# 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_yx-1
_database_code_depnum_ccdc_archive 'CCDC 2410441'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D5OB00051C 2025
loop_
_audit_author_name
_audit_author_address
'Zhonglie Yang'
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-12-16 deposited with the CCDC.	2025-03-27 downloaded from the CCDC.
;
_audit_creation_date             2022-12-14
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H27 N O3'
_chemical_formula_sum            'C32 H27 N O3'
_chemical_formula_weight         473.54
_chemical_absolute_configuration ?
_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      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'

_cell_length_a                   32.4772(4)
_cell_length_b                   32.4772(4)
_cell_length_c                   5.00380(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5277.85(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7692
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      73.2940
_cell_measurement_theta_min      2.7090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.603
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.14
_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  0.0181
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            9975
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.416
_diffrn_reflns_theta_min         2.721
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -16.00   1.00    1.00    --  -40.73 -38.00  90.00   99
  2  ω     16.00 115.00   1.00    1.00    --   40.73  38.00  30.00   99
  3  ω     32.00  96.00   1.00    1.00    --   40.73-139.00  37.00   64
  4  ω    115.00 160.00   1.00    3.72    --  106.95  61.00 -30.00   45
  5  ω     82.00 107.00   1.00    3.72    --  106.95  45.00   0.00   25
  6  ω     35.00 126.00   1.00    3.72    --  106.95 -45.00 120.00   91
  7  ω     94.00 168.00   1.00    3.72    --  106.95 125.00  30.00   74
  8  ω    102.00 156.00   1.00    3.72    --  106.95 125.00  60.00   54
  9  ω     79.00 104.00   1.00    3.72    --  106.95  61.00 -30.00   25
 10  ω     83.00 156.00   1.00    3.72    --  106.95  30.00  30.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0345973000
_diffrn_orient_matrix_UB_12      0.0180132000
_diffrn_orient_matrix_UB_13      0.1752671000
_diffrn_orient_matrix_UB_21      -0.0133044000
_diffrn_orient_matrix_UB_22      0.0438637000
_diffrn_orient_matrix_UB_23      -0.0792472000
_diffrn_orient_matrix_UB_31      -0.0296028000
_diffrn_orient_matrix_UB_32      0.0013446000
_diffrn_orient_matrix_UB_33      0.2403976000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.580
_reflns_Friedel_fraction_full    0.789
_reflns_Friedel_fraction_max     0.720
_reflns_number_gt                4438
_reflns_number_total             4583
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 1592 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0323
_refine_ls_restrained_S_all      1.062
_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)+(0.0465P)²+1.0227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0836
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13),
 C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27),
  C29(H29), C30(H30)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C)
;
_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
O2 O 0.30094(4) 0.40209(5) -0.1202(3) 0.0411(3) Uani 1 1 d . . . . .
O3 O 0.48798(4) 0.37169(7) 0.2447(4) 0.0674(5) Uani 1 1 d . . . . .
O1 O 0.20040(4) 0.33277(4) 0.4670(3) 0.0439(3) Uani 1 1 d . . . . .
N2 N 0.31914(4) 0.39871(4) 0.3169(3) 0.0273(3) Uani 1 1 d . . . . .
H2 H 0.3104(7) 0.3997(7) 0.470(5) 0.042(6) Uiso 1 1 d . . . . .
C33 C 0.11286(6) 0.37420(6) 1.0898(4) 0.0415(4) Uani 1 1 d . . . . .
C2 C 0.12572(7) 0.41379(7) 1.0152(5) 0.0508(5) Uani 1 1 d . . . . .
H2A H 0.143920 0.417176 0.868212 0.061 Uiso 1 1 calc R U . . .
C3 C 0.11199(8) 0.44809(7) 1.1551(5) 0.0567(6) Uani 1 1 d . . . . .
H3 H 0.121354 0.474643 1.103693 0.068 Uiso 1 1 calc R U . . .
C4 C 0.08502(7) 0.44445(7) 1.3672(5) 0.0541(6) Uani 1 1 d . . . . .
C5 C 0.07268(7) 0.40503(7) 1.4414(5) 0.0519(5) Uani 1 1 d . . . . .
H5 H 0.054398 0.401800 1.588163 0.062 Uiso 1 1 calc R U . . .
C6 C 0.08637(6) 0.37047(6) 1.3070(4) 0.0453(5) Uani 1 1 d . . . . .
