# Supplementary Information (SI) for Chemical Science.
# 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_exp_657_auto
_database_code_depnum_ccdc_archive 'CCDC 2392427'
loop_
_audit_author_name
_audit_author_address
'RYOTA YAGAMI'
;Keio University
Japan
;
_audit_update_record             
;
2024-10-21 deposited with the CCDC.	2025-05-16 downloaded from the CCDC.
;
_audit_creation_date             2021-11-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H10 N2 O)'
_chemical_formula_sum            'C32 H20 N4 O2'
_chemical_formula_weight         492.52
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     KO20211115-2
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           81
_space_group_name_H-M_alt        'P -4'
_space_group_name_Hall           'P -4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'

_cell_length_a                   14.10340(10)
_cell_length_b                   14.10340(10)
_cell_length_c                   11.60890(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2309.08(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16291
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.6330
_cell_measurement_theta_min      4.4210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.726
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.116a (Rigaku Oxford Diffraction, 2021)
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    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            24695
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.712
_diffrn_reflns_theta_min         3.133
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -100.00 -75.00   0.50    1.02    --  -48.46 155.00-148.00   50
  2  ω    -85.00 -52.00   0.50    1.02    --  -48.46 134.00 -43.00   66
  3  ω   -101.00 -76.00   0.50    1.02    --  -48.46  -9.00 102.00   50
  4  ω     -9.00  24.00   0.50    1.02    --  -48.46   9.00 -83.00   66
  5  ω     52.00  77.00   0.50    1.02    --   48.46   9.00 -83.00   50
  6  ω     71.00  96.00   0.50    1.02    --   48.46 134.00 -43.00   50
  7  ω     71.00  96.00   0.50    1.02    --   48.46 135.00 135.00   50
  8  ω   -136.00-111.00   0.50    4.07    -- -100.00-155.00 173.00   50
  9  ω   -101.00 -72.00   0.50    4.07    -- -100.00 134.00 -43.00   58
 10  ω   -167.00-122.00   0.50    4.07    -- -100.00-135.00  70.00   90
 11  ω   -146.00-121.00   0.50    4.07    -- -100.00  -9.00 102.00   50
 12  ω    111.00 136.00   0.50    4.07    --  107.23 134.00 -43.00   50
 13  ω    103.00 128.00   0.50    4.07    --  107.23 120.00  54.00   50
 14  ω    119.00 144.00   0.50    4.07    --  107.23   9.00 -83.00   50
 15  ω     36.00 119.00   0.50    4.07    --  107.23-135.00  70.00  166
 16  ω    -70.00 -33.00   0.50    1.02    --  -48.46 -57.00  30.00   74
 17  ω    -53.00 -27.00   0.50    1.02    --  -48.46 -77.00   0.00   52
 18  ω    -65.00 -36.00   0.50    1.02    --  -48.46 -38.00   0.00   58
 19  ω    -65.00 -29.00   0.50    1.02    --  -48.46 -77.00 -30.00   72
 20  ω     37.00 122.00   0.50    1.02    --   48.46  19.00  30.00  170
 21  ω     26.00  52.00   0.50    1.02    --   48.46  77.00 -30.00   52
 22  ω   -166.00-140.00   0.50    4.07    -- -100.00 -77.00   0.00   52
 23  ω   -173.00 -82.00   0.50    4.07    -- -100.00 -65.00   8.66  182
 24  ω   -106.00 -80.00   0.50    4.07    -- -100.00 -74.00   0.96   52
 25  ω   -109.00 -83.00   0.50    4.07    -- -100.00 -61.00  30.00   52
 26  ω   -117.00 -81.00   0.50    4.07    -- -100.00 -67.00  -5.30   72
 27  ω   -104.00 -78.00   0.50    4.07    -- -100.00 -75.00  52.72   52
 28  ω   -106.00 -81.00   0.50    4.07    -- -100.00 -67.00  -0.08   50
 29  ω   -104.00 -78.00   0.50    4.07    -- -100.00 -75.00  38.42   52
 30  ω   -116.00 -82.00   0.50    4.07    -- -100.00 -65.00  20.65   68
 31  ω   -173.00 -79.00   0.50    4.07    -- -100.00 -75.00 -13.36  188
 32  ω   -172.00 -85.00   0.50    4.07    -- -100.00 -58.00  22.84  174
 33  ω   -108.00 -82.00   0.50    4.07    -- -100.00 -66.00   5.86   52
 34  ω   -106.00 -81.00   0.50    4.07    -- -100.00 -67.00  61.48   50
 35  ω   -102.00 -77.00   0.50    4.07    -- -100.00 -76.00  61.29   50
 36  ω   -103.00 -77.00   0.50    4.07    -- -100.00 -77.00  30.00   52
 37  ω   -106.00 -81.00   0.50    4.07    -- -100.00 -67.00 -19.20   50
 38  ω   -107.00 -81.00   0.50    4.07    -- -100.00 -67.00  30.30   52
 39  ω   -104.00 -78.00   0.50    4.07    -- -100.00 -77.00   0.00   52
 40  ω     35.00  73.00   0.50    4.07    --  107.23 -61.00  30.00   76
 41  ω     35.00  73.00   0.50    4.07    --  107.23 -61.00 -60.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1057534000
_diffrn_orient_matrix_UB_12      -0.0240711000
_diffrn_orient_matrix_UB_13      -0.0158137000
_diffrn_orient_matrix_UB_21      -0.0240165000
_diffrn_orient_matrix_UB_22      0.1065870000
_diffrn_orient_matrix_UB_23      -0.0027408000
_diffrn_orient_matrix_UB_31      0.0131820000
_diffrn_orient_matrix_UB_32      0.0006621000
_diffrn_orient_matrix_UB_33      -0.1316692000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.983
_reflns_Friedel_fraction_max     0.919
_reflns_number_gt                4284
_reflns_number_total             4617
_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 1.171.41.116a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.116a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.116a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1906 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0276
_refine_ls_restrained_S_all      1.089
_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)+(0.0295P)²+0.6061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0693
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), N004(H004), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I),
 C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00U(H00U),
 C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C011(H011), C012(H012)
;
_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
O001 O 0.96894(11) 0.23429(10) 0.13671(14) 0.0221(3) Uani 1 1 d . . . . .
O002 O 0.73431(10) 0.46892(11) -0.36326(14) 0.0222(3) Uani 1 1 d . . . . .
N003 N 0.89028(12) 0.42566(12) -0.37739(16) 0.0176(4) Uani 1 1 d . . . . .
H003 H 0.947432 0.440428 -0.352813 0.021 Uiso 1 1 calc R U . . .
N004 N 0.92567(12) 0.39027(12) 0.12273(16) 0.0177(4) Uani 1 1 d . . . . .
H004 H 0.940457 0.447411 0.147314 0.021 Uiso 1 1 calc R U . . .
N005 N 1.07750(12) 0.38193(12) -0.31559(16) 0.0160(3) Uani 1 1 d . . . . .
N006 N 0.88198(12) 0.57749(12) 0.18431(16) 0.0160(3) Uani 1 1 d . . . . .
C007 C 0.92777(14) 0.25949(14) -0.41535(19) 0.0166(4) Uani 1 1 d . . . . .
C008 C 0.80027(14) 0.55195(14) 0.24136(18) 0.0152(4) Uani 1 1 d . . . . .
C009 C 0.98315(14) 0.31828(14) 0.15583(18) 0.0163(4) Uani 1 1 d . . . . .
C00A C 0.81830(14) 0.48314(14) -0.34417(18) 0.0166(4) Uani 1 1 d . . . . .
C00B C 0.93023(14) 0.65107(14) 0.22309(18) 0.0160(4) Uani 1 1 d . . . . .
C00C C 1.05189(14) 0.30021(14) -0.25855(18) 0.0158(4) Uani 1 1 d . . . . .
C00D C 0.84392(15) 0.38225(14) 0.05221(19) 0.0168(4) Uani 1 1 d . . . . .
C00E C 0.84975(15) 0.33216(15) -0.0511(2) 0.0197(4) Uani 1 1 d . . . . .
H00E H 0.907158 0.301070 -0.071258 0.024 Uiso 1 1 calc R U . . .
C00F C 0.83230(15) 0.34964(15) -0.5512(2) 0.0196(4) Uani 1 1 d . . . . .
H00F H 0.801292 0.407086 -0.571356 0.024 Uiso 1 1 calc R U . . .
C00G C 0.97638(14) 0.24297(14) -0.30282(19) 0.0167(4) Uani 1 1 d . . . . .
C00H C 0.68258(15) 0.42199(15) 0.0083(2) 0.0182(4) Uani 1 1 d . . . . .
H00H H 0.624770 0.452424 0.028189 0.022 Uiso 1 1 calc R U . . .
C00I C 0.92214(15) 0.18254(15) -0.49173(19) 0.0182(4) Uani 1 1 d . . . . .
H00I H 0.952649 0.124755 -0.471876 0.022 Uiso 1 1 calc R U . . .
C00J C 1.10077(14) 0.27084(14) -0.15702(19) 0.0172(4) Uani 1 1 d . . . . .
C00K C 0.77105(14) 0.60085(14) 0.34311(19) 0.0173(4) Uani 1 1 d . . . . .
C00L C 0.75951(14) 0.42763(13) 0.08473(19) 0.0164(4) Uani 1 1 d . . . . .
C00M C 1.20403(15) 0.40519(15) -0.17846(19) 0.0194(4) Uani 1 1 d . . . . .
H00M H 1.257151 0.441874 -0.155087 0.023 Uiso 1 1 calc R U . . .
C00N C 1.15103(14) 0.43043(14) -0.27678(19) 0.0165(4) Uani 1 1 d . . . . .
C00O C 0.63518(14) 0.49823(15) 0.3601(2) 0.0198(4) Uani 1 1 d . . . . .
H00O H 0.580277 0.477875 0.400529 0.024 Uiso 1 1 calc R U . . .
C00P C 0.68737(14) 0.57287(15) 0.4013(2) 0.0200(4) Uani 1 1 d . . . . .
H00P H 0.667512 0.605647 0.468646 0.024 Uiso 1 1 calc R U . . .
C00Q C 0.90519(15) 0.70416(15) 0.32156(19) 0.0197(4) Uani 1 1 d . . . . .
H00Q H 0.941909 0.757249 0.344948 0.024 Uiso 1 1 calc R U . . .
C00R C 1.07294(15) 0.18730(14) -0.0986(2) 0.0196(4) Uani 1 1 d . . . . .
H00R H 1.105751 0.167446 -0.031336 0.024 Uiso 1 1 calc R U . . .
C00S C 0.74302(14) 0.47635(14) 0.19731(19) 0.0165(4) Uani 1 1 d . . . . .
C00T C 0.88228(14) 0.34403(15) -0.44794(19) 0.0169(4) Uani 1 1 d . . . . .
C00U C 0.66233(14) 0.45171(14) 0.2585(2) 0.0186(4) Uani 1 1 d . . . . .
H00U H 0.623908 0.401392 0.230518 0.022 Uiso 1 1 calc R U . . .
C00V C 0.77248(15) 0.32735(14) -0.1247(2) 0.0203(4) Uani 1 1 d . . . . .
H00V H 0.776817 0.292884 -0.194862 0.024 Uiso 1 1 calc R U . . .
C00W C 0.82721(14) 0.27244(15) -0.62485(19) 0.0201(4) Uani 1 1 d . . . . .
H00W H 0.792583 0.276764 -0.694847 0.024 Uiso 1 1 calc R U . . .
C00X C 0.99829(15) 0.13530(14) -0.1399(2) 0.0199(4) Uani 1 1 d . . . . .
H00X H 0.977870 0.080456 -0.099378 0.024 Uiso 1 1 calc R U . . .
C00Y C 0.82676(15) 0.67719(15) 0.38233(19) 0.0196(4) Uani 1 1 d . . . . .
H00Y H 0.809825 0.709850 0.450886 0.024 Uiso 1 1 calc R U . . .
C00Z C 0.68828(15) 0.37342(14) -0.0953(2) 0.0200(4) Uani 1 1 d . . . . .
H00Z H 0.635332 0.371500 -0.145840 0.024 Uiso 1 1 calc R U . . .
C010 C 1.17725(15) 0.32683(15) -0.11766(19) 0.0198(4) Uani 1 1 d . . . . .
H010 H 1.209926 0.309994 -0.049085 0.024 Uiso 1 1 calc R U . . .
C011 C 0.95174(14) 0.16233(14) -0.2415(2) 0.0187(4) Uani 1 1 d . . . . .
H011 H 0.901391 0.123897 -0.269334 0.022 Uiso 1 1 calc R U . . .
C012 C 0.87340(14) 0.18826(15) -0.5954(2) 0.0200(4) Uani 1 1 d . . . . .
H012 H 0.871464 0.135302 -0.645879 0.024 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
O001 C009 1.222(3) . ?
O002 C00A 1.222(3) . ?
N003 H003 0.8800 . ?
N003 C00A 1.355(3) . ?
N003 C00T 1.417(3) . ?
N004 H004 0.8800 . ?
N004 C009 1.355(3) . ?
N004 C00D 1.419(3) . ?
N005 C00C 1.377(3) . ?
N005 C00N 1.322(3) . ?
N006 C008 1.377(3) . ?
N006 C00B 1.320(3) . ?
C007 C00G 1.494(3) . ?
C007 C00I 1.404(3) . ?
C007 C00T 1.406(3) . ?
C008 C00K 1.428(3) . ?
C008 C00S 1.432(3) . ?
C009 C00B 1.513(3) 2_765 ?
C00A C00N 1.512(3) 2_765 ?
C00B C00Q 1.411(3) . ?
C00C C00G 1.432(3) . ?
C00C C00J 1.427(3) . ?
C00D C00E 1.395(3) . ?
C00D C00L 1.403(3) . ?
C00E H00E 0.9500 . ?
C00E C00V 1.387(3) . ?
C00F H00F 0.9500 . ?
C00F C00T 1.393(3) . ?
C00F C00W 1.386(3) . ?
C00G C011 1.386(3) . ?
C00H H00H 0.9500 . ?
C00H C00L 1.404(3) . ?
C00H C00Z 1.386(3) . ?
C00I H00I 0.9500 . ?
C00I C012 1.388(3) . ?
C00J C00R 1.415(3) . ?
C00J C010 1.413(3) . ?
C00K C00P 1.416(3) . ?
C00K C00Y 1.409(3) . ?
C00L C00S 1.495(3) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.410(3) . ?
C00M C010 1.365(3) . ?
C00O H00O 0.9500 . ?
C00O C00P 1.371(3) . ?
C00O C00U 1.403(3) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00Y 1.366(3) . ?
C00R H00R 0.9500 . ?
C00R C00X 1.370(3) . ?
C00S C00U 1.386(3) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00V C00Z 1.396(3) . ?
C00W H00W 0.9500 . ?
C00W C012 1.397(3) . ?
C00X H00X 0.9500 . ?
C00X C011 1.403(3) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?

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
C00A N003 H003 116.9 . . ?
C00A N003 C00T 126.20(17) . . ?
C00T N003 H003 116.9 . . ?
C009 N004 H004 116.9 . . ?
C009 N004 C00D 126.17(17) . . ?
C00D N004 H004 116.9 . . ?
C00N N005 C00C 118.36(18) . . ?
C00B N006 C008 118.23(18) . . ?
C00I C007 C00G 117.25(18) . . ?
C00I C007 C00T 117.39(19) . . ?
C00T C007 C00G 125.24(18) . . ?
N006 C008 C00K 120.86(18) . . ?
N006 C008 C00S 119.66(18) . . ?
C00K C008 C00S 119.48(18) . . ?
O001 C009 N004 125.24(19) . . ?
O001 C009 C00B 120.21(19) . 2_765 ?
N004 C009 C00B 114.54(17) . 2_765 ?
O002 C00A N003 125.21(19) . . ?
O002 C00A C00N 120.25(19) . 2_765 ?
N003 C00A C00N 114.53(17) . 2_765 ?
N006 C00B C009 117.70(19) . 2_765 ?
N006 C00B C00Q 124.35(19) . . ?
C00Q C00B C009 117.94(18) . 2_765 ?
N005 C00C C00G 119.62(19) . . ?
N005 C00C C00J 120.89(18) . . ?
C00J C00C C00G 119.48(19) . . ?
C00E C00D N004 119.27(19) . . ?
C00E C00D C00L 120.82(19) . . ?
C00L C00D N004 119.86(19) . . ?
C00D C00E H00E 119.7 . . ?
C00V C00E C00D 120.6(2) . . ?
C00V C00E H00E 119.7 . . ?
C00T C00F H00F 119.6 . . ?
C00W C00F H00F 119.6 . . ?
C00W C00F C00T 120.8(2) . . ?
C00C C00G C007 124.57(19) . . ?
C011 C00G C007 117.52(18) . . ?
C011 C00G C00C 117.7(2) . . ?
C00L C00H H00H 118.9 . . ?
C00Z C00H H00H 118.9 . . ?
C00Z C00H C00L 122.1(2) . . ?
C007 C00I H00I 119.0 . . ?
C012 C00I C007 122.0(2) . . ?
C012 C00I H00I 119.0 . . ?
C00R C00J C00C 120.24(19) . . ?
C010 C00J C00C 118.28(19) . . ?
C010 C00J C00R 121.5(2) . . ?
C00P C00K C008 120.05(19) . . ?
C00Y C00K C008 118.39(19) . . ?
C00Y C00K C00P 121.6(2) . . ?
C00D C00L C00H 117.37(19) . . ?
C00D C00L C00S 125.22(18) . . ?
C00H C00L C00S 117.29(18) . . ?
C00N C00M H00M 120.8 . . ?
C010 C00M H00M 120.8 . . ?
C010 C00M C00N 118.45(19) . . ?
N005 C00N C00A 117.75(19) . 2_765 ?
N005 C00N C00M 124.15(19) . . ?
C00M C00N C00A 118.09(18) . 2_765 ?
C00P C00O H00O 119.8 . . ?
C00P C00O C00U 120.4(2) . . ?
C00U C00O H00O 119.8 . . ?
C00K C00P H00P 120.2 . . ?
C00O C00P C00K 119.6(2) . . ?
C00O C00P H00P 120.2 . . ?
C00B C00Q H00Q 120.9 . . ?
C00Y C00Q C00B 118.24(19) . . ?
C00Y C00Q H00Q 120.9 . . ?
C00J C00R H00R 120.3 . . ?
C00X C00R C00J 119.4(2) . . ?
C00X C00R H00R 120.3 . . ?
C008 C00S C00L 124.53(18) . . ?
C00U C00S C008 117.8(2) . . ?
C00U C00S C00L 117.42(18) . . ?
C007 C00T N003 119.81(19) . . ?
C00F C00T N003 119.43(19) . . ?
C00F C00T C007 120.71(19) . . ?
C00O C00U H00U 118.7 . . ?
C00S C00U C00O 122.5(2) . . ?
C00S C00U H00U 118.7 . . ?
C00E C00V H00V 120.2 . . ?
C00E C00V C00Z 119.7(2) . . ?
C00Z C00V H00V 120.2 . . ?
C00F C00W H00W 120.3 . . ?
C00F C00W C012 119.5(2) . . ?
C012 C00W H00W 120.3 . . ?
C00R C00X H00X 119.7 . . ?
C00R C00X C011 120.6(2) . . ?
C011 C00X H00X 119.7 . . ?
C00K C00Y H00Y 120.1 . . ?
C00Q C00Y C00K 119.8(2) . . ?
C00Q C00Y H00Y 120.1 . . ?
C00H C00Z C00V 119.4(2) . . ?
C00H C00Z H00Z 120.3 . . ?
C00V C00Z H00Z 120.3 . . ?
C00J C010 H010 120.1 . . ?
C00M C010 C00J 119.8(2) . . ?
C00M C010 H010 120.1 . . ?
C00G C011 C00X 122.5(2) . . ?
C00G C011 H011 118.7 . . ?
C00X C011 H011 118.7 . . ?
C00I C012 C00W 119.5(2) . . ?
C00I C012 H012 120.2 . . ?
C00W C012 H012 120.2 . . ?

