# Electronic Supplementary Material (ESI) for Materials Horizons.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_tx7026d
_database_code_depnum_ccdc_archive 'CCDC 2103898'
loop_
_audit_author_name
_audit_author_address
'Dawei Zhang'
;ICCAS
China
;
_audit_update_record             
;
2021-08-18 deposited with the CCDC.	2021-10-14 downloaded from the CCDC.
;
_audit_creation_date             2021-08-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C43 H32 N4 O'
_chemical_formula_sum            'C43 H32 N4 O'
_chemical_formula_weight         620.72
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.29020(10)
_cell_length_b                   12.93280(10)
_cell_length_c                   29.8623(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3201.70(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    32541
_cell_measurement_temperature    170.01(18)
_cell_measurement_theta_max      75.1780
_cell_measurement_theta_min      2.9280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            43970
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.276
_diffrn_reflns_theta_min         2.960
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.01(18)
_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 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00 -13.00   0.50    0.05    --  -47.57 113.00 107.00  136
  2  ω     26.00  51.00   0.50    0.05    --   47.57-113.00  15.00   50
  3  ω   -105.00 -60.00   0.50    0.05    --  -99.00 113.00 107.00   90
  4  ω   -143.00 -93.00   0.50    0.05    --  -99.00-113.00  15.00  100
  5  ω     88.00 150.00   0.50    0.05    --  103.25 113.00 107.00  124
  6  ω     59.00 109.00   0.50    0.05    --  103.25-113.00  15.00  100
  7  ω   -119.00 -93.00   0.50    0.05    --  -47.57 -38.00  90.00   52
  8  ω   -108.00 -74.00   0.50    0.05    --  -47.57-125.00-120.00   68
  9  ω   -119.00 -33.00   0.50    0.05    --  -47.57 -57.00  60.00  172
 10  ω   -116.00 -84.00   0.50    0.05    --  -47.57-125.00  90.00   64
 11  ω    -21.00  20.00   0.50    0.05    --  -47.57  19.00   0.00   82
 12  ω    -72.00 -35.00   0.50    0.05    --  -47.57 -38.00  90.00   74
 13  ω    -24.00  47.00   0.50    0.05    --   47.57 -38.00 150.00  142
 14  ω    -25.00  47.00   0.50    0.05    --   47.57 -38.00 -90.00  144
 15  ω   -116.00 -83.00   0.50    0.05    --  -99.00-125.00   0.00   66
 16  ω    -53.00 -27.00   0.50    0.05    --  -99.00 125.00-180.00   52
 17  ω   -112.00 -79.00   0.50    0.05    --  -99.00 125.00-180.00   66
 18  ω   -167.00-128.00   0.50    0.05    --  -99.00-125.00   0.00   78
 19  ω   -137.00 -88.00   0.50    0.05    --  -99.00 -45.00-150.00   98
 20  ω   -168.00-143.00   0.50    0.05    --  -99.00 -45.00-150.00   50
 21  ω    -68.00 -42.00   0.50    0.05    --  -99.00  61.00 120.00   52
 22  ω   -108.00 -83.00   0.50    0.05    --  -99.00 -59.00  50.45   50
 23  ω    -63.00 -30.00   0.50    0.05    --  -99.00 125.00  30.00   66
 24  ω   -163.00-131.00   0.50    0.05    --  -99.00 -46.00-140.80   64
 25  ω   -167.00 -86.00   0.50    0.05    --  -99.00 -49.00  80.40  162
 26  ω   -148.00 -85.00   0.50    0.05    --  -99.00 -56.00 134.15  126
 27  ω   -124.00 -72.00   0.50    0.05    --  -99.00 142.00  29.77  104
 28  ω    -60.00 -26.00   0.50    0.05    --  -99.00 142.00  29.77   68
 29  ω   -112.00 -81.00   0.50    0.05    --  -99.00 125.00  30.00   62