H6 H 0.077621 0.343943 1.363342 0.054 Uiso 1 1 calc R U . . .
C7 C 0.12761(6) 0.33921(6) 0.9449(4) 0.0417(4) Uani 1 1 d . . . . .
C8 C 0.14169(5) 0.31133(6) 0.8150(4) 0.0387(4) Uani 1 1 d . . . . .
C9 C 0.16046(5) 0.28035(6) 0.6535(4) 0.0365(4) Uani 1 1 d . . . . .
C10 C 0.14988(6) 0.23881(6) 0.6707(4) 0.0442(5) Uani 1 1 d . . . . .
H10 H 0.129527 0.230359 0.795526 0.053 Uiso 1 1 calc R U . . .
C11 C 0.16857(7) 0.20959(6) 0.5085(5) 0.0484(5) Uani 1 1 d . . . . .
H11 H 0.161093 0.181395 0.522708 0.058 Uiso 1 1 calc R U . . .
C12 C 0.19797(7) 0.22170(6) 0.3272(4) 0.0462(5) Uani 1 1 d . . . . .
H12 H 0.210541 0.201725 0.215033 0.055 Uiso 1 1 calc R U . . .
C13 C 0.20957(6) 0.26285(6) 0.3057(4) 0.0419(4) Uani 1 1 d . . . . .
H13 H 0.230072 0.270875 0.180705 0.050 Uiso 1 1 calc R U . . .
C14 C 0.19106(5) 0.29188(5) 0.4672(4) 0.0359(4) Uani 1 1 d . . . . .
C15 C 0.22452(5) 0.34866(6) 0.2508(4) 0.0387(4) Uani 1 1 d . . . . .
H15A H 0.213562 0.339009 0.077116 0.046 Uiso 1 1 calc R U . . .
H15B H 0.253546 0.339684 0.267105 0.046 Uiso 1 1 calc R U . . .
C16 C 0.22138(5) 0.39440(5) 0.2718(4) 0.0361(4) Uani 1 1 d . . . . .
H16 H 0.196010 0.405443 0.333434 0.043 Uiso 1 1 calc R U . . .
C17 C 0.25112(5) 0.42099(5) 0.2115(3) 0.0304(3) Uani 1 1 d . . . . .
C18 C 0.24673(5) 0.46655(5) 0.2327(4) 0.0342(4) Uani 1 1 d . . . . .
C19 C 0.22108(6) 0.48449(6) 0.4218(5) 0.0486(5) Uani 1 1 d . . . . .
H19 H 0.205700 0.467533 0.539998 0.058 Uiso 1 1 calc R U . . .
C20 C 0.21777(7) 0.52698(7) 0.4395(6) 0.0589(6) Uani 1 1 d . . . . .
H20 H 0.199824 0.538750 0.568502 0.071 Uiso 1 1 calc R U . . .
C21 C 0.23991(7) 0.55225(6) 0.2743(5) 0.0543(6) Uani 1 1 d . . . . .
H21 H 0.237372 0.581317 0.288083 0.065 Uiso 1 1 calc R U . . .
C22 C 0.26585(8) 0.53505(7) 0.0880(6) 0.0594(6) Uani 1 1 d . . . . .
H22 H 0.281440 0.552302 -0.027194 0.071 Uiso 1 1 calc R U . . .
C23 C 0.26938(7) 0.49237(6) 0.0676(5) 0.0508(5) Uani 1 1 d . . . . .
H23 H 0.287521 0.480817 -0.061105 0.061 Uiso 1 1 calc R U . . .
C24 C 0.29257(5) 0.40599(5) 0.1175(3) 0.0274(3) Uani 1 1 d . . . . .
C25 C 0.36198(5) 0.39006(5) 0.2885(3) 0.0274(3) Uani 1 1 d . . . . .
C26 C 0.38025(5) 0.36298(6) 0.4642(4) 0.0372(4) Uani 1 1 d . . . . .
H26 H 0.363867 0.348951 0.592454 0.045 Uiso 1 1 calc R U . . .
C27 C 0.42256(6) 0.35601(7) 0.4553(4) 0.0454(5) Uani 1 1 d . . . . .
H27 H 0.435052 0.337484 0.577905 0.055 Uiso 1 1 calc R U . . .
C28 C 0.44608(6) 0.37608(7) 0.2684(4) 0.0451(5) Uani 1 1 d . . . . .
