# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

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

data_y
_database_code_depnum_ccdc_archive 'CCDC 2257020'
loop_
_audit_author_name
_audit_author_address
'Xiang-Gao Meng'
;Central China Normal University
China
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H26 N4'
_chemical_formula_sum            'C29 H26 N4'
_chemical_formula_weight         430.54
_chemical_absolute_configuration unk
_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'

_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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   19.331(3)
_cell_length_b                   13.714(2)
_cell_length_c                   9.0135(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2389.5(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2278
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.37
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.3
_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  0.0641
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18210
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.391
_diffrn_reflns_theta_min         1.821
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                3307
_reflns_number_total             4844
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 1146 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.6(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4844
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1138
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17),
 C19(H19), C20(H20), C22(H22), C23(H23), N1(H1)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C24(H24A,H24B,H24C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.061
;
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
C1 C -0.2803(3) -0.4820(5) -0.7059(6) 0.1012(19) Uani 1 1 d . . . . .
H1A H -0.2412 -0.4461 -0.7423 0.152 Uiso 1 1 calc GR . . . .
H1B H -0.3197 -0.4396 -0.6994 0.152 Uiso 1 1 calc GR . . . .
H1C H -0.2904 -0.5348 -0.7725 0.152 Uiso 1 1 calc GR . . . .
C2 C -0.2638(2) -0.5226(3) -0.5537(5) 0.0641(11) Uani 1 1 d . . . . .
C3 C -0.3151(2) -0.5485(4) -0.4561(6) 0.0827(15) Uani 1 1 d . . . . .
H3 H -0.3611 -0.5425 -0.4849 0.099 Uiso 1 1 calc R . . . .
C4 C -0.3000(2) -0.5833(4) -0.3163(5) 0.0707(13) Uani 1 1 d . . . . .
H4 H -0.3358 -0.6022 -0.2536 0.085 Uiso 1 1 calc R . . . .
C5 C -0.23222(18) -0.5905(3) -0.2680(4) 0.0422(8) Uani 1 1 d . . . . .
C6 C -0.18055(18) -0.5660(3) -0.3674(4) 0.0463(9) Uani 1 1 d . . . . .
H6 H -0.1344 -0.5715 -0.3392 0.056 Uiso 1 1 calc R . . . .
C7 C -0.1967(2) -0.5333(3) -0.5077(4) 0.0527(10) Uani 1 1 d . . . . .
H7 H -0.1610 -0.5182 -0.5730 0.063 Uiso 1 1 calc R . . . .
C8 C -0.21750(17) -0.6255(2) -0.1154(4) 0.0396(8) Uani 1 1 d . . . . .
C9 C -0.16525(17) -0.5753(2) -0.0282(4) 0.0373(8) Uani 1 1 d . . . . .
C10 C -0.12883(16) -0.6014(2) 0.0987(4) 0.0364(8) Uani 1 1 d . . . . .
C11 C -0.13188(16) -0.6953(2) 0.1851(4) 0.0404(8) Uani 1 1 d . . . . .
H11 H -0.1209 -0.6789 0.2883 0.048 Uiso 1 1 calc R . . . .
C12 C -0.08640(16) -0.5204(2) 0.1389(4) 0.0373(8) Uani 1 1 d . . . . .
C13 C -0.09989(16) -0.4460(2) 0.0355(4) 0.0376(8) Uani 1 1 d . . . . .
C14 C -0.06997(18) -0.3535(2) 0.0476(5) 0.0498(9) Uani 1 1 d . . . . .
H14 H -0.0802 -0.3042 -0.0197 0.060 Uiso 1 1 calc R . . . .
C15 C -0.0249(2) -0.3386(3) 0.1630(5) 0.0575(11) Uani 1 1 d . . . . .
H15 H -0.0039 -0.2780 0.1737 0.069 Uiso 1 1 calc R . . . .
C16 C -0.00958(19) -0.4128(3) 0.2654(5) 0.0543(10) Uani 1 1 d . . . . .
H16 H 0.0214 -0.4004 0.3420 0.065 Uiso 1 1 calc R . . . .