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
N004 C00D C00E C00V -176.57(19) . . . . ?
N004 C00D C00L C00H 176.28(18) . . . . ?
N004 C00D C00L C00S -7.7(3) . . . . ?
N005 C00C C00G C007 6.6(3) . . . . ?
N005 C00C C00G C011 -178.78(18) . . . . ?
N005 C00C C00J C00R 179.27(18) . . . . ?
N005 C00C C00J C010 -1.1(3) . . . . ?
N006 C008 C00K C00P -179.28(18) . . . . ?
N006 C008 C00K C00Y 1.3(3) . . . . ?
N006 C008 C00S C00L -6.7(3) . . . . ?
N006 C008 C00S C00U 178.82(18) . . . . ?
N006 C00B C00Q C00Y 1.1(3) . . . . ?
C007 C00G C011 C00X 174.43(18) . . . . ?
C007 C00I C012 C00W -0.8(3) . . . . ?
C008 N006 C00B C009 -176.70(17) . . . 2_765 ?
C008 N006 C00B C00Q 1.9(3) . . . . ?
C008 C00K C00P C00O 0.6(3) . . . . ?
C008 C00K C00Y C00Q 1.6(3) . . . . ?
C008 C00S C00U C00O 0.4(3) . . . . ?
C009 N004 C00D C00E -49.3(3) . . . . ?
C009 N004 C00D C00L 133.2(2) . . . . ?
C009 C00B C00Q C00Y 179.65(18) 2_765 . . . ?
C00A N003 C00T C007 -133.2(2) . . . . ?
C00A N003 C00T C00F 49.3(3) . . . . ?
C00B N006 C008 C00K -3.0(3) . . . . ?
C00B N006 C008 C00S 176.02(18) . . . . ?
C00B C00Q C00Y C00K -2.8(3) . . . . ?
C00C N005 C00N C00A 176.61(18) . . . 2_765 ?
C00C N005 C00N C00M -1.6(3) . . . . ?
C00C C00G C011 C00X -0.6(3) . . . . ?
C00C C00J C00R C00X -0.5(3) . . . . ?
C00C C00J C010 C00M -1.8(3) . . . . ?
C00D N004 C009 O001 -5.8(3) . . . . ?
C00D N004 C009 C00B 175.21(19) . . . 2_765 ?
C00D C00E C00V C00Z 0.3(3) . . . . ?
C00D C00L C00S C008 56.7(3) . . . . ?
C00D C00L C00S C00U -128.8(2) . . . . ?
C00E C00D C00L C00H -1.2(3) . . . . ?
C00E C00D C00L C00S 174.77(19) . . . . ?
C00E C00V C00Z C00H -1.2(3) . . . . ?
C00F C00W C012 C00I 1.2(3) . . . . ?
C00G C007 C00I C012 175.85(18) . . . . ?
C00G C007 C00T N003 7.8(3) . . . . ?
C00G C007 C00T C00F -174.70(19) . . . . ?
C00G C00C C00J C00R -1.9(3) . . . . ?
C00G C00C C00J C010 177.70(18) . . . . ?
C00H C00L C00S C008 -127.3(2) . . . . ?
C00H C00L C00S C00U 47.2(3) . . . . ?
C00I C007 C00G C00C 127.4(2) . . . . ?
C00I C007 C00G C011 -47.2(3) . . . . ?
C00I C007 C00T N003 -176.32(18) . . . . ?
C00I C007 C00T C00F 1.2(3) . . . . ?
C00J C00C C00G C007 -172.24(18) . . . . ?
C00J C00C C00G C011 2.4(3) . . . . ?
C00J C00R C00X C011 2.3(3) . . . . ?
C00K C008 C00S C00L 172.37(18) . . . . ?
C00K C008 C00S C00U -2.1(3) . . . . ?
C00L C00D C00E C00V 0.9(3) . . . . ?
C00L C00H C00Z C00V 0.9(3) . . . . ?
C00L C00S C00U C00O -174.44(18) . . . . ?
C00N N005 C00C C00G -176.04(18) . . . . ?
C00N N005 C00C C00J 2.8(3) . . . . ?
C00N C00M C010 C00J 2.9(3) . . . . ?
C00P C00K C00Y C00Q -177.72(19) . . . . ?
C00P C00O C00U C00S 1.8(3) . . . . ?
C00R C00J C010 C00M 177.8(2) . . . . ?
C00R C00X C011 C00G -1.8(3) . . . . ?
C00S C008 C00K C00P 1.6(3) . . . . ?
C00S C008 C00K C00Y -177.72(18) . . . . ?
C00T N003 C00A O002 5.8(3) . . . . ?
C00T N003 C00A C00N -175.26(19) . . . 2_765 ?
C00T C007 C00G C00C -56.6(3) . . . . ?
C00T C007 C00G C011 128.7(2) . . . . ?
C00T C007 C00I C012 -0.4(3) . . . . ?
C00T C00F C00W C012 -0.4(3) . . . . ?
C00U C00O C00P C00K -2.3(3) . . . . ?
C00W C00F C00T N003 176.73(19) . . . . ?
C00W C00F C00T C007 -0.8(3) . . . . ?
C00Y C00K C00P C00O 179.9(2) . . . . ?
C00Z C00H C00L C00D 0.3(3) . . . . ?
C00Z C00H C00L C00S -175.98(18) . . . . ?
C010 C00J C00R C00X 179.94(19) . . . . ?
C010 C00M C00N N005 -1.3(3) . . . . ?
C010 C00M C00N C00A -179.50(19) . . . 2_765 ?

_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 1.397
_oxdiff_exptl_absorpt_empirical_full_min 0.689
####################################################################### 
# 
# 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_exp_1085
_database_code_depnum_ccdc_archive 'CCDC 2392433'
loop_
_audit_author_name
_audit_author_address
'RYOTA YAGAMI'
;Keio University
Japan
;
_audit_update_record             
;
2024-10-21 deposited with the CCDC.	2025-05-16 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H17 Br N2 O3 S'
_chemical_formula_sum            'C30 H17 Br N2 O3 S'
_chemical_formula_weight         565.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H Br N O S'
_chemical_oxdiff_usercomment     brosyl-HH-TEQ
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'
Br Br -0.6763 1.2805 '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'
S S 0.3331 0.5567 '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           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x, -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                   12.36400(10)
_cell_length_b                   35.4478(2)
_cell_length_c                   13.14950(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5763.12(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    26371
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.1740
_cell_measurement_theta_min      2.4840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71983
_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    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2288
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            52540
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.633
_diffrn_reflns_theta_min         2.493
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 120.00   0.50    2.00    --   47.91  48.00 -36.00  170
  2  ω   -171.00 -91.00   0.50   10.00    -- -100.00 -99.00 -45.00  160
  3  ω    -55.00 -27.00   0.50   10.00    -- -100.00  48.00 -36.00   56
  4  ω     93.00 174.00   0.50   10.00    --  106.65  48.00 -36.00  162
  5  ω     82.00 174.00   0.50   10.00    --  106.65  82.00 168.00  184
  6  ω    -93.00 -23.00   0.50    2.00    --  -47.91 125.00-180.00  140
  7  ω    -19.00  28.00   0.50    2.00    --  -47.91  19.00-180.00   94
  8  ω    -42.00  25.00   0.50    2.00    --  -47.91  38.00  60.00  134
  9  ω    -26.00  16.00   0.50    2.00    --   47.91 -19.00  30.00   84
 10  ω    -75.00 -27.00   0.50   10.00    -- -100.00  61.00-180.00   96
 11  ω   -112.00 -30.00   0.50   10.00    -- -100.00 125.00-180.00  164
 12  ω    -75.00 -27.00   0.50   10.00    -- -100.00  61.00   0.00   96
 13  ω     34.00  72.00   0.50   10.00    --  106.65 -61.00   0.00   76
 14  ω     90.00 174.00   0.50   10.00    --  106.65  61.00  60.00  168
 15  ω     90.00 174.00   0.50   10.00    --  106.65  61.00 120.00  168
 16  ω     34.00  72.00   0.50   10.00    --  106.65 -61.00 120.00   76
 17  ω     34.00  72.00   0.50   10.00    --  106.65 -61.00  60.00   76
 18  ω     34.00 105.00   0.50   10.00    --  106.65 -94.00 -90.00  142
 19  ω     34.00  72.00   0.50   10.00    --  106.65 -61.00  30.00   76
 20  ω     34.00  72.00   0.50   10.00    --  106.65 -61.00 -30.00   76
 21  ω     33.00 120.00   0.50    2.00    --   47.91  57.00-180.00  174
 22  ω     25.00 121.00   0.50    2.00    --   47.91  77.00  60.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0340079000
_diffrn_orient_matrix_UB_12      0.0242094000
_diffrn_orient_matrix_UB_13      -0.0408461000
_diffrn_orient_matrix_UB_21      -0.1030114000
_diffrn_orient_matrix_UB_22      0.0644198000
_diffrn_orient_matrix_UB_23      -0.0051768000
_diffrn_orient_matrix_UB_31      0.0612932000
_diffrn_orient_matrix_UB_32      0.0947941000
_diffrn_orient_matrix_UB_33      0.0139350000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode 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                5151
_reflns_number_total             5990
_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 1.171.42.90a (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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.513
_refine_diff_density_min         -2.438
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5990
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0888
_refine_ls_restrained_S_all      1.097
_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)+(0.1169P)²+20.8148P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2416
_refine_ls_wR_factor_ref         0.2487
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C00Y, C00W, C00Z, C011, C00X, C010, Br00
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Br00 \\sim C00X \\sim C010 \\sim C00Y \\sim C00Z \\sim C011: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
4.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00I(H00I), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U),
 C00V(H00V), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011)
;
_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
Br00 Br 0.14867(9) 0.56429(2) 0.34936(9) 0.1059(4) Uani 1 1 d . U . . .
S002 S -0.15315(8) 0.42004(3) 0.29362(9) 0.0394(3) Uani 1 1 d . . . . .
O005 O -0.1096(2) 0.39090(8) 0.3756(2) 0.0367(7) Uani 1 1 d . . . . .
O006 O -0.1349(3) 0.40492(9) 0.1939(3) 0.0478(8) Uani 1 1 d . . . . .
O007 O -0.2605(3) 0.42749(10) 0.3276(3) 0.0542(9) Uani 1 1 d . . . . .
N003 N 0.5172(2) 0.29226(8) 0.3746(2) 0.0185(6) Uani 1 1 d . . . . .
N004 N 0.5310(2) 0.20923(8) 0.3702(2) 0.0183(6) Uani 1 1 d . . . . .
C00A C 0.4796(3) 0.26183(9) 0.5329(2) 0.0202(7) Uani 1 1 d . . . . .
C00B C 0.6044(3) 0.21363(9) 0.4476(2) 0.0190(6) Uani 1 1 d . . . . .
C00C C 0.4487(3) 0.28789(9) 0.4552(2) 0.0188(6) Uani 1 1 d . . . . .
C00D C 0.3812(3) 0.33077(10) 0.2936(3) 0.0205(7) Uani 1 1 d . . . . .
H00D H 0.359714 0.344331 0.234665 0.025 Uiso 1 1 calc R U . . .
C00E C 0.3140(3) 0.32918(9) 0.3766(2) 0.0204(7) Uani 1 1 d . . . . .
C00F C 0.3474(3) 0.30681(10) 0.4618(3) 0.0204(7) Uani 1 1 d . . . . .
C00G C 0.5811(3) 0.23960(9) 0.5279(2) 0.0195(6) Uani 1 1 d . . . . .
C00H C 0.2055(3) 0.34764(10) 0.3745(3) 0.0228(7) Uani 1 1 d . . . . .
C00I C 0.4121(3) 0.25691(10) 0.6152(3) 0.0227(7) Uani 1 1 d . . . . .
H00I H 0.432631 0.239833 0.667432 0.027 Uiso 1 1 calc R U . . .
C00J C 0.7038(3) 0.19355(10) 0.4495(3) 0.0217(7) Uani 1 1 d . . . . .
C00K C 0.6554(3) 0.24345(10) 0.6053(3) 0.0222(7) Uani 1 1 d . . . . .
H00K H 0.639778 0.260248 0.659647 0.027 Uiso 1 1 calc R U . . .
C00L C 0.6560(3) 0.16664(10) 0.2873(3) 0.0226(7) Uani 1 1 d . . . . .
H00L H 0.671435 0.151102 0.230216 0.027 Uiso 1 1 calc R U . . .
C00M C 0.7539(3) 0.22333(11) 0.6068(3) 0.0246(7) Uani 1 1 d . . . . .
H00M H 0.803696 0.227055 0.660902 0.030 Uiso 1 1 calc R U . . .
C00N C 0.2811(3) 0.30050(10) 0.5485(3) 0.0213(7) Uani 1 1 d . . . . .
H00N H 0.213467 0.313064 0.554108 0.026 Uiso 1 1 calc R U . . .
C00O C 0.3139(3) 0.27645(10) 0.6239(3) 0.0241(7) Uani 1 1 d . . . . .
H00O H 0.269957 0.272981 0.682452 0.029 Uiso 1 1 calc R U . . .
C00P C 0.7276(3) 0.16942(10) 0.3665(3) 0.0238(7) Uani 1 1 d . . . . .
H00P H 0.792798 0.155257 0.365802 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.7777(3) 0.19859(10) 0.5308(3) 0.0242(7) Uani 1 1 d . . . . .
H00Q H 0.843535 0.184773 0.532195 0.029 Uiso 1 1 calc R U . . .
C00R C 0.1359(3) 0.34014(11) 0.2934(3) 0.0270(8) Uani 1 1 d . . . . .
H00R H 0.160579 0.325027 0.238389 0.032 Uiso 1 1 calc R U . . .
C00S C 0.1694(3) 0.37095(10) 0.4524(3) 0.0267(7) Uani 1 1 d . . . . .
H00S H 0.216226 0.376693 0.507528 0.032 Uiso 1 1 calc R U . . .
C00T C -0.0018(3) 0.37713(11) 0.3702(3) 0.0283(8) Uani 1 1 d . . . . .
C00U C 0.0310(3) 0.35443(11) 0.2916(3) 0.0298(8) Uani 1 1 d . . . . .
H00U H -0.016752 0.348578 0.237194 0.036 Uiso 1 1 calc R U . . .
C00V C 0.0659(3) 0.38592(11) 0.4505(3) 0.0309(8) Uani 1 1 d . . . . .
H00V H 0.041762 0.402010 0.503596 0.037 Uiso 1 1 calc R U . . .
C00W C -0.0725(4) 0.45978(12) 0.3085(4) 0.0417(10) Uani 1 1 d . U . . .
C00X C 0.0574(6) 0.52159(16) 0.3302(6) 0.0729(18) Uani 1 1 d . U . . .
C00Y C 0.0186(7) 0.46367(19) 0.2500(5) 0.084(2) Uani 1 1 d . U . . .
H00Y H 0.036198 0.444986 0.200925 0.100 Uiso 1 1 calc R U . . .
C00Z C -0.0989(5) 0.4858(2) 0.3793(8) 0.096(3) Uani 1 1 d . U . . .
H00Z H -0.160454 0.482404 0.421607 0.115 Uiso 1 1 calc R U . . .
C008 C 0.4826(3) 0.31213(10) 0.2960(2) 0.0189(6) Uani 1 1 d . . . . .
C009 C 0.5585(3) 0.18748(10) 0.2925(2) 0.0197(6) Uani 1 1 d . . . . .
C010 C 0.0854(8) 0.4951(2) 0.2625(6) 0.100(3) Uani 1 1 d . U . . .
H010 H 0.149663 0.497625 0.223520 0.119 Uiso 1 1 calc R U . . .
C011 C -0.0343(6) 0.5179(2) 0.3893(9) 0.113(4) Uani 1 1 d . U . . .
H011 H -0.053260 0.537095 0.436486 0.136 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
Br00 C00X 1.905(6) . ?
S002 O005 1.588(3) . ?
S002 O006 1.434(4) . ?
S002 O007 1.425(3) . ?
S002 C00W 1.737(5) . ?
O005 C00T 1.421(4) . ?
N003 C00C 1.366(4) . ?
N003 C008 1.321(4) . ?
N004 C00B 1.373(4) . ?
N004 C009 1.323(4) . ?
C00A C00C 1.429(5) . ?
C00A C00G 1.483(5) . ?
C00A C00I 1.378(5) . ?
C00B C00G 1.430(5) . ?
C00B C00J 1.421(5) . ?
C00C C00F 1.424(5) . ?
C00D H00D 0.9500 . ?
C00D C00E 1.373(5) . ?
C00E C00F 1.434(5) . ?
C00E C00H 1.492(5) . ?
C00F C00N 1.422(5) . ?
C00G C00K 1.378(5) . ?
C00H C00R 1.396(5) . ?
C00H C00S 1.389(5) . ?
C00I H00I 0.9500 . ?
C00I C00O 1.402(5) . ?
C00J C00P 1.417(5) . ?
C00J C00Q 1.418(5) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.412(5) . ?
C00L H00L 0.9500 . ?
C00L C00P 1.371(5) . ?
C00M H00M 0.9500 . ?
C00M C00Q 1.362(5) . ?
C00N H00N 0.9500 . ?
C00N C00O 1.370(5) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00R C00U 1.393(5) . ?
C00S H00S 0.9500 . ?
C00S C00V 1.386(5) . ?
C00T C00U 1.371(6) . ?
C00T C00V 1.383(6) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00W C00Y 1.371(8) . ?
C00W C00Z 1.352(8) . ?
C00X C010 1.340(10) . ?
C00X C011 1.381(11) . ?
C00Y H00Y 0.9500 . ?
C00Y C010 1.396(8) . ?
C00Z H00Z 0.9500 . ?
C00Z C011 1.395(9) . ?
C008 C00D 1.418(5) . ?
C008 C009 1.495(4) 4 ?
C009 C00L 1.416(5) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?

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
O005 S002 C00W 104.8(2) . . ?
O006 S002 O005 108.92(18) . . ?
O006 S002 C00W 108.4(2) . . ?
O007 S002 O005 102.9(2) . . ?
O007 S002 O006 120.2(2) . . ?
O007 S002 C00W 110.4(2) . . ?
C00T O005 S002 120.5(3) . . ?
C008 N003 C00C 117.8(3) . . ?
C009 N004 C00B 118.0(3) . . ?
C00C C00A C00G 122.6(3) . . ?
C00I C00A C00C 118.8(3) . . ?
C00I C00A C00G 118.7(3) . . ?
N004 C00B C00G 119.2(3) . . ?
N004 C00B C00J 121.8(3) . . ?
C00J C00B C00G 119.0(3) . . ?
N003 C00C C00A 117.5(3) . . ?
N003 C00C C00F 122.6(3) . . ?
C00F C00C C00A 119.8(3) . . ?
C00E C00D H00D 120.0 . . ?
C00E C00D C008 119.9(3) . . ?
C008 C00D H00D 120.0 . . ?
C00D C00E C00F 118.0(3) . . ?
C00D C00E C00H 120.7(3) . . ?
C00F C00E C00H 121.1(3) . . ?
C00C C00F C00E 117.8(3) . . ?
C00N C00F C00C 118.8(3) . . ?
C00N C00F C00E 123.2(3) . . ?
C00B C00G C00A 123.0(3) . . ?
C00K C00G C00A 118.6(3) . . ?
C00K C00G C00B 118.3(3) . . ?
C00R C00H C00E 119.0(3) . . ?
C00S C00H C00E 122.4(3) . . ?
C00S C00H C00R 118.6(3) . . ?
C00A C00I H00I 119.1 . . ?
C00A C00I C00O 121.7(3) . . ?
C00O C00I H00I 119.1 . . ?
C00P C00J C00B 118.0(3) . . ?
C00P C00J C00Q 121.5(3) . . ?
C00Q C00J C00B 120.5(3) . . ?
C00G C00K H00K 118.8 . . ?
C00G C00K C00M 122.4(3) . . ?
C00M C00K H00K 118.8 . . ?
C00P C00L H00L 120.8 . . ?
C00P C00L C009 118.4(3) . . ?
C009 C00L H00L 120.8 . . ?
C00K C00M H00M 119.9 . . ?
C00Q C00M C00K 120.1(3) . . ?
C00Q C00M H00M 119.9 . . ?
C00F C00N H00N 119.8 . . ?
C00O C00N C00F 120.5(3) . . ?
C00O C00N H00N 119.8 . . ?
C00I C00O H00O 119.8 . . ?
C00N C00O C00I 120.3(3) . . ?
C00N C00O H00O 119.8 . . ?
C00J C00P H00P 120.2 . . ?
C00L C00P C00J 119.6(3) . . ?
C00L C00P H00P 120.2 . . ?
C00J C00Q H00Q 120.2 . . ?
C00M C00Q C00J 119.7(3) . . ?
C00M C00Q H00Q 120.2 . . ?
C00H C00R H00R 119.4 . . ?
C00U C00R C00H 121.2(4) . . ?
C00U C00R H00R 119.4 . . ?
C00H C00S H00S 119.6 . . ?
C00V C00S C00H 120.7(4) . . ?
C00V C00S H00S 119.6 . . ?
C00U C00T O005 121.1(4) . . ?
C00U C00T C00V 121.9(3) . . ?
C00V C00T O005 116.8(3) . . ?
C00R C00U H00U 120.8 . . ?
C00T C00U C00R 118.4(4) . . ?
C00T C00U H00U 120.8 . . ?
C00S C00V H00V 120.4 . . ?
C00T C00V C00S 119.1(4) . . ?
C00T C00V H00V 120.4 . . ?
C00Y C00W S002 119.3(4) . . ?
C00Z C00W S002 119.6(5) . . ?
C00Z C00W C00Y 121.1(5) . . ?
C010 C00X Br00 119.5(6) . . ?
C010 C00X C011 121.3(6) . . ?
C011 C00X Br00 119.2(5) . . ?
C00W C00Y H00Y 120.0 . . ?
C00W C00Y C010 120.0(6) . . ?
C010 C00Y H00Y 120.0 . . ?
C00W C00Z H00Z 120.6 . . ?
C00W C00Z C011 118.9(7) . . ?
C011 C00Z H00Z 120.6 . . ?
N003 C008 C00D 123.5(3) . . ?
N003 C008 C009 114.2(3) . 4 ?
C00D C008 C009 122.3(3) . 4 ?
N004 C009 C00L 124.1(3) . . ?
N004 C009 C008 115.7(3) . 4 ?
C00L C009 C008 120.1(3) . 4 ?
C00X C010 C00Y 119.0(7) . . ?
C00X C010 H010 120.5 . . ?
C00Y C010 H010 120.5 . . ?
C00X C011 C00Z 119.6(6) . . ?
C00X C011 H011 120.2 . . ?
C00Z C011 H011 120.2 . . ?

