# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_180927_0m
_database_code_depnum_ccdc_archive 'CCDC 2144158'
_audit_update_record             
;
2022-01-24 deposited with the CCDC.	2022-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H26 N4'
_chemical_formula_weight         550.64

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   13.8824(4)
_cell_length_b                   13.7378(4)
_cell_length_c                   16.9064(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.743(2)
_cell_angle_gamma                90
_cell_volume                     2973.59(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6789
_cell_measurement_theta_min      2.6126
_cell_measurement_theta_max      21.3870

_exptl_crystal_description       lump
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7196
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            50203
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.622
_diffrn_reflns_theta_max         26.400
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6097
_reflns_number_gt                3419
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0559P)²+0.5559P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6097
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1104
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.000

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
N1 N 0.35088(12) 0.53208(13) 0.70831(11) 0.0667(5) Uani 1 1 d . . . . .
N2 N 0.94964(11) 0.43706(11) 1.09884(10) 0.0537(4) Uani 1 1 d . . . . .
N3 N 0.67767(15) 0.67866(16) 1.03426(14) 0.0917(7) Uani 1 1 d . . . . .
N4 N 0.74543(16) 0.27630(16) 0.83339(13) 0.0882(6) Uani 1 1 d . . . . .
C1 C 1.0125(2) 0.66757(19) 1.33987(17) 0.0944(8) Uani 1 1 d . . . . .
H1 H 1.0402 0.7031 1.3905 0.113 Uiso 1 1 calc R U . . .
C2 C 1.0761(2) 0.6335(2) 1.30182(16) 0.0943(8) Uani 1 1 d . . . . .
H11 H 1.1474 0.6461 1.3268 0.113 Uiso 1 1 calc R U . . .
C3 C 1.03615(15) 0.58062(18) 1.22676(13) 0.0742(6) Uani 1 1 d . . . . .
H8 H 1.0810 0.5554 1.2029 0.089 Uiso 1 1 calc R U . . .
C4 C 0.92943(14) 0.56493(14) 1.18676(12) 0.0551(5) Uani 1 1 d . . . . .
C5 C 0.88851(13) 0.50916(14) 1.10575(12) 0.0529(5) Uani 1 1 d . . . . .
C6 C 0.79219(13) 0.52946(14) 1.03793(12) 0.0543(5) Uani 1 1 d . . . . .
C7 C 0.75603(13) 0.46880(14) 0.96596(12) 0.0532(5) Uani 1 1 d . . . . .
C8 C 0.65000(13) 0.48380(14) 0.89633(12) 0.0544(5) Uani 1 1 d . . . . .
C9 C 0.63818(15) 0.54591(16) 0.82824(14) 0.0736(7) Uani 1 1 d . . . . .
C10 C 0.53834(15) 0.56084(17) 0.76677(15) 0.0794(7) Uani 1 1 d . . . . .
H24 H 0.5289 0.6027 0.7212 0.095 Uiso 1 1 calc R U . . .
C11 C 0.45340(14) 0.51484(15) 0.77218(13) 0.0613(5) Uani 1 1 d . . . . .
C12 C 0.31168(14) 0.49309(15) 0.62633(13) 0.0619(5) Uani 1 1 d . . . . .
C13 C 0.35993(17) 0.43306(17) 0.58785(16) 0.0795(7) Uani 1 1 d . . . . .
H4 H 0.4288 0.4134 0.6168 0.095 Uiso 1 1 calc R U . . .
C14 C 0.30328(19) 0.40297(18) 0.50539(18) 0.0897(8) Uani 1 1 d . . . . .
H5 H 0.3342 0.3622 0.4781 0.108 Uiso 1 1 calc R U . . .
C15 C 0.19997(19) 0.43256(19) 0.46195(16) 0.0853(7) Uani 1 1 d . . . . .
H2 H 0.1630 0.4114 0.4061 0.102 Uiso 1 1 calc R U . . .
C16 C 0.09643(18) 0.68255(19) 0.71082(18) 0.0834(7) Uani 1 1 d . . . . .
H3 H 0.0369 0.7152 0.7089 0.100 Uiso 1 1 calc R U . . .
C17 C 0.18546(19) 0.68463(19) 0.78535(17) 0.0837(7) Uani 1 1 d . . . . .
H26 H 0.1849 0.7188 0.8327 0.100 Uiso 1 1 calc R U . . .
C18 C 0.27473(17) 0.63704(17) 0.79058(15) 0.0739(6) Uani 1 1 d . . . . .
H25 H 0.3348 0.6390 0.8405 0.089 Uiso 1 1 calc R U . . .
C19 C 0.27272(14) 0.58645(15) 0.71987(13) 0.0592(5) Uani 1 1 d . . . . .
C20 C 0.15255(16) 0.49237(17) 0.50063(14) 0.0714(6) Uani 1 1 d . . . . .
H7 H 0.0837 0.5119 0.4712 0.086 Uiso 1 1 calc R U . . .
