# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_zsg_auto_sq
_database_code_depnum_ccdc_archive 'CCDC 2434865'
loop_
_audit_author_name
_audit_author_address
'xinyu xin'
;Nanchang university
China
;
_audit_update_record             
;
2025-03-28 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_audit_creation_date             2024-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_formula_moiety         'C34 H25 N O2'
_chemical_formula_sum            'C34 H25 N O2'
_chemical_formula_weight         479.55
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   35.1566(6)
_cell_length_b                   35.1566(6)
_cell_length_c                   11.5365(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     12348.6(5)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    8154
_cell_measurement_temperature    293
_cell_measurement_theta_max      67.6340
_cell_measurement_theta_min      2.4950
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22297
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4536
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14276
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.940
_diffrn_reflns_theta_min         2.514
_diffrn_ambient_temperature      293.0
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00  29.00   0.50    0.50    --   42.20  25.00 -51.00  150
  2  ω     97.00 123.00   0.50    0.50    --   42.20  78.00  19.00   52
  3  ω     94.00 119.00   0.50    0.50    --   42.20  25.00 -51.00   50
  4  ω     24.00  50.00   0.50    0.50    --   42.20  78.00  19.00   52
  5  ω     35.00  77.00   0.50    1.00    --   93.40 -78.00-105.00   84
  6  ω    129.00 161.00   0.50    1.00    --   93.40  25.00 -51.00   64
  7  ω    102.00 143.00   0.50    1.00    --   93.40  78.00  19.00   82
  8  ω     46.00  71.00   0.50    0.50    --   42.20 -25.00 144.00   50
  9  ω    -45.00  35.00   0.50    0.50    --   42.20 -54.00 120.00  160
 10  ω     32.00  58.00   0.50    0.50    --   42.20 -78.00-105.00   52
 11  ω     19.00  53.00   0.50    0.50    --   42.20  65.00-180.00   68
 12  ω     41.00  66.00   0.50    0.50    --   42.20 -54.00 120.00   50
 13  ω     69.00 177.00   0.50    1.00    --   93.40  68.00 150.00  216
 14  ω      4.00  60.00   0.50    1.00    --   93.40 -50.00  90.00  112
 15  ω     10.00 119.00   0.50    1.00    --   93.40 -82.00 150.00  218
 16  ω     15.00  89.00   0.50    1.00    --   93.40 -68.00  60.00  148
 17  ω     75.00 123.00   0.50    1.00    --   93.40 -50.00  90.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0426658000
_diffrn_orient_matrix_UB_12      -0.0317132000
_diffrn_orient_matrix_UB_13      0.0643687000
_diffrn_orient_matrix_UB_21      0.0170806000
_diffrn_orient_matrix_UB_22      0.0288170000
_diffrn_orient_matrix_UB_23      0.1094540000
_diffrn_orient_matrix_UB_31      -0.0211147000
_diffrn_orient_matrix_UB_32      0.0268979000
_diffrn_orient_matrix_UB_33      -0.0413498000
_diffrn_oxdiff_digest_frames     
;
01381bc5c38aeb49ebbab7e059757dc9da00031ea7a
;
_diffrn_oxdiff_digest_hkl        
;
0114ac6ac2d528a99c80ff547f664595dc9e79
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4217
_reflns_number_total             4927
_reflns_odcompleteness_completeness 99.59
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4927
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.057
_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)+(0.0699P)²+2.4739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1185
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C23(H23), C24(H24), C27(H27), C14(H14), C26(H26), C17(H17), C18(H18),
 C15(H15), C16(H16), C35(H35), C31(H31), C34(H34), C33(H33), C21(H21), C32(H32),
  C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_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
O28 O 0.94088(3) 0.70614(4) 0.22106(9) 0.0628(3) Uani 1 1 d . . . . .
O36 O 0.75494(3) 0.73841(3) 0.95792(9) 0.0600(3) Uani 1 1 d . . . . .
N13 N 0.85902(4) 0.84160(4) 0.66310(11) 0.0523(3) Uani 1 1 d . . . . .
C10 C 0.79383(4) 0.73398(4) 0.79001(11) 0.0435(3) Uani 1 1 d . . . . .
C3 C 0.85106(4) 0.77986(4) 0.57912(11) 0.0443(3) Uani 1 1 d . . . . .
C6 C 0.78537(4) 0.70113(4) 0.71468(10) 0.0426(3) Uani 1 1 d . . . . .
C12 C 0.84830(4) 0.79855(4) 0.68242(11) 0.0450(3) Uani 1 1 d . . . . .
C4 C 0.84232(4) 0.73514(4) 0.56045(11) 0.0436(3) Uani 1 1 d . . . . .
C22 C 0.86665(4) 0.72736(4) 0.46674(11) 0.0448(3) Uani 1 1 d . . . . .
C5 C 0.81224(4) 0.70005(4) 0.62255(11) 0.0446(3) Uani 1 1 d . . . . .
H5 H 0.808755 0.672783 0.603518 0.054 Uiso 1 1 calc R . . . .
C11 C 0.83467(4) 0.77847(4) 0.80084(11) 0.0454(3) Uani 1 1 d . . . . .
H11 H 0.826009 0.796982 0.843806 0.055 Uiso 1 1 calc R . . . .
C2 C 0.86228(4) 0.81310(4) 0.49030(12) 0.0503(3) Uani 1 1 d . . . . .
C7 C 0.74077(4) 0.66303(4) 0.73949(11) 0.0457(3) Uani 1 1 d . . . . .
C23 C 0.91155(4) 0.75639(4) 0.44988(11) 0.0474(3) Uani 1 1 d . . . . .
H23 H 0.925751 0.781691 0.494795 0.057 Uiso 1 1 calc R . . . .
C25 C 0.91456(4) 0.71085(4) 0.29950(11) 0.0496(3) Uani 1 1 d . . . . .
C8 C 0.72291(4) 0.67388(4) 0.83317(11) 0.0481(3) Uani 1 1 d . . . . .
C9 C 0.75651(4) 0.71865(4) 0.87280(11) 0.0476(3) Uani 1 1 d . . . . .
C24 C 0.93508(4) 0.74821(4) 0.36806(12) 0.0497(3) Uani 1 1 d . . . . .
H24 H 0.964925 0.767853 0.358729 0.060 Uiso 1 1 calc R . . . .
C1 C 0.86673(4) 0.85058(5) 0.54618(13) 0.0550(3) Uani 1 1 d . . . . .
C30 C 0.87046(4) 0.77712(4) 0.87287(12) 0.0480(3) Uani 1 1 d . . . . .
C27 C 0.84690(4) 0.69014(5) 0.39717(12) 0.0522(3) Uani 1 1 d . . . . .
H27 H 0.817131 0.670238 0.406827 0.063 Uiso 1 1 calc R . . . .
C14 C 0.71685(5) 0.62382(4) 0.68246(13) 0.0545(3) Uani 1 1 d . . . . .
H14 H 0.728631 0.616426 0.620069 0.065 Uiso 1 1 calc R . . . .
C26 C 0.87010(5) 0.68175(5) 0.31392(12) 0.0552(3) Uani 1 1 d . . . . .
H26 H 0.855933 0.656723 0.267968 0.066 Uiso 1 1 calc R . . . .
C17 C 0.68087(5) 0.64569(5) 0.87163(14) 0.0593(4) Uani 1 1 d . . . . .
H17 H 0.669174 0.652986 0.934407 0.071 Uiso 1 1 calc R . . . .
C18 C 0.86585(5) 0.81348(6) 0.36928(13) 0.0624(4) Uani 1 1 d . . . . .