C17 C -0.03930(17) -0.5024(3) 0.2547(4) 0.0458(9) Uani 1 1 d . . . . .
H17 H -0.0287 -0.5510 0.3230 0.055 Uiso 1 1 calc R . . . .
C18 C -0.07859(17) -0.7704(2) 0.1358(4) 0.0415(9) Uani 1 1 d . . . . .
C19 C -0.0758(2) -0.8056(3) -0.0062(5) 0.0567(11) Uani 1 1 d . . . . .
H19 H -0.1067 -0.7818 -0.0765 0.068 Uiso 1 1 calc R . . . .
C20 C -0.0281(2) -0.8759(3) -0.0475(6) 0.0635(11) Uani 1 1 d . . . . .
H20 H -0.0275 -0.8983 -0.1449 0.076 Uiso 1 1 calc R . . . .
C21 C 0.0184(2) -0.9130(3) 0.0532(6) 0.0622(11) Uani 1 1 d . . . . .
C22 C 0.0161(2) -0.8773(3) 0.1954(6) 0.0724(13) Uani 1 1 d . . . . .
H22 H 0.0472 -0.9008 0.2655 0.087 Uiso 1 1 calc R . . . .
C23 C -0.0316(2) -0.8071(3) 0.2362(5) 0.0607(11) Uani 1 1 d . . . . .
H23 H -0.0319 -0.7842 0.3333 0.073 Uiso 1 1 calc R . . . .
C24 C 0.0711(3) -0.9897(3) 0.0064(7) 0.1006(19) Uani 1 1 d . . . . .
H24A H 0.0592 -1.0513 0.0500 0.151 Uiso 1 1 calc GR . . . .
H24B H 0.1163 -0.9705 0.0395 0.151 Uiso 1 1 calc GR . . . .
H24C H 0.0711 -0.9956 -0.0997 0.151 Uiso 1 1 calc GR . . . .
C25 C -0.20441(17) -0.7370(2) 0.1851(4) 0.0395(8) Uani 1 1 d . . . . .
C26 C -0.25246(17) -0.7353(2) 0.0709(4) 0.0412(8) Uani 1 1 d . . . . .
C27 C -0.23565(19) -0.7909(3) 0.2977(4) 0.0446(9) Uani 1 1 d . . . . .
C28 C -0.2087(2) -0.8159(3) 0.4481(5) 0.0634(11) Uani 1 1 d . . . . .
H28A H -0.2459 -0.8136 0.5186 0.095 Uiso 1 1 calc GR . . . .
H28B H -0.1737 -0.7698 0.4760 0.095 Uiso 1 1 calc GR . . . .
H28C H -0.1893 -0.8803 0.4464 0.095 Uiso 1 1 calc GR . . . .
C29 C -0.37199(19) -0.8068(3) 0.0376(6) 0.0616(11) Uani 1 1 d . . . . .
H29A H -0.3943 -0.8632 0.0786 0.092 Uiso 1 1 calc GR . . . .
H29B H -0.3620 -0.8180 -0.0653 0.092 Uiso 1 1 calc GR . . . .
H29C H -0.4020 -0.7513 0.0471 0.092 Uiso 1 1 calc GR . . . .
N1 N -0.14617(14) -0.48035(18) -0.0654(3) 0.0403(7) Uani 1 1 d . . . . .
H1 H -0.1614 -0.4484 -0.1407 0.048 Uiso 1 1 calc R . . . .
N2 N -0.25646(14) -0.6968(2) -0.0700(3) 0.0445(7) Uani 1 1 d . . . . .
N3 N -0.30773(15) -0.7884(2) 0.1174(3) 0.0475(8) Uani 1 1 d . . . . .
N4 N -0.29895(15) -0.8218(2) 0.2572(4) 0.0512(8) Uani 1 1 d . . . . .


_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
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.514(7) . ?
C2 C3 1.372(6) . ?
C2 C7 1.371(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(5) . ?
C5 C6 1.383(5) . ?
C5 C8 1.484(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.453(5) . ?
