# Supplementary Information (SI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_hyd_BzIm
_audit_block_doi                 10.5517/ccdc.csd.cc2j23b2
_database_code_depnum_ccdc_archive 'CCDC 2325723'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1002/cplu.202400612 2025
loop_
_audit_author_name
_audit_author_address
'Hidetoshi Kawai'
;Tokyo University of Science
Japan
;
_audit_update_record             
;
2024-01-16 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2024-01-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            Bis(benzimidazolyl)hydrindacene
_chemical_name_systematic        Benzimidazolyl_Hydrindacene
_chemical_formula_moiety         'C38 H38 N4 O8, 2(C H4 O)'
_chemical_formula_sum            'C40 H46 N4 O10'
_chemical_formula_weight         742.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   7.8829(3)
_cell_length_b                   10.3305(5)
_cell_length_c                   11.6459(6)
_cell_angle_alpha                104.498(4)
_cell_angle_beta                 101.414(4)
_cell_angle_gamma                96.313(4)
_cell_volume                     887.21(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5278
_cell_measurement_temperature    93
_cell_measurement_theta_max      75.6140
_cell_measurement_theta_min      4.0140
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.636
_exptl_absorpt_coefficient_mu    0.829
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.91a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             394
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10421
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.321
_diffrn_reflns_theta_min         4.033
_diffrn_ambient_temperature      93
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  92.00   0.50    0.12    --   47.66-135.00 -15.00   68
  2  ω     55.00 119.00   0.50    0.50    --  102.75-135.00 -15.00  128
  3  ω     41.00 110.00   0.50    0.50    --  102.75-125.00  90.00  138
  4  ω     82.00 116.00   0.50    0.50    --  102.75-134.00 164.00   68
  5  ω     25.00  96.00   0.50    0.12    --   47.66-134.00 164.00  142
  6  ω     58.00 102.00   0.50    0.50    --  102.75 -94.00-180.00   88
  7  ω     35.00  70.00   0.50    0.50    --  102.75 -61.00 -60.00   70
  8  ω     39.00  64.00   0.50    0.50    --  102.75 -61.00   0.00   50
  9  ω     36.00  71.00   0.50    0.50    --  102.75 -61.00-180.00   70
 10  ω     95.00 171.00   0.50    0.50    --  102.75  15.00-180.00  152
 11  ω     95.00 171.00   0.50    0.50    --  102.75  45.00-120.00  152
 12  ω    116.00 173.00   0.50    0.50    --  102.75  45.00 -90.00  114
 13  ω     62.00 118.00   0.50    0.12    --   47.66  77.00-150.00  112
 14  ω     35.00 117.00   0.50    0.12    --   47.66  57.00 -30.00  164
 15  ω     74.00 118.00   0.50    0.12    --   47.66 135.00  50.00   88
 16  ω     99.00 124.00   0.50    0.50    --  102.75 135.00  50.00   50
 17  ω    119.00 146.00   0.50    0.50    --  102.75 134.00-128.00   54
 18  ω    -66.00 -41.00   0.50    0.50    -- -102.75  61.00-150.00   50
 19  ω    -62.00 -37.00   0.50    0.50    -- -102.75  61.00-180.00   50
 20  ω    -87.00 -55.00   0.50    0.50    -- -102.75  77.00-180.00   64
 21  ω    -95.00 -32.00   0.50    0.50    -- -102.75  77.00-120.00  126
 22  ω    -56.00 -31.00   0.50    0.50    -- -102.75  61.00 -90.00   50
 23  ω    -22.00  26.00   0.50    0.12    --  -47.66  19.00-150.00   96
 24  ω    -23.00  24.00   0.50    0.12    --  -47.66  19.00 -90.00   94
 25  ω    -65.00 -31.00   0.50    0.50    -- -102.75  61.00   0.00   68
 26  ω    -80.00 -54.00   0.50    0.50    -- -102.75  77.00  30.00   52
 27  ω   -110.00 -35.00   0.50    0.50    -- -102.75 125.00 -30.00  150
 28  ω   -117.00 -36.00   0.50    0.50    -- -102.75 134.00-128.00  162
 29  ω    -66.00 -40.00   0.50    0.12    --  -47.66 134.00-128.00   52
 30  ω    -84.00 -58.00   0.50    0.12    --  -47.66 135.00  50.00   52
 31  ω   -119.00 -49.00   0.50    0.50    -- -102.75 135.00  50.00  140
 32  ω   -174.00 -96.00   0.50    0.50    -- -102.75 -15.00 150.00  156
 33  ω   -169.00 -93.00   0.50    0.50    -- -102.75 -45.00  60.00  152
 34  ω   -118.00 -79.00   0.50    0.12    --  -47.66-135.00 -15.00   78
 35  ω   -145.00-120.00   0.50    0.50    -- -102.75-135.00 -15.00   50
 36  ω   -111.00 -85.00   0.50    0.12    --  -47.66-134.00 164.00   52
 37  ω   -145.00-120.00   0.50    0.50    -- -102.75-134.00 164.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0590449000
_diffrn_orient_matrix_UB_12      -0.0870313000
_diffrn_orient_matrix_UB_13      -0.1338284000
_diffrn_orient_matrix_UB_21      0.0259139000
_diffrn_orient_matrix_UB_22      0.1287211000
_diffrn_orient_matrix_UB_23      -0.0429233000
_diffrn_orient_matrix_UB_31      0.1916966000
_diffrn_orient_matrix_UB_32      -0.0164982000
_diffrn_orient_matrix_UB_33      -0.0006819000
_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                2949
_reflns_number_total             3526
_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 1.171.42.91a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.91a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.91a (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3526
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0850
_refine_ls_restrained_S_all      1.022
_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)+(0.1894P)²+0.0987P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2299
_refine_ls_wR_factor_ref         0.2396
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C11(H11A,H11B), C18(H18A,H18B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C5(H5), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C16(H16A,H16B,H16C)
2.d Idealised tetrahedral OH refined as rotating group:
 O5(H5A)
;
_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
O4 O 0.2591(2) 0.08229(17) 0.13629(16) 0.0299(4) Uani 1 1 d . . . . .