 30  ω   -168.00-115.00   0.50    0.05    --  -99.00 -59.00  50.45  106
 31  ω    -56.00 -26.00   0.50    0.05    --  -99.00  61.00  60.00   60
 32  ω     31.00  65.00   0.50    0.05    --  103.25 -77.00   0.00   68
 33  ω     31.00 111.00   0.50    0.05    --  103.25-125.00   0.00  160
 34  ω     48.00 106.00   0.50    0.05    --  103.25 -94.00-150.00  116
 35  ω     33.00  94.00   0.50    0.05    --  103.25-125.00-150.00  122
 36  ω    122.00 156.00   0.50    0.05    --  103.25  30.00 -90.00   68
 37  ω     33.00  70.00   0.50    0.05    --  103.25 -61.00 150.00   74
 38  ω     41.00  74.00   0.50    0.05    --  103.25 -61.00 -90.00   66
 39  ω     66.00  92.00   0.50    0.05    --  103.25 -94.00-180.00   52
 40  ω     35.00 100.00   0.50    0.05    --  103.25 -94.00 -90.00  130
 41  ω     93.00 119.00   0.50    0.05    --  103.25  30.00 -90.00   52
 42  ω     49.00  74.00   0.50    0.05    --  103.25 -61.00   0.00   50
 43  ω     31.00  56.00   0.50    0.05    --  103.25 -61.00 -30.00   50
 44  ω     59.00  86.00   0.50    0.05    --  103.25 -94.00 -60.00   54
 45  ω     67.00  93.00   0.50    0.05    --  103.25 -77.00   0.00   52
 46  ω     32.00  75.00   0.50    0.05    --  103.25 -61.00-120.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1461672000
_diffrn_orient_matrix_UB_12      0.0482379000
_diffrn_orient_matrix_UB_13      0.0240595000
_diffrn_orient_matrix_UB_21      -0.0580088000
_diffrn_orient_matrix_UB_22      -0.0466064000
_diffrn_orient_matrix_UB_23      0.0446551000
_diffrn_orient_matrix_UB_31      0.0990745000
_diffrn_orient_matrix_UB_32      -0.0984287000
_diffrn_orient_matrix_UB_33      -0.0093770000
_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              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.746
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.963
_reflns_number_gt                6317
_reflns_number_total             6470
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.130
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 2657 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0316
_refine_ls_restrained_S_all      1.031
_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)+(0.0452P)²+0.5176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0817
_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:
 C28(H28A,H28B), C21(H21A,H21B), C27(H27A,H27B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C46(H46), C16(H16), C44(H44), C48(H48), C47(H47), C45(H45), C3(H3),
 C13(H13), C42(H42), C25(H25), C11(H11), C4(H4), C38(H38), C40(H40), C41(H41),
 C12(H12), C6(H6), C10(H10), C24(H24), C39(H39), C5(H5), C29(H29), C30(H30)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
N36 N 0.80887(16) 0.48991(10) 0.33672(5) 0.0275(3) Uani 1 1 d . . . . .
O8 O 0.16353(18) -0.07380(10) 0.38440(6) 0.0510(4) Uani 1 1 d . . . . .
N34 N 0.82683(17) 0.49721(10) 0.41576(4) 0.0269(3) Uani 1 1 d . . . . .
N32 N 0.95963(16) 0.62363(10) 0.37151(4) 0.0274(3) Uani 1 1 d . . . . .
N1 N 0.33917(18) 0.11377(11) 0.38281(5) 0.0367(3) Uani 1 1 d . . . . .
C35 C 0.76580(18) 0.45845(12) 0.37774(5) 0.0249(3) Uani 1 1 d . . . . .
C33 C 0.92264(18) 0.57990(11) 0.41076(5) 0.0251(3) Uani 1 1 d . . . . .
C43 C 0.99632(19) 0.62426(12) 0.45157(5) 0.0262(3) Uani 1 1 d . . . . .
C31 C 0.90709(18) 0.57200(12) 0.33545(5) 0.0258(3) Uani 1 1 d . . . . .
