# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_TMePC
_database_code_depnum_ccdc_archive 'CCDC 2154356'
loop_
_audit_author_name
_audit_author_address
'Sameeta Sahoo'
;Research Scholar
India
;
_audit_update_record             
;
2022-02-24 deposited with the CCDC.	2022-06-23 downloaded from the CCDC.
;
_audit_creation_date             2021-02-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6257)
;
_shelx_SHELXL_version_number     2015/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 N4'
_chemical_formula_sum            'C24 H22 N4'
_chemical_formula_weight         366.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N'
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x+, y+, z+'
'-x+1/2, y+1/2, -z+1/2'
'-x+, -y+, -z+'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.9895(3)
_cell_length_b                   10.9365(10)
_cell_length_c                   11.6318(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.278(4)
_cell_angle_gamma                90
_cell_volume                     883.81(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2737
_cell_measurement_temperature    111(2)
_cell_measurement_theta_max      26.6800
_cell_measurement_theta_min      2.5100
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1059
_diffrn_reflns_av_unetI/netI     0.1068
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_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            5331
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_min         2.564
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  38.00   0.50   38.93    --  -15.60  30.00 -30.00   72
  2  ω      7.00  36.00   0.50   38.93    --   16.22 -30.00   0.00   58
  3  ω    -21.00  18.00   0.50   38.93    --  -15.60 -94.00 -60.00   78
  4  ω     28.00  54.00   0.50   38.93    --   16.22-137.00 -41.00   52
  5  ω    -19.00  16.00   0.50   38.93    --   16.22 -94.00 -90.00   70
  6  ω    -36.00  19.00   0.50   38.93    --  -15.60 -94.00-150.00  110
  7  ω    -89.00   7.00   0.50   38.93    --  -15.60 -30.00 -90.00  192
  8  ω    -56.00   0.00   0.50   38.93    --   16.22 -30.00   0.00  112
  9  ω    -40.00  51.00   0.50   38.93    --  -15.60  61.00  60.00  182
 10  ω    -18.00  14.00   0.50   38.93    --  -15.60 -94.00  90.00   64
 11  ω     20.00  45.00   0.50   38.93    --   16.22-132.00 135.00   50
 12  ω    -76.00 -22.00   0.50   38.93    --  -15.60 137.00  21.00  108
 13  ω    -68.00 -43.00   0.50   38.93    --  -15.60 132.00-155.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0004851000
_diffrn_orient_matrix_UB_12      0.0638513000
_diffrn_orient_matrix_UB_13      -0.0106688000
_diffrn_orient_matrix_UB_21      -0.0086110000
_diffrn_orient_matrix_UB_22      -0.0113090000
_diffrn_orient_matrix_UB_23      -0.0603734000
_diffrn_orient_matrix_UB_31      -0.1017575000
_diffrn_orient_matrix_UB_32      0.0012222000
_diffrn_orient_matrix_UB_33      -0.0016977000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1079
_reflns_number_total             1587
_reflns_odcompleteness_completeness 94.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2015/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1587
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1170
_refine_ls_R_factor_gt           0.0825
_refine_ls_restrained_S_all      1.022
_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)+(0.1583P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2061
_refine_ls_wR_factor_ref         0.2514
_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 Aromatic/amide H refined with riding coordinates:
 N001(H001), C006(H006), C008(H008), C00A(H00A), C00B(H00B)
2.b Idealised Me refined as rotating group:
 C00D(H00C,H00D,H00E), C00E(H00F,H00G,H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
N001 N 0.7542(3) 0.4674(3) 0.40188(19) 0.0286(8) Uani 1 1 d . . . . .
H001 H 0.8744 0.4582 0.4319 0.034 Uiso 1 1 calc R U . . .
N002 N 0.9208(3) 0.6649(3) 0.51639(19) 0.0298(9) Uani 1 1 d . . . . .
C003 C 0.6533(3) 0.5754(3) 0.4011(2) 0.0275(10) Uani 1 1 d . . . . .
C004 C 0.6421(4) 0.3763(4) 0.3496(2) 0.0281(9) Uani 1 1 d . . . . .
C005 C 0.7434(3) 0.6801(3) 0.4527(2) 0.0285(9) Uani 1 1 d . . . . .
C006 C 0.8320(3) 0.8681(4) 0.5156(2) 0.0294(9) Uani 1 1 d . . . . .
