# 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_mo_ddz21136_0m
_database_code_depnum_ccdc_archive 'CCDC 2159958'
loop_
_audit_author_name
_audit_author_address
iq-tpa
;Wenzhou university
China
;
_audit_update_record             
;
2022-03-18 deposited with the CCDC.	2022-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H35 Cl3 N4'
_chemical_formula_weight         750.13

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'
Cl Cl 0.1484 0.1585 '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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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, y+1/2, -z'

_cell_length_a                   11.996(2)
_cell_length_b                   7.3821(11)
_cell_length_c                   21.811(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.946(5)
_cell_angle_gamma                90
_cell_volume                     1902.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    2907
_cell_measurement_theta_min      5.549
_cell_measurement_theta_max      43.997

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             780
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.280
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6210
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(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 ?
_diffrn_reflns_number            23842
_diffrn_reflns_av_unetI/netI     0.1109
_diffrn_reflns_av_R_equivalents  0.1006
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.774
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             6655
_reflns_number_gt                4006
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.832
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.961

_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       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0638P)²+1.5681P] 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     SHELXL
_refine_ls_extinction_coef       0.0079(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1263 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.07(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6655
_refine_ls_number_parameters     479
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1367
_refine_ls_R_factor_gt           0.0726
_refine_ls_wR_factor_ref         0.1864
_refine_ls_wR_factor_gt          0.1482
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_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
Cl1 Cl 1.0021(4) 0.7941(5) 0.19100(17) 0.1266(15) Uani 1 1 d . . . . .
Cl2 Cl 1.0216(3) 0.6960(5) 0.31697(15) 0.1062(13) Uani 1 1 d . . . . .
Cl3 Cl 0.8335(3) 0.5718(7) 0.2313(3) 0.173(2) Uani 1 1 d . . . . .
C46 C 0.9768(8) 0.6242(14) 0.2414(4) 0.059(3) Uani 1 1 d . . . . .
H46 H 1.0198 0.5146 0.2336 0.071 Uiso 1 1 calc R U . . .
N1 N 0.0371(5) 0.3068(9) 0.1454(3) 0.0403(17) Uani 1 1 d . . . . .
N2 N 0.2614(5) 0.4276(8) 0.1811(3) 0.0292(15) Uani 1 1 d . . . . .
N3 N 0.2300(5) 0.0570(9) 0.4041(3) 0.0356(16) Uani 1 1 d . . . . .
N4 N 0.5648(6) 1.0183(9) 0.1912(3) 0.0387(17) Uani 1 1 d . . . . .
C1 C -0.0651(7) 0.2375(13) 0.1302(5) 0.054(2) Uani 1 1 d . . . . .
H1A H -0.1168 0.2548 0.1575 0.065 Uiso 1 1 calc R U . . .
C2 C -0.1008(8) 0.1388(14) 0.0752(5) 0.067(3) Uani 1 1 d . . . . .
H2 H -0.1747 0.0919 0.0665 0.080 Uiso 1 1 calc R U . . .
C3 C -0.0287(8) 0.1112(14) 0.0345(5) 0.060(3) Uani 1 1 d . . . . .
H3 H -0.0519 0.0458 -0.0025 0.072 Uiso 1 1 calc R U . . .
C4 C 0.0815(7) 0.1827(10) 0.0488(4) 0.039(2) Uani 1 1 d . . . . .
C5 C 0.1599(9) 0.1674(11) 0.0076(4) 0.052(2) Uani 1 1 d . . . . .
H5 H 0.1391 0.1061 -0.0304 0.063 Uiso 1 1 calc R U . . .
C6 C 0.2653(8) 0.2407(11) 0.0225(4) 0.043(2) Uani 1 1 d . . . . .
H6 H 0.3156 0.2354 -0.0060 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2985(7) 0.3242(10) 0.0806(4) 0.037(2) Uani 1 1 d . . . . .
H7 H 0.3730 0.3680 0.0911 0.044 Uiso 1 1 calc R U . . .