C21 C 0.20780(13) 0.52387(14) 0.58415(13) 0.0588(5) Uani 1 1 d . . . . .
C22 C 0.18303(14) 0.58366(14) 0.64341(13) 0.0571(5) Uani 1 1 d . . . . .
C23 C 0.09445(15) 0.63344(17) 0.64007(16) 0.0724(6) Uani 1 1 d . . . . .
H6 H 0.0344 0.6333 0.5901 0.087 Uiso 1 1 calc R U . . .
C24 C 0.82015(13) 0.39225(14) 0.96267(11) 0.0520(5) Uani 1 1 d . . . . .
C25 C 0.91882(13) 0.37985(14) 1.02963(12) 0.0511(5) Uani 1 1 d . . . . .
C26 C 0.72987(15) 0.61251(17) 1.03844(14) 0.0664(6) Uani 1 1 d . . . . .
C27 C 0.9076(2) 0.64933(17) 1.30325(16) 0.0852(7) Uani 1 1 d . . . . .
H9 H 0.8643 0.6706 1.3301 0.102 Uiso 1 1 calc R U . . .
C28 C 0.86576(17) 0.59943(15) 1.22649(14) 0.0697(6) Uani 1 1 d . . . . .
H10 H 0.7941 0.5889 1.2012 0.084 Uiso 1 1 calc R U . . .
C29 C 0.99249(13) 0.30143(14) 1.03113(12) 0.0514(5) Uani 1 1 d . . . . .
C30 C 1.00944(16) 0.27484(17) 0.95863(14) 0.0695(6) Uani 1 1 d . . . . .
H16 H 0.9727 0.3057 0.9067 0.083 Uiso 1 1 calc R U . . .
C31 C 1.08046(17) 0.2029(2) 0.96289(16) 0.0854(8) Uani 1 1 d . . . . .
H15 H 1.0928 0.1865 0.9143 0.102 Uiso 1 1 calc R U . . .
C32 C 1.13287(17) 0.15535(19) 1.03886(17) 0.0874(8) Uani 1 1 d . . . . .
H12 H 1.1795 0.1057 1.0413 0.105 Uiso 1 1 calc R U . . .
C33 C 1.11670(15) 0.18100(17) 1.11117(15) 0.0730(6) Uani 1 1 d . . . . .
H14 H 1.1521 0.1483 1.1624 0.088 Uiso 1 1 calc R U . . .
C34 C 1.04830(13) 0.25492(14) 1.10823(13) 0.0581(5) Uani 1 1 d . . . . .
H13 H 1.0395 0.2736 1.1579 0.070 Uiso 1 1 calc R U . . .
C35 C 0.78071(15) 0.32689(16) 0.89100(14) 0.0617(5) Uani 1 1 d . . . . .
C36 C 0.56459(13) 0.43549(15) 0.90155(12) 0.0599(5) Uani 1 1 d . . . . .
C37 C 0.57665(17) 0.3660(2) 0.97322(16) 0.1003(9) Uani 1 1 d . . . . .
H18 H 0.5954 0.4014 1.0260 0.151 Uiso 1 1 calc R U . . .
H17 H 0.6304 0.3196 0.9782 0.151 Uiso 1 1 calc R U . . .
H19 H 0.5119 0.3325 0.9613 0.151 Uiso 1 1 calc R U . . .
C38 C 0.46656(14) 0.45218(16) 0.83823(13) 0.0652(6) Uani 1 1 d . . . . .
H20 H 0.4088 0.4201 0.8408 0.078 Uiso 1 1 calc R U . . .
C39 C 0.73015(18) 0.5980(3) 0.8214(2) 0.1304(13) Uani 1 1 d . . . . .
H21 H 0.7659 0.6344 0.8729 0.196 Uiso 1 1 calc R U . . .
H23 H 0.7060 0.6416 0.7732 0.196 Uiso 1 1 calc R U . . .
H22 H 0.7771 0.5512 0.8135 0.196 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
N1 C12 1.386(3) . ?
N1 C19 1.392(3) . ?
N1 C11 1.435(2) . ?
N2 C25 1.335(2) . ?
N2 C5 1.339(2) . ?
N3 C26 1.147(3) . ?
N4 C35 1.141(3) . ?
C1 C2 1.361(4) . ?
C1 C27 1.367(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.379(3) . ?
C2 H11 0.9300 . ?
C3 C4 1.387(3) . ?
C3 H8 0.9300 . ?
C4 C28 1.384(3) . ?
C4 C5 1.478(3) . ?
C5 C6 1.412(2) . ?
C6 C7 1.398(3) . ?
C6 C26 1.434(3) . ?
C7 C24 1.393(3) . ?
C7 C8 1.502(2) . ?
C8 C9 1.391(3) . ?
C8 C36 1.391(3) . ?
C9 C10 1.389(3) . ?
C9 C39 1.507(3) . ?
C10 C11 1.372(3) . ?
C10 H24 0.9300 . ?
C11 C38 1.365(3) . ?
C12 C13 1.374(3) . ?
