# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_molecule_3
_database_code_depnum_ccdc_archive 'CCDC 2335048'
loop_
_audit_author_name
_audit_author_address
'Taisuke Matsumoto'
;Institute for Materials Chemistry and Engineering, Kyushu University
Japan
;
_audit_update_record             
;
2024-06-18 deposited with the CCDC.	2024-06-28 downloaded from the CCDC.
;
_audit_creation_date             2024-06-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C50 H48 N4, 2[C7H8]'
_chemical_formula_sum            'C64 H64 N4'
_chemical_formula_weight         889.19
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.6774(4)
_cell_length_b                   23.2733(8)
_cell_length_c                   17.2556(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.162(3)
_cell_angle_gamma                90
_cell_volume                     5087.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18511
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.1440
_cell_measurement_theta_min      3.1590
_shelx_estimated_absorpt_T_max   0.928
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.518
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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    1.161
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1904
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
8 4 0 0.1358
7 -3 -6 0.1028
1 -9 -9 0.0655
-8 -3 1 0.1130
-7 2 5 0.1189
0 9 9 0.0765
8 -4 2 0.1037
-1 11 -8 0.0637
-7 6 -4 0.0885
-7 -5 3 0.1136
1 -11 8 0.0860

_exptl_crystal_size_max          0.248
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.148
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
7.9303 4.0095 0.2685 0.2047 -0.0501 0.9775
7.0206 -2.7210 -5.8506 -0.4848 0.1152 0.8670
0.5987 -8.9715 -8.9843 -0.9697 0.2323 0.0761
-8.0492 -3.2368 0.5362 -0.1193 0.0297 -0.9924
-7.4749 1.5678 4.9385 0.3750 -0.0889 -0.9228
-0.1037 9.1269 8.9089 0.9724 -0.2330 -0.0151
7.7684 -3.5170 2.2969 0.1659 0.4674 0.8683
-0.8205 10.9372 -7.5876 -0.3323 -0.9399 0.0789
-7.0131 5.6390 -3.7865 -0.2232 -0.6297 -0.7441
-7.4677 -4.8077 3.4845 0.0845 0.2408 -0.9669
1.0079 -10.9055 7.5620 0.3328 0.9413 -0.0560

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36578
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.566
_diffrn_reflns_theta_min         3.190
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     44.00  84.00   0.50    0.06    --   44.63-118.00  71.00   80
  2  ω     43.00  68.00   0.50    0.20    --  107.43-118.00  71.00   50
  3  ω     66.00  92.00   0.50    0.20    --  107.43 -94.00  60.00   52
  4  ω     35.00  93.00   0.50    0.20    --  107.43 -94.00  90.00  116
  5  ω     34.00  63.00   0.50    0.20    --  107.43 -94.00 120.00   58
  6  ω     67.00  93.00   0.50    0.20    --  107.43 -94.00 120.00   52
  7  ω     34.00  93.00   0.50    0.20    --  107.43 -94.00 150.00  118
  8  ω    110.00 136.00   0.50    0.20    --  107.43  15.00 120.00   52
  9  ω     42.00  71.00   0.50    0.20    --  107.43 -77.00 -90.00   58
 10  ω    101.00 172.00   0.50    0.20    --  107.43 118.00 157.00  142
 11  ω    -16.00  10.00   0.50    0.06    --  -44.63  38.00  60.00   52
 12  ω    -11.00  28.00   0.50    0.06    --  -44.63  38.00  30.00   78
 13  ω    -17.00  30.00   0.50    0.06    --  -44.63  38.00 -30.00   94
 14  ω     -9.00  31.00   0.50    0.06    --  -44.63  38.00 -90.00   80
 15  ω    -42.00  29.00   0.50    0.06    --  -44.63  57.00-120.00  142
 16  ω    -13.00  24.00   0.50    0.06    --  -44.63  38.00 -60.00   74
 17  ω    -71.00 -31.00   0.50    0.20    -- -104.00  77.00-180.00   80