C15 C 0.4337(2) 0.20670(12) 0.38149(6) 0.0298(3) Uani 1 1 d . . . . .
C19 C 0.60562(19) 0.32127(11) 0.34197(5) 0.0257(3) Uani 1 1 d . . . . .
H19 H 0.661168 0.337268 0.315820 0.031 Uiso 1 1 calc R U . . .
C18 C 0.64588(19) 0.37395(11) 0.38099(5) 0.0251(3) Uani 1 1 d . . . . .
C46 C 1.1405(2) 0.70623(16) 0.52768(6) 0.0395(4) Uani 1 1 d . . . . .
H46 H 1.188857 0.733758 0.553126 0.047 Uiso 1 1 calc R U . . .
C37 C 0.96442(19) 0.60700(13) 0.29099(5) 0.0280(3) Uani 1 1 d . . . . .
C16 C 0.4677(2) 0.26160(14) 0.42047(6) 0.0340(4) Uani 1 1 d . . . . .
H16 H 0.430722 0.236023 0.447703 0.041 Uiso 1 1 calc R U . . .
C2 C 0.4111(2) 0.02029(12) 0.36853(6) 0.0311(3) Uani 1 1 d . . . . .
C17 C 0.5553(2) 0.35365(13) 0.42006(6) 0.0317(4) Uani 1 1 d . . . . .
C20 C 0.4863(2) 0.24582(11) 0.34017(6) 0.0284(3) Uani 1 1 d . . . . .
C9 C 0.0996(2) 0.01583(14) 0.40214(6) 0.0365(4) Uani 1 1 d . . . . .
C44 C 1.0731(2) 0.71974(13) 0.44997(6) 0.0341(4) Uani 1 1 d . . . . .
H44 H 1.076717 0.756387 0.423199 0.041 Uiso 1 1 calc R U . . .
C14 C 0.1834(2) 0.10944(14) 0.40174(6) 0.0327(4) Uani 1 1 d . . . . .
C48 C 0.9925(2) 0.56994(13) 0.49203(6) 0.0302(3) Uani 1 1 d . . . . .
H48 H 0.941002 0.506153 0.493631 0.036 Uiso 1 1 calc R U . . .
C47 C 1.0656(2) 0.61131(15) 0.52980(6) 0.0354(4) Uani 1 1 d . . . . .
H47 H 1.064024 0.574820 0.556630 0.042 Uiso 1 1 calc R U . . .
C45 C 1.1441(3) 0.76059(15) 0.48799(7) 0.0421(4) Uani 1 1 d . . . . .
H45 H 1.194339 0.824819 0.486763 0.051 Uiso 1 1 calc R U . . .
C3 C 0.5698(2) 0.01369(13) 0.35376(6) 0.0359(4) Uani 1 1 d . . . . .
H3 H 0.632095 0.073394 0.352358 0.043 Uiso 1 1 calc R U . . .
C13 C 0.1034(2) 0.19572(15) 0.41835(7) 0.0397(4) Uani 1 1 d . . . . .
H13 H 0.156851 0.258925 0.419189 0.048 Uiso 1 1 calc R U . . .
C7 C 0.3224(2) -0.07177(14) 0.37029(6) 0.0355(4) Uani 1 1 d . . . . .
C42 C 0.9355(2) 0.54720(15) 0.25311(6) 0.0369(4) Uani 1 1 d . . . . .
H42 H 0.874785 0.486959 0.255463 0.044 Uiso 1 1 calc R U . . .
C25 C 0.2007(2) 0.39153(16) 0.34804(8) 0.0469(5) Uani 1 1 d . . . . .
H25 H 0.115501 0.344848 0.346642 0.056 Uiso 1 1 calc R U . . .
C11 C -0.1345(2) 0.09660(18) 0.43376(7) 0.0463(5) Uani 1 1 d . . . . .
H11 H -0.240332 0.092399 0.443964 0.056 Uiso 1 1 calc R U . . .