C12 C21 1.404(3) . ?
C13 C14 1.373(3) . ?
C13 H4 0.9300 . ?
C14 C15 1.395(3) . ?
C14 H5 0.9300 . ?
C15 C20 1.367(3) . ?
C15 H2 0.9300 . ?
C16 C23 1.364(3) . ?
C16 C17 1.383(3) . ?
C16 H3 0.9300 . ?
C17 C18 1.373(3) . ?
C17 H26 0.9300 . ?
C18 C19 1.374(3) . ?
C18 H25 0.9300 . ?
C19 C22 1.406(3) . ?
C20 C21 1.390(3) . ?
C20 H7 0.9300 . ?
C21 C22 1.436(3) . ?
C22 C23 1.389(3) . ?
C23 H6 0.9300 . ?
C24 C25 1.410(2) . ?
C24 C35 1.436(3) . ?
C25 C29 1.479(3) . ?
C27 C28 1.382(3) . ?
C27 H9 0.9300 . ?
C28 H10 0.9300 . ?
C29 C30 1.384(3) . ?
C29 C34 1.388(3) . ?
C30 C31 1.378(3) . ?
C30 H16 0.9300 . ?
C31 C32 1.372(3) . ?
C31 H15 0.9300 . ?
C32 C33 1.372(3) . ?
C32 H12 0.9300 . ?
C33 C34 1.378(3) . ?
C33 H14 0.9300 . ?
C34 H13 0.9300 . ?
C36 C38 1.387(2) . ?
C36 C37 1.500(3) . ?
C37 H18 0.9600 . ?
C37 H17 0.9600 . ?
C37 H19 0.9600 . ?
C38 H20 0.9300 . ?
C39 H21 0.9600 . ?
C39 H23 0.9600 . ?
C39 H22 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 N1 C19 108.77(15) . . ?
C12 N1 C11 125.49(17) . . ?
C19 N1 C11 125.67(17) . . ?
C25 N2 C5 120.85(15) . . ?
C2 C1 C27 119.7(2) . . ?
C2 C1 H1 120.2 . . ?
C27 C1 H1 120.2 . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 H11 119.6 . . ?
C3 C2 H11 119.6 . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H8 119.9 . . ?
C4 C3 H8 119.9 . . ?
C28 C4 C3 118.2(2) . . ?
C28 C4 C5 122.57(17) . . ?
C3 C4 C5 119.20(19) . . ?
N2 C5 C6 120.56(17) . . ?
N2 C5 C4 115.78(15) . . ?
C6 C5 C4 123.65(17) . . ?
C7 C6 C5 119.84(17) . . ?
C7 C6 C26 117.71(16) . . ?
C5 C6 C26 122.43(18) . . ?
C24 C7 C6 117.69(16) . . ?
C24 C7 C8 121.35(17) . . ?
C6 C7 C8 120.92(17) . . ?
C9 C8 C36 120.97(16) . . ?
C9 C8 C7 119.95(16) . . ?
C36 C8 C7 119.08(17) . . ?
C10 C9 C8 118.31(18) . . ?
C10 C9 C39 120.1(2) . . ?
C8 C9 C39 121.53(18) . . ?
C11 C10 C9 121.13(19) . . ?
C11 C10 H24 119.4 . . ?
C9 C10 H24 119.4 . . ?
C38 C11 C10 119.89(17) . . ?
C38 C11 N1 119.98(18) . . ?
C10 C11 N1 120.13(18) . . ?
C13 C12 N1 129.08(18) . . ?
C13 C12 C21 122.2(2) . . ?
N1 C12 C21 108.70(19) . . ?
C14 C13 C12 117.9(2) . . ?
C14 C13 H4 121.0 . . ?
C12 C13 H4 121.0 . . ?
C13 C14 C15 121.0(2) . . ?
C13 C14 H5 119.5 . . ?
C15 C14 H5 119.5 . . ?
C20 C15 C14 120.7(2) . . ?
C20 C15 H2 119.7 . . ?
C14 C15 H2 119.7 . . ?
C23 C16 C17 121.1(2) . . ?
C23 C16 H3 119.4 . . ?
C17 C16 H3 119.4 . . ?
C18 C17 C16 121.0(2) . . ?
C18 C17 H26 119.5 . . ?
C16 C17 H26 119.5 . . ?
C17 C18 C19 118.1(2) . . ?
C17 C18 H25 121.0 . . ?
C19 C18 H25 121.0 . . ?
C18 C19 N1 129.71(18) . . ?
C18 C19 C22 121.77(19) . . ?
N1 C19 C22 108.51(18) . . ?
C15 C20 C21 119.6(2) . . ?
C15 C20 H7 120.2 . . ?
C21 C20 H7 120.2 . . ?
C20 C21 C12 118.5(2) . . ?
C20 C21 C22 134.41(18) . . ?
C12 C21 C22 107.08(17) . . ?
C23 C22 C19 118.6(2) . . ?
C23 C22 C21 134.44(19) . . ?
C19 C22 C21 106.92(17) . . ?