C29 C 0.42785(6) 0.40306(7) 0.0893(5) 0.0491(5) Uani 1 1 d . . . . .
H29 H 0.444221 0.416611 -0.041204 0.059 Uiso 1 1 calc R U . . .
C30 C 0.38591(6) 0.41033(6) 0.0998(4) 0.0403(4) Uani 1 1 d . . . . .
H30 H 0.373530 0.429107 -0.021547 0.048 Uiso 1 1 calc R U . . .
C31 C 0.50812(8) 0.35102(13) 0.4602(6) 0.0933(12) Uani 1 1 d . . . . .
H31A H 0.537974 0.351721 0.432034 0.140 Uiso 1 1 calc R U . . .
H31B H 0.498795 0.322341 0.467516 0.140 Uiso 1 1 calc R U . . .
H31C H 0.501406 0.364806 0.628863 0.140 Uiso 1 1 calc R U . . .
C32 C 0.06907(11) 0.48199(8) 1.5120(7) 0.0772(8) Uani 1 1 d . . . . .
H32A H 0.045844 0.493683 1.412640 0.116 Uiso 1 1 calc R U . . .
H32B H 0.091069 0.502528 1.525917 0.116 Uiso 1 1 calc R U . . .
H32C H 0.059930 0.474121 1.691583 0.116 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C24 1.227(2) . ?
O3 C28 1.374(2) . ?
O3 C31 1.429(3) . ?
O1 C14 1.362(2) . ?
O1 C15 1.432(2) . ?
N2 H2 0.82(3) . ?
N2 C24 1.340(2) . ?
N2 C25 1.427(2) . ?
C33 C2 1.402(3) . ?
C33 C6 1.392(3) . ?
C33 C7 1.431(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(4) . ?
C4 C5 1.392(3) . ?
C4 C32 1.510(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.382(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.205(3) . ?
C8 C9 1.427(3) . ?
C9 C10 1.395(3) . ?
C9 C14 1.413(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.374(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.393(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.493(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.330(2) . ?
C17 C18 1.490(2) . ?
C17 C24 1.507(2) . ?
C18 C19 1.389(3) . ?
C18 C23 1.388(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.369(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.375(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.394(3) . ?
C23 H23 0.9500 . ?
C25 C26 1.378(2) . ?
C25 C30 1.389(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.393(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.372(3) . ?
C28 C29 1.386(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.383(3) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 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
C28 O3 C31 115.92(19) . . ?
C14 O1 C15 118.29(15) . . ?
C24 N2 H2 117.8(16) . . ?
C24 N2 C25 126.08(14) . . ?
C25 N2 H2 116.1(16) . . ?
C2 C33 C7 119.6(2) . . ?
C6 C33 C2 118.2(2) . . ?
C6 C33 C7 122.26(18) . . ?
C33 C2 H2A 119.8 . . ?
C3 C2 C33 120.4(2) . . ?
C3 C2 H2A 119.8 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.5(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 117.8(2) . . ?
C3 C4 C32 121.2(2) . . ?
C5 C4 C32 121.0(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C33 C6 H6 119.7 . . ?
C5 C6 C33 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C33 176.0(2) . . ?
C7 C8 C9 175.9(2) . . ?
C10 C9 C8 122.79(18) . . ?
C10 C9 C14 118.06(18) . . ?
C14 C9 C8 119.15(16) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.15(19) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.60(18) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.9(2) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.51(19) . . ?
C14 C13 H13 120.2 . . ?
O1 C14 C9 114.57(16) . . ?
O1 C14 C13 124.65(17) . . ?
C13 C14 C9 120.78(17) . . ?
O1 C15 H15A 110.6 . . ?
O1 C15 H15B 110.6 . . ?
O1 C15 C16 105.54(15) . . ?
H15A C15 H15B 108.8 . . ?
C16 C15 H15A 110.6 . . ?
C16 C15 H15B 110.6 . . ?
C15 C16 H16 117.3 . . ?
C17 C16 C15 125.48(16) . . ?
C17 C16 H16 117.3 . . ?
C16 C17 C18 123.99(15) . . ?
C16 C17 C24 120.62(16) . . ?
C18 C17 C24 115.38(14) . . ?
C19 C18 C17 121.48(17) . . ?
C23 C18 C17 120.45(17) . . ?
C23 C18 C19 118.04(17) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.5(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.2(2) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.2(2) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.3(2) . . ?
C23 C22 H22 119.9 . . ?
