?
N2 C23 1.273(4) . ?
N3 H3 0.81(4) . ?
N3 C25 1.361(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.376(5) . ?
C1 C6 1.398(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(6) . ?
C3 H3A 0.9300 . ?
C3 C4 1.369(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.392(5) . ?
C5 C6 1.418(5) . ?
C6 C7 1.444(4) . ?
C7 C8 1.369(4) . ?
C7 C10 1.528(4) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.567(4) . ?
C10 C12 1.536(4) . ?
C10 C18 1.546(4) . ?
C11 H11 0.9800 . ?
C11 C20 1.521(4) . ?
C11 C23 1.531(4) . ?
C12 C13 1.388(4) . ?
C12 C17 1.391(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.380(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.366(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.390(5) . ?
C17 H17 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.480(7) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.502(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 C27 1.510(8) . ?
C26 C28 1.515(8) . ?
C26 C29 1.475(7) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
Cl1 C30 1.820(9) . ?
Cl1A C30 1.750(6) . ?
Cl2 C30 1.703(10) . ?
Cl2A C30 1.787(7) . ?
Cl3 C30 1.653(10) . ?
Cl3A C30 1.791(6) . ?
C30 H30 0.9800 . ?
C30 H30A 0.9800 . ?
Cl4 C31 1.771(6) . ?
Cl4A C31 1.54(3) . ?
Cl5 C31 1.725(19) . ?
Cl5A C31 1.695(5) . ?
Cl6 C31 1.769(5) . ?
Cl6A C31 1.601(15) . ?
C31 H31A 0.9800 . ?
C31 H31 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
C18 O2 C19 115.9(3) . . ?
C20 O4 C21 116.3(3) . . ?
C25 O6 C26 122.1(3) . . ?
C5 N1 C8 108.9(3) . . ?
C5 N1 C9 126.6(3) . . ?
C8 N1 C9 124.5(3) . . ?
C23 N2 N3 116.6(3) . . ?
N2 N3 H3 119(3) . . ?
C25 N3 N2 118.9(3) . . ?
C25 N3 H3 122(3) . . ?
C2 C1 H1 120.5 . . ?
C2 C1 C6 119.1(4) . . ?
C6 C1 H1 120.5 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.6(4) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 C2 121.4(4) . . ?
C4 C3 H3A 119.3 . . ?
C3 C4 H4 121.3 . . ?
C3 C4 C5 117.4(4) . . ?
C5 C4 H4 121.3 . . ?
N1 C5 C4 129.6(3) . . ?
N1 C5 C6 107.9(3) . . ?
C4 C5 C6 122.4(4) . . ?
C1 C6 C5 118.1(3) . . ?
C1 C6 C7 135.3(3) . . ?
C5 C6 C7 106.6(3) . . ?
C6 C7 C10 126.8(3) . . ?
C8 C7 C6 105.8(3) . . ?
C8 C7 C10 127.3(3) . . ?
N1 C8 C7 110.8(3) . . ?
N1 C8 H8 124.6 . . ?
C7 C8 H8 124.6 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 C11 109.8(2) . . ?
C7 C10 C12 112.1(2) . . ?
C7 C10 C18 102.2(2) . . ?
C12 C10 C11 110.5(2) . . ?
C12 C10 C18 111.2(2) . . ?
C18 C10 C11 110.7(2) . . ?
C10 C11 H11 106.4 . . ?
C20 C11 C10 113.1(2) . . ?
C20 C11 H11 106.4 . . ?
C20 C11 C23 109.7(2) . . ?
C23 C11 C10 114.2(2) . . ?
C23 C11 H11 106.4 . . ?
C13 C12 C10 120.3(3) . . ?
C13 C12 C17 118.0(3) . . ?
C17 C12 C10 121.6(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.8(4) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(4) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
O1 C18 O2 123.9(3) . . ?
O1 C18 C10 124.1(3) . . ?
O2 C18 C10 111.7(2) . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 O4 123.2(3) . . ?
O3 C20 C11 126.9(3) . . ?
O4 C20 C11 109.9(2) . . ?
O4 C21 H21A 110.2 . . ?
O4 C21 H21B 110.2 . . ?
O4 C21 C22 107.4(4) . . ?
H21A C21 H21B 108.5 . . ?
C22 C21 H21A 110.2 . . ?
C22 C21 H21B 110.2 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 C11 115.0(3) . . ?
N2 C23 C24 124.5(3) . . ?
C24 C23 C11 120.5(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O5 C25 O6 127.1(3) . . ?
O5 C25 N3 125.3(3) . . ?
O6 C25 N3 107.7(3) . . ?
O6 C26 C27 101.9(4) . . ?
O6 C26 C28 109.3(4) . . ?
O6 C26 C29 109.8(4) . . ?
C27 C26 C28 108.5(5) . . ?
C29 C26 C27 114.0(5) . . ?
C29 C26 C28 112.8(6) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl1 C30 H30 112.8 . . ?
Cl1A C30 Cl2A 118.2(3) . . ?
Cl1A C30 Cl3A 107.1(3) . . ?
Cl1A C30 H30A 107.7 . . ?
Cl2 C30 Cl1 90.5(5) . . ?
Cl2 C30 H30 112.8 . . ?
Cl2A C30 Cl3A 107.9(3) . . ?
Cl2A C30 H30A 107.7 . . ?
Cl3 C30 Cl1 114.4(5) . . ?
Cl3 C30 Cl2 111.6(4) . . ?
Cl3 C30 H30 112.8 . . ?