C16 C23 C22 119.4(2) . . ?
C16 C23 H6 120.3 . . ?
C22 C23 H6 120.3 . . ?
C7 C24 C25 119.79(17) . . ?
C7 C24 C35 117.70(16) . . ?
C25 C24 C35 122.49(17) . . ?
N2 C25 C24 121.01(17) . . ?
N2 C25 C29 115.38(15) . . ?
C24 C25 C29 123.54(17) . . ?
N3 C26 C6 176.4(2) . . ?
C1 C27 C28 120.2(2) . . ?
C1 C27 H9 119.9 . . ?
C28 C27 H9 119.9 . . ?
C27 C28 C4 120.7(2) . . ?
C27 C28 H10 119.7 . . ?
C4 C28 H10 119.7 . . ?
C30 C29 C34 119.08(18) . . ?
C30 C29 C25 122.04(17) . . ?
C34 C29 C25 118.86(17) . . ?
C31 C30 C29 120.4(2) . . ?
C31 C30 H16 119.8 . . ?
C29 C30 H16 119.8 . . ?
C32 C31 C30 120.0(2) . . ?
C32 C31 H15 120.0 . . ?
C30 C31 H15 120.0 . . ?
C33 C32 C31 120.1(2) . . ?
C33 C32 H12 119.9 . . ?
C31 C32 H12 119.9 . . ?
C32 C33 C34 120.3(2) . . ?
C32 C33 H14 119.8 . . ?
C34 C33 H14 119.8 . . ?
C33 C34 C29 120.0(2) . . ?
C33 C34 H13 120.0 . . ?
C29 C34 H13 120.0 . . ?
N4 C35 C24 177.3(2) . . ?
C38 C36 C8 118.56(18) . . ?
C38 C36 C37 119.89(18) . . ?
C8 C36 C37 121.55(16) . . ?
C36 C37 H18 109.5 . . ?
C36 C37 H17 109.5 . . ?
H18 C37 H17 109.5 . . ?
C36 C37 H19 109.5 . . ?
H18 C37 H19 109.5 . . ?
H17 C37 H19 109.5 . . ?
C11 C38 C36 121.11(18) . . ?
C11 C38 H20 119.4 . . ?
C36 C38 H20 119.4 . . ?
C9 C39 H21 109.5 . . ?
C9 C39 H23 109.5 . . ?
H21 C39 H23 109.5 . . ?
C9 C39 H22 109.5 . . ?
H21 C39 H22 109.5 . . ?
H23 C39 H22 109.5 . . ?

_refine_diff_density_max         0.200
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.031

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_190237_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2144160'
loop_
_audit_author_name
_audit_author_address
'Chen Pei Lin'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2022-04-07 deposited with the CCDC.	2022-05-26 downloaded from the CCDC.
;
_audit_creation_date             2022-04-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C47 H42 N4'
_chemical_formula_sum            'C47 H42 N4'
_chemical_formula_weight         662.84
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   57.440(3)
_cell_length_b                   11.0847(6)
_cell_length_c                   11.7236(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.986(2)
_cell_angle_gamma                90
_cell_volume                     7463.3(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5424
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.71
_cell_measurement_theta_min      2.55
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6983
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0610 before and 0.0532 after correction.
The Ratio of minimum to maximum transmission is 0.9368.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       columnar
_exptl_crystal_F_000             2816
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       71
_diffrn_reflns_limit_h_min       -72
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            51420
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.472
_diffrn_reflns_theta_min         1.418
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4048
_reflns_number_total             7666
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    ?
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         7666
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1301
_refine_ls_R_factor_gt           0.0555
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0629P)²+2.6138P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1196
_refine_ls_wR_factor_ref         0.1500
_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. Rigid bond restraints
 C45, C46, C47, C45', C46', C47'
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C45 \\sim C46 \\sim C47 \\sim C45' \\sim C46' \\sim C47': within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C45) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C45')
\\sim Ueq, Uanis(C46') \\sim Ueq, Uanis(C47') \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(C45')=Sof(H45D)=Sof(H45E)=Sof(H45F)=Sof(C46')=Sof(H46D)=Sof(H46E)=
 Sof(H46F)=Sof(C47')=Sof(H47D)=Sof(H47E)=Sof(H47F)=1-FVAR(1)
 Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(H45C)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(H46C)=
 Sof(C47)=Sof(H47A)=Sof(H47B)=Sof(H47C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C22(H22), C24(H24), C29(H29), C30(H30), C32(H32), C35(H35),
  C37(H37), C38(H38)
5.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C41(H41A,H41B,H41C), C42(H42A,H42B,
 H42C), C43(H43A,H43B,H43C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C47(H47A,
 H47B,H47C), C45'(H45D,H45E,H45F), C46'(H46D,H46E,H46F), C47'(H47D,H47E,H47F)
;
_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
C1 C 0.45988(4) 0.8171(2) 0.84313(18) 0.0414(6) Uani 1 1 d . . . . .