O3 O 0.1279(2) 0.22318(18) 0.25697(17) 0.0323(5) Uani 1 1 d . . . . .
O5 O 0.6362(2) 0.36698(18) 0.70593(18) 0.0336(5) Uani 1 1 d . . . . .
H5A H 0.735704 0.344081 0.710075 0.050 Uiso 1 1 calc R U . . .
O2 O 0.5825(2) 0.20449(17) 0.34992(17) 0.0299(4) Uani 1 1 d . . . . .
O1 O 0.5668(2) -0.02226(17) 0.30788(18) 0.0320(5) Uani 1 1 d . . . . .
N2 N 0.2799(2) 0.3260(2) 0.72540(19) 0.0260(5) Uani 1 1 d . . . . .
H2 H 0.372473 0.295640 0.704202 0.031 Uiso 1 1 calc R U . . .
N1 N -0.0013(2) 0.33455(19) 0.72951(19) 0.0250(5) Uani 1 1 d . . . . .
C13 C 0.3114(3) 0.0803(2) 0.3422(2) 0.0247(5) Uani 1 1 d . . . . .
C9 C 0.1437(3) 0.0872(2) 0.4953(2) 0.0243(5) Uani 1 1 d . . . . .
C7 C 0.1085(3) 0.2627(2) 0.6792(2) 0.0238(5) Uani 1 1 d . . . . .
C14 C 0.5015(3) 0.0775(2) 0.3301(2) 0.0248(5) Uani 1 1 d . . . . .
C17 C 0.2216(3) 0.1395(2) 0.2432(2) 0.0254(5) Uani 1 1 d . . . . .
C8 C 0.0551(3) 0.1306(2) 0.5880(2) 0.0244(5) Uani 1 1 d . . . . .
C6 C 0.2809(3) 0.4455(2) 0.8109(2) 0.0262(5) Uani 1 1 d . . . . .
C1 C 0.1041(3) 0.4503(2) 0.8126(2) 0.0261(5) Uani 1 1 d . . . . .
C12 C 0.2113(3) -0.0636(2) 0.3241(2) 0.0256(5) Uani 1 1 d . . . . .
H12A H 0.143064 -0.103324 0.238840 0.031 Uiso 1 1 calc R U . . .
H12B H 0.293200 -0.124664 0.345287 0.031 Uiso 1 1 calc R U . . .
C10 C 0.0912(3) -0.0399(2) 0.4110(2) 0.0243(5) Uani 1 1 d . . . . .
C2 C 0.0579(3) 0.5600(2) 0.8907(2) 0.0301(6) Uani 1 1 d . . . . .
H2A H -0.061306 0.564829 0.892242 0.036 Uiso 1 1 calc R U . . .
C11 C 0.3015(3) 0.1639(2) 0.4706(2) 0.0255(5) Uani 1 1 d . . . . .
H11A H 0.409618 0.167698 0.532252 0.031 Uiso 1 1 calc R U . . .
H11B H 0.284463 0.257508 0.470948 0.031 Uiso 1 1 calc R U . . .
C18 C 0.1936(3) 0.1381(3) 0.0363(2) 0.0317(6) Uani 1 1 d . . . . .
H18A H 0.250683 0.233613 0.054604 0.038 Uiso 1 1 calc R U . . .
H18B H 0.065219 0.135322 0.024079 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4166(3) 0.5484(2) 0.8855(2) 0.0313(6) Uani 1 1 d . . . . .
H5 H 0.535768 0.545325 0.882808 0.038 Uiso 1 1 calc R U . . .
C15 C 0.7612(3) 0.2228(3) 0.3306(3) 0.0312(6) Uani 1 1 d . . . . .
H15A H 0.756570 0.217954 0.244001 0.037 Uiso 1 1 calc R U . . .
H15B H 0.823183 0.150433 0.351238 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2355(3) 0.0536(3) -0.0761(3) 0.0366(6) Uani 1 1 d . . . . .