C18 C23 C22 120.9(2) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
O2 C24 N2 124.10(16) . . ?
O2 C24 C17 122.29(15) . . ?
N2 C24 C17 113.58(14) . . ?
C26 C25 N2 118.83(15) . . ?
C26 C25 C30 119.69(16) . . ?
C30 C25 N2 121.34(15) . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.53(18) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.56(18) . . ?
C28 C27 H27 120.2 . . ?
O3 C28 C29 115.65(19) . . ?
C27 C28 O3 124.12(19) . . ?
C27 C28 C29 120.23(17) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.24(19) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 120.1 . . ?
C29 C30 C25 119.74(18) . . ?
C29 C30 H30 120.1 . . ?
O3 C31 H31A 109.5 . . ?
O3 C31 H31B 109.5 . . ?
O3 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C4 C32 H32A 109.5 . . ?
C4 C32 H32B 109.5 . . ?
C4 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C28 C29 C30 -178.7(2) . . . . ?
O1 C15 C16 C17 145.55(19) . . . . ?
N2 C25 C26 C27 -175.34(17) . . . . ?
N2 C25 C30 C29 175.92(18) . . . . ?
C33 C2 C3 C4 -1.0(3) . . . . ?
C2 C33 C6 C5 1.1(3) . . . . ?
C2 C3 C4 C5 1.5(3) . . . . ?
C2 C3 C4 C32 -177.8(2) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C4 C5 C6 C33 -0.6(3) . . . . ?
C6 C33 C2 C3 -0.3(3) . . . . ?
C7 C33 C2 C3 -179.4(2) . . . . ?
C7 C33 C6 C5 -179.8(2) . . . . ?
C8 C9 C10 C11 179.42(19) . . . . ?
C8 C9 C14 O1 1.7(2) . . . . ?
C8 C9 C14 C13 -179.29(18) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C9 C14 O1 -178.44(17) . . . . ?
C10 C9 C14 C13 0.6(3) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C12 C13 C14 O1 178.81(19) . . . . ?
C12 C13 C14 C9 -0.1(3) . . . . ?
C14 O1 C15 C16 167.37(15) . . . . ?
C14 C9 C10 C11 -0.5(3) . . . . ?
C15 O1 C14 C9 -167.42(16) . . . . ?
C15 O1 C14 C13 13.6(3) . . . . ?
C15 C16 C17 C18 179.42(17) . . . . ?
C15 C16 C17 C24 -1.2(3) . . . . ?
C16 C17 C18 C19 30.4(3) . . . . ?
C16 C17 C18 C23 -151.6(2) . . . . ?
C16 C17 C24 O2 93.3(2) . . . . ?
C16 C17 C24 N2 -88.6(2) . . . . ?
C17 C18 C19 C20 179.4(2) . . . . ?
C17 C18 C23 C22 -179.2(2) . . . . ?
C18 C17 C24 O2 -87.3(2) . . . . ?
C18 C17 C24 N2 90.85(17) . . . . ?
C18 C19 C20 C21 -0.8(4) . . . . ?
C19 C18 C23 C22 -1.2(3) . . . . ?
C19 C20 C21 C22 0.0(4) . . . . ?
C20 C21 C22 C23 0.2(4) . . . . ?
C21 C22 C23 C18 0.4(4) . . . . ?
C23 C18 C19 C20 1.4(3) . . . . ?
C24 N2 C25 C26 -145.14(17) . . . . ?
C24 N2 C25 C30 39.1(2) . . . . ?
C24 C17 C18 C19 -148.97(18) . . . . ?
C24 C17 C18 C23 29.0(2) . . . . ?
C25 N2 C24 O2 7.7(3) . . . . ?
C25 N2 C24 C17 -170.44(14) . . . . ?
C25 C26 C27 C28 -0.5(3) . . . . ?
C26 C25 C30 C29 0.2(3) . . . . ?
C26 C27 C28 O3 179.3(2) . . . . ?
C26 C27 C28 C29 -0.1(3) . . . . ?
C27 C28 C29 C30 0.8(3) . . . . ?
C28 C29 C30 C25 -0.8(3) . . . . ?
C30 C25 C26 C27 0.5(3) . . . . ?
C31 O3 C28 C27 -12.0(4) . . . . ?
C31 O3 C28 C29 167.4(3) . . . . ?
C32 C4 C5 C6 178.6(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.505 131.9 23.8 ?