 18  ω    -43.00 -17.00   0.50    0.06    --  -44.63 118.00 157.00   52
 19  ω    -83.00 -53.00   0.50    0.06    --  -44.63 118.00 157.00   60
 20  ω    -98.00 -61.00   0.50    0.20    -- -104.00 118.00 157.00   74
 21  ω    -66.00 -30.00   0.50    0.20    -- -104.00  77.00  90.00   72
 22  ω   -134.00 -95.00   0.50    0.20    -- -104.00 -15.00 120.00   78
 23  ω   -128.00-102.00   0.50    0.20    -- -104.00 -15.00  30.00   52
 24  ω   -166.00-140.00   0.50    0.20    -- -104.00 -61.00 -90.00   52
 25  ω   -126.00-101.00   0.50    0.20    -- -104.00 -61.00 -90.00   50
 26  ω   -125.00 -99.00   0.50    0.20    -- -104.00 -30.00-120.00   52
 27  ω   -134.00 -96.00   0.50    0.20    -- -104.00 -15.00-150.00   76
 28  ω   -163.00-128.00   0.50    0.20    -- -104.00 -30.00-120.00   70
 29  ω   -132.00-100.00   0.50    0.20    -- -104.00 -15.00 -90.00   64
 30  ω   -134.00 -95.00   0.50    0.20    -- -104.00 -15.00  60.00   78
 31  ω   -146.00-100.00   0.50    0.20    -- -104.00-118.00  71.00   92
;
_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      0.0094229000
_diffrn_orient_matrix_UB_12      0.0269590000
_diffrn_orient_matrix_UB_13      0.0816367000
_diffrn_orient_matrix_UB_21      0.0226887000
_diffrn_orient_matrix_UB_22      -0.0597349000
_diffrn_orient_matrix_UB_23      0.0353099000
_diffrn_orient_matrix_UB_31      0.1188964000
_diffrn_orient_matrix_UB_32      0.0093022000
_diffrn_orient_matrix_UB_33      -0.0098410000
_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                8729
_reflns_number_total             10141
_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 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         10141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0609
_refine_ls_restrained_S_all      1.070
_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)+(0.1046P)²+2.5469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1909
_refine_ls_wR_factor_ref         0.1965
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C29(H29), C26(H26), C21(H21), C3(H3), C4(H4), C28(H28), C18(H18),
 C19(H19), C11(H11), C36(H36), C14(H14), C13(H13), C42(H42), C35(H35), C38(H38),
  C34(H34), C41(H41), C40(H40), C39(H39), C32(H32), C33(H33)
2.c Idealised Me refined as rotating group:
 C48(H48A,H48B,H48C), C47(H47A,H47B,H47C), C51(H51A,H51B,H51C), C50(H50A,H50B,
 H50C), C54(H54A,H54B,H54C), C45(H45A,H45B,H45C), C44(H44A,H44B,H44C), C53(H53A,
 H53B,H53C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N46 N 0.35544(13) 0.49935(7) 0.40136(9) 0.0383(4) Uani 1 1 d . . . . .
N49 N 0.18181(13) 0.32958(8) 0.89816(9) 0.0434(4) Uani 1 1 d . . . . .
C24 C 0.51342(13) 0.34547(7) 0.76606(9) 0.0282(3) Uani 1 1 d . . . . .
C23 C 0.60676(13) 0.35456(7) 0.77070(9) 0.0276(3) Uani 1 1 d . . . . .
C25 C 0.40244(13) 0.33318(7) 0.76155(9) 0.0278(3) Uani 1 1 d . . . . .
C22 C 0.71691(13) 0.36888(7) 0.77638(9) 0.0275(3) Uani 1 1 d . . . . .
C2 C 0.39792(13) 0.36291(7) 0.56276(9) 0.0268(3) Uani 1 1 d . . . . .
C9 C 0.67071(13) 0.33617(7) 0.53194(9) 0.0288(3) Uani 1 1 d . . . . .
C16 C 0.75861(13) 0.28954(7) 0.67947(9) 0.0275(3) Uani 1 1 d . . . . .
H16 H 0.682548 0.295644 0.664226 0.033 Uiso 1 1 calc R U . . .
C8 C 0.58354(13) 0.35629(7) 0.52559(9) 0.0276(3) Uani 1 1 d . . . . .
C17 C 0.79133(13) 0.33989(7) 0.73190(9) 0.0275(3) Uani 1 1 d . . . . .
C5 C 0.36969(14) 0.45535(7) 0.45419(10) 0.0313(4) Uani 1 1 d . . . . .
C7 C 0.48112(13) 0.38207(7) 0.51759(9) 0.0268(3) Uani 1 1 d . . . . .
C30 C 0.35260(13) 0.31579(7) 0.69138(9) 0.0274(3) Uani 1 1 d . . . . .
N52 N 0.88382(16) 0.47499(8) 0.88590(11) 0.0521(5) Uani 1 1 d . . . . .