H18 H 0.862585 0.788976 0.329735 0.075 Uiso 1 1 calc R . . . .
C15 C 0.67414(5) 0.59535(5) 0.72133(15) 0.0652(4) Uani 1 1 d . . . . .
H15 H 0.657279 0.568587 0.683939 0.078 Uiso 1 1 calc R . . . .
C16 C 0.65649(5) 0.60602(5) 0.81367(15) 0.0676(4) Uani 1 1 d . . . . .
H16 H 0.627958 0.586481 0.837539 0.081 Uiso 1 1 calc R . . . .
C35 C 0.90775(5) 0.77988(6) 0.82566(14) 0.0658(4) Uani 1 1 d . . . . .
H35 H 0.912557 0.783712 0.746168 0.079 Uiso 1 1 calc R . . . .
C31 C 0.86465(5) 0.77191(6) 0.99220(13) 0.0657(4) Uani 1 1 d . . . . .
H31 H 0.839939 0.770508 1.025803 0.079 Uiso 1 1 calc R . . . .
C34 C 0.93828(6) 0.77696(6) 0.89645(17) 0.0773(5) Uani 1 1 d . . . . .
H34 H 0.963373 0.778907 0.863716 0.093 Uiso 1 1 calc R . . . .
C33 C 0.93180(6) 0.77125(6) 1.01349(16) 0.0753(5) Uani 1 1 d . . . . .
H33 H 0.952214 0.769058 1.060061 0.090 Uiso 1 1 calc R . . . .
C21 C 0.87567(6) 0.88860(6) 0.48580(18) 0.0741(5) Uani 1 1 d . . . . .
H21 H 0.879020 0.913337 0.524271 0.089 Uiso 1 1 calc R . . . .
C29 C 0.92174(6) 0.66872(6) 0.14769(15) 0.0756(5) Uani 1 1 d . . . . .
H29A H 0.943238 0.670708 0.093000 0.113 Uiso 1 1 calc GR . . . .
H29B H 0.897361 0.667500 0.106826 0.113 Uiso 1 1 calc GR . . . .
H29C H 0.911663 0.642653 0.193619 0.113 Uiso 1 1 calc GR . . . .
C37 C 0.86261(6) 0.87322(5) 0.74883(17) 0.0770(5) Uani 1 1 d . . . . .
H37A H 0.834504 0.871066 0.759104 0.116 Uiso 1 1 calc GR . . . .
H37B H 0.883557 0.902283 0.723179 0.116 Uiso 1 1 calc GR . . . .
H37C H 0.872160 0.867296 0.821130 0.116 Uiso 1 1 calc GR . . . .
C32 C 0.89496(6) 0.76878(7) 1.06168(16) 0.0798(5) Uani 1 1 d . . . . .
H32 H 0.890380 0.764987 1.141255 0.096 Uiso 1 1 calc R . . . .
C19 C 0.87434(6) 0.85113(7) 0.30991(17) 0.0809(5) Uani 1 1 d . . . . .
H19 H 0.876777 0.851769 0.229573 0.097 Uiso 1 1 calc R . . . .
C20 C 0.87931(7) 0.88803(7) 0.36794(19) 0.0870(6) Uani 1 1 d . . . . .
H20 H 0.885251 0.912899 0.325535 0.104 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O28 C25 1.3623(16) . ?
O28 C29 1.419(2) . ?
O36 C9 1.2200(16) . ?
N13 C12 1.3824(16) . ?
N13 C1 1.3809(19) . ?
N13 C37 1.445(2) . ?
C10 C6 1.3542(18) . ?
C10 C11 1.5093(18) . ?
C10 C9 1.4889(17) . ?
C3 C12 1.3877(18) . ?
C3 C4 1.4592(18) . ?
C3 C2 1.4527(17) . ?
C6 C5 1.4350(17) . ?
C6 C7 1.4947(17) . ?
C12 C11 1.5021(18) . ?
C4 C22 1.4863(18) . ?
C4 C5 1.3596(17) . ?
C22 C23 1.4000(18) . ?
C22 C27 1.3891(19) . ?
C5 H5 0.9300 . ?
C11 H11 0.9800 . ?
C11 C30 1.5280(17) . ?
C2 C1 1.404(2) . ?
C2 C18 1.401(2) . ?
C7 C8 1.3955(18) . ?
C7 C14 1.3717(19) . ?
C23 H23 0.9300 . ?
C23 C24 1.3770(18) . ?
C25 C24 1.3868(19) . ?
C25 C26 1.3851(19) . ?
C8 C9 1.4908(19) . ?
C8 C17 1.3779(19) . ?
C24 H24 0.9300 . ?
C1 C21 1.396(2) . ?
C30 C35 1.378(2) . ?
C30 C31 1.390(2) . ?
C27 H27 0.9300 . ?
C27 C26 1.3842(19) . ?
C14 H14 0.9300 . ?
C14 C15 1.398(2) . ?
C26 H26 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.390(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.376(2) . ?
C16 H16 0.9300 . ?
C35 H35 0.9300 . ?
C35 C34 1.393(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.381(2) . ?
C34 H34 0.9300 . ?
C34 C33 1.367(3) . ?
C33 H33 0.9300 . ?
C33 C32 1.372(3) . ?
C21 H21 0.9300 . ?
C21 C20 1.367(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C32 H32 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.391(3) . ?
C20 H20 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
C25 O28 C29 118.21(12) . . ?
C12 N13 C37 127.06(13) . . ?
C1 N13 C12 108.84(11) . . ?
C1 N13 C37 124.10(12) . . ?
C6 C10 C11 128.78(11) . . ?
C6 C10 C9 108.97(11) . . ?
C9 C10 C11 122.10(11) . . ?
C12 C3 C4 127.60(11) . . ?
C12 C3 C2 106.24(11) . . ?
C2 C3 C4 126.08(12) . . ?
C10 C6 C5 129.13(12) . . ?
C10 C6 C7 109.02(11) . . ?
C5 C6 C7 121.85(12) . . ?
N13 C12 C3 109.55(11) . . ?
N13 C12 C11 120.64(11) . . ?
C3 C12 C11 129.78(11) . . ?
C3 C4 C22 118.37(11) . . ?
C5 C4 C3 123.29(11) . . ?
C5 C4 C22 118.32(11) . . ?
C23 C22 C4 120.64(12) . . ?
C27 C22 C4 122.07(11) . . ?
C27 C22 C23 117.19(12) . . ?
C6 C5 H5 116.9 . . ?
C4 C5 C6 126.16(12) . . ?
C4 C5 H5 116.9 . . ?
C10 C11 H11 106.2 . . ?
C10 C11 C30 112.61(10) . . ?
C12 C11 C10 109.05(10) . . ?
C12 C11 H11 106.2 . . ?
C12 C11 C30 115.80(10) . . ?
C30 C11 H11 106.2 . . ?
C1 C2 C3 106.82(12) . . ?
C18 C2 C3 134.22(14) . . ?
C18 C2 C1 118.76(13) . . ?
C8 C7 C6 108.50(11) . . ?
C14 C7 C6 130.55(12) . . ?
C14 C7 C8 120.83(12) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.27(12) . . ?
C24 C23 H23 119.4 . . ?
O28 C25 C24 115.51(12) . . ?
O28 C25 C26 125.04(13) . . ?
C26 C25 C24 119.45(12) . . ?
C7 C8 C9 107.38(11) . . ?
C17 C8 C7 121.35(13) . . ?
C17 C8 C9 131.25(13) . . ?
O36 C9 C10 126.37(13) . . ?
O36 C9 C8 127.62(12) . . ?