H006 H 0.8373 0.9533 0.5318 0.035 Uiso 1 1 calc R U . . .
C007 C 0.9765(3) 0.7786(4) 0.5553(2) 0.0305(10) Uani 1 1 d . . . . .
C008 C 0.8518(3) 0.1870(4) 0.3782(2) 0.0300(9) Uani 1 1 d . . . . .
H008 H 0.8459 0.1029 0.3574 0.036 Uiso 1 1 calc R U . . .
C009 C 0.4620(4) 0.5509(4) 0.3452(2) 0.0326(10) Uani 1 1 d . . . . .
C00A C 0.6891(3) 0.2537(4) 0.3373(2) 0.0308(10) Uani 1 1 d . . . . .
H00A H 0.5926 0.2072 0.2931 0.037 Uiso 1 1 calc R U . . .
C00B C 0.4600(4) 0.4304(4) 0.3129(3) 0.0325(10) Uani 1 1 d . . . . .
H00B H 0.3535 0.3892 0.2724 0.039 Uiso 1 1 calc R U . . .
C00C C 0.6868(3) 0.8085(4) 0.4505(2) 0.0312(10) Uani 1 1 d . . . . .
C00D C 0.5195(4) 0.8736(4) 0.3848(3) 0.0361(10) Uani 1 1 d . . . . .
H00C H 0.5021 0.8438 0.3049 0.054 Uiso 1 1 calc R U . . .
H00D H 0.5449 0.9617 0.3851 0.054 Uiso 1 1 calc R U . . .
H00E H 0.4025 0.8577 0.4217 0.054 Uiso 1 1 calc R U . . .
C00E C 0.2873(4) 0.6302(4) 0.3264(3) 0.0376(10) Uani 1 1 d . . . . .
H00F H 0.2755 0.6785 0.3962 0.056 Uiso 1 1 calc R U . . .
H00G H 0.1728 0.5789 0.3096 0.056 Uiso 1 1 calc R U . . .
H00H H 0.2991 0.6853 0.2611 0.056 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
N001 H001 0.8800 . ?
N001 C003 1.375(4) . ?
N001 C004 1.369(4) . ?
N002 C005 1.384(3) . ?
N002 C007 1.365(4) . ?
C003 C005 1.409(5) . ?
C003 C009 1.446(3) . ?
C004 C00A 1.391(5) . ?
C004 C00B 1.426(4) . ?
C005 C00C 1.459(5) . ?
C006 H006 0.9500 . ?
C006 C007 1.446(4) . ?
C006 C00C 1.364(4) . ?
C007 C008 1.406(3) 3_766 ?
C008 C007 1.406(3) 3_766 ?
C008 H008 0.9500 . ?
C008 C00A 1.391(4) . ?
C009 C00B 1.370(5) . ?
C009 C00E 1.494(4) . ?
C00A H00A 0.9500 . ?
C00B H00B 0.9500 . ?
C00C C00D 1.504(4) . ?
C00D H00C 0.9800 . ?
C00D H00D 0.9800 . ?
C00D H00E 0.9800 . ?
C00E H00F 0.9800 . ?
C00E H00G 0.9800 . ?
C00E H00H 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
C003 N001 H001 124.6 . . ?
C004 N001 H001 124.6 . . ?
C004 N001 C003 110.7(2) . . ?
C007 N002 C005 105.9(3) . . ?
N001 C003 C005 119.3(2) . . ?
N001 C003 C009 107.0(3) . . ?
C005 C003 C009 133.6(3) . . ?
N001 C004 C00A 128.1(3) . . ?
N001 C004 C00B 106.2(3) . . ?
C00A C004 C00B 125.6(3) . . ?
N002 C005 C003 117.6(3) . . ?
N002 C005 C00C 110.5(3) . . ?
C003 C005 C00C 131.9(2) . . ?
C007 C006 H006 126.1 . . ?
C00C C006 H006 126.1 . . ?
C00C C006 C007 107.8(4) . . ?
N002 C007 C006 110.3(2) . . ?
N002 C007 C008 128.4(3) . 3_766 ?
C008 C007 C006 121.3(4) 3_766 . ?
C007 C008 H008 114.2 3_766 . ?
C00A C008 C007 131.6(4) . 3_766 ?
C00A C008 H008 114.2 . . ?
C003 C009 C00E 131.2(3) . . ?
C00B C009 C003 106.4(3) . . ?
C00B C009 C00E 122.3(3) . . ?