C1 C 0.41402(13) 0.31178(7) 0.61718(9) 0.0276(3) Uani 1 1 d . . . . .
H1 H 0.490356 0.312343 0.634020 0.033 Uiso 1 1 calc R U . . .
C6 C 0.46709(13) 0.42741(7) 0.46476(9) 0.0287(3) Uani 1 1 d . . . . .
H6 H 0.524991 0.439492 0.435403 0.034 Uiso 1 1 calc R U . . .
C15 C 0.81818(13) 0.28788(8) 0.60446(9) 0.0308(4) Uani 1 1 d . . . . .
C29 C 0.24655(14) 0.30096(8) 0.69362(10) 0.0318(4) Uani 1 1 d . . . . .
H29 H 0.211330 0.287826 0.647383 0.038 Uiso 1 1 calc R U . . .
C10 C 0.77445(13) 0.31179(8) 0.53545(9) 0.0307(4) Uani 1 1 d . . . . .
C26 C 0.34614(14) 0.33700(8) 0.83016(10) 0.0326(4) Uani 1 1 d . . . . .
H26 H 0.381971 0.348909 0.876767 0.039 Uiso 1 1 calc R U . . .
C31 C 0.39535(14) 0.25396(7) 0.57740(10) 0.0322(4) Uani 1 1 d . . . . .
C21 C 0.74793(15) 0.41419(8) 0.82604(10) 0.0336(4) Uani 1 1 d . . . . .
H21 H 0.696126 0.433376 0.854856 0.040 Uiso 1 1 calc R U . . .
C37 C 0.76539(14) 0.23136(8) 0.72012(10) 0.0334(4) Uani 1 1 d . . . . .
C3 C 0.30215(14) 0.39119(8) 0.55194(10) 0.0329(4) Uani 1 1 d . . . . .
H3 H 0.244318 0.379296 0.581489 0.040 Uiso 1 1 calc R U . . .
C27 C 0.23889(14) 0.32369(8) 0.83121(10) 0.0346(4) Uani 1 1 d . . . . .
C4 C 0.28721(14) 0.43617(8) 0.49973(11) 0.0347(4) Uani 1 1 d . . . . .
H4 H 0.220103 0.454246 0.494764 0.042 Uiso 1 1 calc R U . . .
C28 C 0.19015(14) 0.30461(8) 0.76084(11) 0.0355(4) Uani 1 1 d . . . . .
H28 H 0.117683 0.294119 0.759522 0.043 Uiso 1 1 calc R U . . .
C20 C 0.85320(16) 0.43165(8) 0.83399(11) 0.0377(4) Uani 1 1 d . . . . .
N43 N 0.99076(14) 0.29380(13) 0.39895(11) 0.0694(7) Uani 1 1 d . . . . .
C18 C 0.89497(14) 0.35877(8) 0.73977(10) 0.0343(4) Uani 1 1 d . . . . .
H18 H 0.946795 0.340579 0.709875 0.041 Uiso 1 1 calc R U . . .
C19 C 0.92629(15) 0.40299(8) 0.78930(11) 0.0383(4) Uani 1 1 d . . . . .
H19 H 0.998479 0.413972 0.792907 0.046 Uiso 1 1 calc R U . . .
C11 C 0.83151(15) 0.31233(9) 0.46711(10) 0.0390(4) Uani 1 1 d . . . . .
H11 H 0.799750 0.328231 0.421199 0.047 Uiso 1 1 calc R U . . .
C36 C 0.34634(15) 0.24705(8) 0.50513(11) 0.0366(4) Uani 1 1 d . . . . .
H36 H 0.323089 0.279999 0.476827 0.044 Uiso 1 1 calc R U . . .
C48 C 0.25364(17) 0.52674(8) 0.39160(12) 0.0415(4) Uani 1 1 d . . . . .
H48A H 0.201212 0.498438 0.373223 0.062 Uiso 1 1 calc R U . . .
H48B H 0.257852 0.557853 0.353573 0.062 Uiso 1 1 calc R U . . .
H48C H 0.232749 0.542532 0.441390 0.062 Uiso 1 1 calc R U . . .
C47 C 0.43787(17) 0.51302(8) 0.34846(11) 0.0405(4) Uani 1 1 d . . . . .
H47A H 0.501279 0.525474 0.378087 0.061 Uiso 1 1 calc R U . . .