C10 C9 C8 105.96(11) . . ?
C23 C24 C25 120.42(12) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
N13 C1 C2 108.46(11) . . ?
N13 C1 C21 129.11(15) . . ?
C21 C1 C2 122.37(15) . . ?
C35 C30 C11 123.51(12) . . ?
C35 C30 C31 118.20(13) . . ?
C31 C30 C11 118.28(12) . . ?
C22 C27 H27 119.0 . . ?
C26 C27 C22 122.10(12) . . ?
C26 C27 H27 119.0 . . ?
C7 C14 H14 121.1 . . ?
C7 C14 C15 117.72(14) . . ?
C15 C14 H14 121.1 . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.57(13) . . ?
C27 C26 H26 120.2 . . ?
C8 C17 H17 121.0 . . ?
C8 C17 C16 117.93(14) . . ?
C16 C17 H17 121.0 . . ?
C2 C18 H18 120.7 . . ?
C19 C18 C2 118.55(17) . . ?
C19 C18 H18 120.7 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.49(15) . . ?
C16 C15 H15 119.3 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.68(14) . . ?
C15 C16 H16 119.7 . . ?
C30 C35 H35 119.9 . . ?
C30 C35 C34 120.30(16) . . ?
C34 C35 H35 119.9 . . ?
C30 C31 H31 119.4 . . ?
C32 C31 C30 121.14(15) . . ?
C32 C31 H31 119.4 . . ?
C35 C34 H34 119.6 . . ?
C33 C34 C35 120.78(17) . . ?
C33 C34 H34 119.6 . . ?
C34 C33 H33 120.3 . . ?
C34 C33 C32 119.49(15) . . ?
C32 C33 H33 120.3 . . ?
C1 C21 H21 121.3 . . ?
C20 C21 C1 117.39(17) . . ?
C20 C21 H21 121.3 . . ?
O28 C29 H29A 109.5 . . ?
O28 C29 H29B 109.5 . . ?
O28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N13 C37 H37A 109.5 . . ?
N13 C37 H37B 109.5 . . ?
N13 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 120.09(16) . . ?
C33 C32 H32 120.0 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.34(17) . . ?
C20 C19 H19 119.3 . . ?
C21 C20 C19 121.56(15) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?

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
O28 C25 C24 C23 179.67(12) . . . . ?
O28 C25 C26 C27 179.79(13) . . . . ?
N13 C12 C11 C10 132.76(12) . . . . ?
N13 C12 C11 C30 -99.02(13) . . . . ?
N13 C1 C21 C20 -175.89(16) . . . . ?
C10 C6 C5 C4 -29.1(2) . . . . ?
C10 C6 C7 C8 -0.70(14) . . . . ?
C10 C6 C7 C14 175.25(13) . . . . ?
C10 C11 C30 C35 105.58(16) . . . . ?
C10 C11 C30 C31 -73.01(16) . . . . ?
C3 C12 C11 C10 -44.84(17) . . . . ?
C3 C12 C11 C30 83.38(16) . . . . ?
C3 C4 C22 C23 42.25(16) . . . . ?
C3 C4 C22 C27 -141.62(13) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C3 C2 C1 N13 0.29(14) . . . . ?
C3 C2 C1 C21 -177.26(13) . . . . ?
C3 C2 C18 C19 175.18(14) . . . . ?
C6 C10 C11 C12 46.77(17) . . . . ?
C6 C10 C11 C30 -83.21(16) . . . . ?
C6 C10 C9 O36 173.25(12) . . . . ?
C6 C10 C9 C8 -4.25(13) . . . . ?
C6 C7 C8 C9 -1.99(13) . . . . ?
C6 C7 C8 C17 176.57(12) . . . . ?
C6 C7 C14 C15 -175.42(13) . . . . ?
C12 N13 C1 C2 -1.95(15) . . . . ?
C12 N13 C1 C21 175.38(14) . . . . ?
C12 C3 C4 C22 -150.21(12) . . . . ?
C12 C3 C4 C5 31.50(19) . . . . ?
C12 C3 C2 C1 1.45(13) . . . . ?
C12 C3 C2 C18 -173.20(14) . . . . ?
C12 C11 C30 C35 -20.86(19) . . . . ?
C12 C11 C30 C31 160.55(13) . . . . ?
C4 C3 C12 N13 -179.73(11) . . . . ?
C4 C3 C12 C11 -1.9(2) . . . . ?
C4 C3 C2 C1 178.56(12) . . . . ?
C4 C3 C2 C18 3.9(2) . . . . ?
C4 C22 C23 C24 176.03(12) . . . . ?
C4 C22 C27 C26 -176.57(12) . . . . ?
C22 C4 C5 C6 -179.13(11) . . . . ?
C22 C23 C24 C25 0.4(2) . . . . ?
C22 C27 C26 C25 0.7(2) . . . . ?
C5 C6 C7 C8 -179.96(11) . . . . ?
C5 C6 C7 C14 -4.0(2) . . . . ?
C5 C4 C22 C23 -139.37(12) . . . . ?
C5 C4 C22 C27 36.77(18) . . . . ?
C11 C10 C6 C5 -2.1(2) . . . . ?
C11 C10 C6 C7 178.72(11) . . . . ?
C11 C10 C9 O36 -2.72(19) . . . . ?
C11 C10 C9 C8 179.78(11) . . . . ?
C11 C30 C35 C34 -177.85(15) . . . . ?
C11 C30 C31 C32 177.53(15) . . . . ?
C2 C3 C12 N13 -2.67(13) . . . . ?
C2 C3 C12 C11 175.13(12) . . . . ?
C2 C3 C4 C22 33.30(17) . . . . ?
C2 C3 C4 C5 -145.00(13) . . . . ?
C2 C1 C21 C20 1.1(2) . . . . ?
C2 C18 C19 C20 0.0(2) . . . . ?
C7 C6 C5 C4 150.01(12) . . . . ?
C7 C8 C9 O36 -173.72(13) . . . . ?
C7 C8 C9 C10 3.74(13) . . . . ?
C7 C8 C17 C16 -0.4(2) . . . . ?
C7 C14 C15 C16 -0.1(2) . . . . ?
C23 C22 C27 C26 -0.30(19) . . . . ?
C8 C7 C14 C15 0.1(2) . . . . ?
C8 C17 C16 C15 0.4(2) . . . . ?
C9 C10 C6 C5 -177.71(11) . . . . ?
C9 C10 C6 C7 3.10(13) . . . . ?
C9 C10 C11 C12 -138.13(11) . . . . ?
C9 C10 C11 C30 91.89(14) . . . . ?
C9 C8 C17 C16 177.75(14) . . . . ?
C24 C25 C26 C27 -0.6(2) . . . . ?
C1 N13 C12 C3 2.93(14) . . . . ?
C1 N13 C12 C11 -175.11(11) . . . . ?
C1 C2 C18 C19 1.0(2) . . . . ?
C1 C21 C20 C19 0.0(3) . . . . ?
C30 C35 C34 C33 0.1(3) . . . . ?
C30 C31 C32 C33 0.7(3) . . . . ?
C27 C22 C23 C24 -0.29(19) . . . . ?
C14 C7 C8 C9 -178.41(11) . . . . ?
C14 C7 C8 C17 0.15(19) . . . . ?
C14 C15 C16 C17 -0.2(2) . . . . ?
C26 C25 C24 C23 0.0(2) . . . . ?
C17 C8 C9 O36 7.9(2) . . . . ?
C17 C8 C9 C10 -174.62(13) . . . . ?
C18 C2 C1 N13 175.92(12) . . . . ?