C004 C00A C008 131.6(3) . . ?
C004 C00A H00A 114.2 . . ?
C008 C00A H00A 114.2 . . ?
C004 C00B H00B 125.2 . . ?
C009 C00B C004 109.6(3) . . ?
C009 C00B H00B 125.2 . . ?
C005 C00C C00D 131.2(3) . . ?
C006 C00C C005 105.5(3) . . ?
C006 C00C C00D 123.1(4) . . ?
C00C C00D H00C 109.5 . . ?
C00C C00D H00D 109.5 . . ?
C00C C00D H00E 109.5 . . ?
H00C C00D H00D 109.5 . . ?
H00C C00D H00E 109.5 . . ?
H00D C00D H00E 109.5 . . ?
C009 C00E H00F 109.5 . . ?
C009 C00E H00G 109.5 . . ?
C009 C00E H00H 109.5 . . ?
H00F C00E H00G 109.5 . . ?
H00F C00E H00H 109.5 . . ?
H00G C00E H00H 109.5 . . ?

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
N001 C003 C005 N002 -9.0(4) . . . . ?
N001 C003 C005 C00C 169.4(3) . . . . ?
N001 C003 C009 C00B -1.5(3) . . . . ?
N001 C003 C009 C00E 175.5(3) . . . . ?
N001 C004 C00A C008 4.2(6) . . . . ?
N001 C004 C00B C009 -1.4(3) . . . . ?
N002 C005 C00C C006 -1.0(3) . . . . ?
N002 C005 C00C C00D 173.2(3) . . . . ?
C003 N001 C004 C00A -177.2(3) . . . . ?
C003 N001 C004 C00B 0.4(3) . . . . ?
C003 C005 C00C C006 -179.5(3) . . . . ?
C003 C005 C00C C00D -5.3(5) . . . . ?
C003 C009 C00B C004 1.7(3) . . . . ?
C004 N001 C003 C005 179.1(2) . . . . ?
C004 N001 C003 C009 0.7(3) . . . . ?
C005 N002 C007 C006 -0.1(3) . . . . ?
C005 N002 C007 C008 -178.4(3) . . . 3_766 ?
C005 C003 C009 C00B -179.5(3) . . . . ?
C005 C003 C009 C00E -2.6(6) . . . . ?
C007 N002 C005 C003 179.4(2) . . . . ?
C007 N002 C005 C00C 0.7(3) . . . . ?
C007 C006 C00C C005 0.9(3) . . . . ?
C007 C006 C00C C00D -173.9(3) . . . . ?
C007 C008 C00A C004 -0.6(6) 3_766 . . . ?
C009 C003 C005 N002 168.9(3) . . . . ?
C009 C003 C005 C00C -12.7(5) . . . . ?
C00A C004 C00B C009 176.3(3) . . . . ?
C00B C004 C00A C008 -172.9(3) . . . . ?
C00C C006 C007 N002 -0.6(3) . . . . ?
C00C C006 C007 C008 177.9(3) . . . 3_766 ?
C00E C009 C00B C004 -175.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.689
_oxdiff_exptl_absorpt_empirical_full_min 0.288
####################################################################### 
# 
# 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_TEtPc
_database_code_depnum_ccdc_archive 'CCDC 2154357'
loop_
_audit_author_name
_audit_author_address
'Sameeta Sahoo'
;Research Scholar
India
;
_audit_update_record             
;
2022-02-24 deposited with the CCDC.	2022-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H30 N4'
_chemical_formula_weight         422.56

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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.8726(4)
_cell_length_b                   7.4607(3)
_cell_length_c                   29.6443(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.255(4)
_cell_angle_gamma                90
_cell_volume                     2170.50(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4475
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      26.1

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16271
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.075
_diffrn_reflns_theta_max         26.917
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             4467
_reflns_number_gt                2267
_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_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_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)+(0.0727P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0033(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4467
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1244
_refine_ls_R_factor_gt           0.0599
_refine_ls_wR_factor_ref         0.1630
_refine_ls_wR_factor_gt          0.1308
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_restrained_S_all      0.923
_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
C1 C 0.5694(2) 0.7145(3) 0.49159(7) 0.0417(6) Uani 1 1 d . . . . .
C2 C 0.6822(2) 0.6715(3) 0.52538(7) 0.0452(6) Uani 1 1 d . . . . .
C3 C 0.7852(2) 0.6188(3) 0.50158(7) 0.0505(6) Uani 1 1 d . . . . .