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
Br00 C00X C010 C00Y 179.2(7) . . . . ?
Br00 C00X C011 C00Z -176.9(8) . . . . ?
S002 O005 C00T C00U -66.7(5) . . . . ?
S002 O005 C00T C00V 116.9(4) . . . . ?
S002 C00W C00Y C010 -178.7(7) . . . . ?
S002 C00W C00Z C011 -179.0(7) . . . . ?
O005 S002 C00W C00Y 92.9(6) . . . . ?
O005 S002 C00W C00Z -85.4(6) . . . . ?
O005 C00T C00U C00R -176.5(3) . . . . ?
O005 C00T C00V C00S 175.4(3) . . . . ?
O006 S002 O005 C00T 53.3(3) . . . . ?
O006 S002 C00W C00Y -23.3(6) . . . . ?
O006 S002 C00W C00Z 158.4(6) . . . . ?
O007 S002 O005 C00T -178.1(3) . . . . ?
O007 S002 C00W C00Y -156.9(5) . . . . ?
O007 S002 C00W C00Z 24.8(7) . . . . ?
N003 C00C C00F C00E 4.4(5) . . . . ?
N003 C00C C00F C00N 179.8(3) . . . . ?
N003 C008 C00D C00E 1.1(5) . . . . ?
N004 C00B C00G C00A 1.1(5) . . . . ?
N004 C00B C00G C00K 179.6(3) . . . . ?
N004 C00B C00J C00P 2.1(5) . . . . ?
N004 C00B C00J C00Q -179.7(3) . . . . ?
N004 C009 C00L C00P -1.0(5) . . . . ?
C00A C00C C00F C00E -172.7(3) . . . . ?
C00A C00C C00F C00N 2.8(5) . . . . ?
C00A C00G C00K C00M 179.9(3) . . . . ?
C00A C00I C00O C00N 1.7(5) . . . . ?
C00B N004 C009 C00L 4.1(5) . . . . ?
C00B N004 C009 C008 -171.9(3) . . . 4 ?
C00B C00G C00K C00M 1.3(5) . . . . ?
C00B C00J C00P C00L 1.0(5) . . . . ?
C00B C00J C00Q C00M -1.1(5) . . . . ?
C00C N003 C008 C00D 3.6(5) . . . . ?
C00C N003 C008 C009 -174.7(3) . . . 4 ?
C00C C00A C00G C00B -60.2(5) . . . . ?
C00C C00A C00G C00K 121.3(4) . . . . ?
C00C C00A C00I C00O 0.7(5) . . . . ?
C00C C00F C00N C00O -0.4(5) . . . . ?
C00D C00E C00F C00C 0.5(5) . . . . ?
C00D C00E C00F C00N -174.7(3) . . . . ?
C00D C00E C00H C00R 50.9(5) . . . . ?
C00D C00E C00H C00S -131.6(4) . . . . ?
C00E C00F C00N C00O 174.8(3) . . . . ?
C00E C00H C00R C00U 175.2(3) . . . . ?
C00E C00H C00S C00V -176.4(3) . . . . ?
C00F C00E C00H C00R -124.1(4) . . . . ?
C00F C00E C00H C00S 53.4(5) . . . . ?
C00F C00N C00O C00I -1.8(5) . . . . ?
C00G C00A C00C N003 -0.6(5) . . . . ?
C00G C00A C00C C00F 176.5(3) . . . . ?
C00G C00A C00I C00O -178.8(3) . . . . ?
C00G C00B C00J C00P -176.8(3) . . . . ?
C00G C00B C00J C00Q 1.3(5) . . . . ?
C00G C00K C00M C00Q -1.1(5) . . . . ?
C00H C00E C00F C00C 175.6(3) . . . . ?
C00H C00E C00F C00N 0.4(5) . . . . ?
C00H C00R C00U C00T 2.0(6) . . . . ?
C00H C00S C00V C00T 0.5(6) . . . . ?
C00I C00A C00C N003 179.9(3) . . . . ?
C00I C00A C00C C00F -2.9(5) . . . . ?
C00I C00A C00G C00B 119.2(4) . . . . ?
C00I C00A C00G C00K -59.3(4) . . . . ?
C00J C00B C00G C00A -179.9(3) . . . . ?
C00J C00B C00G C00K -1.4(5) . . . . ?
C00K C00M C00Q C00J 0.9(5) . . . . ?
C00P C00J C00Q C00M 177.0(3) . . . . ?
C00Q C00J C00P C00L -177.1(3) . . . . ?
C00R C00H C00S C00V 1.1(5) . . . . ?
C00S C00H C00R C00U -2.4(6) . . . . ?
C00U C00T C00V C00S -0.9(6) . . . . ?
C00V C00T C00U C00R -0.3(6) . . . . ?
C00W S002 O005 C00T -62.5(3) . . . . ?
C00W C00Y C010 C00X -1.8(14) . . . . ?
C00W C00Z C011 C00X -2.8(15) . . . . ?
C00Y C00W C00Z C011 2.7(13) . . . . ?
C00Z C00W C00Y C010 -0.5(13) . . . . ?
C008 N003 C00C C00A 170.7(3) . . . . ?
C008 N003 C00C C00F -6.4(5) . . . . ?
C008 C00D C00E C00F -3.1(5) . . . . ?
C008 C00D C00E C00H -178.2(3) . . . . ?
C008 C009 C00L C00P 174.8(3) 4 . . . ?
C009 N004 C00B C00G 174.4(3) . . . . ?
C009 N004 C00B C00J -4.6(5) . . . . ?
C009 C00L C00P C00J -1.6(5) . . . . ?
C009 C008 C00D C00E 179.3(3) 4 . . . ?
C010 C00X C011 C00Z 0.6(16) . . . . ?
C011 C00X C010 C00Y 1.6(15) . . . . ?

_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 -0.310 0.000 0.500 689.7 176.9 ?
2 -0.459 0.500 0.000 689.7 176.9 ?

_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 1.335
_oxdiff_exptl_absorpt_empirical_full_min 0.786
####################################################################### 
# 
# 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_exp_1166_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2392430'
loop_
_audit_author_name
_audit_author_address
'RYOTA YAGAMI'
;Keio University
Japan
;
_audit_update_record             
;
2024-10-21 deposited with the CCDC.	2025-05-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C50 H32 N4 O2 Pd), 3(B F4)'
_chemical_formula_sum            'C100 H64 B3 F12 N8 O4 Pd2'
_chemical_formula_weight         1914.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O B F Pd'
_chemical_oxdiff_usercomment     'i-TEQ p-anisyl-Pd 2(BF4)-'
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
Pd Pd 0.1215 3.9337 '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           130
_space_group_name_H-M_alt        'P 4/n c c'
_space_group_name_Hall           '-P 4a 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y, -x, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'
'-y-1/2, -x-1/2, z-1/2'
'y, x, z-1/2'

_cell_length_a                   20.05360(10)
_cell_length_b                   20.05360(10)
_cell_length_c                   24.3689(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9799.88(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    37308
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.3630
_cell_measurement_theta_min      3.1000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.597
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52978
_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 dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3868
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1022
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            88311
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.685
_diffrn_reflns_theta_min         3.117
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  16.00   0.50    0.16    --   47.88 -19.00  60.00   84
  2  ω    -25.00  39.00   0.50    0.16    --   47.88 -38.00  30.00  128
  3  ω    -24.00  74.00   0.50    0.16    --   47.88 -85.00-158.00  196
  4  ω     34.00  72.00   0.50    1.38    --  106.56 -61.00 -90.00   76
  5  ω     34.00  72.00   0.50    1.38    --  106.56 -61.00  30.00   76
  6  ω     94.00 174.00   0.50    1.38    --  106.56  30.00 120.00  160
  7  ω     93.00 174.00   0.50    1.38    --  106.56  43.00-169.00  162
  8  ω     94.00 174.00   0.50    1.38    --  106.56  45.00-180.00  160
  9  ω     94.00 171.00   0.50    1.38    --  106.56  45.00  60.00  154
 10  ω     94.00 174.00   0.50    1.38    --  106.56  45.00  90.00  160
 11  ω    -19.00  28.00   0.50    0.16    --  -47.88  19.00-150.00   94
 12  ω    -19.00  28.00   0.50    0.16    --  -47.88  19.00 -30.00   94
 13  ω    -75.00 -27.00   0.50    1.38    -- -100.00  61.00-120.00   96
 14  ω    -75.00 -27.00   0.50    1.38    -- -100.00  61.00  30.00   96
 15  ω    -75.00 -27.00   0.50    1.38    -- -100.00  61.00  60.00   96
 16  ω   -123.00 -27.00   0.50    1.38    -- -100.00  77.00  60.00  192
 17  ω   -173.00 -87.00   0.50    1.38    -- -100.00 -30.00   0.00  172
 18  ω   -172.00 -86.00   0.50    1.38    -- -100.00 -43.00  38.00  172
 19  ω   -120.00 -34.00   0.50    0.16    --  -47.88 -43.00  38.00  172
 20  ω   -173.00 -84.00   0.50    1.38    -- -100.00 -85.00-158.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0170898000
_diffrn_orient_matrix_UB_12      0.0741751000
_diffrn_orient_matrix_UB_13      -0.0085873000
_diffrn_orient_matrix_UB_21      0.0374828000
_diffrn_orient_matrix_UB_22      -0.0007428000
_diffrn_orient_matrix_UB_23      -0.0551864000
_diffrn_orient_matrix_UB_31      -0.0648680000
_diffrn_orient_matrix_UB_32      -0.0199593000
_diffrn_orient_matrix_UB_33      -0.0295939000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode 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                4290
_reflns_number_total             5083
_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 1.171.42.90a (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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5083
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.073
_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)+(0.0655P)²+12.1641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1194
_refine_ls_wR_factor_ref         0.1249
_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:
 C00D(H00D), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C012(H012)
2.b Idealised Me refined as rotating group:
 C011(H01A,H01B,H01C)
;
_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
Pd01 Pd 0.42460(2) 0.57540(2) 0.250000 0.02214(10) Uani 1 2 d S T P . .
F002 F 0.48110(9) 0.44357(9) 0.26650(8) 0.0391(4) Uani 1 1 d . . . . .
O003 O 0.82856(9) 0.47519(10) 0.46562(9) 0.0335(4) Uani 1 1 d . . . . .
F004 F 0.69331(11) 0.24881(11) 0.46726(8) 0.0534(5) Uani 1 1 d . . . . .
F005 F 0.58916(12) 0.43946(13) 0.29334(11) 0.0594(6) Uani 1 1 d . . . . .
N009 N 0.34560(11) 0.51258(11) 0.26284(10) 0.0250(4) Uani 1 1 d . . . . .
N00A N 0.46033(11) 0.58577(10) 0.32866(9) 0.0235(4) Uani 1 1 d . . . . .
C00D C 0.57104(13) 0.61324(14) 0.35967(11) 0.0264(5) Uani 1 1 d . . . . .
H00D H 0.606378 0.644783 0.360186 0.032 Uiso 1 1 calc R U . . .
C00E C 0.51488(13) 0.62447(13) 0.32785(11) 0.0248(5) Uani 1 1 d . . . . .
C00F C 0.39437(13) 0.50566(13) 0.38022(11) 0.0257(5) Uani 1 1 d . . . . .
C00G C 0.51451(13) 0.51851(13) 0.39837(10) 0.0242(5) Uani 1 1 d . . . . .
C00H C 0.63967(13) 0.53305(13) 0.41320(11) 0.0262(5) Uani 1 1 d . . . . .
C00I C 0.57506(13) 0.55566(14) 0.39063(11) 0.0254(5) Uani 1 1 d . . . . .
C00K C 0.32518(13) 0.48521(13) 0.21595(12) 0.0260(5) Uani 1 1 d . . . . .
C00L C 0.30290(13) 0.51442(13) 0.30677(11) 0.0265(5) Uani 1 1 d . . . . .
C00M C 0.45642(13) 0.53654(13) 0.36787(11) 0.0234(5) Uani 1 1 d . . . . .
C00N C 0.76567(13) 0.49072(15) 0.44823(11) 0.0290(6) Uani 1 1 d . . . . .
C00O C 0.32663(13) 0.52561(13) 0.36078(12) 0.0273(5) Uani 1 1 d . . . . .
C00P C 0.65934(13) 0.46654(14) 0.40799(12) 0.0281(5) Uani 1 1 d . . . . .
H00P H 0.629416 0.435295 0.392104 0.034 Uiso 1 1 calc R U . . .
C00Q C 0.45138(14) 0.43435(14) 0.44665(11) 0.0290(6) Uani 1 1 d . . . . .
H00Q H 0.449501 0.398344 0.471938 0.035 Uiso 1 1 calc R U . . .
C00R C 0.51019(14) 0.46679(14) 0.43721(11) 0.0271(5) Uani 1 1 d . . . . .
H00R H 0.548840 0.454203 0.457230 0.032 Uiso 1 1 calc R U . . .
C00S C 0.27977(14) 0.53765(14) 0.40137(12) 0.0294(6) Uani 1 1 d . . . . .
H00S H 0.294784 0.548523 0.437244 0.035 Uiso 1 1 calc R U . . .
C00T C 0.26010(14) 0.46163(16) 0.20755(12) 0.0346(6) Uani 1 1 d . . . . .
H00T H 0.248468 0.438311 0.174999 0.042 Uiso 1 1 calc R U . . .
C00U C 0.68492(14) 0.57825(14) 0.43612(12) 0.0289(6) Uani 1 1 d . . . . .
H00U H 0.672763 0.623834 0.439685 0.035 Uiso 1 1 calc R U . . .
C00V C 0.23388(14) 0.50053(16) 0.29837(12) 0.0330(6) Uani 1 1 d . . . . .
C00W C 0.74708(14) 0.55746(15) 0.45364(11) 0.0304(6) Uani 1 1 d . . . . .
H00W H 0.777185 0.588631 0.469377 0.036 Uiso 1 1 calc R U . . .
C00X C 0.72150(14) 0.44509(14) 0.42547(12) 0.0290(6) Uani 1 1 d . . . . .
H00X H 0.733805 0.399551 0.421906 0.035 Uiso 1 1 calc R U . . .
C00Y C 0.39380(14) 0.45477(14) 0.41860(12) 0.0294(6) Uani 1 1 d . . . . .
H00Y H 0.352851 0.432843 0.426244 0.035 Uiso 1 1 calc R U . . .
C00Z C 0.21057(14) 0.53435(16) 0.39133(13) 0.0352(6) Uani 1 1 d . . . . .
H00Z H 0.179787 0.547316 0.418980 0.042 Uiso 1 1 calc R U . . .
C010 C 0.18819(15) 0.51247(18) 0.34176(13) 0.0387(7) Uani 1 1 d . . . . .
H010 H 0.141879 0.505165 0.336189 0.046 Uiso 1 1 calc R U . . .
C011 C 0.84819(14) 0.40661(16) 0.46163(13) 0.0346(6) Uani 1 1 d . . . . .
H01A H 0.845610 0.392186 0.423270 0.052 Uiso 1 1 calc R U . . .
H01B H 0.818310 0.379151 0.484039 0.052 Uiso 1 1 calc R U . . .
H01C H 0.894068 0.401623 0.474867 0.052 Uiso 1 1 calc R U . . .
C012 C 0.21396(15) 0.47330(19) 0.24774(13) 0.0390(7) Uani 1 1 d . . . . .
H012 H 0.168352 0.463007 0.241461 0.047 Uiso 1 1 calc R U . . .
B013 B 0.54715(17) 0.45285(17) 0.250000 0.0320(10) Uani 1 2 d S T P . .
B016 B 0.750000 0.250000 0.500000 0.0432(17) Uani 1 4 d S T P . .


_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
Pd01 N009 2.048(2) . ?
Pd01 N009 2.048(2) 8_665 ?
Pd01 N00A 2.057(2) 8_665 ?
Pd01 N00A 2.057(2) . ?
F002 B013 1.397(3) . ?
O003 C00N 1.367(3) . ?
O003 C011 1.434(4) . ?
F004 B016 1.389(2) . ?
F005 B013 1.377(3) . ?
N009 C00K 1.332(4) . ?
N009 C00L 1.371(3) . ?
N00A C00E 1.341(3) . ?
N00A C00M 1.376(3) . ?
C00D H00D 0.9500 . ?
C00D C00E 1.386(4) . ?
C00D C00I 1.382(4) . ?
C00E C00K 1.469(4) 8_665 ?
C00F C00M 1.422(4) . ?
C00F C00O 1.493(4) . ?
C00F C00Y 1.384(4) . ?
C00G C00I 1.437(4) . ?
C00G C00M 1.428(4) . ?
C00G C00R 1.407(4) . ?
C00H C00I 1.479(4) . ?
C00H C00P 1.397(4) . ?
C00H C00U 1.399(4) . ?
C00K C00T 1.403(4) . ?
C00L C00O 1.417(4) . ?
C00L C00V 1.427(4) . ?
C00N C00W 1.396(4) . ?
C00N C00X 1.389(4) . ?
C00O C00S 1.386(4) . ?
C00P H00P 0.9500 . ?
C00P C00X 1.386(4) . ?
C00Q H00Q 0.9500 . ?
C00Q C00R 1.366(4) . ?
C00Q C00Y 1.403(4) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00Z 1.411(4) . ?
C00T H00T 0.9500 . ?
C00T C012 1.367(4) . ?
C00U H00U 0.9500 . ?
C00U C00W 1.382(4) . ?
C00V C010 1.419(4) . ?
C00V C012 1.407(4) . ?
C00W H00W 0.9500 . ?
C00X H00X 0.9500 . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C00Z C010 1.361(4) . ?
C010 H010 0.9500 . ?
C011 H01A 0.9800 . ?
C011 H01B 0.9800 . ?
C011 H01C 0.9800 . ?
C012 H012 0.9500 . ?