C18 C2 C1 C21 -1.6(2) . . . . ?
C18 C19 C20 C21 -0.5(3) . . . . ?
C35 C30 C31 C32 -1.1(2) . . . . ?
C35 C34 C33 C32 -0.6(3) . . . . ?
C31 C30 C35 C34 0.7(2) . . . . ?
C34 C33 C32 C31 0.2(3) . . . . ?
C29 O28 C25 C24 -179.54(13) . . . . ?
C29 O28 C25 C26 0.1(2) . . . . ?
C37 N13 C12 C3 -176.16(14) . . . . ?
C37 N13 C12 C11 5.8(2) . . . . ?
C37 N13 C1 C2 177.17(13) . . . . ?
C37 N13 C1 C21 -5.5(2) . . . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.003 516 94 ' '
2 0.333 0.667 0.673 515 94 ' '
3 0.667 0.333 0.339 516 94 ' '

_platon_squeeze_void_probe_radius 1.20
_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 3.310
_oxdiff_exptl_absorpt_empirical_full_min 0.629
####################################################################### 
# 
# 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_yx-133-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2492070'
loop_
_audit_author_name
_audit_author_address
XY
;ncdx
China
;
_audit_update_record             
;
2025-09-29 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_audit_creation_date             2025-08-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        yx-133-1
_chemical_formula_moiety         'C34 H23 Cl I N O2'
_chemical_formula_sum            'C34 H23 Cl I N O2'
_chemical_formula_weight         639.88
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   23.7453(11)
_cell_length_b                   13.4236(4)
_cell_length_c                   20.3324(8)
_cell_angle_alpha                90
_cell_angle_beta                 119.769(5)
_cell_angle_gamma                90
_cell_volume                     5625.6(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11764
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.9750
_cell_measurement_theta_min      3.7490
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2560
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            31666
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.403
_diffrn_reflns_theta_min         3.223
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0353
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  86.00   1.00    5.62    --   16.70  37.00  90.00   89
  2  ω    -10.00  42.00   1.00    5.62    --   16.70  77.00 -30.00   52
  3  ω    -13.00  88.00   1.00    5.62    --   16.70  19.00  30.00  101
  4  ω     39.00  89.00   1.00    5.62    --   16.70 178.00  90.00   50
  5  ω    -32.00  29.00   1.00    5.62    --  -15.76  57.00  90.00   61
  6  ω    -15.00  55.00   1.00    5.62    --   16.70 -99.00 -90.00   70
  7  ω      0.00  84.00   1.00    5.62    --   16.70  57.00-150.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0021286000
_diffrn_orient_matrix_UB_12      0.0119564000
_diffrn_orient_matrix_UB_13      -0.0326566000
_diffrn_orient_matrix_UB_21      -0.0314124000
_diffrn_orient_matrix_UB_22      -0.0202936000
_diffrn_orient_matrix_UB_23      -0.0233697000
_diffrn_orient_matrix_UB_31      -0.0139782000
_diffrn_orient_matrix_UB_32      0.0472661000
_diffrn_orient_matrix_UB_33      -0.0017023000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                5307
_reflns_number_total             6971
_reflns_odcompleteness_completeness 99.75
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (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         0.915
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6971
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.024
_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)+(0.0386P)²+10.8408P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0890
_refine_ls_wR_factor_ref         0.0988
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C21(H21),
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C30(H30), C31(H31), C33(H33)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), 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
I1 I 0.45896(2) 0.44179(2) 0.90845(2) 0.05346(9) Uani 1 1 d . . . . .
Cl1 Cl 0.41358(4) -0.01371(7) 0.85138(6) 0.0640(2) Uani 1 1 d . . . . .
O1 O 0.66837(11) 0.2992(2) 0.95792(14) 0.0725(8) Uani 1 1 d . . . . .
O2 O 0.18957(11) 0.67366(17) 0.66763(15) 0.0610(6) Uani 1 1 d . . . . .
N1 N 0.49182(11) 0.27912(17) 0.67435(13) 0.0382(5) Uani 1 1 d . . . . .
C1 C 0.18366(19) 0.7669(3) 0.6331(2) 0.0648(10) Uani 1 1 d . . . . .
H1A H 0.173504 0.757203 0.581531 0.097 Uiso 1 1 calc GR . . . .
H1B H 0.223830 0.802615 0.660140 0.097 Uiso 1 1 calc GR . . . .
H1C H 0.149611 0.804403 0.633910 0.097 Uiso 1 1 calc GR . . . .
C2 C 0.24003(14) 0.6131(2) 0.67899(18) 0.0426(7) Uani 1 1 d . . . . .
C3 C 0.25336(15) 0.5357(2) 0.72892(18) 0.0462(7) Uani 1 1 d . . . . .
H3 H 0.227591 0.525849 0.750966 0.055 Uiso 1 1 calc R . . . .
C4 C 0.30444(14) 0.4728(2) 0.74635(17) 0.0432(7) Uani 1 1 d . . . . .
H4 H 0.312968 0.420989 0.780389 0.052 Uiso 1 1 calc R . . . .
C5 C 0.34384(13) 0.4851(2) 0.71402(15) 0.0347(6) Uani 1 1 d . . . . .
C6 C 0.32800(14) 0.5608(2) 0.66180(17) 0.0405(6) Uani 1 1 d . . . . .
H6 H 0.352330 0.568537 0.637729 0.049 Uiso 1 1 calc R . . . .
C7 C 0.27686(14) 0.6258(2) 0.64403(17) 0.0437(7) Uani 1 1 d . . . . .
H7 H 0.267529 0.676927 0.609246 0.052 Uiso 1 1 calc R . . . .
C8 C 0.34380(14) 0.3955(2) 0.53433(16) 0.0428(7) Uani 1 1 d . . . . .
H8 H 0.311076 0.433795 0.534130 0.051 Uiso 1 1 calc R . . . .
C9 C 0.34117(17) 0.3696(2) 0.46718(17) 0.0515(8) Uani 1 1 d . . . . .
H9 H 0.306396 0.390888 0.421484 0.062 Uiso 1 1 calc R . . . .
C10 C 0.38948(18) 0.3125(3) 0.46684(17) 0.0540(8) Uani 1 1 d . . . . .
H10 H 0.386604 0.296757 0.420721 0.065 Uiso 1 1 calc R . . . .
C11 C 0.44173(17) 0.2782(2) 0.53277(18) 0.0497(8) Uani 1 1 d . . . . .
H11 H 0.473805 0.239495 0.531837 0.060 Uiso 1 1 calc R . . . .
C12 C 0.44479(14) 0.3036(2) 0.60073(16) 0.0386(6) Uani 1 1 d . . . . .
C13 C 0.39642(13) 0.3633(2) 0.60266(15) 0.0352(6) Uani 1 1 d . . . . .
C14 C 0.41753(13) 0.3755(2) 0.68156(14) 0.0341(6) Uani 1 1 d . . . . .
C15 C 0.40122(13) 0.42191(19) 0.73563(15) 0.0345(6) Uani 1 1 d . . . . .
C16 C 0.44888(14) 0.3970(2) 0.80578(14) 0.0360(6) Uani 1 1 d . . . . .
C17 C 0.50137(13) 0.3291(2) 0.80582(15) 0.0356(6) Uani 1 1 d . . . . .
C18 C 0.47390(13) 0.3238(2) 0.72134(15) 0.0349(6) Uani 1 1 d . . . . .
C19 C 0.55012(17) 0.2213(3) 0.6962(2) 0.0607(9) Uani 1 1 d . . . . .
H19A H 0.580212 0.260180 0.688407 0.091 Uiso 1 1 calc GR . . . .