2 0.500 0.500 -0.058 131.9 23.8 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.509
_oxdiff_exptl_absorpt_empirical_full_min 0.659
####################################################################### 
# 
# 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_y-x-7
_database_code_depnum_ccdc_archive 'CCDC 2410445'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D5OB00051C 2025
loop_
_audit_author_name
_audit_author_address
'Zhonglie Yang'
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-12-16 deposited with the CCDC.	2025-03-27 downloaded from the CCDC.
;
_audit_creation_date             2024-04-30
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H24 Cl N O2'
_chemical_formula_sum            'C31 H24 Cl N O2'
_chemical_formula_weight         477.96
_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'
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   19.1841(4)
_cell_length_b                   10.0695(2)
_cell_length_c                   26.0275(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5027.84(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5638
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.2920
_cell_measurement_theta_min      3.3490
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.563
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57345
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12648
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.567
_diffrn_reflns_theta_min         3.396
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00 -15.00   1.00    2.00    --  -40.73  38.00  60.00   27
  2  ω    -96.00 -45.00   1.00    2.00    --  -40.73 125.00 120.00   51
  3  ω      1.00 120.00   1.00    2.00    --   40.73  19.00-150.00  119
  4  ω    107.00 140.00   1.00    4.00    --  106.95 -77.00 -60.00   33
  5  ω     53.00 105.00   1.00    4.00    --  106.95 -77.00 -60.00   52
  6  ω     31.00 130.00   1.00    4.00    --  106.95 -30.00-180.00   99
  7  ω     39.00 123.00   1.00    4.00    --  106.95 -77.00 120.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0583128000
_diffrn_orient_matrix_UB_12      -0.0238606000
_diffrn_orient_matrix_UB_13      0.0396893000
_diffrn_orient_matrix_UB_21      -0.0388761000
_diffrn_orient_matrix_UB_22      -0.0881282000
_diffrn_orient_matrix_UB_23      -0.0389454000
_diffrn_orient_matrix_UB_31      0.0392086000
_diffrn_orient_matrix_UB_32      -0.1226996000
_diffrn_orient_matrix_UB_33      0.0203381000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4082
_reflns_number_total             4957
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4957
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0577
_refine_ls_restrained_S_all      1.016
_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)+(0.0963P)²+1.8433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1574
_refine_ls_wR_factor_ref         0.1700
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27),
  C29(H29), C30(H30)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_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
Cl1 Cl 1.02261(3) 0.33703(7) 0.20203(2) 0.0491(2) Uani 1 1 d . . . . .
O1 O 0.52754(8) 0.78623(16) 0.49692(7) 0.0390(4) Uani 1 1 d . . . . .
O2 O 0.74458(8) 0.52291(13) 0.33901(5) 0.0294(3) Uani 1 1 d . . . . .
N1 N 0.77339(9) 0.30526(16) 0.33627(7) 0.0255(4) Uani 1 1 d . . . . .
H1 H 0.7605(14) 0.225(3) 0.3437(10) 0.038(7) Uiso 1 1 d . . . . .
C1 C 0.59153(11) 0.6027(2) 0.51290(9) 0.0368(5) Uani 1 1 d . . . . .
C2 C 0.63307(13) 0.5191(3) 0.54301(10) 0.0470(6) Uani 1 1 d . . . . .
H2 H 0.646922 0.433637 0.531397 0.056 Uiso 1 1 calc R U . . .
C3 C 0.65325(15) 0.5681(4) 0.59137(12) 0.0610(8) Uani 1 1 d . . . . .
H3 H 0.681260 0.514560 0.613194 0.073 Uiso 1 1 calc R U . . .
C4 C 0.63292(16) 0.6937(4) 0.60779(11) 0.0617(8) Uani 1 1 d . . . . .
H4 H 0.648206 0.724325 0.640428 0.074 Uiso 1 1 calc R U . . .
C5 C 0.59140(15) 0.7751(3) 0.57834(11) 0.0545(7) Uani 1 1 d . . . . .
H5 H 0.577445 0.860557 0.589943 0.065 Uiso 1 1 calc R U . . .
C6 C 0.57093(13) 0.7261(3) 0.53082(10) 0.0414(6) Uani 1 1 d . . . . .
C7 C 0.52091(12) 0.7003(2) 0.45587(9) 0.0355(5) Uani 1 1 d . . . . .
C8 C 0.55836(11) 0.5878(2) 0.46309(9) 0.0337(5) Uani 1 1 d . . . . .