H47B H 0.413809 0.543969 0.313573 0.061 Uiso 1 1 calc R U . . .
H47C H 0.454292 0.478878 0.317949 0.061 Uiso 1 1 calc R U . . .
C14 C 0.91783(14) 0.26329(9) 0.60061(11) 0.0388(4) Uani 1 1 d . . . . .
H14 H 0.947929 0.245195 0.645565 0.047 Uiso 1 1 calc R U . . .
C12 C 0.93374(15) 0.29007(11) 0.46504(11) 0.0475(5) Uani 1 1 d . . . . .
C13 C 0.97515(15) 0.26420(11) 0.53339(12) 0.0467(5) Uani 1 1 d . . . . .
H13 H 1.043216 0.247108 0.533630 0.056 Uiso 1 1 calc R U . . .
C42 C 0.83400(16) 0.21988(9) 0.78271(11) 0.0410(4) Uani 1 1 d . . . . .
H42 H 0.877769 0.249694 0.803462 0.049 Uiso 1 1 calc R U . . .
C35 C 0.33045(17) 0.19300(9) 0.47312(12) 0.0441(5) Uani 1 1 d . . . . .
H35 H 0.295921 0.189373 0.423533 0.053 Uiso 1 1 calc R U . . .
C38 C 0.7007(2) 0.18686(9) 0.69196(12) 0.0473(5) Uani 1 1 d . . . . .
H38 H 0.652914 0.193803 0.649266 0.057 Uiso 1 1 calc R U . . .
C51 C 0.23906(18) 0.34459(11) 0.97042(11) 0.0478(5) Uani 1 1 d . . . . .
H51A H 0.286659 0.313075 0.985813 0.072 Uiso 1 1 calc R U . . .
H51B H 0.188653 0.351136 1.011187 0.072 Uiso 1 1 calc R U . . .
H51C H 0.280272 0.379615 0.962721 0.072 Uiso 1 1 calc R U . . .
C50 C 0.09026(17) 0.29240(12) 0.90677(13) 0.0515(6) Uani 1 1 d . . . . .
H50A H 0.034667 0.303233 0.868534 0.077 Uiso 1 1 calc R U . . .
H50B H 0.063932 0.296686 0.959132 0.077 Uiso 1 1 calc R U . . .
H50C H 0.110702 0.252333 0.898431 0.077 Uiso 1 1 calc R U . . .
C34 C 0.3640(2) 0.14476(9) 0.51221(13) 0.0574(6) Uani 1 1 d . . . . .
H34 H 0.352264 0.107663 0.490585 0.069 Uiso 1 1 calc R U . . .
C41 C 0.8396(2) 0.16515(10) 0.81560(13) 0.0523(5) Uani 1 1 d . . . . .
H41 H 0.888002 0.157863 0.857844 0.063 Uiso 1 1 calc R U . . .
C54 C 0.8038(2) 0.50874(9) 0.92277(14) 0.0551(6) Uani 1 1 d . . . . .
H54A H 0.758468 0.527323 0.882941 0.083 Uiso 1 1 calc R U . . .
H54B H 0.837914 0.538150 0.955755 0.083 Uiso 1 1 calc R U . . .
H54C H 0.761045 0.483588 0.954554 0.083 Uiso 1 1 calc R U . . .
C45 C 0.94343(19) 0.31637(13) 0.32828(12) 0.0613(7) Uani 1 1 d . . . . .
H45A H 0.886412 0.290820 0.309798 0.092 Uiso 1 1 calc R U . . .
H45B H 0.996929 0.318989 0.288892 0.092 Uiso 1 1 calc R U . . .
H45C H 0.914698 0.354682 0.337986 0.092 Uiso 1 1 calc R U . . .
C40 C 0.7758(2) 0.12186(10) 0.78739(14) 0.0606(7) Uani 1 1 d . . . . .
H40 H 0.779739 0.084664 0.809994 0.073 Uiso 1 1 calc R U . . .
C44 C 1.09710(18) 0.27230(14) 0.39967(15) 0.0651(7) Uani 1 1 d . . . . .
H44A H 1.139499 0.291859 0.440349 0.098 Uiso 1 1 calc R U . . .
H44B H 1.127531 0.279500 0.349208 0.098 Uiso 1 1 calc R U . . .
H44C H 1.096764 0.230887 0.409935 0.098 Uiso 1 1 calc R U . . .
C39 C 0.7052(2) 0.13270(10) 0.72542(14) 0.0610(7) Uani 1 1 d . . . . .