C4 C 0.6369(3) -0.07961(15) 0.34114(7) 0.0422(4) Uani 1 1 d . . . . .
H4 H 0.743032 -0.082022 0.331141 0.051 Uiso 1 1 calc R U . . .
C38 C 1.0544(2) 0.69712(15) 0.28676(6) 0.0394(4) Uani 1 1 d . . . . .
H38 H 1.074979 0.737677 0.311832 0.047 Uiso 1 1 calc R U . . .
C40 C 1.0844(3) 0.66697(17) 0.20789(7) 0.0451(5) Uani 1 1 d . . . . .
H40 H 1.123869 0.687366 0.180107 0.054 Uiso 1 1 calc R U . . .
C41 C 0.9965(2) 0.57692(17) 0.21197(6) 0.0428(4) Uani 1 1 d . . . . .
H41 H 0.978249 0.535902 0.186895 0.051 Uiso 1 1 calc R U . . .
C26 C 0.2965(3) 0.40817(17) 0.31011(8) 0.0515(6) Uani 1 1 d . . . . .
C12 C -0.0547(2) 0.18984(18) 0.43376(7) 0.0441(5) Uani 1 1 d . . . . .
H12 H -0.106507 0.249018 0.444067 0.053 Uiso 1 1 calc R U . . .
C28 C 0.4036(3) 0.22407(16) 0.29637(6) 0.0447(5) Uani 1 1 d . . . . .
H28A H 0.323022 0.170703 0.300841 0.054 Uiso 1 1 calc R U . . .
H28B H 0.482314 0.198046 0.275128 0.054 Uiso 1 1 calc R U . . .
C6 C 0.3892(3) -0.16507(14) 0.35821(7) 0.0430(5) Uani 1 1 d . . . . .
H6 H 0.328134 -0.225258 0.360077 0.052 Uiso 1 1 calc R U . . .
C10 C -0.0562(2) 0.00950(17) 0.41850(7) 0.0440(5) Uani 1 1 d . . . . .
H10 H -0.108542 -0.054083 0.419199 0.053 Uiso 1 1 calc R U . . .
C24 C 0.2311(2) 0.44343(15) 0.38736(9) 0.0493(5) Uani 1 1 d . . . . .
H24 H 0.166106 0.431129 0.412172 0.059 Uiso 1 1 calc R U . . .
C39 C 1.1133(3) 0.72666(17) 0.24542(7) 0.0512(5) Uani 1 1 d . . . . .
H39 H 1.172895 0.787268 0.242821 0.061 Uiso 1 1 calc R U . . .
C23 C 0.3579(3) 0.51436(14) 0.39073(10) 0.0535(6) Uani 1 1 d . . . . .
C21 C 0.5199(3) 0.43506(18) 0.45527(7) 0.0523(6) Uani 1 1 d . . . . .
H21A H 0.619879 0.454719 0.469814 0.063 Uiso 1 1 calc R U . . .
H21B H 0.449395 0.405657 0.477859 0.063 Uiso 1 1 calc R U . . .
C5 C 0.5467(3) -0.16947(14) 0.34331(7) 0.0460(5) Uani 1 1 d . . . . .
H5 H 0.591870 -0.232312 0.334820 0.055 Uiso 1 1 calc R U . . .
C29 C 0.3960(3) 0.49495(18) 0.31084(10) 0.0584(6) Uani 1 1 d . . . . .
H29 H 0.443683 0.517903 0.284460 0.070 Uiso 1 1 calc R U . . .
C30 C 0.4246(3) 0.54748(15) 0.35060(11) 0.0600(7) Uani 1 1 d . . . . .
H30 H 0.489706 0.606035 0.350331 0.072 Uiso 1 1 calc R U . . .
C27 C 0.3200(3) 0.3230(2) 0.27617(7) 0.0611(7) Uani 1 1 d . . . . .