C8 N2 1.301(4) . ?
C9 C10 1.390(5) . ?
C9 N1 1.394(4) . ?
C10 C11 1.506(4) . ?
C10 C12 1.427(4) . ?
C11 H11 0.9800 . ?
C11 C18 1.523(5) . ?
C11 C25 1.514(4) . ?
C12 C13 1.407(5) . ?
C12 C17 1.407(5) . ?
C13 C14 1.398(4) . ?
C13 N1 1.360(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.405(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.360(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.369(5) . ?
C18 C23 1.378(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(6) . ?
C21 C22 1.373(6) . ?
C21 C24 1.524(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(6) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.387(5) . ?
C25 C27 1.394(5) . ?
C26 N2 1.378(5) . ?
C26 N3 1.360(4) . ?
C27 C28 1.492(5) . ?
C27 N4 1.345(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C29 N3 1.458(5) . ?
N1 H1 0.8600 . ?
N3 N4 1.351(4) . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.6(4) . . ?
C7 C2 C1 120.8(4) . . ?
C7 C2 C3 117.5(4) . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.5(4) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C8 119.7(3) . . ?
C6 C5 C4 117.6(4) . . ?
C6 C5 C8 122.7(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.7(3) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 121.8(4) . . ?
C2 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C9 C8 C5 118.8(3) . . ?
N2 C8 C5 115.0(3) . . ?
N2 C8 C9 126.1(3) . . ?
C10 C9 C8 132.4(3) . . ?
C10 C9 N1 107.7(3) . . ?
N1 C9 C8 119.8(3) . . ?
C9 C10 C11 128.8(3) . . ?
C9 C10 C12 107.4(3) . . ?
C12 C10 C11 123.8(3) . . ?
C10 C11 H11 106.6 . . ?
C10 C11 C18 113.6(3) . . ?
C10 C11 C25 111.1(3) . . ?
C18 C11 H11 106.6 . . ?
C25 C11 H11 106.6 . . ?
C25 C11 C18 111.8(3) . . ?
C13 C12 C10 106.9(3) . . ?
C13 C12 C17 118.9(3) . . ?
C17 C12 C10 134.2(3) . . ?
C14 C13 C12 122.0(3) . . ?
N1 C13 C12 108.3(3) . . ?
N1 C13 C14 129.7(3) . . ?
C13 C14 H14 121.4 . . ?
C15 C14 C13 117.2(3) . . ?
C15 C14 H14 121.4 . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.6(3) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.3(4) . . ?
C17 C16 H16 119.4 . . ?
C12 C17 H17 120.5 . . ?
C16 C17 C12 119.0(3) . . ?
C16 C17 H17 120.5 . . ?
C19 C18 C11 122.6(3) . . ?
C19 C18 C23 117.3(3) . . ?
C23 C18 C11 120.1(3) . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.5(4) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.0(5) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C24 120.7(5) . . ?
C22 C21 C20 117.6(4) . . ?
C22 C21 C24 121.7(4) . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.2(4) . . ?
C23 C22 H22 119.4 . . ?
C18 C23 C22 121.3(4) . . ?
C18 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C11 127.9(3) . . ?
C26 C25 C27 105.0(3) . . ?
C27 C25 C11 127.0(3) . . ?
N2 C26 C25 136.8(3) . . ?
N3 C26 C25 106.8(3) . . ?
N3 C26 N2 116.5(3) . . ?
C25 C27 C28 129.2(3) . . ?
N4 C27 C25 111.3(3) . . ?
N4 C27 C28 119.5(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C29 H29A 109.5 . . ?
N3 C29 H29B 109.5 . . ?
N3 C29 H29C 109.5 . . ?
C9 N1 H1 125.2 . . ?
C13 N1 C9 109.7(3) . . ?
C13 N1 H1 125.2 . . ?
C8 N2 C26 123.1(3) . . ?
C26 N3 C29 127.6(3) . . ?
N4 N3 C26 111.7(3) . . ?
N4 N3 C29 120.6(3) . . ?
C27 N4 N3 105.1(3) . . ?