C9 C 0.56347(11) 0.4661(2) 0.42944(9) 0.0315(5) Uani 1 1 d . . . . .
H9A H 0.566054 0.385924 0.451395 0.038 Uiso 1 1 calc R U . . .
H9B H 0.520943 0.459092 0.408062 0.038 Uiso 1 1 calc R U . . .
C10 C 0.62654(10) 0.47095(19) 0.39500(8) 0.0275(4) Uani 1 1 d . . . . .
H10 H 0.633860 0.551179 0.376573 0.033 Uiso 1 1 calc R U . . .
C11 C 0.67338(10) 0.37424(19) 0.38761(7) 0.0238(4) Uani 1 1 d . . . . .
C12 C 0.66772(10) 0.24139(19) 0.41217(7) 0.0232(4) Uani 1 1 d . . . . .
C13 C 0.60779(11) 0.1651(2) 0.40602(8) 0.0286(4) Uani 1 1 d . . . . .
H13 H 0.570779 0.197532 0.385262 0.034 Uiso 1 1 calc R U . . .
C14 C 0.60135(12) 0.0422(2) 0.42985(9) 0.0340(5) Uani 1 1 d . . . . .
H14 H 0.560181 -0.008828 0.425196 0.041 Uiso 1 1 calc R U . . .
C15 C 0.65440(12) -0.0057(2) 0.46012(9) 0.0341(5) Uani 1 1 d . . . . .
H15 H 0.650301 -0.090227 0.476034 0.041 Uiso 1 1 calc R U . . .
C16 C 0.71383(11) 0.0701(2) 0.46728(8) 0.0344(5) Uani 1 1 d . . . . .
H16 H 0.750081 0.037936 0.488822 0.041 Uiso 1 1 calc R U . . .
C17 C 0.72101(11) 0.1923(2) 0.44335(8) 0.0292(4) Uani 1 1 d . . . . .
H17 H 0.762323 0.242768 0.448181 0.035 Uiso 1 1 calc R U . . .
C18 C 0.73342(10) 0.40802(18) 0.35260(7) 0.0237(4) Uani 1 1 d . . . . .
C19 C 0.83208(11) 0.3167(2) 0.30366(7) 0.0260(4) Uani 1 1 d . . . . .
C20 C 0.87253(12) 0.4310(2) 0.30166(9) 0.0347(5) Uani 1 1 d . . . . .
H20 H 0.860080 0.506136 0.321737 0.042 Uiso 1 1 calc R U . . .
C21 C 0.93093(12) 0.4357(2) 0.27051(9) 0.0384(5) Uani 1 1 d . . . . .
H21 H 0.958750 0.513715 0.269436 0.046 Uiso 1 1 calc R U . . .
C22 C 0.94863(11) 0.3276(2) 0.24114(8) 0.0341(5) Uani 1 1 d . . . . .
C23 C 0.90966(12) 0.2131(2) 0.24276(9) 0.0363(5) Uani 1 1 d . . . . .
H23 H 0.922634 0.138471 0.222587 0.044 Uiso 1 1 calc R U . . .
C24 C 0.85131(11) 0.2075(2) 0.27404(8) 0.0309(5) Uani 1 1 d . . . . .
H24 H 0.824223 0.128562 0.275297 0.037 Uiso 1 1 calc R U . . .
C25 C 0.47178(12) 0.7423(2) 0.41657(10) 0.0404(6) Uani 1 1 d . . . . .
C26 C 0.41598(15) 0.8264(3) 0.42924(12) 0.0541(7) Uani 1 1 d . . . . .
H26 H 0.412405 0.860452 0.463180 0.065 Uiso 1 1 calc R U . . .
C27 C 0.36653(17) 0.8602(3) 0.39347(14) 0.0653(9) Uani 1 1 d . . . . .
H27 H 0.329366 0.917243 0.403248 0.078 Uiso 1 1 calc R U . . .
C28 C 0.36940(17) 0.8135(4) 0.34355(13) 0.0647(8) Uani 1 1 d . . . . .
C29 C 0.42508(17) 0.7331(4) 0.33074(12) 0.0627(8) Uani 1 1 d . . . . .
H29 H 0.428947 0.701237 0.296494 0.075 Uiso 1 1 calc R U . . .
C30 C 0.47545(14) 0.6974(3) 0.36632(10) 0.0465(6) Uani 1 1 d . . . . .