H3 H 0.871168 0.582142 0.514118 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7407(2) 0.6287(3) 0.45458(7) 0.0462(6) Uani 1 1 d . . . . .
C5 C 0.8247(2) 0.5893(3) 0.42066(7) 0.0529(7) Uani 1 1 d . . . . .
H5 H 0.910833 0.548720 0.431932 0.064 Uiso 1 1 calc R U . . .
C6 C 0.8052(2) 0.5986(3) 0.37410(7) 0.0554(7) Uani 1 1 d . . . . .
H6 H 0.881784 0.568173 0.360053 0.066 Uiso 1 1 calc R U . . .
C7 C 0.6930(3) 0.6449(3) 0.34413(7) 0.0474(6) Uani 1 1 d . . . . .
C8 C 0.6935(3) 0.6580(3) 0.29637(7) 0.0522(7) Uani 1 1 d . . . . .
H8 H 0.769298 0.641509 0.280746 0.063 Uiso 1 1 calc R U . . .
C9 C 0.5657(3) 0.6984(3) 0.27700(7) 0.0465(6) Uani 1 1 d . . . . .
C10 C 0.4832(3) 0.7111(3) 0.31472(7) 0.0449(6) Uani 1 1 d . . . . .
C11 C 0.3431(2) 0.7528(3) 0.31711(7) 0.0462(6) Uani 1 1 d . . . . .
C12 C 0.2245(3) 0.7581(3) 0.28407(8) 0.0508(6) Uani 1 1 d . . . . .
C13 C 0.1203(3) 0.8088(3) 0.30738(8) 0.0551(7) Uani 1 1 d . . . . .
H13 H 0.030648 0.826014 0.294942 0.066 Uiso 1 1 calc R U . . .
C14 C 0.1695(3) 0.8315(3) 0.35372(8) 0.0506(6) Uani 1 1 d . . . . .
C15 C 0.0886(3) 0.8852(3) 0.38726(8) 0.0568(7) Uani 1 1 d . . . . .
H15 H 0.000257 0.917471 0.376062 0.068 Uiso 1 1 calc R U . . .
C16 C 0.1151(2) 0.8993(3) 0.43363(8) 0.0578(7) Uani 1 1 d . . . . .
H16 H 0.041736 0.941740 0.447709 0.069 Uiso 1 1 calc R U . . .
C17 C 0.2296(2) 0.8628(3) 0.46348(8) 0.0503(6) Uani 1 1 d . . . . .
C18 C 0.2338(2) 0.8774(3) 0.51150(7) 0.0532(7) Uani 1 1 d . . . . .
H18 H 0.161937 0.916044 0.526879 0.064 Uiso 1 1 calc R U . . .
C19 C 0.3574(2) 0.8268(3) 0.53146(7) 0.0452(6) Uani 1 1 d . . . . .
C20 C 0.4356(2) 0.7787(3) 0.49387(7) 0.0417(6) Uani 1 1 d . . . . .
C21 C 0.6923(2) 0.6760(3) 0.57633(7) 0.0535(7) Uani 1 1 d . . . . .
H21A H 0.622802 0.598151 0.586374 0.064 Uiso 1 1 calc R U . . .
H21B H 0.673831 0.796909 0.585986 0.064 Uiso 1 1 calc R U . . .
C22 C 0.8308(2) 0.6176(4) 0.59920(7) 0.0640(8) Uani 1 1 d . . . . .
H22A H 0.850028 0.497973 0.589822 0.096 Uiso 1 1 calc R U . . .
H22B H 0.829920 0.620436 0.631547 0.096 Uiso 1 1 calc R U . . .
H22C H 0.899766 0.697615 0.590669 0.096 Uiso 1 1 calc R U . . .
C23 C 0.5274(3) 0.7267(3) 0.22734(7) 0.0560(7) Uani 1 1 d . . . . .
H23A H 0.472668 0.834614 0.223186 0.067 Uiso 1 1 calc R U . . .
H23B H 0.471318 0.626973 0.215549 0.067 Uiso 1 1 calc R U . . .
C24 C 0.6477(3) 0.7438(3) 0.19977(8) 0.0703(8) Uani 1 1 d . . . . .
H24A H 0.705524 0.840018 0.211677 0.105 Uiso 1 1 calc R U . . .
H24B H 0.615199 0.768365 0.168685 0.105 Uiso 1 1 calc R U . . .