C2 C 0.43988(4) 0.7453(2) 0.83380(19) 0.0402(6) Uani 1 1 d . . . . .
C3 C 0.41968(4) 0.7898(2) 0.78038(18) 0.0394(5) Uani 1 1 d . . . . .
C4 C 0.42004(4) 0.9096(2) 0.74432(18) 0.0411(6) Uani 1 1 d . . . . .
C5 C 0.43983(4) 0.9812(2) 0.76641(19) 0.0422(6) Uani 1 1 d . . . . .
C6 C 0.48265(4) 0.7740(2) 0.8887(2) 0.0494(6) Uani 1 1 d . . . . .
C7 C 0.49749(5) 0.8557(3) 0.9385(3) 0.0821(10) Uani 1 1 d . . . . .
H7 H 0.4932 0.9385 0.9391 0.099 Uiso 1 1 calc R U . . .
C8 C 0.51840(5) 0.8217(4) 0.9879(3) 0.1051(13) Uani 1 1 d . . . . .
H8 H 0.5282 0.8807 1.0227 0.126 Uiso 1 1 calc R U . . .
C9 C 0.52497(5) 0.7062(4) 0.9872(3) 0.0889(11) Uani 1 1 d . . . . .
H9 H 0.5390 0.6820 1.0250 0.107 Uiso 1 1 calc R U . . .
C10 C 0.51143(5) 0.6239(3) 0.9319(3) 0.0817(10) Uani 1 1 d . . . . .
H10 H 0.5166 0.5426 0.9270 0.098 Uiso 1 1 calc R U . . .
C11 C 0.49017(4) 0.6560(3) 0.8823(2) 0.0658(8) Uani 1 1 d . . . . .
H11 H 0.4809 0.5971 0.8443 0.079 Uiso 1 1 calc R U . . .
C12 C 0.44118(4) 1.1107(2) 0.73816(19) 0.0456(6) Uani 1 1 d . . . . .
C13 C 0.42253(4) 1.1878(2) 0.7500(2) 0.0524(7) Uani 1 1 d . . . . .
H13 H 0.4081 1.1571 0.7751 0.063 Uiso 1 1 calc R U . . .
C14 C 0.42465(5) 1.3089(3) 0.7258(2) 0.0622(7) Uani 1 1 d . . . . .
H14 H 0.4118 1.3614 0.7354 0.075 Uiso 1 1 calc R U . . .
C15 C 0.44535(6) 1.3532(3) 0.6880(2) 0.0710(8) Uani 1 1 d . . . . .
H15 H 0.4468 1.4364 0.6701 0.085 Uiso 1 1 calc R U . . .
C16 C 0.46405(6) 1.2779(3) 0.6758(3) 0.0763(9) Uani 1 1 d . . . . .
H16 H 0.4784 1.3093 0.6499 0.092 Uiso 1 1 calc R U . . .
C17 C 0.46211(5) 1.1574(3) 0.7008(2) 0.0628(7) Uani 1 1 d . . . . .
H17 H 0.4752 1.1058 0.6925 0.075 Uiso 1 1 calc R U . . .
C18 C 0.43932(4) 0.6252(2) 0.8786(2) 0.0468(6) Uani 1 1 d . . . . .
C19 C 0.40068(4) 0.9550(2) 0.6781(2) 0.0543(7) Uani 1 1 d . . . . .
C20 C 0.39949(3) 0.7088(2) 0.75613(18) 0.0375(5) Uani 1 1 d . . . . .
C21 C 0.38473(4) 0.6722(2) 0.84373(17) 0.0378(5) Uani 1 1 d . . . . .
C22 C 0.36682(4) 0.5928(2) 0.81751(19) 0.0429(6) Uani 1 1 d . . . . .
H22 H 0.3565 0.5683 0.8754 0.052 Uiso 1 1 calc R U . . .
C23 C 0.36386(4) 0.5489(2) 0.70783(19) 0.0396(6) Uani 1 1 d . . . . .
C24 C 0.37837(4) 0.5862(2) 0.62226(19) 0.0443(6) Uani 1 1 d . . . . .
H24 H 0.3761 0.5558 0.5471 0.053 Uiso 1 1 calc R U . . .
C25 C 0.39614(4) 0.6672(2) 0.64421(18) 0.0416(6) Uani 1 1 d . . . . .
C26 C 0.38749(4) 0.7196(2) 0.96416(19) 0.0535(7) Uani 1 1 d . . . . .
H26A H 0.3727 0.7116 1.0038 0.080 Uiso 1 1 calc R U . . .
H26B H 0.3920 0.8048 0.9619 0.080 Uiso 1 1 calc R U . . .
H26C H 0.3995 0.6732 1.0048 0.080 Uiso 1 1 calc R U . . .
C27 C 0.41139(4) 0.7055(3) 0.5470(2) 0.0661(8) Uani 1 1 d . . . . .
H27A H 0.4125 0.6394 0.4919 0.099 Uiso 1 1 calc R U . . .