H27A H 0.385323 0.348989 0.251684 0.073 Uiso 1 1 calc R U . . .
H27B H 0.215823 0.303538 0.264024 0.073 Uiso 1 1 calc R U . . .
C22 C 0.4378(3) 0.53453(18) 0.43503(10) 0.0654(8) Uani 1 1 d . . . . .
H22A H 0.357837 0.560142 0.455989 0.079 Uiso 1 1 calc R U . . .
H22B H 0.518886 0.587889 0.431243 0.079 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
N36 C35 1.339(2) . ?
N36 C31 1.338(2) . ?
O8 C9 1.380(3) . ?
O8 C7 1.383(2) . ?
N34 C35 1.340(2) . ?
N34 C33 1.340(2) . ?
N32 C33 1.337(2) . ?
N32 C31 1.340(2) . ?
N1 C15 1.435(2) . ?
N1 C2 1.414(2) . ?
N1 C14 1.410(2) . ?
C35 C18 1.480(2) . ?
C33 C43 1.479(2) . ?
C43 C44 1.390(2) . ?
C43 C48 1.398(2) . ?
C31 C37 1.481(2) . ?
C15 C16 1.392(2) . ?
C15 C20 1.403(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.390(2) . ?
C19 C20 1.390(2) . ?
C18 C17 1.412(2) . ?
C46 H46 0.9300 . ?
C46 C47 1.377(3) . ?
C46 C45 1.378(3) . ?
C37 C42 1.391(2) . ?
C37 C38 1.389(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.395(2) . ?
C2 C3 1.390(3) . ?
C2 C7 1.400(2) . ?
C17 C21 1.517(3) . ?
C20 C28 1.503(3) . ?
C9 C14 1.396(2) . ?
C9 C10 1.384(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.384(3) . ?
C14 C13 1.390(3) . ?
C48 H48 0.9300 . ?
C48 C47 1.388(2) . ?
C47 H47 0.9300 . ?
C45 H45 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.381(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.392(3) . ?
C7 C6 1.376(3) . ?
C42 H42 0.9300 . ?
C42 C41 1.383(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.400(3) . ?
C25 C24 1.376(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(3) . ?
C11 C10 1.378(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.382(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.379(3) . ?
C40 C39 1.382(3) . ?
C41 H41 0.9300 . ?
C26 C29 1.393(3) . ?
C26 C27 1.510(4) . ?
C12 H12 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C27 1.575(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.381(3) . ?
C10 H10 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.399(3) . ?
C39 H39 0.9300 . ?
C23 C30 1.387(4) . ?
C23 C22 1.502(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.576(4) . ?
C5 H5 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.388(4) . ?
C30 H30 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?

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
C31 N36 C35 115.41(13) . . ?
C9 O8 C7 117.82(14) . . ?
C35 N34 C33 115.33(13) . . ?
C33 N32 C31 114.78(13) . . ?
C2 N1 C15 118.54(13) . . ?
C14 N1 C15 122.95(15) . . ?
C14 N1 C2 118.22(14) . . ?
N36 C35 N34 124.09(14) . . ?
N36 C35 C18 117.59(14) . . ?
N34 C35 C18 118.30(13) . . ?
N34 C33 C43 117.55(13) . . ?
N32 C33 N34 124.81(14) . . ?
N32 C33 C43 117.62(14) . . ?
C44 C43 C33 120.36(15) . . ?
C44 C43 C48 119.11(15) . . ?
C48 C43 C33 120.51(14) . . ?
N36 C31 N32 124.77(14) . . ?
N36 C31 C37 117.59(14) . . ?
N32 C31 C37 117.63(14) . . ?
C16 C15 N1 120.98(15) . . ?
C16 C15 C20 119.22(14) . . ?
C20 C15 N1 119.73(15) . . ?
C18 C19 H19 118.4 . . ?
C18 C19 C20 123.17(14) . . ?
C20 C19 H19 118.4 . . ?
C19 C18 C35 117.91(14) . . ?