H24C H 0.698484 0.633808 0.201533 0.105 Uiso 1 1 calc R U . . .
C25 C 0.2076(3) 0.7129(3) 0.23414(7) 0.0623(7) Uani 1 1 d . . . . .
H25A H 0.237228 0.590402 0.230327 0.075 Uiso 1 1 calc R U . . .
H25B H 0.266481 0.790502 0.218676 0.075 Uiso 1 1 calc R U . . .
C26 C 0.0627(3) 0.7325(4) 0.21186(8) 0.0790(9) Uani 1 1 d . . . . .
H26A H 0.003477 0.656554 0.227001 0.118 Uiso 1 1 calc R U . . .
H26B H 0.058705 0.698416 0.180515 0.118 Uiso 1 1 calc R U . . .
H26C H 0.034147 0.854945 0.213955 0.118 Uiso 1 1 calc R U . . .
C27 C 0.3969(2) 0.8277(3) 0.58180(7) 0.0537(7) Uani 1 1 d . . . . .
H27A H 0.475407 0.905023 0.588582 0.064 Uiso 1 1 calc R U . . .
H27B H 0.423446 0.707388 0.591519 0.064 Uiso 1 1 calc R U . . .
C28 C 0.2832(2) 0.8913(4) 0.60878(7) 0.0667(8) Uani 1 1 d . . . . .
H28A H 0.256149 1.010340 0.599344 0.100 Uiso 1 1 calc R U . . .
H28B H 0.315299 0.891884 0.640534 0.100 Uiso 1 1 calc R U . . .
H28C H 0.206648 0.811942 0.603455 0.100 Uiso 1 1 calc R U . . .
N1 N 0.6092(2) 0.6858(2) 0.44913(6) 0.0446(5) Uani 1 1 d . . . . .
N2 N 0.5637(2) 0.6805(3) 0.35421(7) 0.0482(5) Uani 1 1 d . . . . .
N3 N 0.3053(2) 0.7941(2) 0.35893(7) 0.0476(5) Uani 1 1 d . . . . .
N4 N 0.3540(2) 0.8044(2) 0.45411(7) 0.0457(5) Uani 1 1 d . . . . .
H1A H 0.537(4) 0.707(5) 0.4190(15) 0.036(11) Uiso 0.5 1 d . . P A 1
H3A H 0.377(4) 0.777(5) 0.3921(16) 0.047(13) Uiso 0.5 1 d . . P B 1
H2A H 0.541(4) 0.696(5) 0.3869(17) 0.052(13) Uiso 0.5 1 d . . P C 2
H4A H 0.373(4) 0.779(5) 0.4230(15) 0.034(11) Uiso 0.5 1 d . . P D 2


_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 N1 1.376(2) . ?
C1 C20 1.414(3) . ?
C1 C2 1.450(3) . ?
C2 C3 1.358(3) . ?
C2 C21 1.503(3) . ?
C3 C4 1.416(3) . ?
C3 H3 0.9300 . ?
C4 N1 1.359(3) . ?
C4 C5 1.403(3) . ?
C5 C6 1.374(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.386(3) . ?
C6 H6 0.9300 . ?
C7 N2 1.369(3) . ?
C7 C8 1.420(3) . ?
C8 C9 1.362(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.456(3) . ?
C9 C23 1.494(3) . ?
C10 N2 1.361(3) . ?
C10 C11 1.427(3) . ?
C11 N3 1.369(3) . ?
C11 C12 1.443(3) . ?
C12 C13 1.354(3) . ?
C12 C25 1.510(3) . ?
C13 C14 1.416(3) . ?
C13 H13 0.9300 . ?
C14 N3 1.361(3) . ?
C14 C15 1.400(3) . ?
C15 C16 1.375(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9300 . ?
C17 N4 1.360(3) . ?
C17 C18 1.424(3) . ?
C18 C19 1.351(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.467(3) . ?
C19 C27 1.501(3) . ?
C20 N4 1.367(3) . ?
C21 C22 1.522(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.518(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.516(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.523(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N1 H1A 1.09(4) . ?
N2 H2A 1.02(5) . ?
N3 H3A 1.15(5) . ?
N4 H4A 0.98(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
N1 C1 C20 117.3(2) . . ?
N1 C1 C2 108.8(2) . . ?
C20 C1 C2 133.9(2) . . ?
C3 C2 C1 105.51(18) . . ?