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
N009 Pd01 N009 167.13(13) . 8_665 ?
N009 Pd01 N00A 81.36(9) 8_665 . ?
N009 Pd01 N00A 100.91(9) . . ?
N009 Pd01 N00A 100.91(9) 8_665 8_665 ?
N009 Pd01 N00A 81.37(9) . 8_665 ?
N00A Pd01 N00A 159.87(12) . 8_665 ?
C00N O003 C011 116.8(2) . . ?
C00K N009 Pd01 111.12(18) . . ?
C00K N009 C00L 119.3(2) . . ?
C00L N009 Pd01 125.85(18) . . ?
C00E N00A Pd01 109.21(17) . . ?
C00E N00A C00M 118.1(2) . . ?
C00M N00A Pd01 123.68(17) . . ?
C00E C00D H00D 120.4 . . ?
C00I C00D H00D 120.4 . . ?
C00I C00D C00E 119.3(2) . . ?
N00A C00E C00D 124.1(2) . . ?
N00A C00E C00K 114.0(2) . 8_665 ?
C00D C00E C00K 121.3(2) . 8_665 ?
C00M C00F C00O 127.7(2) . . ?
C00Y C00F C00M 118.1(2) . . ?
C00Y C00F C00O 113.8(2) . . ?
C00M C00G C00I 119.3(2) . . ?
C00R C00G C00I 121.5(2) . . ?
C00R C00G C00M 119.1(2) . . ?
C00P C00H C00I 120.4(2) . . ?
C00P C00H C00U 118.2(2) . . ?
C00U C00H C00I 121.2(2) . . ?
C00D C00I C00G 117.1(2) . . ?
C00D C00I C00H 120.7(2) . . ?
C00G C00I C00H 122.2(2) . . ?
N009 C00K C00E 114.4(2) . 8_665 ?
N009 C00K C00T 123.4(2) . . ?
C00T C00K C00E 122.2(2) . 8_665 ?
N009 C00L C00O 121.3(2) . . ?
N009 C00L C00V 119.2(3) . . ?
C00O C00L C00V 119.3(2) . . ?
N00A C00M C00F 120.6(2) . . ?
N00A C00M C00G 119.8(2) . . ?
C00F C00M C00G 119.6(2) . . ?
O003 C00N C00W 115.8(2) . . ?
O003 C00N C00X 124.2(3) . . ?
C00X C00N C00W 119.9(3) . . ?
C00L C00O C00F 123.9(2) . . ?
C00S C00O C00F 115.9(2) . . ?
C00S C00O C00L 117.6(2) . . ?
C00H C00P H00P 119.3 . . ?
C00X C00P C00H 121.5(3) . . ?
C00X C00P H00P 119.3 . . ?
C00R C00Q H00Q 120.4 . . ?
C00R C00Q C00Y 119.3(3) . . ?
C00Y C00Q H00Q 120.4 . . ?
C00G C00R H00R 119.4 . . ?
C00Q C00R C00G 121.2(3) . . ?
C00Q C00R H00R 119.4 . . ?
C00O C00S H00S 118.8 . . ?
C00O C00S C00Z 122.4(3) . . ?
C00Z C00S H00S 118.8 . . ?
C00K C00T H00T 121.1 . . ?
C012 C00T C00K 117.9(3) . . ?
C012 C00T H00T 121.1 . . ?
C00H C00U H00U 119.6 . . ?
C00W C00U C00H 120.9(3) . . ?
C00W C00U H00U 119.6 . . ?
C010 C00V C00L 119.1(3) . . ?
C012 C00V C00L 118.5(3) . . ?
C012 C00V C010 122.4(3) . . ?
C00N C00W H00W 120.0 . . ?
C00U C00W C00N 120.1(3) . . ?
C00U C00W H00W 120.0 . . ?
C00N C00X H00X 120.3 . . ?
C00P C00X C00N 119.5(3) . . ?
C00P C00X H00X 120.3 . . ?
C00F C00Y C00Q 122.5(3) . . ?
C00F C00Y H00Y 118.7 . . ?
C00Q C00Y H00Y 118.7 . . ?
C00S C00Z H00Z 120.2 . . ?
C010 C00Z C00S 119.5(3) . . ?
C010 C00Z H00Z 120.2 . . ?
C00V C010 H010 119.9 . . ?
C00Z C010 C00V 120.2(3) . . ?
C00Z C010 H010 119.9 . . ?
O003 C011 H01A 109.5 . . ?
O003 C011 H01B 109.5 . . ?
O003 C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C00T C012 C00V 120.1(3) . . ?
C00T C012 H012 119.9 . . ?
C00V C012 H012 119.9 . . ?
F002 B013 F002 109.6(4) . 8_665 ?
F005 B013 F002 109.47(14) 8_665 8_665 ?
F005 B013 F002 108.90(13) 8_665 . ?
F005 B013 F002 109.47(14) . . ?
F005 B013 F002 108.91(13) . 8_665 ?
F005 B013 F005 110.5(4) . 8_665 ?
F004 B016 F004 109.27(9) 12_656 2_655 ?
F004 B016 F004 109.88(18) 2_655 . ?
F004 B016 F004 109.27(9) 12_656 . ?
F004 B016 F004 109.27(9) 11_666 . ?
F004 B016 F004 109.88(18) 11_666 12_656 ?
F004 B016 F004 109.27(9) 11_666 2_655 ?

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
Pd01 N009 C00K C00E 21.6(3) . . . 8_665 ?
Pd01 N009 C00K C00T -155.0(2) . . . . ?
Pd01 N009 C00L C00O -41.4(3) . . . . ?
Pd01 N009 C00L C00V 142.7(2) . . . . ?
Pd01 N00A C00E C00D -140.5(2) . . . . ?
Pd01 N00A C00E C00K 30.7(3) . . . 8_665 ?
Pd01 N00A C00M C00F -52.7(3) . . . . ?
Pd01 N00A C00M C00G 130.4(2) . . . . ?
O003 C00N C00W C00U 178.7(2) . . . . ?
O003 C00N C00X C00P -178.5(3) . . . . ?
N009 C00K C00T C012 6.5(5) . . . . ?
N009 C00L C00O C00F -29.5(4) . . . . ?
N009 C00L C00O C00S 169.6(2) . . . . ?
N009 C00L C00V C010 -170.3(3) . . . . ?
N009 C00L C00V C012 11.8(4) . . . . ?
C00E N00A C00M C00F 163.7(2) . . . . ?
C00E N00A C00M C00G -13.2(4) . . . . ?
C00E C00D C00I C00G -14.5(4) . . . . ?
C00E C00D C00I C00H 163.8(2) . . . . ?
C00E C00K C00T C012 -169.9(3) 8_665 . . . ?
C00F C00O C00S C00Z -157.8(3) . . . . ?
C00H C00P C00X C00N -0.6(4) . . . . ?
C00H C00U C00W C00N 0.5(4) . . . . ?
C00I C00D C00E N00A 6.4(4) . . . . ?
C00I C00D C00E C00K -164.2(2) . . . 8_665 ?
C00I C00G C00M N00A 4.8(4) . . . . ?
C00I C00G C00M C00F -172.1(2) . . . . ?
C00I C00G C00R C00Q 176.1(3) . . . . ?
C00I C00H C00P C00X 175.6(3) . . . . ?
C00I C00H C00U C00W -175.5(3) . . . . ?
C00K N009 C00L C00O 162.5(3) . . . . ?
C00K N009 C00L C00V -13.4(4) . . . . ?
C00K C00T C012 C00V -7.8(5) . . . . ?
C00L N009 C00K C00E -179.0(2) . . . 8_665 ?
C00L N009 C00K C00T 4.3(4) . . . . ?
C00L C00O C00S C00Z 4.6(4) . . . . ?
C00L C00V C010 C00Z -2.6(5) . . . . ?
C00L C00V C012 C00T -1.0(5) . . . . ?
C00M N00A C00E C00D 7.9(4) . . . . ?
C00M N00A C00E C00K 179.1(2) . . . 8_665 ?
C00M C00F C00O C00L 74.5(4) . . . . ?
C00M C00F C00O C00S -124.3(3) . . . . ?
C00M C00F C00Y C00Q 2.1(4) . . . . ?
C00M C00G C00I C00D 9.1(4) . . . . ?
C00M C00G C00I C00H -169.2(2) . . . . ?
C00M C00G C00R C00Q -0.9(4) . . . . ?
C00O C00F C00M N00A -8.9(4) . . . . ?
C00O C00F C00M C00G 168.0(3) . . . . ?
C00O C00F C00Y C00Q -172.2(3) . . . . ?
C00O C00L C00V C010 13.7(4) . . . . ?
C00O C00L C00V C012 -164.2(3) . . . . ?
C00O C00S C00Z C010 6.5(5) . . . . ?
C00P C00H C00I C00D -133.1(3) . . . . ?
C00P C00H C00I C00G 45.2(4) . . . . ?
C00P C00H C00U C00W -0.7(4) . . . . ?
C00R C00G C00I C00D -167.8(3) . . . . ?
C00R C00G C00I C00H 13.9(4) . . . . ?
C00R C00G C00M N00A -178.2(2) . . . . ?
C00R C00G C00M C00F 4.9(4) . . . . ?
C00R C00Q C00Y C00F 1.9(4) . . . . ?
C00S C00Z C010 C00V -7.4(5) . . . . ?
C00U C00H C00I C00D 41.6(4) . . . . ?
C00U C00H C00I C00G -140.1(3) . . . . ?
C00U C00H C00P C00X 0.8(4) . . . . ?
C00V C00L C00O C00F 146.4(3) . . . . ?
C00V C00L C00O C00S -14.5(4) . . . . ?
C00W C00N C00X C00P 0.4(4) . . . . ?
C00X C00N C00W C00U -0.3(4) . . . . ?
C00Y C00F C00M N00A 177.7(2) . . . . ?
C00Y C00F C00M C00G -5.4(4) . . . . ?
C00Y C00F C00O C00L -111.8(3) . . . . ?
C00Y C00F C00O C00S 49.3(3) . . . . ?
C00Y C00Q C00R C00G -2.5(4) . . . . ?
C010 C00V C012 C00T -178.8(3) . . . . ?
C011 O003 C00N C00W 178.6(2) . . . . ?
C011 O003 C00N C00X -2.5(4) . . . . ?
C012 C00V C010 C00Z 175.2(3) . . . . ?

_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 0.250 0.250 -0.807 814.0 316.1 ?
2 0.250 0.750 0.250 284.6 115.4 ?
3 0.250 0.750 0.750 284.6 116.1 ?
4 0.750 0.250 0.750 284.6 113.8 ?
5 0.750 0.250 0.250 284.6 113.1 ?
6 0.750 0.750 -0.600 814.0 320.1 ?

_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 2.380
_oxdiff_exptl_absorpt_empirical_full_min 0.704
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.7693 83002 13545 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.2307 83054 13545 nmt 0.9674 0.2531 -0.0041 -0.2534 0.9678 0.0023 0.0069
-0.0020 1.0004

_twin_special_details            
;
Component 2 rotated by 14.6790° 
around [-0.01 -0.02 -1.00] (reciprocal) or [-0.01 -0.03 -1.00] (direct)
;
####################################################################### 
# 
# 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_exp_742
_database_code_depnum_ccdc_archive 'CCDC 2392428'
loop_
_audit_author_name
_audit_author_address
'RYOTA YAGAMI'
;Keio University
Japan
;
_audit_update_record             
;
2024-10-21 deposited with the CCDC.	2025-05-16 downloaded from the CCDC.
;
_audit_creation_date             2022-06-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C32 H20 N4)'
_chemical_formula_sum            'C64 H40 N8'
_chemical_formula_weight         921.04
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N'
_chemical_oxdiff_usercomment     yamagi-2-50
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'