C19 C18 C17 118.27(14) . . ?
C17 C18 C35 123.26(14) . . ?
C47 C46 H46 119.9 . . ?
C47 C46 C45 120.26(17) . . ?
C45 C46 H46 119.9 . . ?
C42 C37 C31 120.23(15) . . ?
C38 C37 C31 120.67(15) . . ?
C38 C37 C42 119.02(15) . . ?
C15 C16 H16 118.9 . . ?
C15 C16 C17 122.25(15) . . ?
C17 C16 H16 118.9 . . ?
C3 C2 N1 123.17(15) . . ?
C3 C2 C7 117.18(16) . . ?
C7 C2 N1 119.63(16) . . ?
C18 C17 C21 123.15(15) . . ?
C16 C17 C18 116.29(15) . . ?
C16 C17 C21 119.05(15) . . ?
C15 C20 C28 123.77(15) . . ?
C19 C20 C15 116.12(15) . . ?
C19 C20 C28 119.30(15) . . ?
O8 C9 C14 122.28(16) . . ?
O8 C9 C10 116.38(16) . . ?
C10 C9 C14 121.27(19) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 C43 120.39(16) . . ?
C45 C44 H44 119.8 . . ?
C9 C14 N1 119.57(17) . . ?
C13 C14 N1 123.24(15) . . ?
C13 C14 C9 117.11(16) . . ?
C43 C48 H48 120.0 . . ?
C47 C48 C43 119.91(16) . . ?
C47 C48 H48 120.0 . . ?
C46 C47 C48 120.22(17) . . ?
C46 C47 H47 119.9 . . ?
C48 C47 H47 119.9 . . ?
C46 C45 C44 120.11(17) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.42(17) . . ?
C4 C3 H3 119.3 . . ?
C14 C13 H13 119.2 . . ?
C14 C13 C12 121.59(18) . . ?
C12 C13 H13 119.2 . . ?
O8 C7 C2 121.84(17) . . ?
C6 C7 O8 116.53(16) . . ?
C6 C7 C2 121.63(17) . . ?
C37 C42 H42 119.9 . . ?
C41 C42 C37 120.30(17) . . ?
C41 C42 H42 119.9 . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.8(2) . . ?
C12 C11 H11 120.3 . . ?
C12 C11 C10 119.34(18) . . ?
C10 C11 H11 120.3 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.25(19) . . ?
C5 C4 H4 119.9 . . ?
C37 C38 H38 119.9 . . ?
C39 C38 C37 120.19(18) . . ?
C39 C38 H38 119.9 . . ?
C41 C40 H40 120.3 . . ?
C41 C40 C39 119.45(17) . . ?
C39 C40 H40 120.3 . . ?
C42 C41 H41 119.8 . . ?
C40 C41 C42 120.42(18) . . ?
C40 C41 H41 119.8 . . ?
C25 C26 C27 120.3(2) . . ?
C29 C26 C25 116.6(2) . . ?
C29 C26 C27 121.5(2) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 C13 120.1(2) . . ?
C11 C12 H12 120.0 . . ?
C20 C28 H28A 109.1 . . ?
C20 C28 H28B 109.1 . . ?
C20 C28 C27 112.45(16) . . ?
H28A C28 H28B 107.8 . . ?
C27 C28 H28A 109.1 . . ?
C27 C28 H28B 109.1 . . ?
C7 C6 H6 120.0 . . ?
C7 C6 C5 120.08(17) . . ?
C5 C6 H6 120.0 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.57(18) . . ?
C11 C10 H10 119.7 . . ?
C25 C24 H24 119.4 . . ?
C25 C24 C23 121.3(2) . . ?
C23 C24 H24 119.4 . . ?
C38 C39 C40 120.61(19) . . ?
C38 C39 H39 119.7 . . ?
C40 C39 H39 119.7 . . ?
C24 C23 C22 120.6(2) . . ?
C30 C23 C24 116.1(2) . . ?