C3 C2 C21 123.8(2) . . ?
C1 C2 C21 130.6(2) . . ?
C2 C3 C4 109.1(2) . . ?
C2 C3 H3 125.5 . . ?
C4 C3 H3 125.5 . . ?
N1 C4 C5 127.7(2) . . ?
N1 C4 C3 108.9(2) . . ?
C5 C4 C3 123.4(2) . . ?
C6 C5 C4 132.9(2) . . ?
C6 C5 H5 113.6 . . ?
C4 C5 H5 113.6 . . ?
C5 C6 C7 132.1(2) . . ?
C5 C6 H6 113.9 . . ?
C7 C6 H6 113.9 . . ?
N2 C7 C6 127.4(2) . . ?
N2 C7 C8 108.0(2) . . ?
C6 C7 C8 124.5(2) . . ?
C9 C8 C7 109.4(2) . . ?
C9 C8 H8 125.3 . . ?
C7 C8 H8 125.3 . . ?
C8 C9 C10 105.1(2) . . ?
C8 C9 C23 124.7(2) . . ?
C10 C9 C23 130.1(2) . . ?
N2 C10 C11 118.2(2) . . ?
N2 C10 C9 109.1(2) . . ?
C11 C10 C9 132.7(2) . . ?
N3 C11 C10 117.1(2) . . ?
N3 C11 C12 109.1(2) . . ?
C10 C11 C12 133.8(2) . . ?
C13 C12 C11 105.5(2) . . ?
C13 C12 C25 123.7(2) . . ?
C11 C12 C25 130.8(2) . . ?
C12 C13 C14 109.2(2) . . ?
C12 C13 H13 125.4 . . ?
C14 C13 H13 125.4 . . ?
N3 C14 C15 127.5(2) . . ?
N3 C14 C13 108.4(2) . . ?
C15 C14 C13 124.1(2) . . ?
C16 C15 C14 132.1(2) . . ?
C16 C15 H15 114.0 . . ?
C14 C15 H15 114.0 . . ?
C15 C16 C17 132.6(2) . . ?
C15 C16 H16 113.7 . . ?
C17 C16 H16 113.7 . . ?
N4 C17 C16 128.7(2) . . ?
N4 C17 C18 107.5(2) . . ?
C16 C17 C18 123.8(2) . . ?
C19 C18 C17 110.1(2) . . ?
C19 C18 H18 125.0 . . ?
C17 C18 H18 125.0 . . ?
C18 C19 C20 105.1(2) . . ?
C18 C19 C27 123.9(2) . . ?
C20 C19 C27 131.0(2) . . ?
N4 C20 C1 118.17(19) . . ?
N4 C20 C19 108.1(2) . . ?
C1 C20 C19 133.7(2) . . ?
C2 C21 C22 113.55(19) . . ?
C2 C21 H21A 108.9 . . ?
C22 C21 H21A 108.9 . . ?
C2 C21 H21B 108.9 . . ?
C22 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C9 C23 C24 114.4(2) . . ?
C9 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
C9 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C12 C25 C26 113.8(2) . . ?
C12 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
C12 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C19 C27 C28 113.43(19) . . ?
C19 C27 H27A 108.9 . . ?
C28 C27 H27A 108.9 . . ?
C19 C27 H27B 108.9 . . ?
C28 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C4 N1 C1 107.7(2) . . ?
C4 N1 H1A 132(2) . . ?
C1 N1 H1A 120(2) . . ?
C10 N2 C7 108.4(2) . . ?
C10 N2 H2A 129(2) . . ?
C7 N2 H2A 122(2) . . ?
C14 N3 C11 107.8(2) . . ?
C14 N3 H3A 129(2) . . ?
C11 N3 H3A 123(2) . . ?
C17 N4 C20 109.22(19) . . ?
C17 N4 H4A 122(2) . . ?
C20 N4 H4A 129(2) . . ?

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
N1 C1 C2 C3 0.1(2) . . . . ?
C20 C1 C2 C3 -178.9(2) . . . . ?
N1 C1 C2 C21 -178.7(2) . . . . ?
C20 C1 C2 C21 2.3(4) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C21 C2 C3 C4 179.2(2) . . . . ?
C2 C3 C4 N1 -0.6(3) . . . . ?
C2 C3 C4 C5 177.6(2) . . . . ?
N1 C4 C5 C6 1.8(5) . . . . ?