C8 C 0.2269(6) 0.3441(9) 0.1223(3) 0.0275(17) Uani 1 1 d . . . . .
C9 C 0.1125(7) 0.2773(10) 0.1057(3) 0.0323(18) Uani 1 1 d . . . . .
C10 C 0.2531(6) 0.3335(10) 0.2363(3) 0.0297(18) Uani 1 1 d . . . . .
C11 C 0.2545(7) 0.4267(11) 0.2920(3) 0.038(2) Uani 1 1 d . . . . .
H11 H 0.2594 0.5538 0.2924 0.045 Uiso 1 1 calc R U . . .
C12 C 0.2488(7) 0.3359(11) 0.3463(3) 0.039(2) Uani 1 1 d . . . . .
H12 H 0.2528 0.4015 0.3836 0.047 Uiso 1 1 calc R U . . .
C13 C 0.2371(6) 0.1499(11) 0.3472(3) 0.0332(19) Uani 1 1 d . . . . .
C14 C 0.2330(6) 0.0559(11) 0.2920(3) 0.0351(19) Uani 1 1 d . . . . .
H14 H 0.2243 -0.0707 0.2917 0.042 Uiso 1 1 calc R U . . .
C15 C 0.2416(6) 0.1458(10) 0.2370(3) 0.0299(18) Uani 1 1 d . . . . .
H15 H 0.2397 0.0795 0.2000 0.036 Uiso 1 1 calc R U . . .
C16 C 0.3392(6) 0.5775(10) 0.1832(3) 0.0268(17) Uani 1 1 d . . . . .
C17 C 0.3152(6) 0.7200(11) 0.1427(3) 0.0319(18) Uani 1 1 d . . . . .
H17 H 0.2479 0.7189 0.1134 0.038 Uiso 1 1 calc R U . . .
C18 C 0.3883(6) 0.8654(11) 0.1444(3) 0.0309(18) Uani 1 1 d . . . . .
H18 H 0.3697 0.9617 0.1163 0.037 Uiso 1 1 calc R U . . .
C19 C 0.4889(6) 0.8714(10) 0.1870(3) 0.0300(18) Uani 1 1 d . . . . .
C20 C 0.5127(7) 0.7241(11) 0.2282(3) 0.0356(19) Uani 1 1 d . . . . .
H20 H 0.5796 0.7246 0.2579 0.043 Uiso 1 1 calc R U . . .
C21 C 0.4399(6) 0.5799(10) 0.2258(3) 0.0309(18) Uani 1 1 d . . . . .
H21 H 0.4583 0.4817 0.2531 0.037 Uiso 1 1 calc R U . . .
C22 C 0.1805(6) 0.1445(11) 0.4502(3) 0.0322(18) Uani 1 1 d . . . . .
C23 C 0.0825(7) 0.2482(13) 0.4333(4) 0.045(2) Uani 1 1 d . . . . .
H23 H 0.0475 0.2535 0.3913 0.055 Uiso 1 1 calc R U . . .
C24 C 0.0363(7) 0.3428(13) 0.4774(5) 0.052(2) Uani 1 1 d . . . . .
H24 H -0.0283 0.4148 0.4648 0.062 Uiso 1 1 calc R U . . .
C25 C 0.0829(8) 0.3334(12) 0.5389(4) 0.053(2) Uani 1 1 d . . . . .
H25 H 0.0501 0.3959 0.5689 0.063 Uiso 1 1 calc R U . . .
C26 C 0.1789(7) 0.2306(12) 0.5564(4) 0.045(2) Uani 1 1 d . . . . .
H26 H 0.2111 0.2230 0.5988 0.054 Uiso 1 1 calc R U . . .
C27 C 0.2293(7) 0.1379(11) 0.5129(3) 0.038(2) Uani 1 1 d . . . . .
H27 H 0.2959 0.0710 0.5257 0.046 Uiso 1 1 calc R U . . .