H27B H 0.4270 0.7256 0.5768 0.099 Uiso 1 1 calc R U . . .
H27C H 0.4046 0.7764 0.5094 0.099 Uiso 1 1 calc R U . . .
C28 C 0.34367(4) 0.3486(2) 0.72369(18) 0.0374(5) Uani 1 1 d . . . . .
C29 C 0.35663(4) 0.2889(2) 0.80591(19) 0.0441(6) Uani 1 1 d . . . . .
H29 H 0.3695 0.3270 0.8429 0.053 Uiso 1 1 calc R U . . .
C30 C 0.35044(4) 0.1727(2) 0.83312(19) 0.0456(6) Uani 1 1 d . . . . .
H30 H 0.3593 0.1314 0.8901 0.055 Uiso 1 1 calc R U . . .
C31 C 0.33171(4) 0.1129(2) 0.78055(19) 0.0422(6) Uani 1 1 d . . . . .
C32 C 0.31928(4) 0.1744(2) 0.69698(19) 0.0414(6) Uani 1 1 d . . . . .
H32 H 0.3066 0.1356 0.6593 0.050 Uiso 1 1 calc R U . . .
C33 C 0.32499(3) 0.2914(2) 0.66708(17) 0.0370(5) Uani 1 1 d . . . . .
C34 C 0.31549(3) 0.3773(2) 0.58565(18) 0.0381(5) Uani 1 1 d . . . . .
C35 C 0.29648(4) 0.3757(2) 0.51030(19) 0.0442(6) Uani 1 1 d . . . . .
H35 H 0.2873 0.3046 0.5031 0.053 Uiso 1 1 calc R U . . .
C36 C 0.29070(4) 0.4764(2) 0.44578(19) 0.0465(6) Uani 1 1 d . . . . .
C37 C 0.30478(4) 0.5788(2) 0.4577(2) 0.0511(6) Uani 1 1 d . . . . .
H37 H 0.3012 0.6479 0.4129 0.061 Uiso 1 1 calc R U . . .
C38 C 0.32370(4) 0.5839(2) 0.5317(2) 0.0493(6) Uani 1 1 d . . . . .
H38 H 0.3329 0.6548 0.5384 0.059 Uiso 1 1 calc R U . . .
C39 C 0.32880(4) 0.4822(2) 0.59587(18) 0.0396(6) Uani 1 1 d . . . . .
C40 C 0.32451(4) -0.0151(2) 0.8145(2) 0.0519(7) Uani 1 1 d . . . . .
C41 C 0.34157(5) -0.0744(3) 0.8970(3) 0.0800(9) Uani 1 1 d . . . . .
H41A H 0.3569 -0.0788 0.8622 0.120 Uiso 1 1 calc R U . . .
H41B H 0.3362 -0.1560 0.9149 0.120 Uiso 1 1 calc R U . . .
H41C H 0.3426 -0.0268 0.9674 0.120 Uiso 1 1 calc R U . . .
C42 C 0.30077(5) -0.0088(3) 0.8716(3) 0.0871(10) Uani 1 1 d . . . . .
H42A H 0.2961 -0.0899 0.8954 0.131 Uiso 1 1 calc R U . . .
H42B H 0.2892 0.0236 0.8174 0.131 Uiso 1 1 calc R U . . .
H42C H 0.3018 0.0440 0.9385 0.131 Uiso 1 1 calc R U . . .
C43 C 0.32227(7) -0.0954(3) 0.7089(3) 0.0915(11) Uani 1 1 d . . . . .
H43A H 0.3373 -0.0999 0.6711 0.137 Uiso 1 1 calc R U . . .
H43B H 0.3106 -0.0612 0.6561 0.137 Uiso 1 1 calc R U . . .
H43C H 0.3174 -0.1765 0.7317 0.137 Uiso 1 1 calc R U . . .
C44 C 0.26925(4) 0.4760(3) 0.3665(2) 0.0586(7) Uani 1 1 d . . . . .