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
C1 C2 C3 C4 -178.5(5) . . . . ?
C1 C2 C7 C6 177.1(4) . . . . ?
C2 C3 C4 C5 2.0(8) . . . . ?
C3 C2 C7 C6 -2.0(7) . . . . ?
C3 C4 C5 C6 -3.0(7) . . . . ?
C3 C4 C5 C8 178.2(4) . . . . ?
C4 C5 C6 C7 1.6(6) . . . . ?
C4 C5 C8 C9 -136.9(4) . . . . ?
C4 C5 C8 N2 39.7(5) . . . . ?
C5 C6 C7 C2 0.9(6) . . . . ?
C5 C8 C9 C10 -162.8(3) . . . . ?
C5 C8 C9 N1 20.5(5) . . . . ?
C5 C8 N2 C26 -176.7(3) . . . . ?
C6 C5 C8 C9 44.4(5) . . . . ?
C6 C5 C8 N2 -139.1(4) . . . . ?
C7 C2 C3 C4 0.6(8) . . . . ?
C8 C5 C6 C7 -179.6(4) . . . . ?
C8 C9 C10 C11 1.7(6) . . . . ?
C8 C9 C10 C12 -177.2(4) . . . . ?
C8 C9 N1 C13 176.4(3) . . . . ?
C9 C8 N2 C26 -0.5(5) . . . . ?
C9 C10 C11 C18 92.1(4) . . . . ?
C9 C10 C11 C25 -35.0(5) . . . . ?
C9 C10 C12 C13 1.4(4) . . . . ?
C9 C10 C12 C17 179.5(4) . . . . ?
C10 C9 N1 C13 -1.0(4) . . . . ?
C10 C11 C18 C19 -58.9(4) . . . . ?
C10 C11 C18 C23 122.5(4) . . . . ?
C10 C11 C25 C26 36.4(5) . . . . ?
C10 C11 C25 C27 -147.9(3) . . . . ?
C10 C12 C13 C14 176.0(3) . . . . ?
C10 C12 C13 N1 -2.0(4) . . . . ?
C10 C12 C17 C16 -176.3(4) . . . . ?
C11 C10 C12 C13 -177.7(3) . . . . ?
C11 C10 C12 C17 0.4(6) . . . . ?
C11 C18 C19 C20 -178.2(3) . . . . ?
C11 C18 C23 C22 178.2(4) . . . . ?
C11 C25 C26 N2 -3.3(7) . . . . ?
C11 C25 C26 N3 175.1(3) . . . . ?
C11 C25 C27 C28 4.4(6) . . . . ?
C11 C25 C27 N4 -176.1(3) . . . . ?
C12 C10 C11 C18 -89.1(4) . . . . ?
C12 C10 C11 C25 143.9(3) . . . . ?
C12 C13 C14 C15 1.8(5) . . . . ?
C12 C13 N1 C9 1.8(4) . . . . ?
C13 C12 C17 C16 1.6(5) . . . . ?
C13 C14 C15 C16 -0.4(6) . . . . ?
C14 C13 N1 C9 -175.9(3) . . . . ?
C14 C15 C16 C17 -0.4(6) . . . . ?
C15 C16 C17 C12 -0.2(5) . . . . ?
C17 C12 C13 C14 -2.5(5) . . . . ?
C17 C12 C13 N1 179.6(3) . . . . ?
C18 C11 C25 C26 -91.6(4) . . . . ?
C18 C11 C25 C27 84.1(5) . . . . ?
C18 C19 C20 C21 0.1(6) . . . . ?
C19 C18 C23 C22 -0.5(6) . . . . ?
C19 C20 C21 C22 -0.6(6) . . . . ?
C19 C20 C21 C24 -179.5(4) . . . . ?
C20 C21 C22 C23 0.5(7) . . . . ?
C21 C22 C23 C18 0.0(7) . . . . ?
C23 C18 C19 C20 0.5(6) . . . . ?
C24 C21 C22 C23 179.4(4) . . . . ?
C25 C11 C18 C19 67.7(4) . . . . ?
C25 C11 C18 C23 -110.9(4) . . . . ?