H30 H 0.512891 0.641496 0.356147 0.056 Uiso 1 1 calc R U . . .
C31 C 0.3142(2) 0.8492(5) 0.30371(17) 0.0970(15) Uani 1 1 d . . . . .
H31A H 0.336599 0.863493 0.270326 0.145 Uiso 1 1 calc R U . . .
H31B H 0.290093 0.930489 0.314300 0.145 Uiso 1 1 calc R U . . .
H31C H 0.280475 0.776459 0.300912 0.145 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C22 1.749(2) . ?
O1 C6 1.355(3) . ?
O1 C7 1.381(3) . ?
O2 C18 1.229(2) . ?
N1 H1 0.86(3) . ?
N1 C18 1.356(2) . ?
N1 C19 1.415(3) . ?
C1 C2 1.400(4) . ?
C1 C6 1.385(4) . ?
C1 C8 1.452(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.406(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(4) . ?
C7 C8 1.355(3) . ?
C7 C25 1.454(4) . ?
C8 C9 1.509(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.507(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.339(3) . ?
C11 C12 1.487(3) . ?
C11 C18 1.508(3) . ?
C12 C13 1.392(3) . ?
C12 C17 1.396(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.390(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.374(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(3) . ?
C17 H17 0.9500 . ?
C19 C20 1.389(3) . ?
C19 C24 1.393(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.373(3) . ?
C22 C23 1.374(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.404(4) . ?
C25 C30 1.386(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.372(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(5) . ?
C28 C29 1.381(5) . ?
C28 C31 1.525(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.386(4) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 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
C6 O1 C7 106.28(18) . . ?
C18 N1 H1 118.6(18) . . ?
C18 N1 C19 125.15(17) . . ?
C19 N1 H1 116.0(18) . . ?
C2 C1 C8 133.4(2) . . ?
C6 C1 C2 120.9(2) . . ?
C6 C1 C8 105.6(2) . . ?
C1 C2 H2 121.7 . . ?
C1 C2 C3 116.5(3) . . ?
C3 C2 H2 121.7 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 118.9 . . ?
C5 C4 C3 122.2(3) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 H5 121.7 . . ?
C4 C5 C6 116.6(3) . . ?
C6 C5 H5 121.7 . . ?
O1 C6 C1 110.9(2) . . ?
O1 C6 C5 126.5(3) . . ?
C1 C6 C5 122.6(3) . . ?
O1 C7 C25 114.9(2) . . ?
C8 C7 O1 111.6(2) . . ?
C8 C7 C25 133.2(2) . . ?
C1 C8 C9 125.0(2) . . ?
C7 C8 C1 105.6(2) . . ?
C7 C8 C9 129.3(2) . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 C8 111.77(17) . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C9 C10 H10 116.5 . . ?
C11 C10 C9 126.92(18) . . ?
C11 C10 H10 116.5 . . ?
C10 C11 C12 122.93(17) . . ?
C10 C11 C18 115.82(17) . . ?
C12 C11 C18 121.25(16) . . ?
C13 C12 C11 120.50(18) . . ?
C13 C12 C17 118.45(18) . . ?
C17 C12 C11 121.01(18) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.90(19) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.59(19) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.7(2) . . ?
C17 C16 H16 119.7 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.20(19) . . ?
C16 C17 H17 119.9 . . ?
O2 C18 N1 121.98(18) . . ?
O2 C18 C11 121.31(17) . . ?
N1 C18 C11 116.70(16) . . ?
C20 C19 N1 122.34(18) . . ?
C20 C19 C24 119.04(19) . . ?
C24 C19 N1 118.57(18) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.9(2) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 Cl1 118.77(18) . . ?
C21 C22 C23 120.9(2) . . ?
C23 C22 Cl1 120.32(17) . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.5(2) . . ?
C24 C23 H23 120.3 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.5(2) . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C7 120.3(2) . . ?
C30 C25 C7 122.4(2) . . ?
C30 C25 C26 117.2(3) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.2(3) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 119.2 . . ?
C26 C27 C28 121.7(3) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 C31 122.1(3) . . ?
C29 C28 C27 117.2(3) . . ?
C29 C28 C31 120.7(3) . . ?
C28 C29 H29 119.0 . . ?
C28 C29 C30 122.0(3) . . ?
C30 C29 H29 119.0 . . ?
C25 C30 H30 119.6 . . ?