H19A H 0.201182 0.092999 -0.143815 0.055 Uiso 1 1 calc R U . . .
H19B H 0.170753 -0.038927 -0.097139 0.055 Uiso 1 1 calc R U . . .
H19C H 0.361792 0.051558 -0.060894 0.055 Uiso 1 1 calc R U . . .
C20 C 0.6215(3) 0.4661(3) 0.6402(3) 0.0338(6) Uani 1 1 d . . . . .
H20A H 0.591264 0.420827 0.552439 0.051 Uiso 1 1 calc R U . . .
H20B H 0.733654 0.527885 0.661802 0.051 Uiso 1 1 calc R U . . .
H20C H 0.529433 0.517640 0.661263 0.051 Uiso 1 1 calc R U . . .
C16 C 0.8561(3) 0.3584(3) 0.4106(3) 0.0329(6) Uani 1 1 d . . . . .
H16A H 0.789693 0.428866 0.393283 0.049 Uiso 1 1 calc R U . . .
H16B H 0.972891 0.375404 0.394798 0.049 Uiso 1 1 calc R U . . .
H16C H 0.867969 0.359871 0.496336 0.049 Uiso 1 1 calc R U . . .
C3 C 0.1926(3) 0.6616(2) 0.9661(2) 0.0320(6) Uani 1 1 d . . . . .
H3 H 0.164956 0.737089 1.020576 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3682(3) 0.6553(2) 0.9635(2) 0.0327(6) Uani 1 1 d . . . . .
H4 H 0.456985 0.726447 1.016913 0.039 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
O4 C17 1.343(3) . ?
O4 C18 1.456(3) . ?
O3 C17 1.199(3) . ?
O5 H5A 0.8400 . ?
O5 C20 1.425(3) . ?
O2 C14 1.337(3) . ?
O2 C15 1.470(3) . ?
O1 C14 1.196(3) . ?
N2 H2 0.8800 . ?
N2 C7 1.373(3) . ?
N2 C6 1.377(3) . ?
N1 C7 1.329(3) . ?
N1 C1 1.393(3) . ?
C13 C14 1.535(3) . ?
C13 C17 1.526(3) . ?
C13 C12 1.549(3) . ?
C13 C11 1.550(3) . ?
C9 C8 1.406(3) . ?
C9 C10 1.390(3) . ?
C9 C11 1.516(3) . ?
C7 C8 1.463(3) . ?
C8 C10 1.408(3) 2_556 ?
C6 C1 1.404(3) . ?
C6 C5 1.396(3) . ?
C1 C2 1.396(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C10 1.512(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.387(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.499(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.385(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.493(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C3 H3 0.9500 . ?
C3 C4 1.399(4) . ?
C4 H4 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
C17 O4 C18 115.88(19) . . ?
C20 O5 H5A 109.5 . . ?
C14 O2 C15 117.48(18) . . ?
C7 N2 H2 126.2 . . ?
C7 N2 C6 107.62(19) . . ?
C6 N2 H2 126.2 . . ?
C7 N1 C1 105.53(19) . . ?
C14 C13 C12 111.77(18) . . ?
C14 C13 C11 112.20(19) . . ?
C17 C13 C14 107.00(19) . . ?
C17 C13 C12 109.19(19) . . ?
C17 C13 C11 111.22(18) . . ?
C12 C13 C11 105.49(19) . . ?
C8 C9 C11 128.0(2) . . ?
C10 C9 C8 121.5(2) . . ?
C10 C9 C11 110.5(2) . . ?
N2 C7 C8 123.63(19) . . ?
N1 C7 N2 111.8(2) . . ?
N1 C7 C8 124.5(2) . . ?
O2 C14 C13 109.03(18) . . ?
O1 C14 O2 125.6(2) . . ?
O1 C14 C13 125.3(2) . . ?
O4 C17 C13 110.33(19) . . ?
O3 C17 O4 124.1(2) . . ?
O3 C17 C13 125.5(2) . . ?
C9 C8 C7 122.9(2) . . ?
C9 C8 C10 116.5(2) . 2_556 ?
C10 C8 C7 120.6(2) 2_556 . ?
N2 C6 C1 105.5(2) . . ?
N2 C6 C5 132.3(2) . . ?
C5 C6 C1 122.2(2) . . ?
N1 C1 C6 109.5(2) . . ?
N1 C1 C2 130.0(2) . . ?
C2 C1 C6 120.4(2) . . ?
C13 C12 H12A 111.1 . . ?
C13 C12 H12B 111.1 . . ?
H12A C12 H12B 109.0 . . ?
C10 C12 C13 103.48(18) . . ?
C10 C12 H12A 111.1 . . ?
C10 C12 H12B 111.1 . . ?
C9 C10 C8 122.0(2) . 2_556 ?
C9 C10 C12 111.10(19) . . ?
C8 C10 C12 126.9(2) 2_556 . ?
C1 C2 H2A 121.2 . . ?
C3 C2 C1 117.5(2) . . ?
C3 C2 H2A 121.2 . . ?
C13 C11 H11A 111.0 . . ?
C13 C11 H11B 111.0 . . ?