C45 C 0.24853(7) 0.4399(7) 0.4310(5) 0.109(2) Uani 0.780(5) 1 d . U P A 1
H45A H 0.2451 0.5019 0.4879 0.163 Uiso 0.780(5) 1 calc R U P A 1
H45B H 0.2516 0.3629 0.4696 0.163 Uiso 0.780(5) 1 calc R U P A 1
H45C H 0.2352 0.4309 0.3784 0.163 Uiso 0.780(5) 1 calc R U P A 1
C46 C 0.27386(8) 0.3855(5) 0.2673(4) 0.1030(18) Uani 0.780(5) 1 d . U P A 1
H46A H 0.2731 0.3027 0.2964 0.154 Uiso 0.780(5) 1 calc R U P A 1
H46B H 0.2893 0.4006 0.2361 0.154 Uiso 0.780(5) 1 calc R U P A 1
H46C H 0.2620 0.3963 0.2070 0.154 Uiso 0.780(5) 1 calc R U P A 1
C47 C 0.26510(8) 0.5954(4) 0.3069(4) 0.0874(16) Uani 0.780(5) 1 d . U P A 1
H47A H 0.2514 0.5887 0.2560 0.131 Uiso 0.780(5) 1 calc R U P A 1
H47B H 0.2788 0.6164 0.2622 0.131 Uiso 0.780(5) 1 calc R U P A 1
H47C H 0.2624 0.6583 0.3638 0.131 Uiso 0.780(5) 1 calc R U P A 1
C45' C 0.2536(3) 0.3616(19) 0.3826(18) 0.093(5) Uani 0.220(5) 1 d . U P A 2
H45D H 0.2399 0.3669 0.3318 0.140 Uiso 0.220(5) 1 calc R U P A 2
H45E H 0.2486 0.3572 0.4619 0.140 Uiso 0.220(5) 1 calc R U P A 2
H45F H 0.2626 0.2892 0.3641 0.140 Uiso 0.220(5) 1 calc R U P A 2
C46' C 0.2741(3) 0.507(2) 0.2554(15) 0.099(5) Uani 0.220(5) 1 d . U P A 2
H46D H 0.2804 0.5890 0.2534 0.149 Uiso 0.220(5) 1 calc R U P A 2
H46E H 0.2598 0.5027 0.2088 0.149 Uiso 0.220(5) 1 calc R U P A 2
H46F H 0.2856 0.4505 0.2252 0.149 Uiso 0.220(5) 1 calc R U P A 2
C47' C 0.2520(3) 0.5903(17) 0.4197(15) 0.103(5) Uani 0.220(5) 1 d . U P A 2
H47D H 0.2606 0.6667 0.4176 0.154 Uiso 0.220(5) 1 calc R U P A 2
H47E H 0.2480 0.5717 0.4986 0.154 Uiso 0.220(5) 1 calc R U P A 2
H47F H 0.2378 0.5971 0.3730 0.154 Uiso 0.220(5) 1 calc R U P A 2
N1 N 0.45913(3) 0.93299(18) 0.81218(16) 0.0455(5) Uani 1 1 d . . . . .
N2 N 0.43841(4) 0.5311(2) 0.9169(2) 0.0697(7) Uani 1 1 d . . . . .
N3 N 0.38555(4) 0.9873(2) 0.6222(2) 0.0856(8) Uani 1 1 d . . . . .
N4 N 0.34584(3) 0.46509(17) 0.68087(16) 0.0440(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 1.401(3) . ?
C1 C6 1.484(3) . ?
C1 N1 1.335(3) . ?
C2 C3 1.399(3) . ?
C2 C18 1.432(3) . ?
C3 C4 1.393(3) . ?
C3 C20 1.490(3) . ?
C4 C5 1.407(3) . ?
C4 C19 1.436(3) . ?
C5 C12 1.475(3) . ?
C5 N1 1.335(3) . ?
C6 C7 1.368(4) . ?
C6 C11 1.379(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.377(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.334(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.357(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(3) . ?
C12 C17 1.387(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.367(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.369(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.372(4) . ?
C17 H17 0.9500 . ?
C18 N2 1.137(3) . ?
C19 N3 1.138(3) . ?
C20 C21 1.403(3) . ?
C20 C25 1.401(3) . ?
C21 C22 1.384(3) . ?
C21 C26 1.512(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C23 C24 1.379(3) . ?
C23 N4 1.422(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(3) . ?
C25 C27 1.510(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.377(3) . ?
C28 C33 1.403(3) . ?
C28 N4 1.392(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.375(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.398(3) . ?
C31 C32 1.382(3) . ?
C31 C40 1.532(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(3) . ?
C33 C34 1.448(3) . ?
C34 C35 1.393(3) . ?
C34 C39 1.395(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.385(3) . ?
C36 C37 1.399(3) . ?
C36 C44 1.530(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.380(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.383(3) . ?
C39 N4 1.398(3) . ?
C40 C41 1.515(4) . ?
C40 C42 1.531(4) . ?
C40 C43 1.529(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 C45 1.476(5) . ?
C44 C46 1.563(5) . ?
C44 C47 1.513(5) . ?
C44 C45' 1.567(19) . ?
C44 C46' 1.380(18) . ?
C44 C47' 1.730(18) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C45' H45D 0.9800 . ?
C45' H45E 0.9800 . ?
C45' H45F 0.9800 . ?
C46' H46D 0.9800 . ?
C46' H46E 0.9800 . ?
C46' H46F 0.9800 . ?
C47' H47D 0.9800 . ?
C47' H47E 0.9800 . ?
C47' H47F 0.9800 . ?

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 124.2(2) . . ?
N1 C1 C2 120.2(2) . . ?
N1 C1 C6 115.6(2) . . ?
C1 C2 C18 121.6(2) . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 C18 117.9(2) . . ?
C2 C3 C20 120.6(2) . . ?
C4 C3 C2 117.1(2) . . ?
C4 C3 C20 122.14(19) . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 C19 118.9(2) . . ?
C5 C4 C19 121.1(2) . . ?