H39 H 0.660153 0.102993 0.706018 0.073 Uiso 1 1 calc R U . . .
C53 C 0.9908(2) 0.49426(11) 0.88800(16) 0.0630(7) Uani 1 1 d . . . . .
H53A H 1.038065 0.461326 0.896201 0.094 Uiso 1 1 calc R U . . .
H53B H 1.001849 0.521768 0.930533 0.094 Uiso 1 1 calc R U . . .
H53C H 1.005861 0.512909 0.838722 0.094 Uiso 1 1 calc R U . . .
C32 C 0.4305(3) 0.20520(10) 0.61590(12) 0.0628(7) Uani 1 1 d . . . . .
H32 H 0.465678 0.208817 0.665240 0.075 Uiso 1 1 calc R U . . .
C33 C 0.4154(3) 0.15120(10) 0.58397(14) 0.0845(11) Uani 1 1 d . . . . .
H33 H 0.440457 0.118256 0.611459 0.101 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
N46 C5 1.378(2) . ?
N46 C48 1.444(2) . ?
N46 C47 1.449(3) . ?
N49 C27 1.393(2) . ?
N49 C51 1.461(3) . ?
N49 C50 1.460(3) . ?
C24 C23 1.202(2) . ?
C24 C25 1.435(2) . ?
C23 C22 1.435(2) . ?
C25 C30 1.404(2) . ?
C25 C26 1.408(2) . ?
C22 C17 1.410(2) . ?
C22 C21 1.406(2) . ?
C2 C7 1.407(2) . ?
C2 C1 1.525(2) . ?
C2 C3 1.388(2) . ?
C9 C8 1.201(2) . ?
C9 C10 1.432(2) . ?
C16 H16 1.0000 . ?
C16 C17 1.528(2) . ?
C16 C15 1.523(2) . ?
C16 C37 1.526(2) . ?
C8 C7 1.432(2) . ?
C17 C18 1.387(2) . ?
C5 C6 1.401(2) . ?
C5 C4 1.404(3) . ?
C7 C6 1.402(2) . ?
C30 C1 1.526(2) . ?
C30 C29 1.390(2) . ?
N52 C20 1.394(2) . ?
N52 C54 1.449(3) . ?
N52 C53 1.427(3) . ?
C1 H1 1.0000 . ?
C1 C31 1.525(2) . ?
C6 H6 0.9500 . ?
C15 C10 1.409(2) . ?
C15 C14 1.391(2) . ?
C29 H29 0.9500 . ?
C29 C28 1.388(3) . ?
C10 C11 1.407(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.395(3) . ?
C31 C36 1.381(3) . ?
C31 C32 1.380(3) . ?
C21 H21 0.9500 . ?
C21 C20 1.397(3) . ?
C37 C42 1.387(3) . ?
C37 C38 1.397(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(2) . ?
C27 C28 1.413(3) . ?
C4 H4 0.9500 . ?
C28 H28 0.9500 . ?
C20 C19 1.397(3) . ?
N43 C12 1.376(3) . ?
N43 C45 1.438(3) . ?
N43 C44 1.438(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(3) . ?
C19 H19 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.397(3) . ?
C36 H36 0.9500 . ?
C36 C35 1.386(3) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.392(3) . ?
C12 C13 1.408(3) . ?
C13 H13 0.9500 . ?
C42 H42 0.9500 . ?
C42 C41 1.395(3) . ?
C35 H35 0.9500 . ?
C35 C34 1.369(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.387(3) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C34 H34 0.9500 . ?
C34 C33 1.386(4) . ?
C41 H41 0.9500 . ?
C41 C40 1.370(4) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C40 H40 0.9500 . ?
C40 C39 1.391(4) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C39 H39 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C32 H32 0.9500 . ?
C32 C33 1.383(3) . ?
C33 H33 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
C5 N46 C48 119.97(16) . . ?
C5 N46 C47 120.02(16) . . ?
C48 N46 C47 119.50(15) . . ?
C27 N49 C51 118.32(16) . . ?
C27 N49 C50 117.78(18) . . ?
C50 N49 C51 115.22(16) . . ?
C23 C24 C25 178.48(18) . . ?
C24 C23 C22 176.71(17) . . ?
C30 C25 C24 120.84(14) . . ?
C30 C25 C26 121.15(16) . . ?
C26 C25 C24 117.97(15) . . ?