H19B H 0.539137 0.161913 0.666003 0.091 Uiso 1 1 calc GR . . . .
H19C H 0.569581 0.203457 0.748771 0.091 Uiso 1 1 calc GR . . . .
C20 C 0.65058(14) 0.5085(2) 0.86780(16) 0.0413(6) Uani 1 1 d . . . . .
C21 C 0.65174(17) 0.6117(2) 0.8686(2) 0.0570(9) Uani 1 1 d . . . . .
H21 H 0.613140 0.646545 0.851900 0.068 Uiso 1 1 calc R . . . .
C22 C 0.7080(2) 0.6633(3) 0.8931(3) 0.0760(12) Uani 1 1 d . . . . .
H22 H 0.707397 0.732601 0.892417 0.091 Uiso 1 1 calc R . . . .
C23 C 0.76571(19) 0.6131(3) 0.9190(2) 0.0673(10) Uani 1 1 d . . . . .
H23 H 0.804334 0.648274 0.937043 0.081 Uiso 1 1 calc R . . . .
C24 C 0.76608(17) 0.5109(3) 0.9180(2) 0.0587(9) Uani 1 1 d . . . . .
H24 H 0.804806 0.476787 0.933967 0.070 Uiso 1 1 calc R . . . .
C25 C 0.70915(16) 0.4590(2) 0.8935(2) 0.0525(8) Uani 1 1 d . . . . .
H25 H 0.709913 0.389725 0.894042 0.063 Uiso 1 1 calc R . . . .
C26 C 0.58745(14) 0.4577(2) 0.83641(16) 0.0407(6) Uani 1 1 d . . . . .
H26 H 0.552703 0.494561 0.800159 0.049 Uiso 1 1 calc R . . . .
C27 C 0.57106(13) 0.3687(2) 0.85048(15) 0.0372(6) Uani 1 1 d . . . . .
C28 C 0.61086(14) 0.2949(2) 0.91071(17) 0.0439(7) Uani 1 1 d . . . . .
C29 C 0.56730(14) 0.2133(2) 0.90479(16) 0.0391(6) Uani 1 1 d . . . . .
C30 C 0.58164(15) 0.1285(2) 0.94964(18) 0.0459(7) Uani 1 1 d . . . . .
H30 H 0.623177 0.118282 0.990261 0.055 Uiso 1 1 calc R . . . .
C31 C 0.53337(16) 0.0603(2) 0.93280(19) 0.0472(7) Uani 1 1 d . . . . .
H31 H 0.541688 0.003619 0.962503 0.057 Uiso 1 1 calc R . . . .
C32 C 0.47266(15) 0.0763(2) 0.87185(18) 0.0423(7) Uani 1 1 d . . . . .
C33 C 0.45676(14) 0.1603(2) 0.82669(16) 0.0419(6) Uani 1 1 d . . . . .
H33 H 0.415028 0.170079 0.786326 0.050 Uiso 1 1 calc R . . . .
C34 C 0.50536(13) 0.2292(2) 0.84399(15) 0.0346(6) 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
I1 C16 2.069(3) . ?
Cl1 C32 1.738(3) . ?
O1 C28 1.220(4) . ?
O2 C1 1.408(4) . ?
O2 C2 1.369(4) . ?
N1 C12 1.391(4) . ?
N1 C18 1.363(3) . ?
N1 C19 1.451(4) . ?
C2 C3 1.376(4) . ?
C2 C7 1.384(4) . ?
C3 C4 1.372(4) . ?
C4 C5 1.395(4) . ?
C5 C6 1.380(4) . ?
C5 C15 1.475(4) . ?
C6 C7 1.390(4) . ?
C8 C9 1.380(4) . ?
C8 C13 1.398(4) . ?
C9 C10 1.383(5) . ?
C10 C11 1.377(5) . ?
C11 C12 1.390(4) . ?
C12 C13 1.417(4) . ?
C13 C14 1.433(3) . ?
C14 C15 1.473(4) . ?
C14 C18 1.361(4) . ?
C15 C16 1.351(4) . ?
C16 C17 1.544(4) . ?
C17 C18 1.506(4) . ?
C17 C27 1.534(4) . ?
C17 C34 1.529(4) . ?
C20 C21 1.386(4) . ?
C20 C25 1.388(4) . ?
C20 C26 1.473(4) . ?
C21 C22 1.360(5) . ?
C22 C23 1.377(5) . ?
C23 C24 1.371(5) . ?
C24 C25 1.376(5) . ?
C26 C27 1.331(4) . ?
C27 C28 1.492(4) . ?
C28 C29 1.470(4) . ?
C29 C30 1.391(4) . ?
C29 C34 1.390(4) . ?
C30 C31 1.371(4) . ?
C31 C32 1.373(4) . ?
C32 C33 1.384(4) . ?
C33 C34 1.381(4) . ?

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 O2 C1 118.3(3) . . ?
C12 N1 C19 126.2(2) . . ?
C18 N1 C12 106.7(2) . . ?
C18 N1 C19 127.1(2) . . ?
O2 C2 C3 115.7(3) . . ?
O2 C2 C7 124.3(3) . . ?
C3 C2 C7 120.0(3) . . ?
C4 C3 C2 120.3(3) . . ?
C3 C4 C5 121.3(3) . . ?
C4 C5 C15 121.9(3) . . ?
C6 C5 C4 117.4(3) . . ?
C6 C5 C15 120.8(2) . . ?
C5 C6 C7 122.1(3) . . ?
C2 C7 C6 118.9(3) . . ?
C9 C8 C13 119.0(3) . . ?
C8 C9 C10 121.0(3) . . ?
C11 C10 C9 121.9(3) . . ?
C10 C11 C12 117.6(3) . . ?
N1 C12 C13 109.4(2) . . ?
C11 C12 N1 129.1(3) . . ?
C11 C12 C13 121.5(3) . . ?
C8 C13 C12 119.0(3) . . ?
C8 C13 C14 136.1(3) . . ?
C12 C13 C14 104.9(2) . . ?
C13 C14 C15 143.9(3) . . ?
C18 C14 C13 107.5(2) . . ?
C18 C14 C15 108.5(2) . . ?
C14 C15 C5 124.6(2) . . ?
C16 C15 C5 128.5(2) . . ?
C16 C15 C14 106.9(2) . . ?
C15 C16 I1 127.6(2) . . ?
C15 C16 C17 113.5(2) . . ?
C17 C16 I1 118.82(18) . . ?
C18 C17 C16 97.8(2) . . ?
C18 C17 C27 114.9(2) . . ?
C18 C17 C34 114.8(2) . . ?
C27 C17 C16 115.4(2) . . ?
C34 C17 C16 111.4(2) . . ?
C34 C17 C27 103.1(2) . . ?
N1 C18 C17 135.4(2) . . ?
C14 C18 N1 111.4(2) . . ?
C14 C18 C17 113.2(2) . . ?
C21 C20 C25 117.6(3) . . ?
C21 C20 C26 118.5(3) . . ?
C25 C20 C26 123.8(3) . . ?
C22 C21 C20 121.6(3) . . ?
C21 C22 C23 120.0(3) . . ?
C24 C23 C22 119.8(3) . . ?
C23 C24 C25 120.0(3) . . ?
C24 C25 C20 121.0(3) . . ?
C27 C26 C20 131.7(3) . . ?
C26 C27 C17 121.9(3) . . ?
C26 C27 C28 129.7(3) . . ?
C28 C27 C17 108.3(2) . . ?
O1 C28 C27 128.3(3) . . ?
O1 C28 C29 124.6(3) . . ?