C4 C5 C12 123.6(2) . . ?
N1 C5 C4 120.7(2) . . ?
N1 C5 C12 115.67(19) . . ?
C7 C6 C1 118.6(2) . . ?
C7 C6 C11 117.2(2) . . ?
C11 C6 C1 124.1(2) . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.1(3) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.3(3) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C10 119.6(3) . . ?
C6 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C5 122.4(2) . . ?
C13 C12 C17 118.6(2) . . ?
C17 C12 C5 118.9(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
N2 C18 C2 177.8(3) . . ?
N3 C19 C4 177.0(3) . . ?
C21 C20 C3 120.84(19) . . ?
C25 C20 C3 118.11(19) . . ?
C25 C20 C21 121.02(19) . . ?
C20 C21 C26 121.9(2) . . ?
C22 C21 C20 118.52(19) . . ?
C22 C21 C26 119.6(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 N4 120.9(2) . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 N4 118.8(2) . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 120.9(2) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 C27 122.8(2) . . ?
C24 C25 C20 118.6(2) . . ?
C24 C25 C27 118.6(2) . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C33 121.0(2) . . ?
C29 C28 N4 130.3(2) . . ?
N4 C28 C33 108.70(18) . . ?
C28 C29 H29 120.9 . . ?
C30 C29 C28 118.2(2) . . ?
C30 C29 H29 120.9 . . ?
C29 C30 H30 118.6 . . ?
C29 C30 C31 122.9(2) . . ?
C31 C30 H30 118.6 . . ?
C30 C31 C40 122.3(2) . . ?
C32 C31 C30 117.6(2) . . ?
C32 C31 C40 120.1(2) . . ?
C31 C32 H32 119.3 . . ?
C31 C32 C33 121.3(2) . . ?
C33 C32 H32 119.3 . . ?
C28 C33 C34 106.95(19) . . ?
C32 C33 C28 119.0(2) . . ?
C32 C33 C34 134.00(19) . . ?
C35 C34 C33 133.8(2) . . ?
C35 C34 C39 119.2(2) . . ?
C39 C34 C33 106.96(18) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 C34 120.9(2) . . ?
C36 C35 H35 119.5 . . ?
C35 C36 C37 117.8(2) . . ?
C35 C36 C44 120.8(2) . . ?
C37 C36 C44 121.4(2) . . ?
C36 C37 H37 118.5 . . ?
C38 C37 C36 123.0(2) . . ?
C38 C37 H37 118.5 . . ?
C37 C38 H38 121.1 . . ?
C37 C38 C39 117.7(2) . . ?
C39 C38 H38 121.1 . . ?
C34 C39 N4 108.90(19) . . ?
C38 C39 C34 121.4(2) . . ?
C38 C39 N4 129.6(2) . . ?
C41 C40 C31 113.1(2) . . ?
C41 C40 C42 108.2(2) . . ?
C41 C40 C43 108.0(2) . . ?
C42 C40 C31 108.6(2) . . ?
C43 C40 C31 110.3(2) . . ?
C43 C40 C42 108.5(2) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C40 C43 H43A 109.5 . . ?
C40 C43 H43B 109.5 . . ?
C40 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C36 C44 C46 108.0(2) . . ?
C36 C44 C45' 112.7(7) . . ?
C36 C44 C47' 103.8(5) . . ?
C45 C44 C36 109.7(3) . . ?
C45 C44 C46 110.8(4) . . ?
C45 C44 C47 110.6(4) . . ?
C47 C44 C36 113.4(2) . . ?
C47 C44 C46 104.2(3) . . ?
C45' C44 C47' 102.5(10) . . ?
C46' C44 C36 113.5(7) . . ?
C46' C44 C45' 116.1(11) . . ?
C46' C44 C47' 106.6(11) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C44 C46 H46A 109.5 . . ?
C44 C46 H46B 109.5 . . ?
C44 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C44 C47 H47A 109.5 . . ?
C44 C47 H47B 109.5 . . ?
C44 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C44 C45' H45D 109.5 . . ?
C44 C45' H45E 109.5 . . ?
C44 C45' H45F 109.5 . . ?
H45D C45' H45E 109.5 . . ?
H45D C45' H45F 109.5 . . ?
H45E C45' H45F 109.5 . . ?
C44 C46' H46D 109.5 . . ?
C44 C46' H46E 109.5 . . ?
C44 C46' H46F 109.5 . . ?
H46D C46' H46E 109.5 . . ?
H46D C46' H46F 109.5 . . ?
H46E C46' H46F 109.5 . . ?
C44 C47' H47D 109.5 . . ?
C44 C47' H47E 109.5 . . ?
C44 C47' H47F 109.5 . . ?
H47D C47' H47E 109.5 . . ?
H47D C47' H47F 109.5 . . ?
H47E C47' H47F 109.5 . . ?
C1 N1 C5 121.13(19) . . ?
C28 N4 C23 126.50(18) . . ?
C28 N4 C39 108.49(17) . . ?
C39 N4 C23 124.61(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