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

_cell_length_a                   11.24280(10)
_cell_length_b                   12.05930(10)
_cell_length_c                   16.9374(2)
_cell_angle_alpha                97.1790(10)
_cell_angle_beta                 90.8250(10)
_cell_angle_gamma                103.7300(10)
_cell_volume                     2210.96(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    47847
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      75.8890
_cell_measurement_theta_min      2.6280
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.829
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            80861
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.641
_diffrn_reflns_theta_min         2.632
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     24.00  57.00   0.50    0.05    --   44.00  78.00 139.14   66
  2  ω     33.00  74.00   0.50    0.05    --   56.00  78.00  31.79   82
  3  ω     41.00  66.00   0.50    0.05    --   64.00  78.00  37.60   50
  4  ω     29.00  86.00   0.50    0.05    --   52.00  78.00   0.51  114
  5  ω    102.00 128.00   0.50    0.05    --   68.00  77.00 -11.71   52
  6  ω     33.00  96.00   0.50    0.05    --   56.00  78.00-100.04  126
  7  ω     45.00  70.00   0.50    0.05    --   68.00  77.00-100.41   50
  8  ω     25.00  65.00   0.50    0.05    --   47.69  77.00 -30.00   80
  9  ω     45.00  71.00   0.50    0.05    --   68.00  77.00 -11.71   52
 10  ω     86.00 117.00   0.50    0.22    --  106.75  77.00-120.00   62
 11  ω    139.00 165.00   0.50    0.22    --  106.75  77.00-120.00   52
 12  ω    107.00 132.00   0.50    0.05    --   60.00  76.00-134.14   50
 13  ω     47.00  83.00   0.50    0.05    --   68.00  75.00-163.32   72
 14  ω     38.00  67.00   0.50    0.05    --   60.00  76.00-134.14   58
 15  ω     35.00  61.00   0.50    0.05    --   56.00  75.00 -51.01   52
 16  ω     34.00  68.00   0.50    0.05    --   56.00  75.00 101.64   68
 17  ω     31.00  73.00   0.50    0.05    --   52.00  76.00 155.25   84
 18  ω     38.00  71.00   0.50    0.05    --   60.00  75.00 167.78   66
 19  ω     88.00 114.00   0.50    0.05    --   52.00  76.00 155.25   52
 20  ω    105.00 130.00   0.50    0.05    --   60.00  73.00 123.62   50
 21  ω     39.00  65.00   0.50    0.05    --   60.00  73.00 123.62   52
 22  ω     40.00  65.00   0.50    0.05    --   60.00  72.00  82.23   50
 23  ω     36.00  71.00   0.50    0.05    --   56.00  74.00-174.04   70
 24  ω   -111.00 -36.00   0.50    0.05    --  -47.69 152.00  19.00  150
 25  ω    -73.00 -29.00   0.50    0.22    -- -100.00  61.00-120.00   88
 26  ω    -73.00 -29.00   0.50    0.22    -- -100.00  61.00-180.00   88
 27  ω    -93.00 -21.00   0.50    0.05    --  -47.69 122.00-140.00  144
 28  ω      8.00  33.00   0.50    0.05    --   36.00  88.00-170.04   50
 29  ω     -6.00  25.00   0.50    0.05    --   24.00  93.00 -85.22   62
 30  ω    -21.00   5.00   0.50    0.05    --   12.00 100.00 -22.87   52
 31  ω      7.00  32.00   0.50    0.05    --   36.00  90.00  74.62   50
 32  ω    -25.00   5.00   0.50    0.05    --    8.00 100.00 164.59   60
 33  ω     58.00 119.00   0.50    0.05    --   47.69 152.00  19.00  122
 34  ω     87.00 112.00   0.50    0.22    --  106.75 152.00  19.00   50
 35  ω     78.00 174.00   0.50    0.22    --  106.75 122.00-140.00  192
 36  ω     34.00  66.00   0.50    0.22    --  106.75 -61.00 150.00   64
 37  ω     34.00  73.00   0.50    0.22    --  106.75 -61.00   0.00   78
 38  ω     34.00  71.00   0.50    0.22    --  106.75 -61.00 -30.00   74
 39  ω     39.00  71.00   0.50    0.22    --  106.75 -61.00 -60.00   64
 40  ω     74.00 105.00   0.50    0.22    --  106.75 -94.00   0.00   62
 41  ω     56.00 112.00   0.50    0.22    --  106.75-125.00   0.00  112
 42  ω     34.00 130.00   0.50    0.22    --  106.75-152.00 -23.00  192
 43  ω     50.00 106.00   0.50    0.22    --  106.75 -94.00 -90.00  112
 44  ω     30.00 112.00   0.50    0.05    --   47.69-152.00 -23.00  164
 45  ω     48.00  73.00   0.50    0.22    --  106.75-122.00 137.00   50
 46  ω     39.00 103.00   0.50    0.22    --  106.75 -94.00 120.00  128
 47  ω     16.00  94.00   0.50    0.05    --   47.69-122.00 137.00  156
 48  ω   -106.00 -46.00   0.50    0.22    -- -100.00 101.00-150.79  120
 49  ω    -95.00 -29.00   0.50    0.22    -- -100.00 125.00   0.00  132
 50  ω   -130.00 -36.00   0.50    0.22    -- -100.00 152.00  19.00  188
 51  ω   -110.00 -27.00   0.50    0.22    -- -100.00 122.00-140.00  166
 52  ω   -114.00 -78.00   0.50    0.22    --  -92.00 -52.00-111.70   72
 53  ω    -59.00 -33.00   0.50    0.05    --  -56.00 -78.00 -33.42   52
 54  ω    -50.00 -25.00   0.50    0.05    --  -47.69 -77.00  30.00   50
 55  ω    -67.00 -41.00   0.50    0.05    --  -64.00 -78.00 -55.86   52
 56  ω    -71.00 -45.00   0.50    0.05    --  -68.00 -78.00-115.40   52
 57  ω   -141.00 -69.00   0.50    0.22    --  -92.00 -78.00-123.09  144
 58  ω   -164.00 -77.00   0.50    0.22    -- -100.00 -77.00-150.00  174
 59  ω   -168.00 -73.00   0.50    0.22    --  -96.00 -77.00 -24.24  190
 60  ω   -142.00 -77.00   0.50    0.22    -- -100.00 -77.00  30.00  130
 61  ω    -96.00 -71.00   0.50    0.22    --  -92.00 -76.00  -1.33   50
 62  ω   -165.00-101.00   0.50    0.22    --  -92.00 -76.00  -1.33  128
 63  ω   -168.00 -77.00   0.50    0.22    -- -100.00 -77.00  67.31  182
 64  ω   -173.00 -77.00   0.50    0.22    -- -100.00 -77.00 153.24  192
 65  ω   -168.00 -73.00   0.50    0.22    --  -96.00 -77.00 108.63  190
 66  ω   -140.00 -79.00   0.50    0.22    -- -100.00 -75.00  55.38  122
 67  ω   -161.00 -66.00   0.50    0.22    --  -88.00 -75.00  26.34  190
 68  ω    -83.00 -58.00   0.50    0.22    --  -80.00 -75.00 119.92   50
 69  ω    -84.00 -58.00   0.50    0.22    --  -80.00 -74.00 157.15   52
 70  ω    -87.00 -62.00   0.50    0.22    --  -84.00 -74.00  43.78   50
 71  ω   -170.00 -78.00   0.50    0.22    -- -100.00 -74.00 163.04  184
 72  ω   -148.00-122.00   0.50    0.22    --  -84.00 -74.00  43.78   52
 73  ω   -109.00 -62.00   0.50    0.22    --  -84.00 -75.00  -0.56   94
 74  ω    -92.00 -58.00   0.50    0.22    --  -80.00 -74.00  48.53   68
 75  ω   -102.00 -62.00   0.50    0.22    --  -84.00 -74.00  77.22   80
 76  ω    -88.00 -49.00   0.50    0.05    --  -72.00 -76.00  -6.04   78
 77  ω   -145.00 -78.00   0.50    0.22    -- -100.00 -74.00  -7.04  134
 78  ω   -124.00 -55.00   0.50    0.22    --  -76.00 -73.00-101.14  138
 79  ω    -86.00 -54.00   0.50    0.22    --  -76.00 -74.00-159.72   64
 80  ω    -87.00 -61.00   0.50    0.22    --  -84.00 -76.00-172.19   52
 81  ω    -80.00 -54.00   0.50    0.22    --  -76.00 -74.00 -84.43   52
 82  ω    -92.00 -67.00   0.50    0.22    --  -88.00 -73.00 -67.38   50
 83  ω    -85.00 -59.00   0.50    0.22    --  -80.00 -72.00 -43.70   52
 84  ω    -93.00 -63.00   0.50    0.22    --  -84.00 -73.00  -9.18   60
 85  ω   -170.00 -79.00   0.50    0.22    -- -100.00 -72.00 -69.09  182
 86  ω   -104.00 -59.00   0.50    0.22    --  -80.00 -73.00  84.19   90
 87  ω    -92.00 -59.00   0.50    0.22    --  -80.00 -72.00  32.25   66
 88  ω   -125.00 -99.00   0.50    0.22    --  -88.00 -72.00 109.22   52
 89  ω    -93.00 -67.00   0.50    0.22    --  -88.00 -72.00 109.22   52
 90  ω    -87.00 -61.00   0.50    0.22    --  -80.00 -71.00 168.26   52
 91  ω    -94.00 -68.00   0.50    0.22    --  -88.00 -71.00 169.72   52
 92  ω    -86.00 -50.00   0.50    0.05    --  -68.00 -70.00 112.22   72
 93  ω    -84.00 -48.00   0.50    0.05    --  -68.00 -70.00  33.20   72
 94  ω   -139.00 -79.00   0.50    0.05    --  -68.00 -70.00 -70.37  120
 95  ω    -74.00 -48.00   0.50    0.05    --  -68.00 -70.00 -70.37   52
 96  ω    -79.00 -45.00   0.50    0.05    --  -60.00 -70.00 -92.70   68
 97  ω    -91.00 -61.00   0.50    0.22    --  -80.00 -68.00-126.44   60
 98  ω    -79.00 -52.00   0.50    0.05    --  -72.00 -69.00-157.77   54
 99  ω   -160.00 -70.00   0.50    0.22    --  -88.00 -65.00-165.20  180
100  ω   -109.00 -67.00   0.50    0.22    --  -84.00 -62.00 -66.65   84
101  ω   -102.00 -76.00   0.50    0.22    --  -92.00 -60.00-107.19   52
102  ω   -159.00-101.00   0.50    0.22    --  -88.00 -52.00-130.40  116
103  ω   -161.00-135.00   0.50    0.22    --  -92.00 -60.00-107.19   52
104  ω   -103.00 -53.00   0.50    0.05    --  -72.00 -67.00  83.43  100
105  ω    -93.00 -67.00   0.50    0.22    --  -84.00 -65.00 133.23   52
106  ω   -119.00 -64.00   0.50    0.05    --  -47.69-152.00 -23.00  110
107  ω   -164.00 -64.00   0.50    0.22    -- -100.00-152.00 -23.00  200
108  ω   -173.00 -84.00   0.50    0.22    -- -100.00-122.00 137.00  178
109  ω    -41.00 -16.00   0.50    0.05    --  -44.00 -91.00 -56.78   50
110  ω    -41.00 -16.00   0.50    0.05    --  -44.00 -91.00-137.15   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0085862000
_diffrn_orient_matrix_UB_12      -0.0166915000
_diffrn_orient_matrix_UB_13      -0.0912315000
_diffrn_orient_matrix_UB_21      0.0106472000
_diffrn_orient_matrix_UB_22      -0.1245366000
_diffrn_orient_matrix_UB_23      0.0025859000
_diffrn_orient_matrix_UB_31      -0.1405406000
_diffrn_orient_matrix_UB_32      -0.0425867000
_diffrn_orient_matrix_UB_33      -0.0095920000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7991
_reflns_number_total             8894
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         8894
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.054
_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)+(0.0360P)²+1.3540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0995
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C01D(H01A,H01C), C01Q(H01T,H01U), C01S(H01Z,H), C01W(H01D,H01K)
2.b Aromatic/amide H refined with riding coordinates:
 C00P(H00P), C00W(H00W), C00Z(H00Z), C011(H011), C013(H013), C014(H014),
 C015(H015), C018(H018), C019(H019), C01A(H01L), C01B(H01B), C01C(H01M),
 C01E(H01E), C01F(H01F), C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J),
 C01K(H01O), C01L(H01P), C01M(H01Q), C01N(H01N), C01O(H01R), C01P(H01S),
 C01R(H01W), C01T(H01), C01U(H1), C01V(H01V), C01X(H01X), C01Y(H01Y), C01Z(H2),
 C020(H020)
;
_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
N001 N 0.45447(10) 0.53989(10) 0.19320(7) 0.0211(2) Uani 1 1 d . . . . .
N002 N 0.40971(11) 0.39245(10) 0.31527(7) 0.0216(2) Uani 1 1 d . . . . .
N003 N 0.90028(10) 0.39256(10) 0.17582(7) 0.0215(2) Uani 1 1 d . . . . .
N004 N 0.89599(10) 0.67736(10) 0.21700(7) 0.0225(2) Uani 1 1 d . . . . .
N005 N 0.94217(11) 0.56053(10) 0.31575(7) 0.0225(2) Uani 1 1 d . . . . .
N006 N 0.41229(11) 0.67285(10) 0.30332(7) 0.0232(2) Uani 1 1 d . . . . .
N007 N 0.80728(10) 0.27402(10) 0.27543(7) 0.0224(2) Uani 1 1 d . . . . .
N008 N 0.31251(11) 0.26154(10) 0.19857(7) 0.0222(2) Uani 1 1 d . . . . .
C009 C 0.50459(12) 0.61246(11) 0.13495(8) 0.0202(3) Uani 1 1 d . . . . .
C00A C 0.93143(12) 0.59215(12) 0.23881(8) 0.0218(3) Uani 1 1 d . . . . .
C00B C 0.88195(12) 0.36082(12) 0.25321(8) 0.0213(3) Uani 1 1 d . . . . .
C00C C 0.59001(12) 0.57953(11) 0.08332(8) 0.0209(3) Uani 1 1 d . . . . .
C00D C 0.39074(12) 0.34959(12) 0.23292(8) 0.0210(3) Uani 1 1 d . . . . .
C00E C 0.47146(13) 0.42505(11) 0.18286(8) 0.0215(3) Uani 1 1 d . . . . .
C00F C 0.72237(13) 0.16894(11) 0.14158(8) 0.0224(3) Uani 1 1 d . . . . .
C00G C 0.46549(12) 0.71322(11) 0.12838(8) 0.0208(3) Uani 1 1 d . . . . .
C00H C 0.42653(12) 0.31641(12) 0.37100(8) 0.0212(3) Uani 1 1 d . . . . .
C00I C 0.96574(12) 0.50966(12) 0.17557(8) 0.0215(3) Uani 1 1 d . . . . .
C00J C 0.44729(12) 0.58400(12) 0.27361(8) 0.0216(3) Uani 1 1 d . . . . .
C00K C 0.95961(13) 0.44669(12) 0.31518(8) 0.0225(3) Uani 1 1 d . . . . .
C00L C 0.99607(12) 0.64439(12) 0.38230(8) 0.0220(3) Uani 1 1 d . . . . .
C00M C 0.34313(13) 0.20894(12) 0.36894(8) 0.0223(3) Uani 1 1 d . . . . .
C00N C 0.91772(13) 0.30998(12) 0.11091(8) 0.0217(3) Uani 1 1 d . . . . .
C00O C 0.71491(13) 0.19878(11) 0.22353(8) 0.0221(3) Uani 1 1 d . . . . .
C00P C 0.55034(13) 0.39048(12) 0.13433(8) 0.0228(3) Uani 1 1 d . . . . .
H00P H 0.554933 0.312294 0.129697 0.027 Uiso 1 1 calc R U . . .
C00Q C 0.36930(12) 0.75059(11) 0.17697(8) 0.0219(3) Uani 1 1 d . . . . .
C00R C 0.48122(13) 0.50885(12) 0.32921(8) 0.0221(3) Uani 1 1 d . . . . .
C00S C 0.84349(12) 0.75267(11) 0.26783(9) 0.0227(3) Uani 1 1 d . . . . .
C00T C 0.83682(13) 0.20041(12) 0.09808(8) 0.0227(3) Uani 1 1 d . . . . .
C00U C 0.52495(13) 0.35120(12) 0.42768(8) 0.0234(3) Uani 1 1 d . . . . .
C00V C 0.21897(13) 0.19495(11) 0.23965(8) 0.0223(3) Uani 1 1 d . . . . .
C00W C 0.29259(13) 0.80881(12) 0.14150(9) 0.0241(3) Uani 1 1 d . . . . .
H00W H 0.297184 0.814387 0.086121 0.029 Uiso 1 1 calc R U . . .
C00X C 1.01406(13) 0.34014(12) 0.05996(8) 0.0237(3) Uani 1 1 d . . . . .
C00Y C 1.08271(13) 0.61963(13) 0.43360(8) 0.0247(3) Uani 1 1 d . . . . .
C00Z C 0.52071(13) 0.78320(12) 0.07254(8) 0.0235(3) Uani 1 1 d . . . . .
H00Z H 0.499584 0.854449 0.069953 0.028 Uiso 1 1 calc R U . . .
C010 C 0.86192(13) 0.77907(12) 0.35071(9) 0.0235(3) Uani 1 1 d . . . . .
C011 C 1.05197(13) 0.54326(12) 0.12509(9) 0.0247(3) Uani 1 1 d . . . . .
H011 H 1.085231 0.623322 0.124664 0.030 Uiso 1 1 calc R U . . .
C012 C 0.22782(13) 0.17389(11) 0.31866(8) 0.0224(3) Uani 1 1 d . . . . .
C013 C 1.03155(13) 0.25763(13) -0.00152(9) 0.0262(3) Uani 1 1 d . . . . .
H013 H 1.093536 0.278541 -0.038157 0.031 Uiso 1 1 calc R U . . .
C014 C 0.61604(13) 0.10373(12) 0.09833(9) 0.0248(3) Uani 1 1 d . . . . .
H014 H 0.618879 0.083965 0.042429 0.030 Uiso 1 1 calc R U . . .
C015 C 0.57105(13) 0.54715(13) 0.38497(8) 0.0252(3) Uani 1 1 d . . . . .
H015 H 0.609873 0.627001 0.393473 0.030 Uiso 1 1 calc R U . . .
C016 C 0.35548(13) 0.73837(11) 0.25790(8) 0.0226(3) Uani 1 1 d . . . . .
C017 C 0.96069(13) 0.74884(12) 0.39662(8) 0.0236(3) Uani 1 1 d . . . . .
C018 C 0.63679(13) 0.64897(12) 0.02577(8) 0.0235(3) Uani 1 1 d . . . . .
H018 H 0.691678 0.625071 -0.011007 0.028 Uiso 1 1 calc R U . . .
C019 C 1.03821(13) 0.41902(13) 0.36387(9) 0.0261(3) Uani 1 1 d . . . . .
H019 H 1.041203 0.340650 0.361855 0.031 Uiso 1 1 calc R U . . .
C01A C 0.86283(13) 0.11842(12) 0.03907(8) 0.0249(3) Uani 1 1 d . . . . .
H01L H 0.812614 0.042181 0.032486 0.030 Uiso 1 1 calc R U . . .
C01B C 0.10954(14) 0.14743(12) 0.19390(9) 0.0267(3) Uani 1 1 d . . . . .
H01B H 0.105403 0.158674 0.139498 0.032 Uiso 1 1 calc R U . . .
C01C C 0.60692(13) 0.15500(12) 0.26093(9) 0.0256(3) Uani 1 1 d . . . . .
H01M H 0.604603 0.170018 0.317229 0.031 Uiso 1 1 calc R U . . .
C01D C 0.63219(13) 0.47012(12) 0.08672(8) 0.0237(3) Uani 1 1 d . . . . .
H01A H 0.633766 0.430930 0.031922 0.028 Uiso 1 1 calc R U . . .
H01C H 0.716628 0.489730 0.110672 0.028 Uiso 1 1 calc R U . . .
C01E C 0.21034(13) 0.85840(12) 0.18494(9) 0.0266(3) Uani 1 1 d . . . . .
H01E H 0.159533 0.897133 0.159336 0.032 Uiso 1 1 calc R U . . .
C01F C 0.54108(13) 0.27518(13) 0.48027(8) 0.0261(3) Uani 1 1 d . . . . .
H01F H 0.604320 0.299581 0.520943 0.031 Uiso 1 1 calc R U . . .
C01G C 0.60507(13) 0.75196(12) 0.02098(8) 0.0248(3) Uani 1 1 d . . . . .
H01G H 0.640485 0.800338 -0.016960 0.030 Uiso 1 1 calc R U . . .
C01H C 0.20263(14) 0.85122(13) 0.26559(9) 0.0287(3) Uani 1 1 d . . . . .
H01H H 0.148257 0.886796 0.296075 0.034 Uiso 1 1 calc R U . . .
C01I C 0.27469(14) 0.79185(12) 0.30148(9) 0.0265(3) Uani 1 1 d . . . . .
H01I H 0.269357 0.787169 0.356945 0.032 Uiso 1 1 calc R U . . .
C01J C 0.36874(13) 0.13263(13) 0.41898(9) 0.0254(3) Uani 1 1 d . . . . .
H01J H 0.317734 0.056878 0.414896 0.030 Uiso 1 1 calc R U . . .
C01K C 1.13436(13) 0.70085(14) 0.49843(9) 0.0285(3) Uani 1 1 d . . . . .
H01O H 1.188994 0.682415 0.535179 0.034 Uiso 1 1 calc R U . . .
C01L C 0.76376(13) 0.80283(12) 0.22767(9) 0.0271(3) Uani 1 1 d . . . . .
H01P H 0.755680 0.788915 0.171166 0.033 Uiso 1 1 calc R U . . .
C01M C 0.96007(13) 0.14599(13) -0.00988(9) 0.0266(3) Uani 1 1 d . . . . .
H01Q H 0.977552 0.088856 -0.048812 0.032 Uiso 1 1 calc R U . . .
C01N C 0.46683(14) 0.16510(13) 0.47433(9) 0.0276(3) Uani 1 1 d . . . . .
H01N H 0.482802 0.112212 0.507809 0.033 Uiso 1 1 calc R U . . .
C01O C 0.50679(13) 0.06740(12) 0.13527(9) 0.0266(3) Uani 1 1 d . . . . .
H01R H 0.434739 0.027128 0.104424 0.032 Uiso 1 1 calc R U . . .
C01P C 0.78929(13) 0.84578(12) 0.39121(9) 0.0274(3) Uani 1 1 d . . . . .
H01S H 0.796534 0.860219 0.447719 0.033 Uiso 1 1 calc R U . . .
C01Q C 1.12184(14) 0.50757(13) 0.42159(9) 0.0281(3) Uani 1 1 d . . . . .
H01T H 1.205932 0.521783 0.401973 0.034 Uiso 1 1 calc R U . . .
H01U H 1.123547 0.477923 0.473423 0.034 Uiso 1 1 calc R U . . .
C01R C 1.02218(14) 0.83084(13) 0.45921(9) 0.0281(3) Uani 1 1 d . . . . .
H01W H 1.004621 0.904609 0.466809 0.034 Uiso 1 1 calc R U . . .
C01S C 1.09830(14) 0.45946(13) 0.06904(9) 0.0285(3) Uani 1 1 d . . . . .
H01Z H 1.180425 0.455752 0.088731 0.034 Uiso 1 1 calc R U . . .
H H 1.107102 0.486894 0.016233 0.034 Uiso 1 1 calc R U . . .
C01T C 0.50334(13) 0.09009(12) 0.21712(9) 0.0271(3) Uani 1 1 d . . . . .
H01 H 0.430313 0.061316 0.243165 0.033 Uiso 1 1 calc R U . . .
C01U C 0.69670(13) 0.87210(12) 0.26870(10) 0.0292(3) Uani 1 1 d . . . . .
H1 H 0.643964 0.906174 0.240645 0.035 Uiso 1 1 calc R U . . .
C01V C 0.12239(13) 0.11104(12) 0.35085(9) 0.0252(3) Uani 1 1 d . . . . .
H01V H 0.125857 0.097962 0.404906 0.030 Uiso 1 1 calc R U . . .
C01W C 0.61265(14) 0.46848(13) 0.43457(9) 0.0273(3) Uani 1 1 d . . . . .
H01D H 0.621439 0.503711 0.491019 0.033 Uiso 1 1 calc R U . . .
H01K H 0.694221 0.459428 0.417887 0.033 Uiso 1 1 calc R U . . .
C01X C 0.00784(14) 0.08458(13) 0.22680(10) 0.0288(3) Uani 1 1 d . . . . .
H01X H -0.065757 0.053109 0.195202 0.035 Uiso 1 1 calc R U . . .
C01Y C 0.01335(13) 0.06752(12) 0.30601(9) 0.0278(3) Uani 1 1 d . . . . .
H01Y H -0.057041 0.026308 0.329439 0.033 Uiso 1 1 calc R U . . .
C01Z C 1.10768(14) 0.80723(14) 0.51019(9) 0.0309(3) Uani 1 1 d . . . . .
H2 H 1.147345 0.863602 0.552634 0.037 Uiso 1 1 calc R U . . .
C020 C 0.70747(13) 0.89109(13) 0.35118(10) 0.0294(3) Uani 1 1 d . . . . .
H020 H 0.658835 0.935098 0.380198 0.035 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
N001 C009 1.4333(17) . ?
N001 C00E 1.4321(17) . ?
N001 C00J 1.4096(17) . ?
N002 C00D 1.4203(17) . ?
N002 C00H 1.4357(17) . ?
N002 C00R 1.4312(17) . ?
N003 C00B 1.4152(18) . ?
N003 C00I 1.4298(17) . ?
N003 C00N 1.4366(17) . ?
N004 C00A 1.2790(18) . ?
N004 C00S 1.4100(17) . ?
N005 C00A 1.4143(18) . ?
N005 C00K 1.4310(18) . ?
N005 C00L 1.4370(17) . ?
N006 C00J 1.2756(18) . ?
N006 C016 1.4147(18) . ?
N007 C00B 1.2777(18) . ?
N007 C00O 1.4148(18) . ?
N008 C00D 1.2755(18) . ?
N008 C00V 1.4123(18) . ?
C009 C00C 1.4012(19) . ?
C009 C00G 1.4028(19) . ?
C00A C00I 1.4876(19) . ?
C00B C00K 1.4862(19) . ?
C00C C018 1.3920(19) . ?
C00C C01D 1.5113(19) . ?
C00D C00E 1.4811(19) . ?
C00E C00P 1.3215(19) . ?
C00F C00O 1.398(2) . ?
C00F C00T 1.4859(19) . ?
C00F C014 1.403(2) . ?
C00G C00Q 1.4880(19) . ?
C00G C00Z 1.4000(19) . ?
C00H C00M 1.404(2) . ?
C00H C00U 1.404(2) . ?
C00I C011 1.326(2) . ?
C00J C00R 1.4901(19) . ?
C00K C019 1.327(2) . ?
C00L C00Y 1.404(2) . ?
C00L C017 1.403(2) . ?
C00M C012 1.484(2) . ?
C00M C01J 1.401(2) . ?
C00N C00T 1.404(2) . ?
C00N C00X 1.403(2) . ?
C00O C01C 1.398(2) . ?
C00P H00P 0.9500 . ?
C00P C01D 1.4883(19) . ?
C00Q C00W 1.4056(19) . ?
C00Q C016 1.404(2) . ?
C00R C015 1.329(2) . ?
C00S C010 1.401(2) . ?
C00S C01L 1.405(2) . ?
C00T C01A 1.4003(19) . ?
C00U C01F 1.395(2) . ?
C00U C01W 1.510(2) . ?
C00V C012 1.399(2) . ?
C00V C01B 1.403(2) . ?
C00W H00W 0.9500 . ?
C00W C01E 1.388(2) . ?
C00X C013 1.397(2) . ?
C00X C01S 1.511(2) . ?
C00Y C01K 1.395(2) . ?
C00Y C01Q 1.509(2) . ?
C00Z H00Z 0.9500 . ?
C00Z C01G 1.384(2) . ?
C010 C017 1.486(2) . ?
C010 C01P 1.405(2) . ?
C011 H011 0.9500 . ?
C011 C01S 1.489(2) . ?
C012 C01V 1.404(2) . ?
C013 H013 0.9500 . ?
C013 C01M 1.383(2) . ?
C014 H014 0.9500 . ?
C014 C01O 1.388(2) . ?
C015 H015 0.9500 . ?
C015 C01W 1.491(2) . ?
C016 C01I 1.4015(19) . ?
C017 C01R 1.404(2) . ?
C018 H018 0.9500 . ?
C018 C01G 1.382(2) . ?
C019 H019 0.9500 . ?
C019 C01Q 1.489(2) . ?
C01A H01L 0.9500 . ?
C01A C01M 1.384(2) . ?
C01B H01B 0.9500 . ?
C01B C01X 1.380(2) . ?
C01C H01M 0.9500 . ?
C01C C01T 1.385(2) . ?
C01D H01A 0.9900 . ?
C01D H01C 0.9900 . ?
C01E H01E 0.9500 . ?
C01E C01H 1.382(2) . ?
C01F H01F 0.9500 . ?
C01F C01N 1.381(2) . ?
C01G H01G 0.9500 . ?
C01H H01H 0.9500 . ?
C01H C01I 1.381(2) . ?
C01I H01I 0.9500 . ?
C01J H01J 0.9500 . ?
C01J C01N 1.386(2) . ?
C01K H01O 0.9500 . ?
C01K C01Z 1.377(2) . ?
C01L H01P 0.9500 . ?
C01L C01U 1.385(2) . ?
C01M H01Q 0.9500 . ?
C01N H01N 0.9500 . ?
C01O H01R 0.9500 . ?
C01O C01T 1.382(2) . ?
C01P H01S 0.9500 . ?
C01P C020 1.385(2) . ?
C01Q H01T 0.9900 . ?
C01Q H01U 0.9900 . ?
C01R H01W 0.9500 . ?
C01R C01Z 1.385(2) . ?
C01S H01Z 0.9900 . ?
C01S H 0.9900 . ?
C01T H01 0.9500 . ?
C01U H1 0.9500 . ?
C01U C020 1.386(2) . ?
C01V H01V 0.9500 . ?
C01V C01Y 1.387(2) . ?
C01W H01D 0.9900 . ?
C01W H01K 0.9900 . ?
C01X H01X 0.9500 . ?
C01X C01Y 1.385(2) . ?
C01Y H01Y 0.9500 . ?
C01Z H2 0.9500 . ?
C020 H020 0.9500 . ?