C9 C11 C13 103.84(18) . . ?
C9 C11 H11A 111.0 . . ?
C9 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
O4 C18 H18A 110.2 . . ?
O4 C18 H18B 110.2 . . ?
O4 C18 C19 107.5(2) . . ?
H18A C18 H18B 108.5 . . ?
C19 C18 H18A 110.2 . . ?
C19 C18 H18B 110.2 . . ?
C6 C5 H5 121.8 . . ?
C4 C5 C6 116.5(2) . . ?
C4 C5 H5 121.8 . . ?
O2 C15 H15A 110.1 . . ?
O2 C15 H15B 110.1 . . ?
O2 C15 C16 108.19(19) . . ?
H15A C15 H15B 108.4 . . ?
C16 C15 H15A 110.1 . . ?
C16 C15 H15B 110.1 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 C20 H20A 109.5 . . ?
O5 C20 H20B 109.5 . . ?
O5 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 122.0(2) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?

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
N2 C7 C8 C9 -34.0(4) . . . . ?
N2 C7 C8 C10 146.4(2) . . . 2_556 ?
N2 C6 C1 N1 0.3(3) . . . . ?
N2 C6 C1 C2 179.9(2) . . . . ?
N2 C6 C5 C4 -179.1(3) . . . . ?
N1 C7 C8 C9 147.6(2) . . . . ?
N1 C7 C8 C10 -31.9(3) . . . 2_556 ?
N1 C1 C2 C3 179.0(2) . . . . ?
C13 C12 C10 C9 -15.9(3) . . . . ?
C13 C12 C10 C8 164.7(2) . . . 2_556 ?
C7 N2 C6 C1 -0.3(3) . . . . ?
C7 N2 C6 C5 179.9(3) . . . . ?
C7 N1 C1 C6 -0.2(3) . . . . ?
C7 N1 C1 C2 -179.8(3) . . . . ?
C14 O2 C15 C16 -152.8(2) . . . . ?
C14 C13 C17 O4 45.7(2) . . . . ?
C14 C13 C17 O3 -135.6(2) . . . . ?
C14 C13 C12 C10 145.2(2) . . . . ?
C14 C13 C11 C9 -143.91(19) . . . . ?
C17 O4 C18 C19 -175.28(19) . . . . ?
C17 C13 C14 O2 62.2(2) . . . . ?
C17 C13 C14 O1 -118.5(3) . . . . ?
C17 C13 C12 C10 -96.6(2) . . . . ?
C17 C13 C11 C9 96.3(2) . . . . ?
C8 C9 C10 C8 1.5(4) . . . 2_556 ?
C8 C9 C10 C12 -178.0(2) . . . . ?
C8 C9 C11 C13 -167.2(2) . . . . ?
C6 N2 C7 N1 0.2(3) . . . . ?
C6 N2 C7 C8 -178.3(2) . . . . ?
C6 C1 C2 C3 -0.6(4) . . . . ?
C6 C5 C4 C3 -1.3(4) . . . . ?
C1 N1 C7 N2 0.0(3) . . . . ?
C1 N1 C7 C8 178.5(2) . . . . ?
C1 C6 C5 C4 1.1(4) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C12 C13 C14 O2 -178.3(2) . . . . ?
C12 C13 C14 O1 1.0(3) . . . . ?
C12 C13 C17 O4 -75.4(2) . . . . ?
C12 C13 C17 O3 103.3(3) . . . . ?
C12 C13 C11 C9 -22.0(2) . . . . ?
C10 C9 C8 C7 179.0(2) . . . . ?
C10 C9 C8 C10 -1.4(4) . . . 2_556 ?
C10 C9 C11 C13 12.8(3) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C11 C13 C14 O2 -60.0(3) . . . . ?
C11 C13 C14 O1 119.3(3) . . . . ?
C11 C13 C17 O4 168.61(17) . . . . ?
C11 C13 C17 O3 -12.7(3) . . . . ?
C11 C13 C12 C10 23.0(2) . . . . ?
C11 C9 C8 C7 -0.9(4) . . . . ?
C11 C9 C8 C10 178.7(2) . . . 2_556 ?
C11 C9 C10 C8 -178.6(2) . . . 2_556 ?
C11 C9 C10 C12 1.9(3) . . . . ?
C18 O4 C17 O3 6.4(3) . . . . ?
C18 O4 C17 C13 -174.93(17) . . . . ?
C5 C6 C1 N1 -179.9(2) . . . . ?
C5 C6 C1 C2 -0.2(4) . . . . ?
C15 O2 C14 O1 6.6(4) . . . . ?