C29 C28 C27 107.1(2) . . ?
C30 C29 C28 128.5(3) . . ?
C34 C29 C28 110.5(2) . . ?
C34 C29 C30 121.0(3) . . ?
C31 C30 C29 118.7(3) . . ?
C30 C31 C32 119.6(3) . . ?
C31 C32 Cl1 118.0(2) . . ?
C31 C32 C33 123.0(3) . . ?
C33 C32 Cl1 119.1(2) . . ?
C34 C33 C32 117.3(3) . . ?
C29 C34 C17 110.9(2) . . ?
C33 C34 C17 128.6(2) . . ?
C33 C34 C29 120.4(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.189
_oxdiff_exptl_absorpt_empirical_full_min 0.841
####################################################################### 
# 
# 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_zhu-3_auto
_database_code_depnum_ccdc_archive 'CCDC 2442776'
loop_
_audit_author_name
_audit_author_address
'xinyu xin'
;Nanchang university
China
;
_audit_update_record             
;
2025-04-10 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_audit_creation_date             2025-04-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_formula_moiety         'C34 H25 N O2'
_chemical_formula_sum            'C34 H24 N O2'
_chemical_formula_weight         478.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   12.11500(10)
_cell_length_b                   22.1809(3)
_cell_length_c                   9.46360(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.5080(10)
_cell_angle_gamma                90
_cell_volume                     2500.43(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8246
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.8070
_cell_measurement_theta_min      1.9950
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.958
_exptl_absorpt_coefficient_mu    0.616
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23661
_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            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14953
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.036
_diffrn_reflns_theta_min         3.711
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  70.00   0.50    0.50    --   42.30 -82.00  15.00  158
  2  ω     18.00  78.00   0.50    0.50    --   42.30  82.00 136.00  120
  3  ω     50.00  96.00   0.50    0.50    --   93.40 -82.00  15.00   92
  4  ω     71.00 151.00   0.50    0.50    --   93.40  82.00 136.00  160
  5  ω    -47.00  67.00   0.50    0.50    --   42.30 -77.00 -30.00  228
  6  ω      0.00  46.00   0.50    0.50    --   42.30 -65.00 -90.00   92
  7  ω     15.00  56.00   0.50    0.50    --   42.30  54.00 150.00   82
  8  ω    -42.00 -10.00   0.50    0.50    --   42.30 -65.00 -90.00   64
  9  ω    103.00 128.00   0.50    0.50    --   42.30  65.00  90.00   50
 10  ω    -43.00  67.00   0.50    0.50    --   42.30 -65.00-180.00  220
 11  ω     23.00  49.00   0.50    0.50    --   42.30  65.00   0.00   52
 12  ω    107.00 132.00   0.50    0.50    --   42.30  54.00 150.00   50
 13  ω     40.00  86.00   0.50    0.50    --   42.30  65.00  90.00   92
 14  ω     19.00  45.00   0.50    0.50    --   93.40 -68.00-150.00   52
 15  ω      9.00 120.00   0.50    0.50    --   93.40 -82.00 -90.00  222
 16  ω     95.00 160.00   0.50    0.50    --   93.40  59.00  90.00  130
 17  ω     23.00 112.00   0.50    0.50    --   93.40 -68.00  30.00  178
 18  ω     69.00 117.00   0.50    0.50    --   93.40 -68.00-150.00   96
 19  ω     89.00 114.00   0.50    0.50    --   93.40 -68.00 -30.00   50
 20  ω     13.00  38.00   0.50    0.50    --   93.40 -68.00 -30.00   50
 21  ω     94.00 119.00   0.50    0.50    --   93.40 -82.00-180.00   50
 22  ω     43.00  69.00   0.50    0.50    --   93.40 -82.00-180.00   52
 23  ω     74.00 181.00   0.50    0.50    --   93.40  77.00 120.00  214
 24  ω     66.00 181.00   0.50    0.50    --   93.40  82.00  90.00  230
 25  ω     73.00 177.00   0.50    0.50    --   93.40  77.00  60.00  208
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0131227000
_diffrn_orient_matrix_UB_12      0.0145553000
_diffrn_orient_matrix_UB_13      -0.1551848000
_diffrn_orient_matrix_UB_21      0.0620338000
_diffrn_orient_matrix_UB_22      0.0587131000
_diffrn_orient_matrix_UB_23      0.0523956000
_diffrn_orient_matrix_UB_31      0.1127814000
_diffrn_orient_matrix_UB_32      -0.0341117000
_diffrn_orient_matrix_UB_33      0.0239825000
_diffrn_oxdiff_digest_frames     
;
0141e4585ea394bc6c73e17d38315bf9ac0003036d6
;
_diffrn_oxdiff_digest_hkl        
;
01f0608a545d112c5859479739a4af51723a77
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3666
_reflns_number_total             4534
_reflns_odcompleteness_completeness 99.98
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4534
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0707
_refine_ls_restrained_S_all      1.078
_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)+(0.1430P)²+0.0956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2032
_refine_ls_wR_factor_ref         0.2132
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13),
 C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C29(H29), C30(H30), C31(H31),
  C32(H32)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C)
;
_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
O1 O -0.13566(12) 0.52727(8) 0.04884(18) 0.0781(5) Uani 1 1 d . . . . .
O2 O 0.61392(13) 0.61771(9) 0.66815(18) 0.0917(6) Uani 1 1 d . . . . .
N1 N 0.23201(13) 0.69063(7) 0.81544(17) 0.0560(4) Uani 1 1 d . . . . .
C1 C -0.1800(2) 0.56401(15) -0.0718(3) 0.0931(9) Uani 1 1 d . . . . .
H1A H -0.239577 0.542831 -0.132679 0.140 Uiso 1 1 calc GR . . . .
H1B H -0.121728 0.573156 -0.124803 0.140 Uiso 1 1 calc GR . . . .
H1C H -0.208716 0.600796 -0.039019 0.140 Uiso 1 1 calc GR . . . .
C2 C -0.05046(16) 0.55022(10) 0.1483(2) 0.0595(5) Uani 1 1 d . . . . .
C3 C -0.0052(2) 0.60716(10) 0.1429(3) 0.0699(6) Uani 1 1 d . . . . .
H3 H -0.032922 0.632974 0.067264 0.084 Uiso 1 1 calc R . . . .
C4 C 0.08125(19) 0.62562(9) 0.2498(2) 0.0645(5) Uani 1 1 d . . . . .
H4 H 0.111624 0.663869 0.244286 0.077 Uiso 1 1 calc R . . . .
C5 C 0.12417(15) 0.58901(8) 0.3652(2) 0.0503(4) Uani 1 1 d . . . . .
C6 C 0.07783(15) 0.53191(8) 0.3688(2) 0.0559(5) Uani 1 1 d . . . . .
H6 H 0.105310 0.506054 0.444414 0.067 Uiso 1 1 calc R . . . .
C7 C -0.00814(16) 0.51295(9) 0.2623(2) 0.0603(5) Uani 1 1 d . . . . .
H7 H -0.038105 0.474560 0.267111 0.072 Uiso 1 1 calc R . . . .
C8 C -0.02599(16) 0.65109(9) 0.5793(3) 0.0617(5) Uani 1 1 d . . . . .
H8 H -0.046845 0.630852 0.492485 0.074 Uiso 1 1 calc R . . . .
C9 C 0.08752(15) 0.65826(8) 0.6419(2) 0.0517(5) Uani 1 1 d . . . . .
C10 C 0.11616(16) 0.68891(8) 0.7725(2) 0.0552(5) Uani 1 1 d . . . . .