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
C00E N001 C009 117.05(11) . . ?
C00J N001 C009 122.10(11) . . ?
C00J N001 C00E 113.28(11) . . ?
C00D N002 C00H 119.31(11) . . ?
C00D N002 C00R 112.56(11) . . ?
C00R N002 C00H 117.55(11) . . ?
C00B N003 C00I 113.51(11) . . ?
C00B N003 C00N 120.37(11) . . ?
C00I N003 C00N 117.36(11) . . ?
C00A N004 C00S 124.19(12) . . ?
C00A N005 C00K 113.62(11) . . ?
C00A N005 C00L 121.38(11) . . ?
C00K N005 C00L 117.16(11) . . ?
C00J N006 C016 123.68(12) . . ?
C00B N007 C00O 122.63(12) . . ?
C00D N008 C00V 122.74(12) . . ?
C00C C009 N001 119.12(12) . . ?
C00C C009 C00G 120.66(12) . . ?
C00G C009 N001 120.19(12) . . ?
N004 C00A N005 130.04(13) . . ?
N004 C00A C00I 117.58(12) . . ?
N005 C00A C00I 112.38(12) . . ?
N003 C00B C00K 112.26(12) . . ?
N007 C00B N003 129.33(13) . . ?
N007 C00B C00K 118.36(12) . . ?
C009 C00C C01D 122.51(12) . . ?
C018 C00C C009 119.04(12) . . ?
C018 C00C C01D 118.44(12) . . ?
N002 C00D C00E 112.22(11) . . ?
N008 C00D N002 129.16(13) . . ?
N008 C00D C00E 118.52(12) . . ?
N001 C00E C00D 112.26(11) . . ?
C00P C00E N001 123.85(13) . . ?
C00P C00E C00D 123.89(12) . . ?
C00O C00F C00T 123.79(13) . . ?
C00O C00F C014 117.98(13) . . ?
C014 C00F C00T 118.22(13) . . ?
C009 C00G C00Q 124.26(12) . . ?
C00Z C00G C009 117.84(12) . . ?
C00Z C00G C00Q 117.90(12) . . ?
C00M C00H N002 119.55(12) . . ?
C00U C00H N002 119.61(12) . . ?
C00U C00H C00M 120.84(13) . . ?
N003 C00I C00A 114.21(11) . . ?
C011 C00I N003 123.75(13) . . ?
C011 C00I C00A 122.02(13) . . ?
N001 C00J C00R 112.07(11) . . ?
N006 C00J N001 129.75(13) . . ?
N006 C00J C00R 118.11(12) . . ?
N005 C00K C00B 113.44(12) . . ?
C019 C00K N005 124.14(13) . . ?
C019 C00K C00B 122.41(13) . . ?
C00Y C00L N005 119.24(12) . . ?
C017 C00L N005 120.29(12) . . ?
C017 C00L C00Y 120.46(13) . . ?
C00H C00M C012 123.44(12) . . ?
C01J C00M C00H 117.95(13) . . ?
C01J C00M C012 118.57(13) . . ?
C00T C00N N003 119.72(12) . . ?
C00X C00N N003 119.75(12) . . ?
C00X C00N C00T 120.52(12) . . ?
C00F C00O N007 126.34(13) . . ?
C01C C00O N007 113.83(12) . . ?
C01C C00O C00F 119.82(13) . . ?
C00E C00P H00P 119.0 . . ?
C00E C00P C01D 122.09(13) . . ?
C01D C00P H00P 119.0 . . ?
C00W C00Q C00G 118.24(12) . . ?
C016 C00Q C00G 124.05(12) . . ?
C016 C00Q C00W 117.56(13) . . ?
N002 C00R C00J 113.43(12) . . ?
C015 C00R N002 124.03(13) . . ?
C015 C00R C00J 122.53(13) . . ?
C010 C00S N004 127.07(13) . . ?
C010 C00S C01L 119.47(13) . . ?
C01L C00S N004 113.45(12) . . ?
C00N C00T C00F 123.22(12) . . ?
C01A C00T C00F 118.44(13) . . ?
C01A C00T C00N 118.28(13) . . ?
C00H C00U C01W 122.40(13) . . ?
C01F C00U C00H 118.72(13) . . ?
C01F C00U C01W 118.88(13) . . ?
C012 C00V N008 125.99(13) . . ?
C012 C00V C01B 119.88(13) . . ?
C01B C00V N008 114.13(12) . . ?
C00Q C00W H00W 119.0 . . ?
C01E C00W C00Q 121.99(14) . . ?
C01E C00W H00W 119.0 . . ?
C00N C00X C01S 121.95(12) . . ?
C013 C00X C00N 118.89(13) . . ?
C013 C00X C01S 119.15(13) . . ?
C00L C00Y C01Q 122.41(13) . . ?
C01K C00Y C00L 119.16(14) . . ?
C01K C00Y C01Q 118.44(13) . . ?
C00G C00Z H00Z 118.9 . . ?
C01G C00Z C00G 122.14(13) . . ?
C01G C00Z H00Z 118.9 . . ?
C00S C010 C017 123.45(12) . . ?
C00S C010 C01P 117.79(13) . . ?
C01P C010 C017 118.55(13) . . ?
C00I C011 H011 119.0 . . ?
C00I C011 C01S 122.09(13) . . ?
C01S C011 H011 119.0 . . ?
C00V C012 C00M 123.94(12) . . ?
C00V C012 C01V 117.81(13) . . ?
C01V C012 C00M 118.18(13) . . ?
C00X C013 H013 119.5 . . ?
C01M C013 C00X 121.07(13) . . ?
C01M C013 H013 119.5 . . ?
C00F C014 H014 119.2 . . ?
C01O C014 C00F 121.59(14) . . ?
C01O C014 H014 119.2 . . ?
C00R C015 H015 119.0 . . ?
C00R C015 C01W 121.94(13) . . ?
C01W C015 H015 119.0 . . ?
C00Q C016 N006 127.30(12) . . ?
C01I C016 N006 113.04(12) . . ?
C01I C016 C00Q 119.63(13) . . ?
C00L C017 C010 124.79(13) . . ?
C00L C017 C01R 117.88(13) . . ?
C01R C017 C010 117.33(13) . . ?
C00C C018 H018 119.3 . . ?
C01G C018 C00C 121.41(13) . . ?
C01G C018 H018 119.3 . . ?
C00K C019 H019 119.1 . . ?
C00K C019 C01Q 121.72(14) . . ?
C01Q C019 H019 119.1 . . ?
C00T C01A H01L 119.3 . . ?
C01M C01A C00T 121.46(14) . . ?
C01M C01A H01L 119.3 . . ?
C00V C01B H01B 119.5 . . ?
C01X C01B C00V 120.95(14) . . ?
C01X C01B H01B 119.5 . . ?
C00O C01C H01M 119.5 . . ?
C01T C01C C00O 120.97(14) . . ?
C01T C01C H01M 119.5 . . ?
C00C C01D H01A 109.3 . . ?
C00C C01D H01C 109.3 . . ?
C00P C01D C00C 111.72(11) . . ?
C00P C01D H01A 109.3 . . ?
C00P C01D H01C 109.3 . . ?
H01A C01D H01C 107.9 . . ?
C00W C01E H01E 120.1 . . ?
C01H C01E C00W 119.74(13) . . ?
C01H C01E H01E 120.1 . . ?
C00U C01F H01F 119.4 . . ?
C01N C01F C00U 121.23(14) . . ?
C01N C01F H01F 119.4 . . ?
C00Z C01G H01G 120.7 . . ?
C018 C01G C00Z 118.69(13) . . ?
C018 C01G H01G 120.7 . . ?
C01E C01H H01H 120.3 . . ?
C01I C01H C01E 119.41(13) . . ?
C01I C01H H01H 120.3 . . ?
C016 C01I H01I 119.3 . . ?
C01H C01I C016 121.47(14) . . ?
C01H C01I H01I 119.3 . . ?
C00M C01J H01J 119.2 . . ?
C01N C01J C00M 121.51(14) . . ?
C01N C01J H01J 119.2 . . ?
C00Y C01K H01O 119.4 . . ?
C01Z C01K C00Y 121.26(14) . . ?
C01Z C01K H01O 119.4 . . ?
C00S C01L H01P 119.3 . . ?
C01U C01L C00S 121.42(14) . . ?
C01U C01L H01P 119.3 . . ?
C013 C01M C01A 119.29(13) . . ?
C013 C01M H01Q 120.4 . . ?
C01A C01M H01Q 120.4 . . ?
C01F C01N C01J 119.28(13) . . ?
C01F C01N H01N 120.4 . . ?
C01J C01N H01N 120.4 . . ?
C014 C01O H01R 120.2 . . ?
C01T C01O C014 119.68(14) . . ?
C01T C01O H01R 120.2 . . ?
C010 C01P H01S 119.0 . . ?
C020 C01P C010 121.95(14) . . ?
C020 C01P H01S 119.0 . . ?
C00Y C01Q H01T 109.2 . . ?
C00Y C01Q H01U 109.2 . . ?
C019 C01Q C00Y 112.22(12) . . ?
C019 C01Q H01T 109.2 . . ?
C019 C01Q H01U 109.2 . . ?
H01T C01Q H01U 107.9 . . ?
C017 C01R H01W 119.1 . . ?
C01Z C01R C017 121.89(14) . . ?
C01Z C01R H01W 119.1 . . ?
C00X C01S H01Z 109.1 . . ?
C00X C01S H 109.1 . . ?
C011 C01S C00X 112.34(12) . . ?
C011 C01S H01Z 109.1 . . ?
C011 C01S H 109.1 . . ?
H01Z C01S H 107.9 . . ?
C01C C01T H01 120.2 . . ?
C01O C01T C01C 119.61(14) . . ?
C01O C01T H01 120.2 . . ?
C01L C01U H1 120.4 . . ?
C01L C01U C020 119.18(14) . . ?
C020 C01U H1 120.4 . . ?
C012 C01V H01V 119.1 . . ?
C01Y C01V C012 121.89(14) . . ?
C01Y C01V H01V 119.1 . . ?
C00U C01W H01D 109.1 . . ?
C00U C01W H01K 109.1 . . ?
C015 C01W C00U 112.59(12) . . ?
C015 C01W H01D 109.1 . . ?
C015 C01W H01K 109.1 . . ?
H01D C01W H01K 107.8 . . ?
C01B C01X H01X 120.1 . . ?
C01B C01X C01Y 119.83(14) . . ?
C01Y C01X H01X 120.1 . . ?
C01V C01Y H01Y 120.2 . . ?
C01X C01Y C01V 119.52(14) . . ?
C01X C01Y H01Y 120.2 . . ?
C01K C01Z C01R 119.01(14) . . ?
C01K C01Z H2 120.5 . . ?
C01R C01Z H2 120.5 . . ?
C01P C020 C01U 119.85(14) . . ?
C01P C020 H020 120.1 . . ?
C01U C020 H020 120.1 . . ?

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
N001 C009 C00C C018 178.76(12) . . . . ?
N001 C009 C00C C01D -0.25(19) . . . . ?
N001 C009 C00G C00Q -2.3(2) . . . . ?
N001 C009 C00G C00Z 177.66(12) . . . . ?
N001 C00E C00P C01D 1.6(2) . . . . ?
N001 C00J C00R N002 -55.97(15) . . . . ?
N001 C00J C00R C015 122.80(14) . . . . ?
N002 C00D C00E N001 -58.34(15) . . . . ?
N002 C00D C00E C00P 121.52(15) . . . . ?
N002 C00H C00M C012 -8.0(2) . . . . ?
N002 C00H C00M C01J 174.06(12) . . . . ?
N002 C00H C00U C01F -178.77(12) . . . . ?
N002 C00H C00U C01W 2.2(2) . . . . ?
N002 C00R C015 C01W 5.1(2) . . . . ?
N003 C00B C00K N005 56.52(15) . . . . ?
N003 C00B C00K C019 -122.55(15) . . . . ?
N003 C00I C011 C01S -6.8(2) . . . . ?
N003 C00N C00T C00F 8.6(2) . . . . ?
N003 C00N C00T C01A -174.16(12) . . . . ?
N003 C00N C00X C013 178.28(12) . . . . ?
N003 C00N C00X C01S -2.5(2) . . . . ?
N004 C00A C00I N003 -124.43(13) . . . . ?
N004 C00A C00I C011 57.07(19) . . . . ?
N004 C00S C010 C017 12.9(2) . . . . ?
N004 C00S C010 C01P -172.51(13) . . . . ?
N004 C00S C01L C01U 174.96(13) . . . . ?
N005 C00A C00I N003 54.58(15) . . . . ?
N005 C00A C00I C011 -123.92(14) . . . . ?
N005 C00K C019 C01Q -3.5(2) . . . . ?
N005 C00L C00Y C01K -179.61(12) . . . . ?
N005 C00L C00Y C01Q 0.0(2) . . . . ?
N005 C00L C017 C010 4.7(2) . . . . ?
N005 C00L C017 C01R -175.78(12) . . . . ?
N006 C00J C00R N002 121.26(14) . . . . ?
N006 C00J C00R C015 -59.97(19) . . . . ?
N006 C016 C01I C01H -174.29(13) . . . . ?
N007 C00B C00K N005 -121.01(14) . . . . ?
N007 C00B C00K C019 59.92(19) . . . . ?
N007 C00O C01C C01T 173.04(12) . . . . ?
N008 C00D C00E N001 118.49(14) . . . . ?
N008 C00D C00E C00P -61.65(19) . . . . ?
N008 C00V C012 C00M -6.9(2) . . . . ?
N008 C00V C012 C01V 176.27(13) . . . . ?
N008 C00V C01B C01X -177.02(13) . . . . ?
C009 N001 C00E C00D -165.36(11) . . . . ?
C009 N001 C00E C00P 14.8(2) . . . . ?
C009 N001 C00J N006 44.7(2) . . . . ?
C009 N001 C00J C00R -138.49(12) . . . . ?
C009 C00C C018 C01G 3.0(2) . . . . ?
C009 C00C C01D C00P 15.01(18) . . . . ?
C009 C00G C00Q C00W -146.10(14) . . . . ?
C009 C00G C00Q C016 38.4(2) . . . . ?
C009 C00G C00Z C01G 4.5(2) . . . . ?
C00A N004 C00S C010 26.6(2) . . . . ?
C00A N004 C00S C01L -152.55(13) . . . . ?
C00A N005 C00K C00B -41.37(16) . . . . ?
C00A N005 C00K C019 137.68(14) . . . . ?
C00A N005 C00L C00Y -133.90(14) . . . . ?
C00A N005 C00L C017 47.30(18) . . . . ?
C00A C00I C011 C01S 171.58(13) . . . . ?
C00B N003 C00I C00A -39.47(16) . . . . ?
C00B N003 C00I C011 138.99(14) . . . . ?
C00B N003 C00N C00T 48.76(18) . . . . ?
C00B N003 C00N C00X -132.41(14) . . . . ?
C00B N007 C00O C00F 32.7(2) . . . . ?
C00B N007 C00O C01C -145.63(13) . . . . ?
C00B C00K C019 C01Q 175.43(13) . . . . ?
C00C C009 C00G C00Q 175.78(12) . . . . ?
C00C C009 C00G C00Z -4.30(19) . . . . ?
C00C C018 C01G C00Z -2.9(2) . . . . ?
C00D N002 C00H C00M -50.00(17) . . . . ?
C00D N002 C00H C00U 131.04(13) . . . . ?
C00D N002 C00R C00J 41.90(15) . . . . ?
C00D N002 C00R C015 -136.85(14) . . . . ?
C00D N008 C00V C012 -33.4(2) . . . . ?
C00D N008 C00V C01B 146.91(13) . . . . ?
C00D C00E C00P C01D -178.29(13) . . . . ?
C00E N001 C009 C00C -14.84(18) . . . . ?
C00E N001 C009 C00G 163.23(12) . . . . ?
C00E N001 C00J N006 -166.63(14) . . . . ?
C00E N001 C00J C00R 10.19(16) . . . . ?
C00E C00P C01D C00C -15.75(19) . . . . ?
C00F C00O C01C C01T -5.4(2) . . . . ?
C00F C00T C01A C01M 172.54(13) . . . . ?
C00F C014 C01O C01T -3.6(2) . . . . ?
C00G C009 C00C C018 0.7(2) . . . . ?
C00G C009 C00C C01D -178.31(12) . . . . ?
C00G C00Q C00W C01E -172.32(13) . . . . ?
C00G C00Q C016 N006 -12.0(2) . . . . ?
C00G C00Q C016 C01I 170.23(13) . . . . ?
C00G C00Z C01G C018 -0.9(2) . . . . ?
C00H N002 C00D N008 52.5(2) . . . . ?
C00H N002 C00D C00E -131.05(12) . . . . ?
C00H N002 C00R C00J -173.54(11) . . . . ?
C00H N002 C00R C015 7.7(2) . . . . ?
C00H C00M C012 C00V 42.6(2) . . . . ?
C00H C00M C012 C01V -140.57(14) . . . . ?
C00H C00M C01J C01N 5.9(2) . . . . ?
C00H C00U C01F C01N 3.8(2) . . . . ?
C00H C00U C01W C015 9.45(19) . . . . ?
C00I N003 C00B N007 163.52(14) . . . . ?
C00I N003 C00B C00K -13.68(15) . . . . ?
C00I N003 C00N C00T -165.79(12) . . . . ?
C00I N003 C00N C00X 13.04(18) . . . . ?
C00I C011 C01S C00X 16.3(2) . . . . ?
C00J N001 C009 C00C 132.74(13) . . . . ?
C00J N001 C009 C00G -49.18(18) . . . . ?
C00J N001 C00E C00D 44.26(15) . . . . ?
C00J N001 C00E C00P -135.60(14) . . . . ?
C00J N006 C016 C00Q -27.1(2) . . . . ?
C00J N006 C016 C01I 150.75(14) . . . . ?
C00J C00R C015 C01W -173.53(13) . . . . ?
C00K N005 C00A N004 167.23(14) . . . . ?
C00K N005 C00A C00I -11.63(16) . . . . ?
C00K N005 C00L C00Y 13.29(18) . . . . ?
C00K N005 C00L C017 -165.52(12) . . . . ?
C00K C019 C01Q C00Y 15.9(2) . . . . ?
C00L N005 C00A N004 -44.5(2) . . . . ?
C00L N005 C00A C00I 136.62(13) . . . . ?
C00L N005 C00K C00B 168.96(11) . . . . ?
C00L N005 C00K C019 -12.0(2) . . . . ?
C00L C00Y C01K C01Z -4.0(2) . . . . ?
C00L C00Y C01Q C019 -14.06(19) . . . . ?
C00L C017 C01R C01Z -5.6(2) . . . . ?
C00M C00H C00U C01F 2.3(2) . . . . ?
C00M C00H C00U C01W -176.73(13) . . . . ?
C00M C012 C01V C01Y -175.08(13) . . . . ?
C00M C01J C01N C01F 0.0(2) . . . . ?
C00N N003 C00B N007 -49.8(2) . . . . ?
C00N N003 C00B C00K 133.01(13) . . . . ?
C00N N003 C00I C00A 172.78(11) . . . . ?
C00N N003 C00I C011 -8.8(2) . . . . ?
C00N C00T C01A C01M -4.9(2) . . . . ?
C00N C00X C013 C01M -3.6(2) . . . . ?
C00N C00X C01S C011 -11.6(2) . . . . ?
C00O N007 C00B N003 -8.4(2) . . . . ?
C00O N007 C00B C00K 168.60(12) . . . . ?
C00O C00F C00T C00N -43.5(2) . . . . ?
C00O C00F C00T C01A 139.25(14) . . . . ?
C00O C00F C014 C01O -1.3(2) . . . . ?
C00O C01C C01T C01O 0.5(2) . . . . ?
C00Q C00G C00Z C01G -175.62(13) . . . . ?
C00Q C00W C01E C01H 0.1(2) . . . . ?
C00Q C016 C01I C01H 3.8(2) . . . . ?
C00R N002 C00D N008 -163.59(14) . . . . ?
C00R N002 C00D C00E 12.82(15) . . . . ?
C00R N002 C00H C00M 167.89(12) . . . . ?
C00R N002 C00H C00U -11.06(18) . . . . ?
C00R C015 C01W C00U -13.1(2) . . . . ?
C00S N004 C00A N005 -8.7(2) . . . . ?
C00S N004 C00A C00I 170.15(12) . . . . ?
C00S C010 C017 C00L -40.7(2) . . . . ?
C00S C010 C017 C01R 139.83(14) . . . . ?
C00S C010 C01P C020 -4.2(2) . . . . ?
C00S C01L C01U C020 -0.8(2) . . . . ?
C00T C00F C00O N007 8.6(2) . . . . ?
C00T C00F C00O C01C -173.08(13) . . . . ?
C00T C00F C014 C01O 177.59(13) . . . . ?
C00T C00N C00X C013 -2.9(2) . . . . ?
C00T C00N C00X C01S 176.35(13) . . . . ?
C00T C01A C01M C013 -1.4(2) . . . . ?
C00U C00H C00M C012 170.92(13) . . . . ?
C00U C00H C00M C01J -7.0(2) . . . . ?
C00U C01F C01N C01J -5.0(2) . . . . ?
C00V N008 C00D N002 6.5(2) . . . . ?
C00V N008 C00D C00E -169.67(12) . . . . ?
C00V C012 C01V C01Y 2.0(2) . . . . ?
C00V C01B C01X C01Y -0.2(2) . . . . ?
C00W C00Q C016 N006 172.47(13) . . . . ?
C00W C00Q C016 C01I -5.27(19) . . . . ?
C00W C01E C01H C01I -1.8(2) . . . . ?
C00X C00N C00T C00F -170.26(13) . . . . ?
C00X C00N C00T C01A 7.0(2) . . . . ?
C00X C013 C01M C01A 5.8(2) . . . . ?
C00Y C00L C017 C010 -174.08(13) . . . . ?
C00Y C00L C017 C01R 5.4(2) . . . . ?
C00Y C01K C01Z C01R 4.0(2) . . . . ?
C00Z C00G C00Q C00W 33.98(18) . . . . ?
C00Z C00G C00Q C016 -141.49(14) . . . . ?
C010 C00S C01L C01U -4.2(2) . . . . ?
C010 C017 C01R C01Z 173.99(13) . . . . ?
C010 C01P C020 C01U -0.8(2) . . . . ?
C012 C00M C01J C01N -172.11(13) . . . . ?
C012 C00V C01B C01X 3.2(2) . . . . ?
C012 C01V C01Y C01X 1.0(2) . . . . ?
C013 C00X C01S C011 167.65(13) . . . . ?
C014 C00F C00O N007 -172.56(13) . . . . ?
C014 C00F C00O C01C 5.72(19) . . . . ?
C014 C00F C00T C00N 137.72(14) . . . . ?
C014 C00F C00T C01A -39.55(18) . . . . ?
C014 C01O C01T C01C 4.0(2) . . . . ?
C016 N006 C00J N001 9.4(2) . . . . ?
C016 N006 C00J C00R -167.28(12) . . . . ?
C016 C00Q C00W C01E 3.4(2) . . . . ?
C017 C00L C00Y C01K -0.8(2) . . . . ?
C017 C00L C00Y C01Q 178.78(13) . . . . ?
C017 C010 C01P C020 170.71(13) . . . . ?
C017 C01R C01Z C01K 0.9(2) . . . . ?
C018 C00C C01D C00P -164.00(12) . . . . ?
C01B C00V C012 C00M 172.84(13) . . . . ?
C01B C00V C012 C01V -4.03(19) . . . . ?
C01B C01X C01Y C01V -1.9(2) . . . . ?
C01D C00C C018 C01G -177.93(13) . . . . ?
C01E C01H C01I C016 -0.1(2) . . . . ?
C01F C00U C01W C015 -169.56(13) . . . . ?
C01J C00M C012 C00V -139.52(14) . . . . ?
C01J C00M C012 C01V 37.34(18) . . . . ?
C01K C00Y C01Q C019 165.54(13) . . . . ?
C01L C00S C010 C017 -168.07(13) . . . . ?
C01L C00S C010 C01P 6.6(2) . . . . ?
C01L C01U C020 C01P 3.3(2) . . . . ?
C01P C010 C017 C00L 144.76(14) . . . . ?
C01P C010 C017 C01R -34.75(19) . . . . ?
C01Q C00Y C01K C01Z 176.36(14) . . . . ?
C01S C00X C013 C01M 177.13(13) . . . . ?
C01W C00U C01F C01N -177.12(13) . . . . ?