Cl3A C30 H30A 107.7 . . ?
Cl4 C31 H31 109.3 . . ?
Cl4A C31 Cl5 115.0(14) . . ?
Cl4A C31 Cl6A 114.7(11) . . ?
Cl4A C31 H31A 100.4 . . ?
Cl5 C31 H31A 100.4 . . ?
Cl5A C31 Cl4 112.9(3) . . ?
Cl5A C31 Cl6 109.9(3) . . ?
Cl5A C31 H31 109.3 . . ?
Cl6 C31 Cl4 106.0(3) . . ?
Cl6 C31 H31 109.3 . . ?
Cl6A C31 Cl5 120.8(10) . . ?
Cl6A C31 H31A 100.4 . . ?

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
N1 C5 C6 C1 178.3(3) . . . . ?
N1 C5 C6 C7 -1.5(3) . . . . ?
N2 N3 C25 O5 -0.4(5) . . . . ?
N2 N3 C25 O6 179.0(3) . . . . ?
N3 N2 C23 C11 178.7(2) . . . . ?
N3 N2 C23 C24 1.7(4) . . . . ?
C1 C2 C3 C4 -1.1(6) . . . . ?
C1 C6 C7 C8 -178.1(3) . . . . ?
C1 C6 C7 C10 -2.5(5) . . . . ?
C2 C1 C6 C5 0.9(5) . . . . ?
C2 C1 C6 C7 -179.4(3) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C3 C4 C5 N1 -178.9(3) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C4 C5 C6 C1 -1.8(5) . . . . ?
C4 C5 C6 C7 178.4(3) . . . . ?
C5 N1 C8 C7 0.3(4) . . . . ?
C5 C6 C7 C8 1.6(3) . . . . ?
C5 C6 C7 C10 177.3(3) . . . . ?
C6 C1 C2 C3 0.5(6) . . . . ?
C6 C7 C8 N1 -1.2(3) . . . . ?
C6 C7 C10 C11 169.7(3) . . . . ?
C6 C7 C10 C12 46.4(4) . . . . ?
C6 C7 C10 C18 -72.8(3) . . . . ?
C7 C10 C11 C20 161.5(2) . . . . ?
C7 C10 C11 C23 -72.2(3) . . . . ?
C7 C10 C12 C13 29.9(4) . . . . ?
C7 C10 C12 C17 -154.7(3) . . . . ?
C7 C10 C18 O1 93.9(3) . . . . ?
C7 C10 C18 O2 -80.1(3) . . . . ?
C8 N1 C5 C4 -179.1(3) . . . . ?
C8 N1 C5 C6 0.8(3) . . . . ?
C8 C7 C10 C11 -15.6(4) . . . . ?
C8 C7 C10 C12 -138.9(3) . . . . ?
C8 C7 C10 C18 102.0(3) . . . . ?
C9 N1 C5 C4 1.5(6) . . . . ?
C9 N1 C5 C6 -178.6(3) . . . . ?
C9 N1 C8 C7 179.7(3) . . . . ?
C10 C7 C8 N1 -176.8(3) . . . . ?
C10 C11 C20 O3 -7.0(5) . . . . ?
C10 C11 C20 O4 175.0(3) . . . . ?
C10 C11 C23 N2 100.9(3) . . . . ?
C10 C11 C23 C24 -81.9(3) . . . . ?
C10 C12 C13 C14 174.8(3) . . . . ?
C10 C12 C17 C16 -174.2(3) . . . . ?
C11 C10 C12 C13 -93.0(3) . . . . ?
C11 C10 C12 C17 82.4(3) . . . . ?
C11 C10 C18 O1 -149.2(3) . . . . ?
C11 C10 C18 O2 36.8(3) . . . . ?
C12 C10 C11 C20 -74.3(3) . . . . ?
C12 C10 C11 C23 52.1(3) . . . . ?
C12 C10 C18 O1 -25.9(4) . . . . ?
C12 C10 C18 O2 160.1(3) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C12 C17 C16 1.3(5) . . . . ?
C13 C14 C15 C16 -0.2(6) . . . . ?
C14 C15 C16 C17 0.8(6) . . . . ?
C15 C16 C17 C12 -1.4(5) . . . . ?
C17 C12 C13 C14 -0.8(5) . . . . ?
C18 C10 C11 C20 49.4(3) . . . . ?
C18 C10 C11 C23 175.8(2) . . . . ?
C18 C10 C12 C13 143.6(3) . . . . ?
C18 C10 C12 C17 -41.0(4) . . . . ?
C19 O2 C18 O1 3.6(5) . . . . ?
C19 O2 C18 C10 177.7(3) . . . . ?
C20 O4 C21 C22 -163.1(5) . . . . ?
C20 C11 C23 N2 -130.9(3) . . . . ?
C20 C11 C23 C24 46.2(4) . . . . ?
C21 O4 C20 O3 2.0(5) . . . . ?
C21 O4 C20 C11 -179.9(3) . . . . ?
C23 N2 N3 C25 179.3(3) . . . . ?
C23 C11 C20 O3 -135.7(3) . . . . ?
C23 C11 C20 O4 46.3(3) . . . . ?
C25 O6 C26 C27 173.4(4) . . . . ?
C25 O6 C26 C28 58.7(5) . . . . ?
C25 O6 C26 C29 -65.5(6) . . . . ?
C26 O6 C25 O5 1.5(6) . . . . ?
C26 O6 C25 N3 -177.9(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 2.600
_oxdiff_exptl_absorpt_empirical_full_min 0.757