C30 C23 C22 122.1(2) . . ?
C17 C21 H21A 109.1 . . ?
C17 C21 H21B 109.1 . . ?
C17 C21 C22 112.61(18) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.44(18) . . ?
C6 C5 H5 120.3 . . ?
C26 C29 H29 119.7 . . ?
C30 C29 C26 120.6(2) . . ?
C30 C29 H29 119.7 . . ?
C23 C30 C29 121.3(2) . . ?
C23 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C26 C27 C28 113.11(17) . . ?
C26 C27 H27A 109.0 . . ?
C26 C27 H27B 109.0 . . ?
C28 C27 H27A 109.0 . . ?
C28 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C23 C22 C21 112.72(16) . . ?
C23 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?

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
N36 C35 C18 C19 10.4(2) . . . . ?
N36 C35 C18 C17 -160.83(16) . . . . ?
N36 C31 C37 C42 -9.1(2) . . . . ?
N36 C31 C37 C38 174.04(15) . . . . ?
O8 C9 C14 N1 -0.2(3) . . . . ?
O8 C9 C14 C13 176.56(17) . . . . ?
O8 C9 C10 C11 -175.11(18) . . . . ?
O8 C7 C6 C5 179.36(18) . . . . ?
N34 C35 C18 C19 -168.29(14) . . . . ?
N34 C35 C18 C17 20.5(2) . . . . ?
N34 C33 C43 C44 -168.66(15) . . . . ?
N34 C33 C43 C48 12.6(2) . . . . ?
N32 C33 C43 C44 13.0(2) . . . . ?
N32 C33 C43 C48 -165.81(15) . . . . ?
N32 C31 C37 C42 169.71(15) . . . . ?
N32 C31 C37 C38 -7.1(2) . . . . ?
N1 C15 C16 C17 -178.16(16) . . . . ?
N1 C15 C20 C19 -166.02(14) . . . . ?
N1 C15 C20 C28 24.4(3) . . . . ?
N1 C2 C3 C4 178.35(17) . . . . ?
N1 C2 C7 O8 2.0(3) . . . . ?
N1 C2 C7 C6 -177.71(17) . . . . ?
N1 C14 C13 C12 175.18(17) . . . . ?
C35 N36 C31 N32 -1.5(2) . . . . ?
C35 N36 C31 C37 177.25(14) . . . . ?
C35 N34 C33 N32 -0.3(2) . . . . ?
C35 N34 C33 C43 -178.59(14) . . . . ?
C35 C18 C17 C16 -169.64(15) . . . . ?
C35 C18 C17 C21 24.6(3) . . . . ?
C33 N34 C35 N36 7.6(2) . . . . ?
C33 N34 C35 C18 -173.84(13) . . . . ?
C33 N32 C31 N36 7.8(2) . . . . ?
C33 N32 C31 C37 -170.94(14) . . . . ?
C33 C43 C44 C45 -179.05(17) . . . . ?
C33 C43 C48 C47 178.39(15) . . . . ?
C43 C44 C45 C46 0.6(3) . . . . ?
C43 C48 C47 C46 0.7(3) . . . . ?
C31 N36 C35 N34 -6.8(2) . . . . ?
C31 N36 C35 C18 174.66(13) . . . . ?
C31 N32 C33 N34 -6.8(2) . . . . ?
C31 N32 C33 C43 171.44(13) . . . . ?
C31 C37 C42 C41 -176.44(17) . . . . ?
C31 C37 C38 C39 177.14(19) . . . . ?
C15 N1 C2 C3 0.8(3) . . . . ?
C15 N1 C2 C7 178.81(15) . . . . ?
C15 N1 C14 C9 -179.39(16) . . . . ?
C15 N1 C14 C13 4.0(3) . . . . ?
C15 C16 C17 C18 -17.2(3) . . . . ?
C15 C16 C17 C21 149.22(19) . . . . ?
C15 C20 C28 C27 111.41(19) . . . . ?