C15 O2 C14 C13 -174.1(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 2.072
_oxdiff_exptl_absorpt_empirical_full_min 0.323
####################################################################### 
# 
# 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_hyd_NpIm
_database_code_depnum_ccdc_archive 'CCDC 2490135'
loop_
_audit_author_name
_audit_author_address
'Takayuki Kataoka'
;Tokyo University of Science
Japan
;
_audit_update_record             
;
2025-09-22 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2025-07-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
'Bisnaphthoimidazole-Based Hydrindacene Receptor'
_chemical_formula_moiety         'C46 H42 N4 O8, 2(C H4 O)'
_chemical_formula_sum            'C48 H50 N4 O10'
_chemical_formula_weight         842.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   7.6813(12)
_cell_length_b                   10.6712(17)
_cell_length_c                   14.613(2)
_cell_angle_alpha                111.251(5)
_cell_angle_beta                 101.585(5)
_cell_angle_gamma                94.648(5)
_cell_volume                     1078.0(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1158
_cell_measurement_temperature    90
_cell_measurement_theta_max      25.37
_cell_measurement_theta_min      2.98
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5374
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1174 before and 0.0733 after correction.
The Ratio of minimum to maximum transmission is 0.7210.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             446
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_av_unetI/netI     0.1306
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9187
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         2.052
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2345
_reflns_number_total             3657
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3657
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1535
_refine_ls_R_factor_gt           0.1084
_refine_ls_restrained_S_all      1.100
_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)+(0.1145P)²+3.6765P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2716
_refine_ls_wR_factor_ref         0.2945
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00B), C00M(H00C,H00D), C00O(H00E,H00F), C00U(H00K,H00M)
2.b Aromatic/amide H refined with riding coordinates:
 N007(H007), C00G(H00G), C00L(H00L), C00N(H00N), C00P(H00P), C00Q(H00Q),
 C00R(H00R)
2.c Idealised Me refined as rotating group:
 C00S(H00U,H00V,H00W), C00T(H00H,H00I,H00J), C00V(H00O,H00S,H00T)
2.d Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_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 0.7147(5) 0.6686(4) 0.1388(3) 0.0288(10) Uani 1 1 d . . . . .
O002 O 0.6631(5) 0.8533(4) 0.1034(3) 0.0305(10) Uani 1 1 d . . . . .
O003 O 0.2527(5) 0.9175(4) 0.1492(3) 0.0297(10) Uani 1 1 d . . . . .
O004 O 0.5306(5) 0.3442(4) 0.1955(3) 0.0310(10) Uani 1 1 d . . . . .
H004 H 0.447495 0.383705 0.211541 0.047 Uiso 1 1 calc R U . . .
O5 O 0.4663(6) 0.9004(4) 0.2729(3) 0.0353(11) Uani 1 1 d . . . . .
N006 N 0.2050(6) 0.4234(4) 0.2294(3) 0.0214(10) Uani 1 1 d . . . . .
N007 N -0.0918(6) 0.3992(4) 0.2150(3) 0.0205(10) Uani 1 1 d . . . . .
H007 H -0.204313 0.396377 0.190452 0.025 Uiso 1 1 calc R U . . .
C008 C 0.1389(7) 0.5845(5) -0.0080(4) 0.0191(12) Uani 1 1 d . . . . .
C009 C 0.1588(7) 0.5472(5) 0.0754(4) 0.0172(12) Uani 1 1 d . . . . .
C00A C 0.1698(8) 0.3906(5) 0.3088(4) 0.0229(13) Uani 1 1 d . . . . .
C00B C 0.0461(7) 0.4282(5) 0.1766(4) 0.0223(13) Uani 1 1 d . . . . .
C00C C 0.3668(8) 0.8592(5) 0.1782(4) 0.0251(13) Uani 1 1 d . . . . .
C00D C 0.4125(7) 0.7243(5) 0.1117(4) 0.0211(12) Uani 1 1 d . . . . .
C00E C 0.6134(8) 0.7411(5) 0.1202(4) 0.0225(13) Uani 1 1 d . . . . .
C00F C 0.0243(8) 0.3276(5) 0.4507(4) 0.0252(13) Uani 1 1 d . . . . .
C00G C 0.2875(8) 0.3748(5) 0.3879(4) 0.0237(13) Uani 1 1 d . . . . .
H00G H 0.410687 0.383063 0.392371 0.028 Uiso 1 1 calc R U . . .
C00H C 0.3448(7) 0.6098(5) 0.1462(4) 0.0207(12) Uani 1 1 d . . . . .
H00A H 0.424120 0.542422 0.138714 0.025 Uiso 1 1 calc R U . . .
H00B H 0.337781 0.648195 0.216280 0.025 Uiso 1 1 calc R U . . .
C00I C -0.0193(7) 0.3749(5) 0.3009(4) 0.0212(12) Uani 1 1 d . . . . .
C00J C 0.0221(7) 0.4633(5) 0.0865(4) 0.0184(12) Uani 1 1 d . . . . .
C00K C 0.2169(8) 0.3461(5) 0.4613(4) 0.0248(13) Uani 1 1 d . . . . .
C00L C -0.0942(8) 0.3432(5) 0.3692(4) 0.0269(13) Uani 1 1 d . . . . .
H00L H -0.218111 0.332356 0.362253 0.032 Uiso 1 1 calc R U . . .
C00M C 0.3034(8) 0.6769(5) 0.0004(4) 0.0230(13) Uani 1 1 d . . . . .