C11 C 0.03446(19) 0.71337(10) 0.8441(3) 0.0680(6) Uani 1 1 d . . . . .
H11 H 0.053928 0.733785 0.930929 0.082 Uiso 1 1 calc R . . . .
C12 C -0.07624(19) 0.70549(10) 0.7787(3) 0.0759(7) Uani 1 1 d . . . . .
H12 H -0.132517 0.721310 0.822737 0.091 Uiso 1 1 calc R . . . .
C13 C -0.10609(18) 0.67505(10) 0.6508(3) 0.0733(7) Uani 1 1 d . . . . .
H13 H -0.181735 0.670457 0.611337 0.088 Uiso 1 1 calc R . . . .
C14 C 0.19249(14) 0.63986(7) 0.6019(2) 0.0479(4) Uani 1 1 d . . . . .
C15 C 0.21666(15) 0.60981(7) 0.4815(2) 0.0493(4) Uani 1 1 d . . . . .
C16 C 0.32975(15) 0.59959(8) 0.4726(2) 0.0499(4) Uani 1 1 d . . . . .
C17 C 0.41618(15) 0.61938(8) 0.5834(2) 0.0486(4) Uani 1 1 d . . . . .
C18 C 0.39308(15) 0.65067(8) 0.7055(2) 0.0491(4) Uani 1 1 d . . . . .
C19 C 0.27943(15) 0.66050(7) 0.7114(2) 0.0489(4) Uani 1 1 d . . . . .
C20 C 0.2850(2) 0.71729(12) 0.9497(3) 0.0816(7) Uani 1 1 d . . . . .
H20A H 0.322899 0.686543 1.011627 0.122 Uiso 1 1 calc GR . . . .
H20B H 0.229016 0.736023 0.994912 0.122 Uiso 1 1 calc GR . . . .
H20C H 0.338329 0.747058 0.931886 0.122 Uiso 1 1 calc GR . . . .
C21 C 0.52397(18) 0.64102(9) 0.9430(2) 0.0587(5) Uani 1 1 d . . . . .
H21 H 0.494219 0.603019 0.954049 0.070 Uiso 1 1 calc R . . . .
C22 C 0.6069(2) 0.66302(10) 1.0483(2) 0.0706(6) Uani 1 1 d . . . . .
H22 H 0.632258 0.640278 1.130367 0.085 Uiso 1 1 calc R . . . .
C23 C 0.6527(2) 0.71913(11) 1.0324(3) 0.0755(7) Uani 1 1 d . . . . .
H23 H 0.710737 0.733769 1.101957 0.091 Uiso 1 1 calc R . . . .
C24 C 0.6119(2) 0.75301(11) 0.9133(3) 0.0734(6) Uani 1 1 d . . . . .
H24 H 0.641291 0.791174 0.903280 0.088 Uiso 1 1 calc R . . . .
C25 C 0.52795(19) 0.73111(9) 0.8086(2) 0.0646(6) Uani 1 1 d . . . . .
H25 H 0.500564 0.754789 0.728795 0.078 Uiso 1 1 calc R . . . .
C26 C 0.48347(15) 0.67409(8) 0.8204(2) 0.0497(5) Uani 1 1 d . . . . .
C27 C 0.53522(16) 0.60518(9) 0.5730(2) 0.0542(5) Uani 1 1 d . . . . .
C28 C 0.55825(15) 0.57398(8) 0.4430(2) 0.0498(5) Uani 1 1 d . . . . .
C29 C 0.67003(16) 0.56230(9) 0.4325(2) 0.0582(5) Uani 1 1 d . . . . .
H29 H 0.727660 0.575004 0.505204 0.070 Uiso 1 1 calc R . . . .
C30 C 0.69510(17) 0.53219(9) 0.3156(2) 0.0645(6) Uani 1 1 d . . . . .
H30 H 0.769619 0.525187 0.308668 0.077 Uiso 1 1 calc R . . . .
C31 C 0.61028(18) 0.51231(9) 0.2085(2) 0.0650(6) Uani 1 1 d . . . . .
H31 H 0.627357 0.491161 0.130358 0.078 Uiso 1 1 calc R . . . .
C32 C 0.49996(17) 0.52389(9) 0.2175(2) 0.0592(5) Uani 1 1 d . . . . .
H32 H 0.442924 0.510727 0.144644 0.071 Uiso 1 1 calc R . . . .
C33 C 0.47271(15) 0.55504(8) 0.3344(2) 0.0507(5) Uani 1 1 d . . . . .
C34 C 0.35264(17) 0.56640(11) 0.3420(2) 0.0605(5) Uani 1 1 d . . . . .
H34A H 0.3180(18) 0.5900(10) 0.254(3) 0.070(6) Uiso 1 1 d . . . . .
H34B H 0.307(2) 0.5259(14) 0.338(3) 0.103(9) Uiso 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
O1 C1 1.426(3) . ?
O1 C2 1.363(2) . ?
O2 C27 1.218(2) . ?
N1 C10 1.389(2) . ?
N1 C19 1.397(2) . ?
N1 C20 1.442(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.382(3) . ?
C2 C7 1.381(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 C6 1.388(3) . ?
C5 C15 1.494(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.404(3) . ?
C8 C13 1.386(3) . ?
C9 C10 1.398(3) . ?
C9 C14 1.450(2) . ?
C10 C11 1.406(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.396(2) . ?
C14 C19 1.412(3) . ?
C15 C16 1.406(2) . ?
C16 C17 1.410(3) . ?
C16 C34 1.507(3) . ?
C17 C18 1.419(2) . ?
C17 C27 1.497(2) . ?
C18 C19 1.405(2) . ?
C18 C26 1.489(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C22 1.369(3) . ?
C21 C26 1.385(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.382(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.370(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.373(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.387(3) . ?
C27 C28 1.482(3) . ?
C28 C29 1.400(2) . ?
C28 C33 1.385(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.373(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.378(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.379(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.393(3) . ?
C33 C34 1.491(3) . ?
C34 H34A 1.01(2) . ?
C34 H34B 1.05(3) . ?

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 O1 C1 117.8(2) . . ?
C10 N1 C19 107.71(16) . . ?
C10 N1 C20 122.20(16) . . ?
C19 N1 C20 130.01(17) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 124.9(2) . . ?
O1 C2 C7 116.26(19) . . ?
C7 C2 C3 118.9(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.0 . . ?
C3 C4 C5 122.04(19) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 117.36(18) . . ?
C4 C5 C15 121.58(17) . . ?
C6 C5 C15 121.06(17) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.06(19) . . ?
C7 C6 H6 119.5 . . ?
C2 C7 H7 119.6 . . ?
C6 C7 C2 120.83(19) . . ?
C6 C7 H7 119.6 . . ?
C9 C8 H8 121.0 . . ?
C13 C8 H8 121.0 . . ?
C13 C8 C9 118.0(2) . . ?
C8 C9 C14 134.15(19) . . ?
C10 C9 C8 119.61(17) . . ?
C10 C9 C14 106.23(16) . . ?
N1 C10 C9 110.29(16) . . ?
N1 C10 C11 127.7(2) . . ?
C9 C10 C11 122.05(19) . . ?
C10 C11 H11 121.7 . . ?
C12 C11 C10 116.5(2) . . ?
C12 C11 H11 121.7 . . ?
C11 C12 H12 118.9 . . ?
C13 C12 C11 122.3(2) . . ?
C13 C12 H12 118.9 . . ?
C8 C13 H13 119.2 . . ?
C12 C13 C8 121.5(2) . . ?
C12 C13 H13 119.2 . . ?
C15 C14 C9 132.20(18) . . ?