C17 C22 C23 121.39(15) . . ?
C21 C22 C23 117.71(15) . . ?
C21 C22 C17 120.87(16) . . ?
C7 C2 C1 120.17(14) . . ?
C3 C2 C7 116.45(15) . . ?
C3 C2 C1 123.31(15) . . ?
C8 C9 C10 177.18(17) . . ?
C17 C16 H16 106.5 . . ?
C15 C16 H16 106.5 . . ?
C15 C16 C17 112.97(14) . . ?
C15 C16 C37 110.30(13) . . ?
C37 C16 H16 106.5 . . ?
C37 C16 C17 113.51(13) . . ?
C9 C8 C7 178.14(18) . . ?
C22 C17 C16 121.11(14) . . ?
C18 C17 C22 116.48(15) . . ?
C18 C17 C16 122.39(15) . . ?
N46 C5 C6 121.58(16) . . ?
N46 C5 C4 121.63(16) . . ?
C6 C5 C4 116.79(15) . . ?
C2 C7 C8 120.63(14) . . ?
C6 C7 C2 121.29(15) . . ?
C6 C7 C8 118.07(15) . . ?
C25 C30 C1 120.92(15) . . ?
C29 C30 C25 116.86(15) . . ?
C29 C30 C1 122.19(15) . . ?
C20 N52 C54 119.46(19) . . ?
C20 N52 C53 119.0(2) . . ?
C53 N52 C54 119.90(19) . . ?
C2 C1 C30 114.10(13) . . ?
C2 C1 H1 105.9 . . ?
C2 C1 C31 113.35(13) . . ?
C30 C1 H1 105.9 . . ?
C31 C1 C30 110.86(14) . . ?
C31 C1 H1 105.9 . . ?
C5 C6 C7 121.58(16) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C10 C15 C16 121.08(15) . . ?
C14 C15 C16 122.09(15) . . ?
C14 C15 C10 116.82(16) . . ?
C30 C29 H29 118.7 . . ?
C28 C29 C30 122.51(16) . . ?
C28 C29 H29 118.7 . . ?
C15 C10 C9 121.59(15) . . ?
C11 C10 C9 117.50(15) . . ?
C11 C10 C15 120.91(16) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.47(16) . . ?
C27 C26 H26 119.3 . . ?
C36 C31 C1 124.47(15) . . ?
C32 C31 C1 117.84(16) . . ?
C32 C31 C36 117.70(18) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 C22 121.49(17) . . ?
C20 C21 H21 119.3 . . ?
C42 C37 C16 123.48(17) . . ?
C42 C37 C38 118.09(18) . . ?
C38 C37 C16 118.41(16) . . ?
C2 C3 H3 118.6 . . ?
C2 C3 C4 122.82(16) . . ?
C4 C3 H3 118.6 . . ?
N49 C27 C26 121.73(17) . . ?
N49 C27 C28 121.30(17) . . ?
C26 C27 C28 116.96(16) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 121.07(16) . . ?
C3 C4 H4 119.5 . . ?
C29 C28 C27 121.00(17) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
N52 C20 C21 121.02(19) . . ?
N52 C20 C19 121.70(18) . . ?
C21 C20 C19 117.26(16) . . ?
C12 N43 C45 120.70(19) . . ?
C12 N43 C44 119.5(2) . . ?
C44 N43 C45 119.71(19) . . ?
C17 C18 H18 118.5 . . ?
C19 C18 C17 122.93(17) . . ?
C19 C18 H18 118.5 . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 120.94(17) . . ?
C18 C19 H19 119.5 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.66(17) . . ?
C12 C11 H11 119.2 . . ?
C31 C36 H36 119.4 . . ?
C31 C36 C35 121.28(17) . . ?
C35 C36 H36 119.4 . . ?
N46 C48 H48A 109.5 . . ?
N46 C48 H48B 109.5 . . ?
N46 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N46 C47 H47A 109.5 . . ?
N46 C47 H47B 109.5 . . ?
N46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C15 C14 H14 118.7 . . ?
C15 C14 C13 122.50(18) . . ?
C13 C14 H14 118.7 . . ?
N43 C12 C11 121.0(2) . . ?
N43 C12 C13 122.0(2) . . ?
C11 C12 C13 117.01(17) . . ?
C14 C13 C12 120.97(18) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C37 C42 H42 119.6 . . ?
C37 C42 C41 120.9(2) . . ?
C41 C42 H42 119.6 . . ?