H00C H 0.270792 0.754259 -0.015049 0.028 Uiso 1 1 calc R U . . .
H00D H 0.372666 0.628515 -0.045745 0.028 Uiso 1 1 calc R U . . .
C00N C -0.0421(9) 0.2982(6) 0.5272(4) 0.0325(15) Uani 1 1 d . . . . .
H00N H -0.165539 0.286394 0.521930 0.039 Uiso 1 1 calc R U . . .
C00O C 0.8526(8) 0.8838(6) 0.1063(5) 0.0318(15) Uani 1 1 d . . . . .
H00E H 0.881245 0.817632 0.047821 0.038 Uiso 1 1 calc R U . . .
H00F H 0.928008 0.881059 0.167171 0.038 Uiso 1 1 calc R U . . .
C00P C 0.3304(9) 0.3330(6) 0.5469(4) 0.0315(15) Uani 1 1 d . . . . .
H00P H 0.454386 0.343697 0.553973 0.038 Uiso 1 1 calc R U . . .
C00Q C 0.0726(9) 0.2872(6) 0.6075(4) 0.0340(15) Uani 1 1 d . . . . .
H00Q H 0.026454 0.267689 0.655893 0.041 Uiso 1 1 calc R U . . .
C00R C 0.2634(9) 0.3057(6) 0.6177(5) 0.0346(15) Uani 1 1 d . . . . .
H00R H 0.340837 0.298851 0.672776 0.042 Uiso 1 1 calc R U . . .
C00S C 0.4738(8) 0.2010(6) 0.1598(5) 0.0329(14) Uani 1 1 d . . . . .
H00U H 0.469645 0.159812 0.088898 0.049 Uiso 1 1 calc R U . . .
H00V H 0.356074 0.183051 0.169817 0.049 Uiso 1 1 calc R U . . .
H00W H 0.557388 0.163355 0.196557 0.049 Uiso 1 1 calc R U . . .
C00T C 0.8839(9) 1.0258(6) 0.1057(5) 0.0392(16) Uani 1 1 d . . . . .
H00H H 0.807298 1.027242 0.045624 0.059 Uiso 1 1 calc R U . . .
H00I H 1.007664 1.049666 0.106786 0.059 Uiso 1 1 calc R U . . .
H00J H 0.856366 1.090229 0.164416 0.059 Uiso 1 1 calc R U . . .
C00U C 0.4202(10) 1.0174(6) 0.3486(5) 0.0427(18) Uani 1 1 d . . . . .
H00K H 0.382038 1.081222 0.318549 0.051 Uiso 1 1 calc R U . . .
H00M H 0.525409 1.063826 0.404412 0.051 Uiso 1 1 calc R U . . .
C00V C 0.2721(12) 0.9709(7) 0.3872(6) 0.061(2) Uani 1 1 d . . . . .
H00O H 0.164815 0.932583 0.333110 0.091 Uiso 1 1 calc R U . . .
H00S H 0.249277 1.047207 0.440735 0.091 Uiso 1 1 calc R U . . .
H00T H 0.307088 0.903078 0.412724 0.091 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 C00E 1.201(6) . ?
O002 C00E 1.348(6) . ?
O002 C00O 1.454(7) . ?
O003 C00C 1.211(6) . ?
O004 H004 0.8200 . ?
O004 C00S 1.422(7) . ?
O5 C00C 1.332(7) . ?
O5 C00U 1.462(7) . ?
N006 C00A 1.395(7) . ?
N006 C00B 1.322(7) . ?
N007 H007 0.8600 . ?
N007 C00B 1.358(7) . ?
N007 C00I 1.390(7) . ?
C008 C009 1.397(7) . ?
C008 C00J 1.417(7) 2_565 ?
C008 C00M 1.494(8) . ?
C009 C00H 1.519(7) . ?
C009 C00J 1.398(7) . ?
C00A C00G 1.389(8) . ?
C00A C00I 1.425(8) . ?
C00B C00J 1.477(8) . ?
C00C C00D 1.531(8) . ?
C00D C00E 1.514(8) . ?
C00D C00H 1.570(7) . ?
C00D C00M 1.547(7) . ?
C00F C00K 1.445(8) . ?
C00F C00L 1.417(8) . ?
C00F C00N 1.437(8) . ?
C00G H00G 0.9300 . ?
C00G C00K 1.409(8) . ?
C00H H00A 0.9700 . ?
C00H H00B 0.9700 . ?
C00I C00L 1.374(8) . ?
C00K C00P 1.432(8) . ?
C00L H00L 0.9300 . ?
C00M H00C 0.9700 . ?
C00M H00D 0.9700 . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.367(8) . ?
C00O H00E 0.9700 . ?
C00O H00F 0.9700 . ?
C00O C00T 1.519(8) . ?
C00P H00P 0.9300 . ?
C00P C00R 1.353(9) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.433(9) . ?
C00R H00R 0.9300 . ?
C00S H00U 0.9600 . ?
C00S H00V 0.9600 . ?
C00S H00W 0.9600 . ?
C00T H00H 0.9600 . ?
C00T H00I 0.9600 . ?