C25 C26 N2 C8 -20.1(6) . . . . ?
C25 C26 N3 C29 178.9(3) . . . . ?
C25 C26 N3 N4 2.0(4) . . . . ?
C25 C27 N4 N3 0.8(4) . . . . ?
C26 C25 C27 C28 -179.2(4) . . . . ?
C26 C25 C27 N4 0.4(4) . . . . ?
C26 N3 N4 C27 -1.7(4) . . . . ?
C27 C25 C26 N2 -179.7(4) . . . . ?
C27 C25 C26 N3 -1.4(4) . . . . ?
C28 C27 N4 N3 -179.6(3) . . . . ?
C29 N3 N4 C27 -178.9(3) . . . . ?
N1 C9 C10 C11 178.7(3) . . . . ?
N1 C9 C10 C12 -0.3(3) . . . . ?
N1 C13 C14 C15 179.3(3) . . . . ?
N2 C8 C9 C10 21.0(6) . . . . ?
N2 C8 C9 N1 -155.6(3) . . . . ?
N2 C26 N3 C29 -2.3(5) . . . . ?
N2 C26 N3 N4 -179.3(3) . . . . ?
N3 C26 N2 C8 161.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_221123a_0m
_database_code_depnum_ccdc_archive 'CCDC 2257022'
loop_
_audit_author_name
_audit_author_address
'Xiang-Gao Meng'
;Central China Normal University
China
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2022-11-25
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H20 N4'
_chemical_formula_sum            'C27 H20 N4'
_chemical_formula_weight         400.47
_chemical_absolute_configuration unk
_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'

_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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   18.750(4)
_cell_length_b                   11.390(2)
_cell_length_c                   9.6966(19)
_cell_angle_alpha                90
_cell_angle_beta                 100.163(3)
_cell_angle_gamma                90
_cell_volume                     2038.3(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3332
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.35
_cell_measurement_theta_min      2.79
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.3
_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  0.0301
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10764
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.929
_diffrn_reflns_theta_min         2.101
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker PHOTON III'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_full    0.968
_reflns_Friedel_fraction_max     0.833
_reflns_number_gt                4776
_reflns_number_total             6252
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1804 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.6(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         6252
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0460
_refine_ls_restrained_S_all      1.033
_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)+(0.0595P)²+0.0243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1187
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2.a Aromatic/amide H refined with riding coordinates: 
 C2(H2), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16), C17(H17), 
 C18(H18), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27) 
2.b Idealised Me refined as rotating group: 
 C20(H20A,H20C,H20B), C21(H21A,H21B,H21C) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
; 
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.046 
;
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
C1 C 0.31411(12) 0.7878(2) 0.2716(3) 0.0383(5) Uani 1 1 d . . . . .
C2 C 0.32918(15) 0.9065(2) 0.3034(3) 0.0515(6) Uani 1 1 d . . . . .
H2 H 0.3665 0.9273 0.3758 0.062 Uiso 1 1 calc R . . . .
C3 C 0.28815(19) 0.9914(2) 0.2264(4) 0.0616(8) Uani 1 1 d . . . . .
H3 H 0.2979 1.0700 0.2480 0.074 Uiso 1 1 calc R . . . .
C4 C 0.23209(18) 0.9630(3) 0.1163(4) 0.0621(8) Uani 1 1 d . . . . .
H4 H 0.2063 1.0227 0.0643 0.074 Uiso 1 1 calc R . . . .
C5 C 0.21464(15) 0.8476(3) 0.0839(3) 0.0524(7) Uani 1 1 d . . . . .
H5 H 0.1767 0.8283 0.0121 0.063 Uiso 1 1 calc R . . . .
C6 C 0.25592(13) 0.7604(2) 0.1627(3) 0.0404(5) Uani 1 1 d . . . . .
C7 C 0.34298(11) 0.67517(19) 0.3261(2) 0.0339(4) Uani 1 1 d . . . . .
C8 C 0.29505(11) 0.58889(18) 0.2397(2) 0.0330(4) Uani 1 1 d . . . . .