C28 C 0.2993(7) -0.0984(11) 0.4203(3) 0.037(2) Uani 1 1 d . . . . .
C29 C 0.2647(7) -0.2346(11) 0.4575(3) 0.038(2) Uani 1 1 d . . . . .
H29 H 0.1936 -0.2263 0.4699 0.045 Uiso 1 1 calc R U . . .
C30 C 0.3333(8) -0.3801(12) 0.4760(3) 0.045(2) Uani 1 1 d . . . . .
H30 H 0.3102 -0.4680 0.5024 0.054 Uiso 1 1 calc R U . . .
C31 C 0.4355(8) -0.3984(13) 0.4563(4) 0.050(2) Uani 1 1 d . . . . .
H31 H 0.4818 -0.4992 0.4688 0.060 Uiso 1 1 calc R U . . .
C32 C 0.4694(8) -0.2710(14) 0.4189(4) 0.055(3) Uani 1 1 d . . . . .
H32 H 0.5391 -0.2846 0.4051 0.067 Uiso 1 1 calc R U . . .
C33 C 0.4028(7) -0.1208(13) 0.4005(4) 0.046(2) Uani 1 1 d . . . . .
H33 H 0.4275 -0.0334 0.3745 0.056 Uiso 1 1 calc R U . . .
C34 C 0.6254(7) 1.0727(11) 0.2506(3) 0.037(2) Uani 1 1 d . . . . .
C35 C 0.5669(7) 1.1326(11) 0.2958(3) 0.041(2) Uani 1 1 d . . . . .
H35 H 0.4873 1.1339 0.2883 0.049 Uiso 1 1 calc R U . . .
C36 C 0.6276(9) 1.1915(13) 0.3531(4) 0.058(3) Uani 1 1 d . . . . .
H36 H 0.5886 1.2331 0.3842 0.069 Uiso 1 1 calc R U . . .
C37 C 0.7444(10) 1.1885(15) 0.3638(4) 0.069(3) Uani 1 1 d . . . . .
H37 H 0.7851 1.2299 0.4019 0.083 Uiso 1 1 calc R U . . .
C38 C 0.8006(9) 1.1255(16) 0.3190(5) 0.069(3) Uani 1 1 d . . . . .
H38 H 0.8802 1.1210 0.3267 0.083 Uiso 1 1 calc R U . . .
C39 C 0.7413(7) 1.0675(12) 0.2618(4) 0.049(2) Uani 1 1 d . . . . .
H39 H 0.7807 1.0250 0.2310 0.059 Uiso 1 1 calc R U . . .
C40 C 0.5834(6) 1.1183(10) 0.1383(3) 0.0301(18) Uani 1 1 d . . . . .
C41 C 0.6141(6) 1.2986(11) 0.1446(3) 0.035(2) Uani 1 1 d . . . . .
H41 H 0.6228 1.3539 0.1839 0.042 Uiso 1 1 calc R U . . .
C42 C 0.6320(7) 1.3981(11) 0.0938(4) 0.041(2) Uani 1 1 d . . . . .
H42 H 0.6513 1.5213 0.0987 0.050 Uiso 1 1 calc R U . . .
C43 C 0.6220(7) 1.3188(13) 0.0354(4) 0.044(2) Uani 1 1 d . . . . .
H43 H 0.6364 1.3858 0.0009 0.053 Uiso 1 1 calc R U . . .
C44 C 0.5902(6) 1.1382(13) 0.0292(3) 0.040(2) Uani 1 1 d . . . . .
H44 H 0.5805 1.0837 -0.0104 0.048 Uiso 1 1 calc R U . . .
C45 C 0.5725(6) 1.0365(11) 0.0799(3) 0.035(2) Uani 1 1 d . . . . .
H45 H 0.5532 0.9133 0.0750 0.042 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
Cl1 C46 1.729(10) . ?
Cl2 C46 1.726(10) . ?
Cl3 C46 1.739(10) . ?
C46 H46 0.9900 . ?
N1 C1 1.317(10) . ?