C00T H00J 0.9600 . ?
C00U H00K 0.9700 . ?
C00U H00M 0.9700 . ?
C00U C00V 1.492(10) . ?
C00V H00O 0.9600 . ?
C00V H00S 0.9600 . ?
C00V H00T 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E O002 C00O 116.1(4) . . ?
C00S O004 H004 109.5 . . ?
C00C O5 C00U 116.6(5) . . ?
C00B N006 C00A 105.5(5) . . ?
C00B N007 H007 126.0 . . ?
C00B N007 C00I 108.0(4) . . ?
C00I N007 H007 126.0 . . ?
C009 C008 C00J 121.0(5) . 2_565 ?
C009 C008 C00M 111.1(4) . . ?
C00J C008 C00M 127.9(5) 2_565 . ?
C008 C009 C00H 110.0(5) . . ?
C008 C009 C00J 122.2(5) . . ?
C00J C009 C00H 127.8(5) . . ?
N006 C00A C00I 109.4(5) . . ?
C00G C00A N006 130.1(5) . . ?
C00G C00A C00I 120.5(5) . . ?
N006 C00B N007 112.8(5) . . ?
N006 C00B C00J 123.4(5) . . ?
N007 C00B C00J 123.8(5) . . ?
O003 C00C O5 125.1(5) . . ?
O003 C00C C00D 124.7(5) . . ?
O5 C00C C00D 110.2(5) . . ?
C00C C00D C00H 108.4(4) . . ?
C00C C00D C00M 111.2(4) . . ?
C00E C00D C00C 109.1(4) . . ?
C00E C00D C00H 112.8(4) . . ?
C00E C00D C00M 111.5(5) . . ?
C00M C00D C00H 103.9(4) . . ?
O001 C00E O002 124.5(5) . . ?
O001 C00E C00D 127.0(5) . . ?
O002 C00E C00D 108.5(4) . . ?
C00L C00F C00K 120.7(5) . . ?
C00L C00F C00N 121.2(6) . . ?
C00N C00F C00K 118.0(5) . . ?
C00A C00G H00G 120.6 . . ?
C00A C00G C00K 118.8(5) . . ?
C00K C00G H00G 120.6 . . ?
C009 C00H C00D 103.8(4) . . ?
C009 C00H H00A 111.0 . . ?
C009 C00H H00B 111.0 . . ?
C00D C00H H00A 111.0 . . ?
C00D C00H H00B 111.0 . . ?
H00A C00H H00B 109.0 . . ?
N007 C00I C00A 104.3(5) . . ?
C00L C00I N007 133.1(5) . . ?
C00L C00I C00A 122.5(5) . . ?
C008 C00J C00B 122.4(5) 2_565 . ?
C009 C00J C008 116.8(5) . 2_565 ?
C009 C00J C00B 120.9(5) . . ?
C00G C00K C00F 119.8(5) . . ?
C00G C00K C00P 121.9(5) . . ?
C00P C00K C00F 118.2(5) . . ?
C00F C00L H00L 121.2 . . ?
C00I C00L C00F 117.6(5) . . ?
C00I C00L H00L 121.2 . . ?
C008 C00M C00D 105.1(4) . . ?
C008 C00M H00C 110.7 . . ?
C008 C00M H00D 110.7 . . ?
C00D C00M H00C 110.7 . . ?
C00D C00M H00D 110.7 . . ?
H00C C00M H00D 108.8 . . ?
C00F C00N H00N 119.4 . . ?
C00Q C00N C00F 121.3(6) . . ?
C00Q C00N H00N 119.4 . . ?
O002 C00O H00E 110.4 . . ?
O002 C00O H00F 110.4 . . ?
O002 C00O C00T 106.7(5) . . ?
H00E C00O H00F 108.6 . . ?
C00T C00O H00E 110.4 . . ?
C00T C00O H00F 110.4 . . ?
C00K C00P H00P 118.9 . . ?
C00R C00P C00K 122.2(6) . . ?
C00R C00P H00P 118.9 . . ?
C00N C00Q H00Q 119.8 . . ?
C00N C00Q C00R 120.5(6) . . ?
C00R C00Q H00Q 119.8 . . ?
C00P C00R C00Q 119.8(6) . . ?
C00P C00R H00R 120.1 . . ?
C00Q C00R H00R 120.1 . . ?
O004 C00S H00U 109.5 . . ?
O004 C00S H00V 109.5 . . ?
O004 C00S H00W 109.5 . . ?
H00U C00S H00V 109.5 . . ?
H00U C00S H00W 109.5 . . ?
H00V C00S H00W 109.5 . . ?
C00O C00T H00H 109.5 . . ?
C00O C00T H00I 109.5 . . ?
C00O C00T H00J 109.5 . . ?
H00H C00T H00I 109.5 . . ?
H00H C00T H00J 109.5 . . ?
H00I C00T H00J 109.5 . . ?
O5 C00U H00K 109.7 . . ?
O5 C00U H00M 109.7 . . ?
O5 C00U C00V 110.0(5) . . ?
H00K C00U H00M 108.2 . . ?