C3 C4 C5 C6 -176.2(2) . . . . ?
C4 C5 C6 C7 -2.6(5) . . . . ?
C5 C6 C7 N2 -6.1(4) . . . . ?
C5 C6 C7 C8 175.9(2) . . . . ?
N2 C7 C8 C9 -0.9(3) . . . . ?
C6 C7 C8 C9 177.4(2) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
C7 C8 C9 C23 178.6(2) . . . . ?
C8 C9 C10 N2 0.7(2) . . . . ?
C23 C9 C10 N2 -177.7(2) . . . . ?
C8 C9 C10 C11 178.5(2) . . . . ?
C23 C9 C10 C11 0.2(4) . . . . ?
N2 C10 C11 N3 12.7(3) . . . . ?
C9 C10 C11 N3 -165.0(2) . . . . ?
N2 C10 C11 C12 -165.6(2) . . . . ?
C9 C10 C11 C12 16.7(4) . . . . ?
N3 C11 C12 C13 2.0(3) . . . . ?
C10 C11 C12 C13 -179.6(2) . . . . ?
N3 C11 C12 C25 -175.7(2) . . . . ?
C10 C11 C12 C25 2.6(4) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C25 C12 C13 C14 176.8(2) . . . . ?
C12 C13 C14 N3 -0.1(3) . . . . ?
C12 C13 C14 C15 179.3(2) . . . . ?
N3 C14 C15 C16 -7.1(4) . . . . ?
C13 C14 C15 C16 173.6(2) . . . . ?
C14 C15 C16 C17 -1.3(5) . . . . ?
C15 C16 C17 N4 1.9(5) . . . . ?
C15 C16 C17 C18 -176.3(3) . . . . ?
N4 C17 C18 C19 -0.8(3) . . . . ?
C16 C17 C18 C19 177.7(2) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C17 C18 C19 C27 179.4(2) . . . . ?
N1 C1 C20 N4 1.3(3) . . . . ?
C2 C1 C20 N4 -179.8(2) . . . . ?
N1 C1 C20 C19 -179.1(2) . . . . ?
C2 C1 C20 C19 -0.2(4) . . . . ?
C18 C19 C20 N4 0.3(3) . . . . ?
C27 C19 C20 N4 -178.7(2) . . . . ?
C18 C19 C20 C1 -179.3(2) . . . . ?
C27 C19 C20 C1 1.7(4) . . . . ?
C3 C2 C21 C22 0.7(3) . . . . ?
C1 C2 C21 C22 179.3(2) . . . . ?
C8 C9 C23 C24 -11.6(3) . . . . ?
C10 C9 C23 C24 166.5(2) . . . . ?
C13 C12 C25 C26 1.0(3) . . . . ?
C11 C12 C25 C26 178.5(2) . . . . ?
C18 C19 C27 C28 0.1(3) . . . . ?
C20 C19 C27 C28 178.9(2) . . . . ?
C5 C4 N1 C1 -177.5(2) . . . . ?
C3 C4 N1 C1 0.7(2) . . . . ?
C20 C1 N1 C4 178.7(2) . . . . ?
C2 C1 N1 C4 -0.5(2) . . . . ?
C11 C10 N2 C7 -179.5(2) . . . . ?
C9 C10 N2 C7 -1.3(2) . . . . ?
C6 C7 N2 C10 -176.9(2) . . . . ?
C8 C7 N2 C10 1.4(2) . . . . ?
C15 C14 N3 C11 -178.0(2) . . . . ?
C13 C14 N3 C11 1.4(3) . . . . ?
C10 C11 N3 C14 179.22(19) . . . . ?
C12 C11 N3 C14 -2.1(3) . . . . ?
C16 C17 N4 C20 -177.5(2) . . . . ?
C18 C17 N4 C20 1.0(3) . . . . ?
C1 C20 N4 C17 178.9(2) . . . . ?
C19 C20 N4 C17 -0.8(2) . . . . ?

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
_geom_hbond_publ_flag
N1 H1A^a N2 1.09(4) 1.98(4) 2.801(3) 130(3) . yes
N3 H3A^a N4 1.15(5) 1.89(5) 2.811(3) 134(3) . yes
N2 H2A^b N1 1.02(5) 1.90(5) 2.801(3) 145(4) . yes
N4 H4A^b N3 0.98(4) 1.95(4) 2.811(3) 146(3) . yes

_refine_diff_density_max         0.494
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.045