C19 C18 C17 C16 19.2(2) . . . . ?
C19 C18 C17 C21 -146.60(18) . . . . ?
C19 C20 C28 C27 -57.9(2) . . . . ?
C18 C19 C20 C15 -14.9(2) . . . . ?
C18 C19 C20 C28 155.19(17) . . . . ?
C18 C17 C21 C22 54.5(2) . . . . ?
C37 C42 C41 C40 -1.1(3) . . . . ?
C37 C38 C39 C40 -0.3(3) . . . . ?
C16 C15 C20 C19 17.0(2) . . . . ?
C16 C15 C20 C28 -152.56(18) . . . . ?
C16 C17 C21 C22 -110.96(19) . . . . ?
C2 N1 C15 C16 -118.30(19) . . . . ?
C2 N1 C15 C20 64.8(2) . . . . ?
C2 N1 C14 C9 -5.8(2) . . . . ?
C2 N1 C14 C13 177.67(17) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2 C7 C6 C5 -0.9(3) . . . . ?
C17 C21 C22 C23 21.1(2) . . . . ?
C20 C15 C16 C17 -1.2(3) . . . . ?
C20 C19 C18 C35 -175.13(14) . . . . ?
C20 C19 C18 C17 -3.5(2) . . . . ?
C20 C28 C27 C26 -17.3(3) . . . . ?
C9 O8 C7 C2 -7.9(3) . . . . ?
C9 O8 C7 C6 171.83(17) . . . . ?
C9 C14 C13 C12 -1.5(3) . . . . ?
C44 C43 C48 C47 -0.4(2) . . . . ?
C14 N1 C15 C16 55.3(2) . . . . ?
C14 N1 C15 C20 -121.59(18) . . . . ?
C14 N1 C2 C3 -173.09(17) . . . . ?
C14 N1 C2 C7 4.9(2) . . . . ?
C14 C9 C10 C11 1.8(3) . . . . ?
C14 C13 C12 C11 1.5(3) . . . . ?
C48 C43 C44 C45 -0.3(3) . . . . ?
C47 C46 C45 C44 -0.3(3) . . . . ?
C45 C46 C47 C48 -0.3(3) . . . . ?
C3 C2 C7 O8 -179.89(17) . . . . ?
C3 C2 C7 C6 0.4(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C7 O8 C9 C14 7.0(3) . . . . ?
C7 O8 C9 C10 -176.11(16) . . . . ?
C7 C2 C3 C4 0.3(3) . . . . ?
C7 C6 C5 C4 0.7(3) . . . . ?
C42 C37 C38 C39 0.3(3) . . . . ?
C25 C26 C29 C30 14.0(3) . . . . ?
C25 C26 C27 C28 -61.2(3) . . . . ?
C25 C24 C23 C30 14.9(3) . . . . ?
C25 C24 C23 C22 -152.6(2) . . . . ?
C38 C37 C42 C41 0.5(3) . . . . ?
C41 C40 C39 C38 -0.3(3) . . . . ?
C26 C25 C24 C23 0.1(3) . . . . ?
C26 C29 C30 C23 1.2(3) . . . . ?
C12 C11 C10 C9 -1.8(3) . . . . ?
C10 C9 C14 N1 -176.94(17) . . . . ?
C10 C9 C14 C13 -0.2(3) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C24 C25 C26 C29 -14.6(3) . . . . ?
C24 C25 C26 C27 150.7(2) . . . . ?
C24 C23 C30 C29 -15.6(3) . . . . ?
C24 C23 C22 C21 61.4(2) . . . . ?
C39 C40 C41 C42 1.0(3) . . . . ?
C29 C26 C27 C28 103.5(2) . . . . ?
C30 C23 C22 C21 -105.3(2) . . . . ?
C27 C26 C29 C30 -151.2(2) . . . . ?
C22 C23 C30 C29 151.7(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 1.582
_oxdiff_exptl_absorpt_empirical_full_min 0.434