N1 C9 1.374(10) . ?
N2 C10 1.409(9) . ?
N2 C8 1.418(9) . ?
N2 C16 1.443(9) . ?
N3 C22 1.411(9) . ?
N3 C28 1.425(10) . ?
N3 C13 1.433(9) . ?
N4 C19 1.409(9) . ?
N4 C40 1.420(9) . ?
N4 C34 1.428(9) . ?
C1 C2 1.406(13) . ?
C1 H1A 0.9400 . ?
C2 C3 1.358(13) . ?
C2 H2 0.9400 . ?
C3 C4 1.407(12) . ?
C3 H3 0.9400 . ?
C4 C5 1.414(12) . ?
C4 C9 1.416(10) . ?
C5 C6 1.362(12) . ?
C5 H5 0.9400 . ?
C6 C7 1.402(10) . ?
C6 H6 0.9400 . ?
C7 C8 1.364(10) . ?
C7 H7 0.9400 . ?
C8 C9 1.443(10) . ?
C10 C15 1.392(10) . ?
C10 C11 1.395(10) . ?
C11 C12 1.372(10) . ?
C11 H11 0.9400 . ?
C12 C13 1.381(10) . ?
C12 H12 0.9400 . ?
C13 C14 1.382(10) . ?
C14 C15 1.392(10) . ?
C14 H14 0.9400 . ?
C15 H15 0.9400 . ?
C16 C17 1.371(10) . ?
C16 C21 1.391(10) . ?
C17 C18 1.382(10) . ?
C17 H17 0.9400 . ?
C18 C19 1.390(10) . ?
C18 H18 0.9400 . ?
C19 C20 1.409(10) . ?
C20 C21 1.372(11) . ?
C20 H20 0.9400 . ?
C21 H21 0.9400 . ?
C22 C27 1.391(10) . ?
C22 C23 1.399(11) . ?
C23 C24 1.380(12) . ?
C23 H23 0.9400 . ?
C24 C25 1.364(12) . ?
C24 H24 0.9400 . ?
C25 C26 1.377(12) . ?
C25 H25 0.9400 . ?
C26 C27 1.390(11) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 C33 1.394(11) . ?
C28 C29 1.399(11) . ?
C29 C30 1.371(11) . ?
C29 H29 0.9400 . ?
C30 C31 1.375(12) . ?
C30 H30 0.9400 . ?
C31 C32 1.353(12) . ?
C31 H31 0.9400 . ?
C32 C33 1.385(12) . ?
C32 H32 0.9400 . ?
C33 H33 0.9400 . ?
C34 C39 1.370(11) . ?
C34 C35 1.379(10) . ?
C35 C36 1.402(11) . ?
C35 H35 0.9400 . ?
C36 C37 1.381(13) . ?
C36 H36 0.9400 . ?
C37 C38 1.361(13) . ?
C37 H37 0.9400 . ?
C38 C39 1.392(12) . ?
C38 H38 0.9400 . ?
C39 H39 0.9400 . ?
C40 C41 1.381(10) . ?
C40 C45 1.396(10) . ?
C41 C42 1.377(10) . ?
C41 H41 0.9400 . ?
C42 C43 1.388(11) . ?
C42 H42 0.9400 . ?
C43 C44 1.387(12) . ?
C43 H43 0.9400 . ?
C44 C45 1.383(11) . ?
C44 H44 0.9400 . ?
C45 H45 0.9400 . ?

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
Cl2 C46 Cl1 108.9(6) . . ?
Cl2 C46 Cl3 109.1(5) . . ?
Cl1 C46 Cl3 111.1(6) . . ?
Cl2 C46 H46 109.2 . . ?
Cl1 C46 H46 109.2 . . ?
Cl3 C46 H46 109.2 . . ?
C1 N1 C9 117.7(7) . . ?
C10 N2 C8 120.3(6) . . ?
C10 N2 C16 119.5(6) . . ?
C8 N2 C16 116.7(6) . . ?