_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 1.333
_oxdiff_exptl_absorpt_empirical_full_min 0.760
####################################################################### 
# 
# 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_exp_1146
_database_code_depnum_ccdc_archive 'CCDC 2392429'
loop_
_audit_author_name
_audit_author_address
'RYOTA YAGAMI'
;Keio University
Japan
;
_audit_update_record             
;
2024-10-21 deposited with the CCDC.	2025-05-16 downloaded from the CCDC.
;
_audit_creation_date             2024-02-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C H2 Cl2), C50 H32 N4 O2'
_chemical_formula_sum            'C52 H36 Cl4 N4 O2'
_chemical_formula_weight         890.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Cl'
_chemical_oxdiff_usercomment     i-TEQ(Ar=p-anisyl)
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.5543(2)
_cell_length_b                   14.90160(10)
_cell_length_c                   18.95070(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.3870(10)
_cell_angle_gamma                90
_cell_volume                     9472.82(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    40434
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.1940
_cell_measurement_theta_min      2.6210
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.623
_exptl_absorpt_coefficient_mu    2.615
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47177
_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    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3680
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0652
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            87708
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.748
_diffrn_reflns_theta_min         2.634
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     86.00 174.00   0.50    0.20    --  106.56 105.00-159.00  176
  2  ω    -27.00  16.00   0.50    0.05    --   47.76 -19.00-180.00   86
  3  ω    -27.00  16.00   0.50    0.05    --   47.76 -19.00-150.00   86
  4  ω    -27.00  16.00   0.50    0.05    --   47.76 -19.00 -60.00   86
  5  ω    -24.00  63.00   0.50    0.05    --   47.76 -57.00  90.00  174
  6  ω    -27.00  16.00   0.50    0.05    --   47.76 -19.00 120.00   86
  7  ω      0.00  84.00   0.50    0.05    --   47.76-105.00 100.00  168
  8  ω     34.00 105.00   0.50    0.20    --  106.56 -94.00 150.00  142
  9  ω     36.00 107.00   0.50    0.20    --  106.56-105.00 100.00  142
 10  ω     34.00 105.00   0.50    0.20    --  106.56 -94.00  30.00  142
 11  ω     34.00 105.00   0.50    0.20    --  106.56 -94.00-150.00  142
 12  ω     34.00 105.00   0.50    0.20    --  106.56 -94.00-180.00  142
 13  ω     34.00  72.00   0.50    0.20    --  106.56 -61.00-150.00   76
 14  ω     34.00  72.00   0.50    0.20    --  106.56 -61.00-120.00   76
 15  ω     34.00  72.00   0.50    0.20    --  106.56 -61.00  90.00   76
 16  ω     34.00  72.00   0.50    0.20    --  106.56 -61.00 120.00   76
 17  ω     84.00 174.00   0.50    0.20    --  106.56  77.00   0.00  180
 18  ω     94.00 174.00   0.50    0.20    --  106.56  45.00-180.00  160
 19  ω     33.00  89.00   0.50    0.05    --   47.76  57.00-150.00  112
 20  ω     36.00 121.00   0.50    0.05    --   47.76  38.00-180.00  170
 21  ω     33.00 119.00   0.50    0.05    --   47.76  57.00 -90.00  172
 22  ω     25.00 120.00   0.50    0.05    --   47.76  77.00 -30.00  190
 23  ω     33.00 119.00   0.50    0.05    --   47.76  57.00  90.00  172
 24  ω     90.00 174.00   0.50    0.20    --  106.56  61.00 150.00  168
 25  ω    -42.00  25.00   0.50    0.05    --  -47.76  38.00  60.00  134
 26  ω    -42.00  25.00   0.50    0.05    --  -47.76  38.00 -90.00  134
 27  ω    -75.00 -27.00   0.50    0.20    -- -100.00  61.00  30.00   96
 28  ω    -75.00 -27.00   0.50    0.20    -- -100.00  61.00  60.00   96
 29  ω   -112.00 -30.00   0.50    0.20    -- -100.00 125.00   0.00  164
 30  ω   -112.00 -30.00   0.50    0.20    -- -100.00 125.00  30.00  164
 31  ω   -112.00 -30.00   0.50    0.20    -- -100.00 125.00 150.00  164
 32  ω   -112.00 -30.00   0.50    0.20    -- -100.00 125.00 -60.00  164
 33  ω   -112.00 -30.00   0.50    0.20    -- -100.00 125.00 -90.00  164
 34  ω   -107.00 -29.00   0.50    0.20    -- -100.00 105.00-159.00  156
 35  ω    -83.00  -6.00   0.50    0.05    --  -47.76 105.00-159.00  154
 36  ω   -171.00 -92.00   0.50    0.20    -- -100.00-105.00 100.00  158
 37  ω   -173.00 -81.00   0.50    0.20    -- -100.00 -67.00  39.12  184
 38  ω   -172.00 -85.00   0.50    0.20    -- -100.00 -57.00  15.49  174
 39  ω   -173.00 -87.00   0.50    0.20    -- -100.00 -94.00   0.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0228828000
_diffrn_orient_matrix_UB_12      -0.0865926000
_diffrn_orient_matrix_UB_13      -0.0172872000
_diffrn_orient_matrix_UB_21      0.0398356000
_diffrn_orient_matrix_UB_22      0.0495116000
_diffrn_orient_matrix_UB_23      0.0127494000
_diffrn_orient_matrix_UB_31      -0.0002783000
_diffrn_orient_matrix_UB_32      -0.0271641000
_diffrn_orient_matrix_UB_33      0.0784028000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode 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                8769
_reflns_number_total             9779
_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 1.171.42.90a (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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.074
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         9779
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      1.026
_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)+(0.0928P)²+19.3433P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1689
_refine_ls_wR_factor_ref         0.1725
_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:
 C01P(H01S,H01T), C01W(H01U,H01V)
2.b Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00J(H00J), C00N(H00N), C00U(H00U), C00Y(H00Y), C010(H010),
 C011(H011), C012(H012), C013(H013), C014(H014), C015(H015), C017(H017),
 C018(H018), C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D),
 C01E(H01E), C01F(H01F), C01H(H01H), C01I(H01I), C01J(H01J), C01K(H01K),
 C01L(H01L), C01O(H01O)
2.c Idealised Me refined as rotating group:
 C01N(H01G,H01M,H01N), C01R(H01P,H01Q,H01R)
;
_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
Cl01 Cl 0.55166(2) 0.57195(5) 0.29203(4) 0.05038(18) Uani 1 1 d . . . . .
Cl02 Cl 0.58264(2) 0.58133(5) 0.43812(4) 0.0534(2) Uani 1 1 d . . . . .
Cl03 Cl 0.63481(3) 0.02114(7) 0.38612(5) 0.0680(2) Uani 1 1 d . . . . .
Cl04 Cl 0.58181(3) 0.06410(7) 0.50163(6) 0.0845(3) Uani 1 1 d . . . . .
O005 O 0.39364(5) 0.41590(12) 0.32664(9) 0.0378(4) Uani 1 1 d . . . . .
O006 O 0.64316(6) 0.97039(12) 0.66403(10) 0.0459(4) Uani 1 1 d . . . . .
N007 N 0.68704(5) 0.39264(12) 0.54145(9) 0.0270(4) Uani 1 1 d . . . . .
N008 N 0.71297(5) 0.52726(12) 0.41658(9) 0.0274(4) Uani 1 1 d . . . . .
N009 N 0.66658(5) 0.41783(13) 0.31851(9) 0.0279(4) Uani 1 1 d . . . . .
N00A N 0.63357(6) 0.29926(13) 0.44475(9) 0.0288(4) Uani 1 1 d . . . . .
C00B C 0.70772(6) 0.52624(15) 0.48541(11) 0.0272(4) Uani 1 1 d . . . . .
C00C C 0.71799(7) 0.44003(15) 0.52172(10) 0.0269(4) Uani 1 1 d . . . . .
C00D C 0.73358(7) 0.27852(15) 0.58477(11) 0.0284(4) Uani 1 1 d . . . . .
C00E C 0.69240(7) 0.59937(15) 0.52380(11) 0.0290(4) Uani 1 1 d . . . . .
H00E H 0.688814 0.594284 0.573215 0.035 Uiso 1 1 calc R U . . .
C00F C 0.69429(7) 0.30972(15) 0.57005(11) 0.0277(4) Uani 1 1 d . . . . .
C00G C 0.69938(6) 0.60085(15) 0.38013(11) 0.0280(4) Uani 1 1 d . . . . .
C00H C 0.68473(6) 0.67904(15) 0.41444(11) 0.0283(4) Uani 1 1 d . . . . .
C00I C 0.69969(6) 0.59779(16) 0.30478(11) 0.0288(4) Uani 1 1 d . . . . .
C00J C 0.76587(7) 0.33293(16) 0.56385(11) 0.0301(5) Uani 1 1 d . . . . .
H00J H 0.792557 0.313921 0.572568 0.036 Uiso 1 1 calc R U . . .
C00K C 0.68273(6) 0.67766(15) 0.48942(11) 0.0285(4) Uani 1 1 d . . . . .
C00L C 0.60593(7) 0.29942(15) 0.49708(11) 0.0284(4) Uani 1 1 d . . . . .
C00M C 0.71474(6) 0.51728(16) 0.26646(11) 0.0287(4) Uani 1 1 d . . . . .
C00N C 0.75827(7) 0.41271(15) 0.53112(11) 0.0289(4) Uani 1 1 d . . . . .
H00N H 0.779423 0.449150 0.514990 0.035 Uiso 1 1 calc R U . . .
C00O C 0.69740(6) 0.43005(15) 0.27293(11) 0.0274(4) Uani 1 1 d . . . . .
C00P C 0.62146(7) 0.32572(15) 0.38113(11) 0.0287(4) Uani 1 1 d . . . . .
C00Q C 0.65306(6) 0.33532(15) 0.32710(11) 0.0282(4) Uani 1 1 d . . . . .
C00R C 0.67045(7) 0.75754(15) 0.53128(11) 0.0301(5) Uani 1 1 d . . . . .
C00S C 0.71199(7) 0.35808(16) 0.23155(11) 0.0297(5) Uani 1 1 d . . . . .
C00T C 0.56483(7) 0.31899(15) 0.48307(12) 0.0301(5) Uani 1 1 d . . . . .
C00U C 0.67112(7) 0.75294(16) 0.37286(12) 0.0311(5) Uani 1 1 d . . . . .
H00U H 0.661296 0.805337 0.395091 0.037 Uiso 1 1 calc R U . . .
C00V C 0.61913(7) 0.27760(15) 0.56752(12) 0.0307(5) Uani 1 1 d . . . . .
C00W C 0.43205(7) 0.40155(17) 0.35037(12) 0.0321(5) Uani 1 1 d . . . . .
C00X C 0.66113(7) 0.25299(15) 0.58540(11) 0.0294(4) Uani 1 1 d . . . . .
C00Y C 0.66612(7) 0.25971(16) 0.28876(12) 0.0321(5) Uani 1 1 d . . . . .
H00Y H 0.655151 0.201931 0.296791 0.039 Uiso 1 1 calc R U . . .
C00Z C 0.55281(7) 0.34208(16) 0.41271(12) 0.0316(5) Uani 1 1 d . . . . .
C010 C 0.58185(7) 0.34753(16) 0.36296(11) 0.0305(5) Uani 1 1 d . . . . .
H010 H 0.575091 0.366071 0.316227 0.037 Uiso 1 1 calc R U . . .
C011 C 0.76019(7) 0.45658(18) 0.17931(12) 0.0350(5) Uani 1 1 d . . . . .
H011 H 0.781607 0.466212 0.148322 0.042 Uiso 1 1 calc R U . . .
C012 C 0.74560(7) 0.52823(17) 0.21995(11) 0.0323(5) Uani 1 1 d . . . . .
H012 H 0.757320 0.585890 0.215260 0.039 Uiso 1 1 calc R U . . .
C013 C 0.74344(7) 0.37323(17) 0.18460(11) 0.0330(5) Uani 1 1 d . . . . .
H013 H 0.752983 0.325274 0.156618 0.040 Uiso 1 1 calc R U . . .
C014 C 0.70766(8) 0.14312(15) 0.63626(11) 0.0327(5) Uani 1 1 d . . . . .
H014 H 0.711703 0.088099 0.660718 0.039 Uiso 1 1 calc R U . . .
C015 C 0.69492(7) 0.27203(17) 0.23985(12) 0.0331(5) Uani 1 1 d . . . . .
H015 H 0.703405 0.223203 0.211693 0.040 Uiso 1 1 calc R U . . .
C016 C 0.51054(7) 0.36149(16) 0.39242(11) 0.0317(5) Uani 1 1 d . . . . .
C017 C 0.66870(8) 0.17216(16) 0.61890(11) 0.0328(5) Uani 1 1 d . . . . .
H017 H 0.646858 0.134905 0.630632 0.039 Uiso 1 1 calc R U . . .
C018 C 0.68659(7) 0.67111(16) 0.26703(12) 0.0322(5) Uani 1 1 d . . . . .
H018 H 0.687260 0.669696 0.216955 0.039 Uiso 1 1 calc R U . . .
C019 C 0.73962(7) 0.19406(15) 0.61794(11) 0.0316(5) Uani 1 1 d . . . . .
H019 H 0.765921 0.172942 0.627403 0.038 Uiso 1 1 calc R U . . .
C01A C 0.49192(7) 0.43880(18) 0.41527(13) 0.0358(5) Uani 1 1 d . . . . .
H01A H 0.506073 0.478485 0.446061 0.043 Uiso 1 1 calc R U . . .
C01B C 0.67219(7) 0.74842(16) 0.30075(12) 0.0322(5) Uani 1 1 d . . . . .
H01B H 0.663116 0.797949 0.273181 0.039 Uiso 1 1 calc R U . . .
C01C C 0.69662(7) 0.82861(16) 0.54337(13) 0.0336(5) Uani 1 1 d . . . . .
H01C H 0.721588 0.829233 0.520792 0.040 Uiso 1 1 calc R U . . .
C01D C 0.53738(7) 0.31313(16) 0.53899(13) 0.0346(5) Uani 1 1 d . . . . .
H01D H 0.509846 0.324232 0.529932 0.041 Uiso 1 1 calc R U . . .
C01E C 0.59101(7) 0.27430(17) 0.61989(12) 0.0347(5) Uani 1 1 d . . . . .
H01E H 0.599415 0.259927 0.666773 0.042 Uiso 1 1 calc R U . . .
C01F C 0.45307(7) 0.45978(17) 0.39431(12) 0.0343(5) Uani 1 1 d . . . . .
H01F H 0.441035 0.513667 0.410016 0.041 Uiso 1 1 calc R U . . .
C01G C 0.64983(8) 0.89938(16) 0.61961(13) 0.0355(5) Uani 1 1 d . . . . .
C01H C 0.48908(7) 0.30420(17) 0.34744(13) 0.0358(5) Uani 1 1 d . . . . .
H01H H 0.501330 0.251051 0.330768 0.043 Uiso 1 1 calc R U . . .
C01I C 0.45025(7) 0.32359(17) 0.32675(13) 0.0358(5) Uani 1 1 d . . . . .
H01I H 0.435968 0.283630 0.296363 0.043 Uiso 1 1 calc R U . . .
C01J C 0.68675(8) 0.89856(17) 0.58795(13) 0.0369(5) Uani 1 1 d . . . . .
H01J H 0.705192 0.945836 0.596817 0.044 Uiso 1 1 calc R U . . .
C01K C 0.55051(8) 0.29158(18) 0.60562(13) 0.0372(5) Uani 1 1 d . . . . .
H01K H 0.532027 0.288260 0.642716 0.045 Uiso 1 1 calc R U . . .
C01L C 0.63370(8) 0.75968(18) 0.56321(14) 0.0409(6) Uani 1 1 d . . . . .
H01L H 0.615444 0.711785 0.555307 0.049 Uiso 1 1 calc R U . . .
C01N C 0.37552(8) 0.49760(19) 0.34973(14) 0.0408(6) Uani 1 1 d . . . . .
H01G H 0.390180 0.548975 0.331137 0.061 Uiso 1 1 calc R U . . .
H01M H 0.376220 0.499796 0.401428 0.061 Uiso 1 1 calc R U . . .
H01N H 0.347786 0.499874 0.332399 0.061 Uiso 1 1 calc R U . . .
C01O C 0.62305(8) 0.83063(18) 0.60657(15) 0.0429(6) Uani 1 1 d . . . . .
H01O H 0.597510 0.831793 0.627099 0.051 Uiso 1 1 calc R U . . .
C01P C 0.59475(8) 0.5833(2) 0.34725(14) 0.0431(6) Uani 1 1 d . . . . .
H01S H 0.608251 0.640533 0.336443 0.052 Uiso 1 1 calc R U . . .
H01T H 0.613476 0.533716 0.337440 0.052 Uiso 1 1 calc R U . . .
C01R C 0.60504(10) 0.9751(2) 0.69572(17) 0.0534(8) Uani 1 1 d . . . . .
H01P H 0.584124 0.976125 0.658731 0.080 Uiso 1 1 calc R U . . .
H01Q H 0.603466 1.029893 0.724147 0.080 Uiso 1 1 calc R U . . .
H01R H 0.601380 0.922631 0.726020 0.080 Uiso 1 1 calc R U . . .
C01W C 0.62998(12) 0.0648(3) 0.47148(18) 0.0638(9) Uani 1 1 d . . . . .
H01U H 0.647084 0.029520 0.504498 0.077 Uiso 1 1 calc R U . . .
H01V H 0.639939 0.127346 0.472054 0.077 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
Cl01 C01P 1.772(3) . ?
Cl02 C01P 1.779(3) . ?
Cl03 C01W 1.755(4) . ?
Cl04 C01W 1.727(4) . ?
O005 C00W 1.371(3) . ?
O005 C01N 1.434(3) . ?
O006 C01G 1.374(3) . ?
O006 C01R 1.428(3) . ?
N007 C00C 1.318(3) . ?
N007 C00F 1.369(3) . ?
N008 C00B 1.320(3) . ?
N008 C00G 1.368(3) . ?
N009 C00O 1.375(3) . ?
N009 C00Q 1.322(3) . ?
N00A C00L 1.374(3) . ?
N00A C00P 1.323(3) . ?
C00B C00C 1.494(3) . ?
C00B C00E 1.414(3) . ?
C00C C00N 1.419(3) . ?
C00D C00F 1.419(3) . ?
C00D C00J 1.417(3) . ?
C00D C019 1.419(3) . ?
C00E H00E 0.9500 . ?
C00E C00K 1.371(3) . ?
C00F C00X 1.433(3) . ?
C00G C00H 1.427(3) . ?
C00G C00I 1.429(3) . ?
C00H C00K 1.424(3) . ?
C00H C00U 1.423(3) . ?
C00I C00M 1.497(3) . ?
C00I C018 1.372(3) . ?
C00J H00J 0.9500 . ?
C00J C00N 1.362(3) . ?
C00K C00R 1.494(3) . ?
C00L C00T 1.428(3) . ?
C00L C00V 1.434(3) . ?
C00M C00O 1.430(3) . ?
C00M C012 1.386(3) . ?
C00N H00N 0.9500 . ?
C00O C00S 1.422(3) . ?
C00P C00Q 1.499(3) . ?
C00P C010 1.403(3) . ?
C00Q C00Y 1.416(3) . ?
C00R C01C 1.391(3) . ?
C00R C01L 1.387(3) . ?
C00S C013 1.415(3) . ?
C00S C015 1.415(3) . ?
C00T C00Z 1.426(3) . ?
C00T C01D 1.424(3) . ?
C00U H00U 0.9500 . ?
C00U C01B 1.370(3) . ?
C00V C00X 1.487(3) . ?
C00V C01E 1.387(3) . ?
C00W C01F 1.384(3) . ?
C00W C01I 1.392(4) . ?
C00X C017 1.382(3) . ?
C00Y H00Y 0.9500 . ?
C00Y C015 1.368(3) . ?
C00Z C010 1.374(3) . ?
C00Z C016 1.489(3) . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C011 C012 1.411(3) . ?
C011 C013 1.368(4) . ?
C012 H012 0.9500 . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C014 C017 1.408(3) . ?
C014 C019 1.366(4) . ?
C015 H015 0.9500 . ?
C016 C01A 1.385(4) . ?
C016 C01H 1.394(3) . ?
C017 H017 0.9500 . ?
C018 H018 0.9500 . ?
C018 C01B 1.409(3) . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01A C01F 1.389(3) . ?
C01B H01B 0.9500 . ?
C01C H01C 0.9500 . ?
C01C C01J 1.387(3) . ?
C01D H01D 0.9500 . ?
C01D C01K 1.366(3) . ?
C01E H01E 0.9500 . ?
C01E C01K 1.403(4) . ?
C01F H01F 0.9500 . ?
C01G C01J 1.389(3) . ?
C01G C01O 1.381(4) . ?
C01H H01H 0.9500 . ?
C01H C01I 1.382(3) . ?
C01I H01I 0.9500 . ?
C01J H01J 0.9500 . ?
C01K H01K 0.9500 . ?
C01L H01L 0.9500 . ?
C01L C01O 1.391(4) . ?
C01N H01G 0.9800 . ?
C01N H01M 0.9800 . ?
C01N H01N 0.9800 . ?
C01O H01O 0.9500 . ?
C01P H01S 0.9900 . ?
C01P H01T 0.9900 . ?
C01R H01P 0.9800 . ?
C01R H01Q 0.9800 . ?
C01R H01R 0.9800 . ?
C01W H01U 0.9900 . ?
C01W H01V 0.9900 . ?