C36 C35 H35 119.7 . . ?
C34 C35 C36 120.68(19) . . ?
C34 C35 H35 119.7 . . ?
C37 C38 H38 119.5 . . ?
C39 C38 C37 121.0(2) . . ?
C39 C38 H38 119.5 . . ?
N49 C51 H51A 109.5 . . ?
N49 C51 H51B 109.5 . . ?
N49 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
N49 C50 H50A 109.5 . . ?
N49 C50 H50B 109.5 . . ?
N49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C35 C34 H34 120.7 . . ?
C35 C34 C33 118.6(2) . . ?
C33 C34 H34 120.7 . . ?
C42 C41 H41 119.8 . . ?
C40 C41 C42 120.4(2) . . ?
C40 C41 H41 119.8 . . ?
N52 C54 H54A 109.5 . . ?
N52 C54 H54B 109.5 . . ?
N52 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N43 C45 H45A 109.5 . . ?
N43 C45 H45B 109.5 . . ?
N43 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C41 C40 H40 120.2 . . ?
C41 C40 C39 119.6(2) . . ?
C39 C40 H40 120.2 . . ?
N43 C44 H44A 109.5 . . ?
N43 C44 H44B 109.5 . . ?
N43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C38 C39 C40 120.0(2) . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
N52 C53 H53A 109.5 . . ?
N52 C53 H53B 109.5 . . ?
N52 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C31 C32 H32 119.4 . . ?
C31 C32 C33 121.2(2) . . ?
C33 C32 H32 119.4 . . ?
C34 C33 H33 119.7 . . ?
C32 C33 C34 120.5(2) . . ?
C32 C33 H33 119.7 . . ?

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
N46 C5 C6 C7 -178.97(15) . . . . ?
N46 C5 C4 C3 179.01(17) . . . . ?
N49 C27 C28 C29 177.49(17) . . . . ?
C24 C25 C30 C1 -2.5(2) . . . . ?
C24 C25 C30 C29 175.65(15) . . . . ?
C24 C25 C26 C27 -177.63(16) . . . . ?
C23 C22 C17 C16 -3.8(2) . . . . ?
C23 C22 C17 C18 177.55(15) . . . . ?
C23 C22 C21 C20 -178.84(15) . . . . ?
C25 C30 C1 C2 -100.44(17) . . . . ?
C25 C30 C1 C31 130.12(16) . . . . ?
C25 C30 C29 C28 2.0(2) . . . . ?
C25 C26 C27 N49 -177.41(17) . . . . ?
C25 C26 C27 C28 1.8(3) . . . . ?
C22 C17 C18 C19 1.1(2) . . . . ?
C22 C21 C20 N52 -177.22(17) . . . . ?
C22 C21 C20 C19 1.3(3) . . . . ?
C2 C7 C6 C5 -0.4(2) . . . . ?
C2 C1 C31 C36 -13.9(2) . . . . ?
C2 C1 C31 C32 165.6(2) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C9 C10 C11 C12 179.35(19) . . . . ?
C16 C17 C18 C19 -177.54(16) . . . . ?
C16 C15 C10 C9 -2.9(3) . . . . ?
C16 C15 C10 C11 177.32(17) . . . . ?
C16 C15 C14 C13 -176.60(18) . . . . ?
C16 C37 C42 C41 -177.45(18) . . . . ?
C16 C37 C38 C39 178.5(2) . . . . ?
C8 C7 C6 C5 -179.24(15) . . . . ?
C17 C22 C21 C20 -0.9(2) . . . . ?
C17 C16 C15 C10 -96.21(19) . . . . ?
C17 C16 C15 C14 83.4(2) . . . . ?
C17 C16 C37 C42 -27.0(2) . . . . ?
C17 C16 C37 C38 154.40(17) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C7 C2 C1 C30 146.32(15) . . . . ?
C7 C2 C1 C31 -85.51(18) . . . . ?
C7 C2 C3 C4 -0.1(3) . . . . ?
C30 C25 C26 C27 0.0(3) . . . . ?
C30 C1 C31 C36 115.90(19) . . . . ?
C30 C1 C31 C32 -64.6(2) . . . . ?
C30 C29 C28 C27 -0.2(3) . . . . ?
N52 C20 C19 C18 177.95(18) . . . . ?
C1 C2 C7 C8 -3.9(2) . . . . ?
C1 C2 C7 C6 177.31(14) . . . . ?