C22 N3 C28 119.3(6) . . ?
C22 N3 C13 119.6(6) . . ?
C28 N3 C13 118.8(6) . . ?
C19 N4 C40 122.5(6) . . ?
C19 N4 C34 119.9(6) . . ?
C40 N4 C34 117.6(6) . . ?
N1 C1 C2 123.4(9) . . ?
N1 C1 H1A 118.3 . . ?
C2 C1 H1A 118.3 . . ?
C3 C2 C1 120.0(9) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 118.6(9) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C5 122.1(8) . . ?
C3 C4 C9 118.3(8) . . ?
C5 C4 C9 119.6(8) . . ?
C6 C5 C4 120.5(8) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 119.9(8) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 122.4(8) . . ?
C8 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
C7 C8 N2 122.0(7) . . ?
C7 C8 C9 118.5(7) . . ?
N2 C8 C9 119.5(6) . . ?
N1 C9 C4 121.9(7) . . ?
N1 C9 C8 119.3(6) . . ?
C4 C9 C8 118.9(7) . . ?
C15 C10 C11 117.9(7) . . ?
C15 C10 N2 121.5(7) . . ?
C11 C10 N2 120.7(7) . . ?
C12 C11 C10 121.1(8) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 121.2(8) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 118.4(8) . . ?
C14 C13 N3 121.0(7) . . ?
C12 C13 N3 120.6(7) . . ?
C13 C14 C15 121.0(7) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C10 C15 C14 120.4(7) . . ?
C10 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C21 118.8(7) . . ?
C17 C16 N2 120.3(6) . . ?
C21 C16 N2 120.9(6) . . ?
C16 C17 C18 121.1(7) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C19 121.1(7) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C18 C19 N4 123.0(7) . . ?
C18 C19 C20 117.3(6) . . ?
N4 C19 C20 119.7(7) . . ?
C21 C20 C19 121.1(7) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C16 120.6(7) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
C27 C22 C23 118.1(7) . . ?
C27 C22 N3 121.8(7) . . ?
C23 C22 N3 120.0(7) . . ?
C24 C23 C22 120.9(8) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 121.0(8) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 118.8(8) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C25 C26 C27 121.6(8) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C22 119.6(8) . . ?
C26 C27 H27 120.2 . . ?
C22 C27 H27 120.2 . . ?
C33 C28 C29 117.6(8) . . ?
C33 C28 N3 122.0(7) . . ?
C29 C28 N3 120.3(7) . . ?
C30 C29 C28 120.7(8) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C31 120.5(8) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C32 C31 C30 119.8(9) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C31 C32 C33 120.8(8) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C32 C33 C28 120.4(8) . . ?
C32 C33 H33 119.8 . . ?
C28 C33 H33 119.8 . . ?
C39 C34 C35 120.5(7) . . ?
C39 C34 N4 119.7(7) . . ?
C35 C34 N4 119.7(7) . . ?
C34 C35 C36 119.1(8) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C37 C36 C35 120.1(8) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C36 119.9(9) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C39 120.5(9) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C34 C39 C38 119.8(9) . . ?
C34 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C41 C40 C45 119.3(7) . . ?
C41 C40 N4 119.8(7) . . ?
C45 C40 N4 121.0(7) . . ?
C42 C41 C40 120.7(8) . . ?
C42 C41 H41 119.7 . . ?
C40 C41 H41 119.7 . . ?
C41 C42 C43 120.8(8) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C42 C43 C44 118.3(8) . . ?
C42 C43 H43 120.9 . . ?
C44 C43 H43 120.9 . . ?
C45 C44 C43 121.4(8) . . ?
C45 C44 H44 119.3 . . ?
C43 C44 H44 119.3 . . ?
C44 C45 C40 119.5(8) . . ?
C44 C45 H45 120.3 . . ?
C40 C45 H45 120.3 . . ?

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
C9 N1 C1 C2 -1.3(13) . . . . ?
N1 C1 C2 C3 -0.2(15) . . . . ?