C9 C 0.29421(11) 0.46188(18) 0.2503(2) 0.0321(4) Uani 1 1 d . . . . .
C10 C 0.39183(11) 0.4321(2) 0.4376(2) 0.0339(5) Uani 1 1 d . . . . .
C11 C 0.42247(11) 0.5417(2) 0.4870(2) 0.0344(5) Uani 1 1 d . . . . .
C12 C 0.40041(11) 0.6549(2) 0.4320(2) 0.0336(4) Uani 1 1 d . . . . .
C13 C 0.23422(11) 0.39544(19) 0.1624(2) 0.0338(4) Uani 1 1 d . . . . .
C14 C 0.19983(13) 0.3100(2) 0.2298(3) 0.0442(5) Uani 1 1 d . . . . .
H14 H 0.2144 0.2972 0.3254 0.053 Uiso 1 1 calc R . . . .
C15 C 0.14390(15) 0.2437(3) 0.1551(3) 0.0543(7) Uani 1 1 d . . . . .
H15 H 0.1199 0.1887 0.2012 0.065 Uiso 1 1 calc R . . . .
C16 C 0.12393(14) 0.2594(3) 0.0126(3) 0.0536(7) Uani 1 1 d . . . . .
H16 H 0.0870 0.2139 -0.0375 0.064 Uiso 1 1 calc R . . . .
C17 C 0.15844(14) 0.3420(3) -0.0557(3) 0.0498(6) Uani 1 1 d . . . . .
H17 H 0.1456 0.3511 -0.1522 0.060 Uiso 1 1 calc R . . . .
C18 C 0.21256(13) 0.4120(2) 0.0195(3) 0.0407(5) Uani 1 1 d . . . . .
H18 H 0.2343 0.4701 -0.0263 0.049 Uiso 1 1 calc R . . . .
C19 C 0.47856(12) 0.5103(2) 0.6018(2) 0.0393(5) Uani 1 1 d . . . . .
C20 C 0.42055(15) 0.2220(2) 0.5087(3) 0.0468(6) Uani 1 1 d . . . . .
H20A H 0.4562 0.1900 0.4595 0.070 Uiso 1 1 calc GR . . . .
H20C H 0.3730 0.2038 0.4587 0.070 Uiso 1 1 calc GR . . . .
H20B H 0.4267 0.1886 0.6010 0.070 Uiso 1 1 calc GR . . . .
C21 C 0.53013(15) 0.5825(3) 0.7029(3) 0.0545(7) Uani 1 1 d . . . . .
H21A H 0.5581 0.6317 0.6521 0.082 Uiso 1 1 calc GR . . . .
H21B H 0.5620 0.5316 0.7642 0.082 Uiso 1 1 calc GR . . . .
H21C H 0.5034 0.6306 0.7571 0.082 Uiso 1 1 calc GR . . . .
C22 C 0.44548(11) 0.7568(2) 0.4934(2) 0.0368(5) Uani 1 1 d . . . . .
C23 C 0.50436(13) 0.7902(2) 0.4328(3) 0.0442(6) Uani 1 1 d . . . . .
H23 H 0.5145 0.7503 0.3549 0.053 Uiso 1 1 calc R . . . .
C24 C 0.54774(14) 0.8830(3) 0.4887(3) 0.0551(7) Uani 1 1 d . . . . .
H24 H 0.5876 0.9045 0.4492 0.066 Uiso 1 1 calc R . . . .
C25 C 0.53194(17) 0.9436(2) 0.6028(3) 0.0569(7) Uani 1 1 d . . . . .
H25 H 0.5609 1.0064 0.6395 0.068 Uiso 1 1 calc R . . . .
C26 C 0.47400(18) 0.9116(3) 0.6620(3) 0.0594(8) Uani 1 1 d . . . . .
H26 H 0.4636 0.9528 0.7389 0.071 Uiso 1 1 calc R . . . .
C27 C 0.43032(15) 0.8174(2) 0.6076(3) 0.0505(6) Uani 1 1 d . . . . .