C15 C14 C19 120.93(15) . . ?
C19 C14 C9 106.83(15) . . ?
C14 C15 C5 120.54(15) . . ?
C14 C15 C16 118.51(17) . . ?
C16 C15 C5 120.94(16) . . ?
C15 C16 C17 120.32(16) . . ?
C15 C16 C34 117.05(17) . . ?
C17 C16 C34 122.63(16) . . ?
C16 C17 C18 121.86(16) . . ?
C16 C17 C27 118.63(16) . . ?
C18 C17 C27 119.49(17) . . ?
C17 C18 C26 122.49(16) . . ?
C19 C18 C17 116.63(17) . . ?
C19 C18 C26 120.84(15) . . ?
N1 C19 C14 108.94(15) . . ?
N1 C19 C18 129.33(18) . . ?
C18 C19 C14 121.73(16) . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 H21 119.3 . . ?
C22 C21 C26 121.46(19) . . ?
C26 C21 H21 119.3 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.8(2) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.5(2) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.8(2) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C18 121.87(16) . . ?
C21 C26 C25 117.83(18) . . ?
C25 C26 C18 120.28(18) . . ?
O2 C27 C17 122.46(17) . . ?
O2 C27 C28 118.68(16) . . ?
C28 C27 C17 118.86(17) . . ?
C29 C28 C27 118.44(18) . . ?
C33 C28 C27 121.94(16) . . ?
C33 C28 C29 119.60(17) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.4(2) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 119.9 . . ?
C29 C30 C31 120.25(18) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.72(18) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 121.0(2) . . ?
C33 C32 H32 119.5 . . ?
C28 C33 C32 119.06(17) . . ?
C28 C33 C34 121.15(17) . . ?
C32 C33 C34 119.78(18) . . ?
C16 C34 H34A 108.3(13) . . ?
C16 C34 H34B 105.9(16) . . ?
C33 C34 C16 116.70(18) . . ?
C33 C34 H34A 108.0(13) . . ?
C33 C34 H34B 111.2(15) . . ?
H34A C34 H34B 106.3(19) . . ?

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 C2 C3 C4 -179.92(18) . . . . ?
O1 C2 C7 C6 -179.84(16) . . . . ?
O2 C27 C28 C29 -2.4(3) . . . . ?
O2 C27 C28 C33 176.00(19) . . . . ?
N1 C10 C11 C12 -179.92(19) . . . . ?
C1 O1 C2 C3 1.5(3) . . . . ?
C1 O1 C2 C7 -178.82(18) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C2 C7 C6 -0.1(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C3 C4 C5 C15 -179.09(18) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C4 C5 C15 C14 89.4(2) . . . . ?
C4 C5 C15 C16 -90.7(2) . . . . ?
C5 C6 C7 C2 0.2(3) . . . . ?
C5 C15 C16 C17 -179.87(16) . . . . ?
C5 C15 C16 C34 -0.6(3) . . . . ?
C6 C5 C15 C14 -90.5(2) . . . . ?
C6 C5 C15 C16 89.4(2) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C8 C9 C10 N1 179.71(17) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C8 C9 C14 C15 2.8(4) . . . . ?
C8 C9 C14 C19 -179.5(2) . . . . ?
C9 C8 C13 C12 0.5(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C9 C14 C15 C5 -1.6(3) . . . . ?
C9 C14 C15 C16 178.50(17) . . . . ?
C9 C14 C19 N1 -0.14(19) . . . . ?
C9 C14 C19 C18 -179.39(15) . . . . ?
C10 N1 C19 C14 0.2(2) . . . . ?
C10 N1 C19 C18 179.36(17) . . . . ?
C10 C9 C14 C15 -177.66(18) . . . . ?
C10 C9 C14 C19 0.04(19) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C11 C12 C13 C8 -0.7(4) . . . . ?
C13 C8 C9 C10 0.0(3) . . . . ?
C13 C8 C9 C14 179.5(2) . . . . ?
C14 C9 C10 N1 0.1(2) . . . . ?
C14 C9 C10 C11 -179.94(18) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C14 C15 C16 C34 179.31(17) . . . . ?
C15 C5 C6 C7 179.37(16) . . . . ?
C15 C14 C19 N1 177.87(15) . . . . ?
C15 C14 C19 C18 -1.4(3) . . . . ?
C15 C16 C17 C18 -0.9(3) . . . . ?
C15 C16 C17 C27 177.31(16) . . . . ?
C15 C16 C34 C33 -179.22(17) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C16 C17 C18 C26 -177.38(16) . . . . ?
C16 C17 C27 O2 -175.73(19) . . . . ?
C16 C17 C27 C28 3.4(3) . . . . ?
C17 C16 C34 C33 0.0(3) . . . . ?
C17 C18 C19 N1 -178.56(17) . . . . ?
C17 C18 C19 C14 0.5(3) . . . . ?
C17 C18 C26 C21 -93.8(2) . . . . ?
C17 C18 C26 C25 87.8(2) . . . . ?
C17 C27 C28 C29 178.37(16) . . . . ?
C17 C27 C28 C33 -3.2(3) . . . . ?
C18 C17 C27 O2 2.5(3) . . . . ?
C18 C17 C27 C28 -178.31(16) . . . . ?
C19 N1 C10 C9 -0.2(2) . . . . ?
C19 N1 C10 C11 179.85(19) . . . . ?
C19 C14 C15 C5 -179.02(15) . . . . ?
C19 C14 C15 C16 1.1(3) . . . . ?
C19 C18 C26 C21 88.3(2) . . . . ?
C19 C18 C26 C25 -90.1(2) . . . . ?
C20 N1 C10 C9 -177.32(19) . . . . ?
C20 N1 C10 C11 2.7(3) . . . . ?
C20 N1 C19 C14 177.0(2) . . . . ?
C20 N1 C19 C18 -3.8(3) . . . . ?
C21 C22 C23 C24 2.2(4) . . . . ?
C22 C21 C26 C18 -179.76(18) . . . . ?
C22 C21 C26 C25 -1.3(3) . . . . ?
C22 C23 C24 C25 -1.5(4) . . . . ?
C23 C24 C25 C26 -0.6(3) . . . . ?
C24 C25 C26 C18 -179.52(19) . . . . ?
C24 C25 C26 C21 2.0(3) . . . . ?
C26 C18 C19 N1 -0.5(3) . . . . ?
C26 C18 C19 C14 178.54(16) . . . . ?
C26 C21 C22 C23 -0.8(3) . . . . ?
C27 C17 C18 C19 -177.58(15) . . . . ?
C27 C17 C18 C26 4.4(3) . . . . ?
C27 C28 C29 C30 178.39(18) . . . . ?
C27 C28 C33 C32 -177.54(17) . . . . ?
C27 C28 C33 C34 1.3(3) . . . . ?
C28 C29 C30 C31 -1.1(3) . . . . ?
C28 C33 C34 C16 0.3(3) . . . . ?
C29 C28 C33 C32 0.9(3) . . . . ?
C29 C28 C33 C34 179.71(18) . . . . ?
C29 C30 C31 C32 1.4(3) . . . . ?
C30 C31 C32 C33 -0.6(3) . . . . ?
C31 C32 C33 C28 -0.6(3) . . . . ?
C31 C32 C33 C34 -179.41(19) . . . . ?
C32 C33 C34 C16 179.16(18) . . . . ?
C33 C28 C29 C30 -0.1(3) . . . . ?
C34 C16 C17 C18 179.88(18) . . . . ?
C34 C16 C17 C27 -1.9(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 5.574
_oxdiff_exptl_absorpt_empirical_full_min 0.339