C1 C2 C3 C4 0.2(15) . . . . ?
C2 C3 C4 C5 -177.0(9) . . . . ?
C2 C3 C4 C9 1.2(13) . . . . ?
C3 C4 C5 C6 178.9(8) . . . . ?
C9 C4 C5 C6 0.8(12) . . . . ?
C4 C5 C6 C7 3.3(13) . . . . ?
C5 C6 C7 C8 -3.6(12) . . . . ?
C6 C7 C8 N2 179.6(7) . . . . ?
C6 C7 C8 C9 -0.3(11) . . . . ?
C10 N2 C8 C7 -122.7(8) . . . . ?
C16 N2 C8 C7 36.0(10) . . . . ?
C10 N2 C8 C9 57.2(9) . . . . ?
C16 N2 C8 C9 -144.1(6) . . . . ?
C1 N1 C9 C4 2.7(11) . . . . ?
C1 N1 C9 C8 -177.2(7) . . . . ?
C3 C4 C9 N1 -2.7(11) . . . . ?
C5 C4 C9 N1 175.5(7) . . . . ?
C3 C4 C9 C8 177.2(7) . . . . ?
C5 C4 C9 C8 -4.6(11) . . . . ?
C7 C8 C9 N1 -175.8(7) . . . . ?
N2 C8 C9 N1 4.4(10) . . . . ?
C7 C8 C9 C4 4.3(10) . . . . ?
N2 C8 C9 C4 -175.5(7) . . . . ?
C8 N2 C10 C15 18.0(11) . . . . ?
C16 N2 C10 C15 -140.2(7) . . . . ?
C8 N2 C10 C11 -161.1(7) . . . . ?
C16 N2 C10 C11 40.7(10) . . . . ?
C15 C10 C11 C12 2.2(12) . . . . ?
N2 C10 C11 C12 -178.6(7) . . . . ?
C10 C11 C12 C13 -2.5(13) . . . . ?
C11 C12 C13 C14 1.0(13) . . . . ?
C11 C12 C13 N3 -179.3(7) . . . . ?
C22 N3 C13 C14 -149.2(7) . . . . ?
C28 N3 C13 C14 47.9(10) . . . . ?
C22 N3 C13 C12 31.0(11) . . . . ?
C28 N3 C13 C12 -131.9(8) . . . . ?
C12 C13 C14 C15 0.7(12) . . . . ?
N3 C13 C14 C15 -179.0(6) . . . . ?
C11 C10 C15 C14 -0.6(12) . . . . ?
N2 C10 C15 C14 -179.7(6) . . . . ?
C13 C14 C15 C10 -0.9(12) . . . . ?
C10 N2 C16 C17 -148.7(7) . . . . ?
C8 N2 C16 C17 52.4(9) . . . . ?
C10 N2 C16 C21 31.8(10) . . . . ?
C8 N2 C16 C21 -127.1(7) . . . . ?
C21 C16 C17 C18 -1.0(11) . . . . ?
N2 C16 C17 C18 179.5(6) . . . . ?
C16 C17 C18 C19 0.4(11) . . . . ?
C17 C18 C19 N4 -178.7(7) . . . . ?
C17 C18 C19 C20 -0.3(10) . . . . ?
C40 N4 C19 C18 -35.1(11) . . . . ?
C34 N4 C19 C18 144.2(8) . . . . ?
C40 N4 C19 C20 146.6(7) . . . . ?
C34 N4 C19 C20 -34.2(10) . . . . ?
C18 C19 C20 C21 0.8(10) . . . . ?
N4 C19 C20 C21 179.3(7) . . . . ?
C19 C20 C21 C16 -1.5(11) . . . . ?
C17 C16 C21 C20 1.5(10) . . . . ?
N2 C16 C21 C20 -179.0(7) . . . . ?
C28 N3 C22 C27 27.1(11) . . . . ?
C13 N3 C22 C27 -135.7(8) . . . . ?