C1 C2 C3 C4 -177.18(16) . . . . ?
C1 C30 C29 C28 -179.87(16) . . . . ?
C1 C31 C36 C35 -178.87(18) . . . . ?
C1 C31 C32 C33 179.3(3) . . . . ?
C6 C5 C4 C3 -0.7(3) . . . . ?
C15 C16 C17 C22 143.79(15) . . . . ?
C15 C16 C17 C18 -37.6(2) . . . . ?
C15 C16 C37 C42 100.97(19) . . . . ?
C15 C16 C37 C38 -77.7(2) . . . . ?
C15 C10 C11 C12 -0.9(3) . . . . ?
C15 C14 C13 C12 -0.5(3) . . . . ?
C29 C30 C1 C2 81.54(19) . . . . ?
C29 C30 C1 C31 -47.9(2) . . . . ?
C10 C15 C14 C13 3.0(3) . . . . ?
C10 C11 C12 N43 -176.3(2) . . . . ?
C10 C11 C12 C13 3.3(3) . . . . ?
C26 C25 C30 C1 179.94(15) . . . . ?
C26 C25 C30 C29 -1.9(2) . . . . ?
C26 C27 C28 C29 -1.7(3) . . . . ?
C31 C36 C35 C34 -0.6(3) . . . . ?
C31 C32 C33 C34 -0.2(5) . . . . ?
C21 C22 C17 C16 178.32(14) . . . . ?
C21 C22 C17 C18 -0.4(2) . . . . ?
C21 C20 C19 C18 -0.5(3) . . . . ?
C37 C16 C17 C22 -89.67(18) . . . . ?
C37 C16 C17 C18 88.93(19) . . . . ?
C37 C16 C15 C10 135.56(17) . . . . ?
C37 C16 C15 C14 -44.9(2) . . . . ?
C37 C42 C41 C40 -1.2(3) . . . . ?
C37 C38 C39 C40 -0.8(4) . . . . ?
C3 C2 C7 C8 178.86(15) . . . . ?
C3 C2 C7 C6 0.1(2) . . . . ?
C3 C2 C1 C30 -36.7(2) . . . . ?
C3 C2 C1 C31 91.51(19) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
N43 C12 C13 C14 177.0(2) . . . . ?
C11 C12 C13 C14 -2.7(3) . . . . ?
C36 C31 C32 C33 -1.2(4) . . . . ?
C36 C35 C34 C33 -0.8(4) . . . . ?
C48 N46 C5 C6 179.43(16) . . . . ?
C48 N46 C5 C4 -0.3(3) . . . . ?
C47 N46 C5 C6 7.6(3) . . . . ?
C47 N46 C5 C4 -172.03(17) . . . . ?
C14 C15 C10 C9 177.48(17) . . . . ?
C14 C15 C10 C11 -2.3(3) . . . . ?
C42 C37 C38 C39 -0.3(3) . . . . ?
C42 C41 C40 C39 0.1(4) . . . . ?
C35 C34 C33 C32 1.3(5) . . . . ?
C38 C37 C42 C41 1.2(3) . . . . ?
C51 N49 C27 C26 -6.2(3) . . . . ?
C51 N49 C27 C28 174.65(18) . . . . ?
C50 N49 C27 C26 -152.38(19) . . . . ?
C50 N49 C27 C28 28.5(3) . . . . ?
C41 C40 C39 C38 0.8(4) . . . . ?
C54 N52 C20 C21 -10.1(3) . . . . ?
C54 N52 C20 C19 171.45(19) . . . . ?
C45 N43 C12 C11 -5.3(4) . . . . ?
C45 N43 C12 C13 175.1(2) . . . . ?
C44 N43 C12 C11 177.8(2) . . . . ?
C44 N43 C12 C13 -1.9(4) . . . . ?
C53 N52 C20 C21 -175.5(2) . . . . ?
C53 N52 C20 C19 6.0(3) . . . . ?
C32 C31 C36 C35 1.6(3) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 436 electrons were 
found in a volume of 1674Å³ in 1 void per unit cell. 
This is consistent with the presence of 
2[C7H8] per formula unit 
which account for 400 electrons 
per unit cell.
;
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 -0.280 0.000 -0.780 837.0 217.9 '4 toluene'
2 -0.521 0.500 -0.021 837.0 217.9 '4 toluene'

_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 1.242
_oxdiff_exptl_absorpt_empirical_full_min 0.848
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene/hexane'