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
C00W O005 C01N 115.75(19) . . ?
C01G O006 C01R 117.2(2) . . ?
C00C N007 C00F 117.53(19) . . ?
C00B N008 C00G 117.20(19) . . ?
C00Q N009 C00O 117.78(19) . . ?
C00P N00A C00L 117.35(19) . . ?
N008 C00B C00C 115.48(19) . . ?
N008 C00B C00E 123.9(2) . . ?
C00E C00B C00C 120.56(19) . . ?
N007 C00C C00B 114.63(19) . . ?
N007 C00C C00N 124.5(2) . . ?
C00N C00C C00B 120.9(2) . . ?
C00F C00D C019 120.0(2) . . ?
C00J C00D C00F 118.1(2) . . ?
C00J C00D C019 121.9(2) . . ?
C00B C00E H00E 120.1 . . ?
C00K C00E C00B 119.7(2) . . ?
C00K C00E H00E 120.1 . . ?
N007 C00F C00D 121.9(2) . . ?
N007 C00F C00X 118.8(2) . . ?
C00D C00F C00X 119.3(2) . . ?
N008 C00G C00H 122.58(19) . . ?
N008 C00G C00I 117.9(2) . . ?
C00H C00G C00I 119.5(2) . . ?
C00K C00H C00G 117.9(2) . . ?
C00U C00H C00G 119.3(2) . . ?
C00U C00H C00K 122.8(2) . . ?
C00G C00I C00M 121.4(2) . . ?
C018 C00I C00G 119.0(2) . . ?
C018 C00I C00M 119.53(19) . . ?
C00D C00J H00J 120.3 . . ?
C00N C00J C00D 119.4(2) . . ?
C00N C00J H00J 120.3 . . ?
C00E C00K C00H 118.0(2) . . ?
C00E C00K C00R 119.39(19) . . ?
C00H C00K C00R 122.6(2) . . ?
N00A C00L C00T 122.12(19) . . ?
N00A C00L C00V 118.2(2) . . ?
C00T C00L C00V 119.6(2) . . ?
C00O C00M C00I 122.96(19) . . ?
C012 C00M C00I 118.7(2) . . ?
C012 C00M C00O 118.2(2) . . ?
C00C C00N H00N 120.8 . . ?
C00J C00N C00C 118.3(2) . . ?
C00J C00N H00N 120.8 . . ?
N009 C00O C00M 119.19(19) . . ?
N009 C00O C00S 121.4(2) . . ?
C00S C00O C00M 119.5(2) . . ?
N00A C00P C00Q 116.38(19) . . ?
N00A C00P C010 124.1(2) . . ?
C010 C00P C00Q 119.47(19) . . ?
N009 C00Q C00P 115.06(19) . . ?
N009 C00Q C00Y 124.4(2) . . ?
C00Y C00Q C00P 120.5(2) . . ?
C01C C00R C00K 120.9(2) . . ?
C01L C00R C00K 120.6(2) . . ?
C01L C00R C01C 118.3(2) . . ?
C013 C00S C00O 119.9(2) . . ?
C015 C00S C00O 118.5(2) . . ?
C015 C00S C013 121.6(2) . . ?
C00Z C00T C00L 118.2(2) . . ?
C01D C00T C00L 119.2(2) . . ?
C01D C00T C00Z 122.5(2) . . ?
C00H C00U H00U 120.0 . . ?
C01B C00U C00H 119.9(2) . . ?
C01B C00U H00U 120.0 . . ?
C00L C00V C00X 122.5(2) . . ?
C01E C00V C00L 118.3(2) . . ?
C01E C00V C00X 119.0(2) . . ?
O005 C00W C01F 124.1(2) . . ?
O005 C00W C01I 116.2(2) . . ?
C01F C00W C01I 119.7(2) . . ?
C00F C00X C00V 123.0(2) . . ?
C017 C00X C00F 118.2(2) . . ?
C017 C00X C00V 118.8(2) . . ?
C00Q C00Y H00Y 120.9 . . ?
C015 C00Y C00Q 118.3(2) . . ?
C015 C00Y H00Y 120.9 . . ?
C00T C00Z C016 122.3(2) . . ?
C010 C00Z C00T 117.8(2) . . ?
C010 C00Z C016 119.9(2) . . ?
C00P C010 H010 120.0 . . ?
C00Z C010 C00P 120.1(2) . . ?
C00Z C010 H010 120.0 . . ?
C012 C011 H011 120.0 . . ?
C013 C011 H011 120.0 . . ?
C013 C011 C012 119.9(2) . . ?
C00M C012 C011 122.2(2) . . ?
C00M C012 H012 118.9 . . ?
C011 C012 H012 118.9 . . ?
C00S C013 H013 119.8 . . ?
C011 C013 C00S 120.3(2) . . ?
C011 C013 H013 119.8 . . ?
C017 C014 H014 120.0 . . ?
C019 C014 H014 120.0 . . ?
C019 C014 C017 120.0(2) . . ?
C00S C015 H015 120.3 . . ?
C00Y C015 C00S 119.5(2) . . ?
C00Y C015 H015 120.3 . . ?
C01A C016 C00Z 121.0(2) . . ?
C01A C016 C01H 118.0(2) . . ?
C01H C016 C00Z 120.9(2) . . ?
C00X C017 C014 122.3(2) . . ?
C00X C017 H017 118.9 . . ?
C014 C017 H017 118.9 . . ?
C00I C018 H018 119.2 . . ?
C00I C018 C01B 121.6(2) . . ?
C01B C018 H018 119.2 . . ?
C00D C019 H019 120.0 . . ?
C014 C019 C00D 120.1(2) . . ?
C014 C019 H019 120.0 . . ?
C016 C01A H01A 119.2 . . ?
C016 C01A C01F 121.7(2) . . ?
C01F C01A H01A 119.2 . . ?
C00U C01B C018 120.7(2) . . ?
C00U C01B H01B 119.7 . . ?
C018 C01B H01B 119.7 . . ?
C00R C01C H01C 119.6 . . ?
C01J C01C C00R 120.9(2) . . ?
C01J C01C H01C 119.6 . . ?
C00T C01D H01D 119.9 . . ?
C01K C01D C00T 120.2(2) . . ?
C01K C01D H01D 119.9 . . ?
C00V C01E H01E 119.1 . . ?
C00V C01E C01K 121.9(2) . . ?
C01K C01E H01E 119.1 . . ?
C00W C01F C01A 119.5(2) . . ?
C00W C01F H01F 120.3 . . ?
C01A C01F H01F 120.3 . . ?
O006 C01G C01J 115.6(2) . . ?
O006 C01G C01O 124.5(2) . . ?
C01O C01G C01J 119.9(2) . . ?
C016 C01H H01H 119.5 . . ?
C01I C01H C016 121.0(2) . . ?
C01I C01H H01H 119.5 . . ?
C00W C01I H01I 120.0 . . ?
C01H C01I C00W 120.1(2) . . ?
C01H C01I H01I 120.0 . . ?
C01C C01J C01G 119.9(2) . . ?
C01C C01J H01J 120.1 . . ?
C01G C01J H01J 120.1 . . ?
C01D C01K C01E 120.7(2) . . ?
C01D C01K H01K 119.6 . . ?
C01E C01K H01K 119.6 . . ?
C00R C01L H01L 119.4 . . ?
C00R C01L C01O 121.3(2) . . ?
C01O C01L H01L 119.4 . . ?
O005 C01N H01G 109.5 . . ?
O005 C01N H01M 109.5 . . ?
O005 C01N H01N 109.5 . . ?
H01G C01N H01M 109.5 . . ?
H01G C01N H01N 109.5 . . ?
H01M C01N H01N 109.5 . . ?
C01G C01O C01L 119.6(2) . . ?
C01G C01O H01O 120.2 . . ?
C01L C01O H01O 120.2 . . ?
Cl01 C01P Cl02 111.58(14) . . ?
Cl01 C01P H01S 109.3 . . ?
Cl01 C01P H01T 109.3 . . ?
Cl02 C01P H01S 109.3 . . ?
Cl02 C01P H01T 109.3 . . ?
H01S C01P H01T 108.0 . . ?
O006 C01R H01P 109.5 . . ?
O006 C01R H01Q 109.5 . . ?
O006 C01R H01R 109.5 . . ?
H01P C01R H01Q 109.5 . . ?
H01P C01R H01R 109.5 . . ?
H01Q C01R H01R 109.5 . . ?
Cl03 C01W H01U 108.7 . . ?
Cl03 C01W H01V 108.7 . . ?
Cl04 C01W Cl03 114.2(2) . . ?
Cl04 C01W H01U 108.7 . . ?
Cl04 C01W H01V 108.7 . . ?
H01U C01W H01V 107.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O005 C00W C01F C01A -180.0(2) . . . . ?
O005 C00W C01I C01H 179.3(2) . . . . ?
O006 C01G C01J C01C 178.6(2) . . . . ?
O006 C01G C01O C01L -176.9(3) . . . . ?
N007 C00C C00N C00J -1.2(3) . . . . ?
N007 C00F C00X C00V 4.0(3) . . . . ?
N007 C00F C00X C017 -175.42(19) . . . . ?
N008 C00B C00C N007 -106.4(2) . . . . ?
N008 C00B C00C C00N 71.7(3) . . . . ?
N008 C00B C00E C00K -1.2(3) . . . . ?
N008 C00G C00H C00K -2.9(3) . . . . ?
N008 C00G C00H C00U 180.0(2) . . . . ?
N008 C00G C00I C00M -0.6(3) . . . . ?
N008 C00G C00I C018 -179.3(2) . . . . ?
N009 C00O C00S C013 179.29(19) . . . . ?
N009 C00O C00S C015 -2.0(3) . . . . ?
N009 C00Q C00Y C015 0.6(3) . . . . ?
N00A C00L C00T C00Z -2.3(3) . . . . ?
N00A C00L C00T C01D 176.5(2) . . . . ?
N00A C00L C00V C00X -1.4(3) . . . . ?
N00A C00L C00V C01E -177.5(2) . . . . ?
N00A C00P C00Q N009 -97.3(2) . . . . ?
N00A C00P C00Q C00Y 83.5(3) . . . . ?
N00A C00P C010 C00Z 0.1(4) . . . . ?
C00B N008 C00G C00H 7.9(3) . . . . ?
C00B N008 C00G C00I -171.40(19) . . . . ?
C00B C00C C00N C00J -179.21(19) . . . . ?
C00B C00E C00K C00H 6.3(3) . . . . ?
C00B C00E C00K C00R -173.9(2) . . . . ?
C00C N007 C00F C00D 6.2(3) . . . . ?
C00C N007 C00F C00X -173.78(19) . . . . ?
C00C C00B C00E C00K -179.3(2) . . . . ?
C00D C00F C00X C00V -175.94(19) . . . . ?
C00D C00F C00X C017 4.6(3) . . . . ?
C00D C00J C00N C00C 2.5(3) . . . . ?
C00E C00B C00C N007 71.8(3) . . . . ?
C00E C00B C00C C00N -110.0(2) . . . . ?
C00E C00K C00R C01C 103.7(3) . . . . ?
C00E C00K C00R C01L -71.7(3) . . . . ?
C00F N007 C00C C00B 175.01(17) . . . . ?
C00F N007 C00C C00N -3.1(3) . . . . ?
C00F C00D C00J C00N 0.4(3) . . . . ?
C00F C00D C019 C014 -0.6(3) . . . . ?
C00F C00X C017 C014 -1.9(3) . . . . ?
C00G N008 C00B C00C 172.23(18) . . . . ?
C00G N008 C00B C00E -6.0(3) . . . . ?
C00G C00H C00K C00E -4.3(3) . . . . ?
C00G C00H C00K C00R 175.9(2) . . . . ?
C00G C00H C00U C01B 0.0(3) . . . . ?
C00G C00I C00M C00O 60.5(3) . . . . ?
C00G C00I C00M C012 -122.8(2) . . . . ?
C00G C00I C018 C01B -1.2(3) . . . . ?
C00H C00G C00I C00M -180.0(2) . . . . ?
C00H C00G C00I C018 1.3(3) . . . . ?
C00H C00K C00R C01C -76.6(3) . . . . ?
C00H C00K C00R C01L 108.0(3) . . . . ?
C00H C00U C01B C018 0.1(3) . . . . ?
C00I C00G C00H C00K 176.45(19) . . . . ?
C00I C00G C00H C00U -0.7(3) . . . . ?
C00I C00M C00O N009 -2.8(3) . . . . ?
C00I C00M C00O C00S 176.36(19) . . . . ?
C00I C00M C012 C011 -176.9(2) . . . . ?
C00I C018 C01B C00U 0.5(4) . . . . ?
C00J C00D C00F N007 -4.9(3) . . . . ?
C00J C00D C00F C00X 175.00(19) . . . . ?
C00J C00D C019 C014 -179.0(2) . . . . ?
C00K C00H C00U C01B -177.0(2) . . . . ?
C00K C00R C01C C01J -173.5(2) . . . . ?
C00K C00R C01L C01O 175.2(2) . . . . ?
C00L N00A C00P C00Q 173.06(19) . . . . ?
C00L N00A C00P C010 -4.7(3) . . . . ?
C00L C00T C00Z C010 -2.5(3) . . . . ?
C00L C00T C00Z C016 178.5(2) . . . . ?
C00L C00T C01D C01K 1.9(4) . . . . ?
C00L C00V C00X C00F 56.4(3) . . . . ?
C00L C00V C00X C017 -124.2(2) . . . . ?
C00L C00V C01E C01K 0.0(4) . . . . ?
C00M C00I C018 C01B -180.0(2) . . . . ?
C00M C00O C00S C013 0.1(3) . . . . ?
C00M C00O C00S C015 178.78(19) . . . . ?
C00O N009 C00Q C00P 175.94(18) . . . . ?
C00O N009 C00Q C00Y -4.9(3) . . . . ?
C00O C00M C012 C011 0.0(3) . . . . ?
C00O C00S C013 C011 0.7(3) . . . . ?
C00O C00S C015 C00Y -2.3(3) . . . . ?
C00P N00A C00L C00T 5.8(3) . . . . ?
C00P N00A C00L C00V -175.3(2) . . . . ?
C00P C00Q C00Y C015 179.8(2) . . . . ?
C00Q N009 C00O C00M -175.32(19) . . . . ?
C00Q N009 C00O C00S 5.5(3) . . . . ?
C00Q C00P C010 C00Z -177.7(2) . . . . ?
C00Q C00Y C015 C00S 3.0(3) . . . . ?
C00R C01C C01J C01G -1.8(4) . . . . ?
C00R C01L C01O C01G -1.6(4) . . . . ?
C00T C00L C00V C00X 177.5(2) . . . . ?
C00T C00L C00V C01E 1.4(3) . . . . ?
C00T C00Z C010 C00P 3.6(3) . . . . ?
C00T C00Z C016 C01A 70.0(3) . . . . ?
C00T C00Z C016 C01H -112.7(3) . . . . ?
C00T C01D C01K C01E -0.5(4) . . . . ?
C00U C00H C00K C00E 172.7(2) . . . . ?
C00U C00H C00K C00R -7.1(3) . . . . ?
C00V C00L C00T C00Z 178.8(2) . . . . ?
C00V C00L C00T C01D -2.4(3) . . . . ?
C00V C00X C017 C014 178.6(2) . . . . ?
C00V C01E C01K C01D -0.5(4) . . . . ?
C00X C00V C01E C01K -176.2(2) . . . . ?
C00Z C00T C01D C01K -179.4(2) . . . . ?
C00Z C016 C01A C01F 177.2(2) . . . . ?
C00Z C016 C01H C01I -177.9(2) . . . . ?
C010 C00P C00Q N009 80.7(3) . . . . ?
C010 C00P C00Q C00Y -98.6(3) . . . . ?
C010 C00Z C016 C01A -109.0(3) . . . . ?
C010 C00Z C016 C01H 68.3(3) . . . . ?
C012 C00M C00O N009 -179.63(19) . . . . ?
C012 C00M C00O C00S -0.4(3) . . . . ?
C012 C011 C013 C00S -1.1(3) . . . . ?
C013 C00S C015 C00Y 176.4(2) . . . . ?
C013 C011 C012 C00M 0.8(3) . . . . ?
C015 C00S C013 C011 -178.0(2) . . . . ?
C016 C00Z C010 C00P -177.4(2) . . . . ?
C016 C01A C01F C00W 1.0(4) . . . . ?
C016 C01H C01I C00W 0.5(4) . . . . ?
C017 C014 C019 C00D 3.4(3) . . . . ?
C018 C00I C00M C00O -120.8(2) . . . . ?
C018 C00I C00M C012 55.9(3) . . . . ?
C019 C00D C00F N007 176.59(19) . . . . ?
C019 C00D C00F C00X -3.5(3) . . . . ?
C019 C00D C00J C00N 178.9(2) . . . . ?
C019 C014 C017 C00X -2.1(3) . . . . ?
C01A C016 C01H C01I -0.6(4) . . . . ?
C01C C00R C01L C01O -0.3(4) . . . . ?
C01D C00T C00Z C010 178.8(2) . . . . ?
C01D C00T C00Z C016 -0.2(4) . . . . ?
C01E C00V C00X C00F -127.6(2) . . . . ?
C01E C00V C00X C017 51.9(3) . . . . ?
C01F C00W C01I C01H 0.4(4) . . . . ?
C01H C016 C01A C01F -0.2(4) . . . . ?
C01I C00W C01F C01A -1.1(4) . . . . ?
C01J C01G C01O C01L 1.7(4) . . . . ?
C01L C00R C01C C01J 1.9(4) . . . . ?
C01N O005 C00W C01F 0.5(3) . . . . ?
C01N O005 C00W C01I -178.4(2) . . . . ?
C01O C01G C01J C01C -0.1(4) . . . . ?
C01R O006 C01G C01J 178.0(2) . . . . ?
C01R O006 C01G C01O -3.4(4) . . . . ?

_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 0.500 -0.535 783.8 235.3 ?
2 0.500 0.000 -0.073 783.8 235.3 ?

_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 2.199
_oxdiff_exptl_absorpt_empirical_full_min 0.591