C28 N3 C22 C23 -155.9(7) . . . . ?
C13 N3 C22 C23 41.3(10) . . . . ?
C27 C22 C23 C24 0.7(12) . . . . ?
N3 C22 C23 C24 -176.4(8) . . . . ?
C22 C23 C24 C25 -2.1(13) . . . . ?
C23 C24 C25 C26 1.5(13) . . . . ?
C24 C25 C26 C27 0.4(13) . . . . ?
C25 C26 C27 C22 -1.7(12) . . . . ?
C23 C22 C27 C26 1.1(11) . . . . ?
N3 C22 C27 C26 178.2(7) . . . . ?
C22 N3 C28 C33 -135.1(8) . . . . ?
C13 N3 C28 C33 27.8(11) . . . . ?
C22 N3 C28 C29 44.6(10) . . . . ?
C13 N3 C28 C29 -152.4(7) . . . . ?
C33 C28 C29 C30 3.1(11) . . . . ?
N3 C28 C29 C30 -176.7(7) . . . . ?
C28 C29 C30 C31 -2.6(12) . . . . ?
C29 C30 C31 C32 0.7(13) . . . . ?
C30 C31 C32 C33 0.6(14) . . . . ?
C31 C32 C33 C28 -0.1(14) . . . . ?
C29 C28 C33 C32 -1.8(12) . . . . ?
N3 C28 C33 C32 178.0(7) . . . . ?
C19 N4 C34 C39 119.2(9) . . . . ?
C40 N4 C34 C39 -61.5(11) . . . . ?
C19 N4 C34 C35 -61.7(10) . . . . ?
C40 N4 C34 C35 117.6(8) . . . . ?
C39 C34 C35 C36 1.2(12) . . . . ?
N4 C34 C35 C36 -177.8(8) . . . . ?
C34 C35 C36 C37 -0.3(14) . . . . ?
C35 C36 C37 C38 -1.1(16) . . . . ?
C36 C37 C38 C39 1.4(17) . . . . ?
C35 C34 C39 C38 -0.9(13) . . . . ?
N4 C34 C39 C38 178.1(8) . . . . ?
C37 C38 C39 C34 -0.5(16) . . . . ?
C19 N4 C40 C41 150.9(7) . . . . ?
C34 N4 C40 C41 -28.4(11) . . . . ?
C19 N4 C40 C45 -29.9(11) . . . . ?
C34 N4 C40 C45 150.8(7) . . . . ?
C45 C40 C41 C42 1.0(11) . . . . ?
N4 C40 C41 C42 -179.7(7) . . . . ?
C40 C41 C42 C43 -1.3(12) . . . . ?
C41 C42 C43 C44 1.9(12) . . . . ?
C42 C43 C44 C45 -2.2(12) . . . . ?
C43 C44 C45 C40 1.9(12) . . . . ?
C41 C40 C45 C44 -1.3(11) . . . . ?
N4 C40 C45 C44 179.4(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1A Cl3 0.94 2.96 3.656(10) 132.1 1_455
C46 H46 N1 0.99 2.50 3.305(12) 138.6 1_655
C1 H1A Cl3 0.94 2.96 3.656(10) 132.1 1_455
C46 H46 N1 0.99 2.50 3.305(12) 138.6 1_655
C1 H1A Cl3 0.94 2.96 3.656(10) 132.1 1_455
C46 H46 N1 0.99 2.50 3.305(12) 138.6 1_655
C46 H46 N1 0.99 2.50 3.305(12) 138.6 1_655
C1 H1A Cl3 0.94 2.96 3.656(10) 132.1 1_455
C46 H46 N1 0.99 2.50 3.305(12) 138.6 1_655
C1 H1A Cl3 0.94 2.96 3.656(10) 132.1 1_455
C46 H46 N1 0.99 2.50 3.305(12) 138.6 1_655
C1 H1A Cl3 0.94 2.96 3.656(10) 132.1 1_455

_refine_diff_density_max         0.624
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4