C00V C00U H00K 109.7 . . ?
C00V C00U H00M 109.7 . . ?
C00U C00V H00O 109.5 . . ?
C00U C00V H00S 109.5 . . ?
C00U C00V H00T 109.5 . . ?
H00O C00V H00S 109.5 . . ?
H00O C00V H00T 109.5 . . ?
H00S C00V H00T 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O003 C00C C00D C00E 127.4(6) . . . . ?
O003 C00C C00D C00H -109.5(6) . . . . ?
O003 C00C C00D C00M 4.1(8) . . . . ?
O5 C00C C00D C00E -54.7(6) . . . . ?
O5 C00C C00D C00H 68.4(5) . . . . ?
O5 C00C C00D C00M -178.0(4) . . . . ?
N006 C00A C00G C00K 177.6(5) . . . . ?
N006 C00A C00I N007 0.1(5) . . . . ?
N006 C00A C00I C00L -179.6(5) . . . . ?
N006 C00B C00J C008 152.9(5) . . . 2_565 ?
N006 C00B C00J C009 -27.7(8) . . . . ?
N007 C00B C00J C008 -27.9(8) . . . 2_565 ?
N007 C00B C00J C009 151.5(5) . . . . ?
N007 C00I C00L C00F -178.9(5) . . . . ?
C008 C009 C00H C00D 16.4(6) . . . . ?
C008 C009 C00J C008 0.8(8) . . . 2_565 ?
C008 C009 C00J C00B -178.7(5) . . . . ?
C009 C008 C00M C00D -14.1(6) . . . . ?
C00A N006 C00B N007 -0.8(6) . . . . ?
C00A N006 C00B C00J 178.5(5) . . . . ?
C00A C00G C00K C00F 2.8(7) . . . . ?
C00A C00G C00K C00P -177.9(5) . . . . ?
C00A C00I C00L C00F 0.7(8) . . . . ?
C00B N006 C00A C00G -178.7(5) . . . . ?
C00B N006 C00A C00I 0.4(6) . . . . ?
C00B N007 C00I C00A -0.5(5) . . . . ?
C00B N007 C00I C00L 179.1(6) . . . . ?
C00C O5 C00U C00V 84.9(7) . . . . ?
C00C C00D C00E O001 129.1(6) . . . . ?
C00C C00D C00E O002 -50.8(6) . . . . ?
C00C C00D C00H C009 94.4(5) . . . . ?
C00C C00D C00M C008 -93.1(5) . . . . ?
C00E O002 C00O C00T -169.4(5) . . . . ?
C00E C00D C00H C009 -144.8(4) . . . . ?
C00E C00D C00M C008 144.9(4) . . . . ?
C00F C00K C00P C00R -0.8(8) . . . . ?
C00F C00N C00Q C00R 0.3(9) . . . . ?
C00G C00A C00I N007 179.3(5) . . . . ?
C00G C00A C00I C00L -0.4(8) . . . . ?
C00G C00K C00P C00R 179.9(5) . . . . ?
C00H C009 C00J C008 -178.7(5) . . . 2_565 ?
C00H C009 C00J C00B 1.9(8) . . . . ?
C00H C00D C00E O001 8.6(8) . . . . ?
C00H C00D C00E O002 -171.2(4) . . . . ?
C00H C00D C00M C008 23.2(5) . . . . ?
C00I N007 C00B N006 0.9(6) . . . . ?
C00I N007 C00B C00J -178.4(4) . . . . ?
C00I C00A C00G C00K -1.4(8) . . . . ?
C00J C008 C009 C00H 178.7(5) 2_565 . . . ?
C00J C008 C009 C00J -0.8(8) 2_565 . . . ?
C00J C008 C00M C00D 165.4(5) 2_565 . . . ?
C00J C009 C00H C00D -164.0(5) . . . . ?
C00K C00F C00L C00I 0.7(7) . . . . ?
C00K C00F C00N C00Q -0.4(8) . . . . ?
C00K C00P C00R C00Q 0.8(9) . . . . ?
C00L C00F C00K C00G -2.5(7) . . . . ?
C00L C00F C00K C00P 178.2(5) . . . . ?
C00L C00F C00N C00Q -178.0(5) . . . . ?
C00M C008 C009 C00H -1.7(6) . . . . ?
C00M C008 C009 C00J 178.7(5) . . . . ?
C00M C00D C00E O001 -107.8(6) . . . . ?
C00M C00D C00E O002 72.4(5) . . . . ?
C00M C00D C00H C009 -23.9(5) . . . . ?
C00N C00F C00K C00G 179.9(5) . . . . ?
C00N C00F C00K C00P 0.6(7) . . . . ?
C00N C00F C00L C00I 178.2(5) . . . . ?
C00N C00Q C00R C00P -0.5(9) . . . . ?
C00O O002 C00E O001 1.5(8) . . . . ?
C00O O002 C00E C00D -178.7(4) . . . . ?
C00U O5 C00C O003 6.3(8) . . . . ?
C00U O5 C00C C00D -171.5(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Vapour deposition'