C29 C30 C25 120.7(3) . . ?
C29 C30 H30 119.6 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C22 C23 C24 179.89(17) . . . . ?
O1 C7 C8 C1 0.2(2) . . . . ?
O1 C7 C8 C9 177.02(19) . . . . ?
O1 C7 C25 C26 -26.2(3) . . . . ?
O1 C7 C25 C30 156.9(2) . . . . ?
N1 C19 C20 C21 177.7(2) . . . . ?
N1 C19 C24 C23 -178.0(2) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C1 C8 C9 C10 -87.2(2) . . . . ?
C2 C1 C6 O1 -176.05(19) . . . . ?
C2 C1 C6 C5 1.8(3) . . . . ?
C2 C1 C8 C7 175.8(2) . . . . ?
C2 C1 C8 C9 -1.2(4) . . . . ?
C2 C3 C4 C5 1.1(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 O1 176.5(2) . . . . ?
C4 C5 C6 C1 -1.0(4) . . . . ?
C6 O1 C7 C8 0.4(2) . . . . ?
C6 O1 C7 C25 175.53(18) . . . . ?
C6 C1 C2 C3 -1.0(3) . . . . ?
C6 C1 C8 C7 -0.7(2) . . . . ?
C6 C1 C8 C9 -177.71(19) . . . . ?
C7 O1 C6 C1 -0.9(2) . . . . ?
C7 O1 C6 C5 -178.6(2) . . . . ?
C7 C8 C9 C10 96.5(3) . . . . ?
C7 C25 C26 C27 -175.7(3) . . . . ?
C7 C25 C30 C29 175.9(3) . . . . ?
C8 C1 C2 C3 -177.1(2) . . . . ?
C8 C1 C6 O1 1.0(2) . . . . ?
C8 C1 C6 C5 178.8(2) . . . . ?
C8 C7 C25 C26 147.5(3) . . . . ?
C8 C7 C25 C30 -29.3(4) . . . . ?
C8 C9 C10 C11 131.8(2) . . . . ?
C9 C10 C11 C12 2.3(3) . . . . ?
C9 C10 C11 C18 -177.46(19) . . . . ?
C10 C11 C12 C13 55.2(3) . . . . ?
C10 C11 C12 C17 -122.4(2) . . . . ?
C10 C11 C18 O2 11.8(3) . . . . ?
C10 C11 C18 N1 -167.03(18) . . . . ?
C11 C12 C13 C14 -178.43(19) . . . . ?
C11 C12 C17 C16 177.88(19) . . . . ?
C12 C11 C18 O2 -167.96(18) . . . . ?
C12 C11 C18 N1 13.2(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C13 C12 C17 C16 0.2(3) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C14 C15 C16 C17 -1.4(3) . . . . ?
C15 C16 C17 C12 0.9(3) . . . . ?
C17 C12 C13 C14 -0.7(3) . . . . ?
C18 N1 C19 C20 27.6(3) . . . . ?
C18 N1 C19 C24 -154.9(2) . . . . ?
C18 C11 C12 C13 -125.0(2) . . . . ?
C18 C11 C12 C17 57.3(3) . . . . ?
C19 N1 C18 O2 1.6(3) . . . . ?
C19 N1 C18 C11 -179.58(18) . . . . ?
C19 C20 C21 C22 0.6(4) . . . . ?
C20 C19 C24 C23 -0.5(3) . . . . ?
C20 C21 C22 Cl1 179.80(19) . . . . ?
C20 C21 C22 C23 -1.0(4) . . . . ?
C21 C22 C23 C24 0.7(4) . . . . ?
C22 C23 C24 C19 0.0(3) . . . . ?
C24 C19 C20 C21 0.2(3) . . . . ?
C25 C7 C8 C1 -173.7(2) . . . . ?
C25 C7 C8 C9 3.1(4) . . . . ?
C25 C26 C27 C28 -0.1(5) . . . . ?
C26 C25 C30 C29 -1.1(4) . . . . ?
C26 C27 C28 C29 -1.2(5) . . . . ?
C26 C27 C28 C31 179.2(4) . . . . ?
C27 C28 C29 C30 1.4(5) . . . . ?
C28 C29 C30 C25 -0.3(5) . . . . ?
C30 C25 C26 C27 1.3(4) . . . . ?
C31 C28 C29 C30 -179.0(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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.859
_oxdiff_exptl_absorpt_empirical_full_min 0.682