H27 H 0.3910 0.7955 0.6485 0.061 Uiso 1 1 calc R . . . .
N1 N 0.24525(10) 0.64060(18) 0.1449(2) 0.0396(4) Uani 1 1 d . . . . .
N2 N 0.33773(10) 0.39489(17) 0.3363(2) 0.0345(4) Uani 1 1 d . . . . .
N3 N 0.42925(10) 0.34863(17) 0.5194(2) 0.0382(4) Uani 1 1 d . . . . .
N4 N 0.48160(11) 0.3947(2) 0.6191(2) 0.0430(5) Uani 1 1 d . . . . .


_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
C1 C2 1.405(4) . ?
C1 C6 1.413(3) . ?
C1 C7 1.455(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.397(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.400(4) . ?
C6 N1 1.385(3) . ?
C7 C8 1.486(3) . ?
C7 C12 1.370(3) . ?
C8 C9 1.451(3) . ?
C8 N1 1.327(3) . ?
C9 C13 1.492(3) . ?
C9 N2 1.305(3) . ?
C10 C11 1.422(3) . ?
C10 N2 1.350(3) . ?
C10 N3 1.352(3) . ?
C11 C12 1.428(3) . ?
C11 C19 1.435(3) . ?
C12 C22 1.496(3) . ?
C13 C14 1.393(3) . ?
C13 C18 1.387(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.391(3) . ?
C18 H18 0.9300 . ?
C19 C21 1.496(4) . ?
C19 N4 1.327(4) . ?
C20 H20A 0.9600 . ?
C20 H20C 0.9600 . ?
C20 H20B 0.9600 . ?
C20 N3 1.453(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.392(3) . ?
C22 C27 1.376(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.384(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.365(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.396(4) . ?
C27 H27 0.9300 . ?
N3 N4 1.356(3) . ?

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
C2 C1 C6 118.4(2) . . ?
C2 C1 C7 136.2(2) . . ?
C6 C1 C7 105.4(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.8(3) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 121.1 . . ?
C4 C5 C6 117.8(3) . . ?
C6 C5 H5 121.1 . . ?
C5 C6 C1 122.1(2) . . ?
N1 C6 C1 112.7(2) . . ?
N1 C6 C5 125.3(2) . . ?
C1 C7 C8 103.24(18) . . ?
C12 C7 C1 127.8(2) . . ?
C12 C7 C8 128.9(2) . . ?
C9 C8 C7 129.2(2) . . ?
N1 C8 C7 112.24(19) . . ?
N1 C8 C9 118.47(19) . . ?
C8 C9 C13 118.80(19) . . ?
N2 C9 C8 128.0(2) . . ?
N2 C9 C13 113.07(18) . . ?
N2 C10 C11 136.7(2) . . ?
N2 C10 N3 116.9(2) . . ?
N3 C10 C11 106.43(19) . . ?
C10 C11 C12 126.4(2) . . ?
C10 C11 C19 103.83(19) . . ?
C12 C11 C19 129.7(2) . . ?
C7 C12 C11 124.7(2) . . ?
C7 C12 C22 118.8(2) . . ?
C11 C12 C22 116.47(19) . . ?
C14 C13 C9 116.8(2) . . ?
C18 C13 C9 124.1(2) . . ?
C18 C13 C14 119.1(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.1(2) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 C17 120.2(2) . . ?
C13 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C11 C19 C21 132.2(2) . . ?
N4 C19 C11 110.8(2) . . ?
N4 C19 C21 117.0(2) . . ?
H20A C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20C C20 H20B 109.5 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20C 109.5 . . ?
N3 C20 H20B 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C12 118.6(2) . . ?
C27 C22 C12 121.8(2) . . ?
C27 C22 C23 119.6(2) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.9(2) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.2(3) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 119.9(3) . . ?
C22 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C8 N1 C6 106.41(19) . . ?
C9 N2 C10 125.9(2) . . ?
C10 N3 C20 128.0(2) . . ?
C10 N3 N4 112.42(19) . . ?
N4 N3 C20 119.5(2) . . ?
C19 N4 N3 106.53(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
